40 Fantastic Farm Stays for groups in the Winelands

If you’re looking for the perfect place to host a large gathering of friends and family, South Africa’s wine routes offer an idyllic backdrop for an unforgettable experience.

From cosy cottages to luxurious villas, there are a wide variety of accommodation options available to suit everyone’s needs.

Gather your loved ones (or favourite colleagues) and discover 40 of our favourite self-catering stays that could sleep 10 or more guests and promise relaxation and adventure in the heart of wine country.

Montpellier de Tulbagh, Tulbagh Wine & Olive Route

Montpellier de Tulbagh is a picturesque wine farm located in the beautiful Tulbagh Valley. Two Frenchman from the town Montpellier established this picturesque wine farm more than 300 years ago. You can imagine – the place just oozes with character.

Being a popular wedding and conference venue in the countryside, Montpellier offers a convenient mix of guest accommodation, catering to large groups. From the spacious and sophisticated Manour House, to the dormitory-style rooms, loft apartments, stable rooms and farm cottages – everyone can find a place where they’ll feel most comfortable.

Top tip: while you’re on the farm, make sure you taste their award-winning Method Cap Classique Brut and Brut Rosé. Délicieux!

  • Things to do: Wine tastings, hiking, exploring local attractions, horse riding.
  • Total number of guests: 95
  • Closest wine farm: Montpellier Estate
  • High Season Rate Starting From: R1,200 per night in a cottage (sleeps four) and R4,500 per night in the Constantia Farmhouse (sleeps ten)

Book now

 

Arendsig Single Vineyards Wine, Robertson Wine Valley

Arendsig Wine Farm offers a genuine farm experience in the breathtaking Robertson Wine Valley.

With beautiful views over the mountains and river, the cottages have everything you need for a comfortable group getaway – open-plan living areas, fully equipped kitchens and outdoor braai facilities.

A fantastic feature about Arendsig is the outdoor entertainment area in the middle of the cottages. With a boma, patio, outdoor seating, outdoor kitchen and play area – it’s the perfect spot for the whole group to gather for mealtimes.

  • Things to do: Private wine tasting, tennis, walking trails, picnic, hiking, fishing, swimming, mountain biking, birdwatching.
  • Total number of guests: 16
  • Closest wine farm: Arendsig
  • High Season Rate Starting From: R1,350 per night in a cottage (sleeps two)

Book now

Saronsberg Vineyard Cottages, Tulbagh Wine & Olive Route

Travel to the heart of the Tulbagh Valley to visit one of the most popular wine farms in the area – Saronsberg Vineyard Cottages. Your friends and family will love gathering at this picturesque and comfortable retreat.

Each of the six cottages features a living room, kitchen, bathroom and spacious patios for enjoying morning coffee, barbeque or evening sundowners.

Groups can enjoy wine tastings of the estate’s award-winning wines or explore the charming town of Tulbagh, known for its rich history and vibrant art scene. With opportunities for hiking and outdoor activities nearby, Saronsberg offers an ideal base for exploring or celebrating special occasions.

Things to do: Wine tastings, swimming, hiking, mountain biking, visiting local art galleries.

  • Total number of guests: 19
  • Closest wine farm: Saronsberg
  • High Season Rate Starting From: R1,400 per night in a cottage (sleeps two)

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Bushmanspad Estate, Robertson Wine Valley

If you’re in a mood for a casual breakaway with your loved ones, Bushmanspad Estate is a great option.

The five farm cottages are nestled in a row on a cliff, each with its own patio admiring the beautiful views of the valley below. Make a big fire, pour a glass of wine, play games and just soak up the crisp natural environment around you.

Every one of the cottages has a double bed as well as a sleeper couch in the living room that could be used for children to make it a big group getaway.

  • Things to do: Wine tasting and tours, walking, fishing, birding, swimming, hiking, mountain biking, local dining.
  • Total number of guests: 20
  • Closest wine farm: Bushmanspad Estate
  • High Season Rate Starting From: R1,500 per night in a cottage (sleeps four)

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Clear Water Oasis, Namaqua West Coast Wine Route

If you really want to go off the beaten track, then book a stay in the heart of the Namaqualand. Clear Water Oasis is a guest farm outside the tranquil Vanrhynsdorp (the heart of the flower route) that will guarantee a fun experience for the entire family.

A playground for adults and kids, there are swimming pools, jungle gyms, jumping castles, a duck pond, jacuzzis and a popular casual restaurant.

Their overnight units are rustic and simple, offering great value for money. You can choose between full self-catering cottages, or overnight units where you can braai and dine outside with a coffee station inside.

  • Things to do: Swimming, jacuzzi, hiking, stargazing, local wine tastings.
  • Total number of guests: 20
  • Closest wine farm: Rosslo Estate
  • High Season Rate Starting From: R1,600 per night in a cottage (sleeps four)

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Fynbos Estate, Swartland Wine & Olive Route

Fynbos Estate is set on an expansive wine farm outside Malmesbury in the beautiful Paardeberg area. The property is home to the organic winery, Dragonridge, and is also part nature reserve that leads various conservation efforts.

They are well known for their range of unique venues where you can host anything from weddings to workshops, parties and retreats.

The estate has a wide range of distinctly different types of accommodation (both in look and offering) but all of them are basic and comfortable. The main farm house features Cape Dutch architecture, whilst the other cottages all have diverse styles depicting a modern and rustic farm feel.

  • Things to do: walks in the nature reserve, birding, mountain biking, swimming in the pool, wine tasting and tours (on appointment).
  • Total number of guests: 45
  • Closest wine farm: Fynbos Estate
  • High Season Rate Starting From: R1,600 per night in a cottage (sleeps two) and R9,180 per night in The Farmhouse (sleeps eighteen)

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Springfontein Cottages & River Lodge, Stanford Wine Route

Springfontein Cottages and River Lodge is where you go when you want to feel a world away, surrounded by the natural beauty of the countryside.

Tucked away on a peaceful working farm along the Klein River between Hermanus and Stanford, it’s a place where you can slow down with your loved ones.

The Springfontein cottages are simple and comfortable offering you the choice between the Riverside Suites, Milkwood Cottage or the Fisherman’s cottage. The River Lodge is a short stroll away from the Springfontein main area and offers seven rooms – each with their own balcony with beautiful views.

For groups, Springfontein is a great option – whether you’re hosting a relaxed get-together by the river or gathering for wine tastings at the Wine Estate, there’s a perfect balance of activities.

  • Things to do: Wine tastings, river activities, hiking, visiting local attractions.
  • Total number of guests: 16
  • Closest wine farm: Springfontein Wine Estate
  • High Season Rate Starting From: R1,700 per night in a cottage (sleeps two)

Book now

Wildekrans, Bot River Wine Route

Wildekrans Wine Estate offers a laid back setting for groups in a breathtaking location. Located on the Wildekrans wine estate in the Overberg, the cottages are walking distance from the tasting room and restaurant.

They have eight Cape Dutch-style cottages nestled in a row that have everything you need for a comfortable stay. Each unit has its own veranda, so you can cheers to the end of a lovely day as the sun sets. Because of the farm’s slightly elevated location, guests are spoilt with beautiful views of vineyards, mountains and even Walker Bay in the distance.

If you’d like to take the night off cooking (or simply skip another braai), spoil yourself at the amazing on-site restaurant. The chefs forage for fresh ingredients to ensure they use local, seasonal produce as part of the ever-changing menu.

  • Things to do: Wine tastings, hiking, mountain biking, picnics.
  • Total number of guests: 38
  • Closest wine farm: Wildekrans Wine Estate
  • High Season Rate Starting From: R1,780 per cottage per night (sleeps four)

Book now

Tierhoek Cottages, Robertson Wine Valley

The Rooiberg big red chair next to the R60 en route to Robertson is your sign – this is where you need to turn off to Tierhoek cottages. 

As you follow the gravel road through working fruit farms, you venture deeper and deeper into the Noree Valley, getting surrounded by beautiful mountain ranges.

Tierhoek offers five distinctly different houses with their own swimming pools and outdoor barbeque areas overlooking the valley. Although you can book many of the houses together, each house is separate and private to offer complete relaxation.

Besides paying a visit to the donkeys and pigs; you should also be on the lookout for wildlife like baboons, porcupines and klipspringers, and listen out for the call of the elusive Cape Leopard.

  • Things to do: Wine tastings, hiking, walking, cycling and birding.
  • Total number of guests: 34
  • Closest wine farm: Rooiberg
  • High Season Rate Starting From: R1,950 per night in a cottage (sleeps four) and R3,650 per night in one of the houses (sleeps eight)

Book now

Opstal Estate, Breedekloof Wine Valley

The one thing that strikes you when you arrive at Opstal Estate in the Slanghoek Valley, is the incredible mountain views. That, and their warm countryside hospitality.

The estate has five modern cottages that are well-equipped, featuring cosy fireplaces, large dining areas, leather couches and outdoor braai facilities on the patios – ideal for group gatherings. As a convenient extra, they can also deliver family feast meal baskets or braai boxes to your cottage, meaning less planning and more relaxing!

Be sure to ask about the names of the cottages — from “The Barber” to “Lady Ansie” – they each have a story to tell.

  • Things to do: Wine tastings, hiking trails, harvest experience, tractor rides, mountain biking, gin tasting, trout fishing, picnics.
  • Total number of guests: 14
  • Closest wine farm: Jason’s Hill Private Cellar
  • High Season Rate Starting From: R2,000 per night in a cottage (sleeps two) and R2,600 per night (sleeps four)

Book now

Beaumont Family Wines, Bot River Wine Route

Beaumont Family Wines is a charming, laid-back estate with self-catering cottages on a historic working farm, giving you the chance to relax in comfort while enjoying the natural beauty of the Overberg region.

The farm has three accommodation options that can be booked separately or together as a group – Pepper Tree Cottage, The Mill House and The Stables.

Whether you’re gathering around the fire pit, enjoying lunch at the beautiful on-site restaurant, exploring the surrounding vineyards or sharing a meal together under the stars, Beaumont is all about creating memorable moments with friends or family. With plenty of space to spread out and great wine right at your doorstep, it’s the perfect base for a relaxed group getaway.

  • Things to do: Wine tastings, hiking, birdwatching, exploring local markets.
  • Total number of guests: 14
  • Closest wine farm: Beaumont Family Wines
  • High Season Rate Starting From: R2,000 per night in a cottage (sleeps three)

Book now

Mooi Bly, Wellington Wine Route

Mooi bly means “stay well” in Afrikaans, and it’s safe to say: it’s a promise they’ll keep.

Mooi Bly is a special boutique wine farm in the Wellington wine route with five free-standing Cape Dutch-style thatched cottages. Cosiness is a criteria, and with open fireplaces in each unit and homey decor, that box gets ticked.

Since the owner is a winemaker himself, he loves taking guests around on a private cellar tour – a very nice personal touch for your group. The kids will love discovering the property and visiting the cute farm animals.

There must be something special about Mooi Bly, because some of their guests have been returning to stay here for more than 16 years.

  • Things to do: Wine tastings, hiking, visiting local markets, exploring the countryside.
  • Total number of guests: 10
  • Closest wine farm: Mooi Bly
  • High Season Rate Starting From: R2,280 per night in a cottage (sleeps six)

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Denneboom Vineyards & Wildlife, Paarl Wine Route

Vineyards, olives, history and wildlife. Not your usual combination but at Denneboom Vineyards & Wildlife you can experience all four.

Their private game reserve is home to a variety of small animals and antelope, including zebra and the scarce Bontebok. The largest antelope on earth, the Eland, have become quite tame and often swing by the cottages to say hi.

They have four types of cottages, some dating from the 1800’s, each having a special story of its own to make it significant. You can choose either a vineyard location or inside the reserve. Whatever you decide, you will have a unique stay, with vast open spaces around you.

  • Things to do: Wine tastings, swimming, fishing, rowing boats, game viewing, hiking, cycling.
  • Total number of guests: 20
  • Closest wine farm: Denneboom
  • High Season Rate Starting From: R2,300 per night in a cottage (sleeps four)

Book now

Nibbana Farm, Tulbagh Wine & Olive Route

Nibbana Farm offers a serene retreat set against the backdrop of the Riviersonderend Mountains outside Tulbagh, providing a peaceful haven for groups seeking relaxation. The cosy self-catering accommodation options feature rustic decor and ample outdoor space allowing you to unwind and enjoy nature.

Your options include staying in four rooms at The Manor House, the three cottages, or in one of the two stable cottages. With a function venue on the property, this is a great option to host an event and offer your guests on-site accommodation.

Hike, walk or run on the farm to enjoy the fresh air, farm animals and abundant birdlife

  • Things to do: Hiking to a waterfall, horse riding, birding, wine tastings, farm tours, birdwatching, fishing.
  • Total number of guests: 22
  • Closest wine farm: Waverley Hills Organic Wine & Olive Estate
  • High Season Rate Starting From: R2,300 per night in a cottage (sleeps two) and R10,200 per night in The Manor House (sleeps eight)

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Daniëlskraal Farm, Klein Karoo Wine Route

Daniëlskraal Farm is a charming, off-the-grid retreat that offers a peaceful escape in the Klein Karoo. The rustic accommodations are designed to provide a homey atmosphere, featuring comfortable furnishings and outdoor spaces perfect for relaxation.

Engage in various outdoor activities, including hiking and birdwatching, or simply unwind in the tranquil surroundings. The farm’s commitment to sustainability ensures an eco-friendly experience while enjoying the beauty of the region.

Head out on the famous Route 62, and just outside Calitzdorp you’ll find Daniëlskraal Farm tucked away in a hidden arid valley.

Away from your busy life, Daniëlskraal is an off-the-radar relaxing getaway, but presented in a classic country-chic style. The heritage building is furnished with antique finds and has a unique, quirky feel.

There are four bedrooms, each with distinctly different features, including the bathtub with big windows and views for days.

A highlight of the property is the private swimming pool with green lawns that overlook the wilderness area and Swartberg mountains in the distance.

  • Things to do: Swimming, mountain climbing, exploring fossils, birding, badminton, cricket, boules.
  • Total number of guests: 12
  • Closest wine farm: Boplaas Family Vineyards
  • High Season Rate Starting From: R2,500 per night in the cottage (sleeps two) and R15,000 per night in the farmhouse (sleeps ten)

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Riverstone House & Farm Inn, Breedekloof Wine Valley

Riverstone House offers a unique accommodation experience in the scenic Breedekloof Valley.

Besides their elegant country house, The Riverstone House that sleeps ten, they also offer a cool converted container home, FamTin, and a Couples Pod. Both options feature trendy decor and an eco-friendly design – with starlight outdoor showers.

If you want to make your gathering even bigger, ask them about their private little camping spot called Apple Camp.

It’s a party for kids too. There are inflatables to enjoy on the dam and there are endless spaces where the young ones can play and live their best farm life.

  • Things to do: Swimming, stargazing, hiking, swimming, local attractions.
  • Total number of guests: 16
  • Closest wine farm: Bergsig Estate
  • High Season Rate Starting From: R2,600 per night in a cottage (sleeps four)

Book now

Mont Angelis, Stellenbosch Wine Routes

Arriving at Mont Angelis, you wouldn’t believe that you are merely 15 minutes away from the bustling Stellenbosch. This is the perfect getaway for a group that would enjoy peace and tranquility. Set in the Upper Blaauwklippen Valley, the cottages all have breathtaking views over the mountains and vineyards, ensuring you feel connected with your natural surroundings.

They have nine beautiful cottages available to book, each unit elegantly designed with their own full kitchen, bathroom, living room and private terrace with braai.

Take a stroll on the farm, cycle the beautiful valley roads or enjoy the estate’s communal pool.

  • Things to do: Wine tastings, hiking, mountain biking, vineyard tours.
  • Total number of guests: 20
  • Closest wine farm: Mont Angelis
  • High Season Rate Starting From: R2,600 per night in a cottage (sleeps two) and R32,800 in The Manor (sleeps ten)

Book now

Kalmoesfontein, Swartland Wine & Olive Route

Kalmoesfontein is best known as the home of the exquisite wines produced by legendary winemaker Adi Badenhorst at A.A. Badenhorst in the Swartland wine region.

A few years ago, they also opened their doors to welcome guests to spend the night and host events on their farm – and it’s been a hit. The accommodation is authentic and unpretentious with special touches that make your stay memorable, like the fresh sourdough bread, farm eggs and a bottle of wine waiting for you on arrival.

Groups can enjoy quality time around the braai area, relax in the hammocks or explore the estate’s surrounding beauty, which includes hiking trails and picnic spots. The estate’s wines, crafted with care, are available for tastings, allowing guests to immerse themselves in the winemaking process. With its tranquil setting and warm hospitality, Kalmoesfontein is a wonderful choice for a relaxing group getaway.

  • Things to do: Wine tastings, cellar tours, play areas with ziplines, fishing, hiking trails, birdwatching, harvesting from fruit trees.
  • Total number of guests: 18
  • Closest wine farm: AA Badenhorst Family Wines
  • High Season Rate Starting From: R2,600 per night in a cottage (sleeps two)

Book now

South Hill, Elgin Wine Valley

South Hill Vineyards located in the picturesque Elgin Valley, offers modern accommodation with beautiful art and stunning views of the surrounding orchards and mountains.

‘Cool’ has a double meaning here. First of all it refers to the excellent cool-climate wines that South Hill Vineyards and neighbouring cellars have become famous for. Secondly, it refers to the rising trendiness of the valley. Known to be down-to-earth with a touch of unconventional. Just like the Old MacDaddy airstream trailer park up the road.

As accommodation options, South Hill has a modern double story guest house with four rooms that can be utilised as a self-catering villa if booked out exclusively. The loft can also be converted into a fifth room for kids. Nice features include the 15 metre pool, a boule court, pizza oven and original art on the walls. There’s also a separate quaint Pump house cottage next-door that is usually used as a romantic honeymoon suite.

For something completely different, you can now also book the houseboat as one of your accommodation options. The boat is permanently docked on the dam, and fully kitted out with solar power, a kitchen, lounge area, toilet and bedrooms..

  • Things to do: Wine tastings, swimming, jacuzzi, boules, hiking, fine dining, local art galleries.
  • Total number of guests: 20
  • Closest wine farm: South Hill Vineyards
  • High Season Rate Starting From: R2,665 per night in the cottage (sleeps two) and R10,500 per night in the villa (sleeps sixteen)

Book now

Dunstone Country House & Cottage, Wellington Wine Route

Dunstone Country House in Wellington is another wonderful option for groups who want to experience the essence of country living while still having all the comforts of home.

Set on a working wine and fruit farm, you’ll find the beautifully restored Cape Dutch country house with five guest suites and their own entrances, as well as a self-catering cottage.

A highlight of Dunstone is the beautiful swimming pool with loungers, featuring incredible vineyard and mountain views. Be sure to also book the honeymoon suite if you want to have access to a jacuzzi.

  • Things to do: Wine tasting, cycling, swimming, dine at the bistro, hiking, birdwatching.
  • Total number of guests: 14
  • Closest wine farm: Dunstone
  • High Season Rate Starting From: R3,400 per night for the cottage (sleeps four) and R12,250 per night for the Country House (sleeps ten)

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Bartinney Vineyard Cottages, Stellenbosch Wine Routes

Tucked away in the tranquil Banhoek Valley, Bartinney Vineyard Cottages  offer a serene escape that’s perfect for groups looking to immerse themselves in the beauty of the Stellenbosch Wine Region.

Each of the four cottages are thoughtfully furnished, combining elegance with cosy comfort and has everything you need for a memorable stay. The views from the private patios are mesmerising, with rolling vineyards and rugged mountains painting the backdrop.

After a day of hiking or cycling nearby trails, winding down with a glass of their exquisite wine feels like the ultimate reward. This place is perfect for a small family reunion or a getaway with friends who love a blend of adventure and relaxation.

  • Things to do: Wine tastings, hiking, cycling, local dining.
  • Total number of guests: 16
  • Closest wine farm: Bartinney Wine Estate
  • High Season Rate Starting From: R3,750 per night in a cottage (sleeps four) and R4,200 per night in Wild Olive House (sleeps six)

Book now

La Cotte, Franschhoek Wine Valley

Oui, Franschhoek! Welcome to the culinary epicentre of South Africa boasting top-class restaurants and wineries, with streets lined with quirky shops and art galleries.

Treat your group to stay in luxurious wine farm accommodation, just outside of this beautiful town at the elegant La Cotte.

La Cotte is submerged in beauty. Inside their private villa, the Manor House Hotel and selection of cottages you are welcomed with classic glamour. Crisp linen, gorgeous floral patterns, heavy curtains and wooden furniture set the scene. And outside, you get unsurpassed views no matter where you stand, swim, dine (or nap).

Enjoy gourmet meals and access to the estate’s beautiful gardens. La Cotte is an excellent base for exploring the best the region has to offer while enjoying the tranquility of the countryside.

Please note that La Cotte has a no-child policy at the hotel.

  • Things to do: Wine tastings, on-site restaurant, fine dining, swimming, hiking, exploring local attractions.
  • Total number of guests: 96
  • Closest wine farm: Franschhoek Cellar
  • High Season Rate Starting From: R3,866 per night in a cottage (sleeps two) and R35,240 in La Cotte Villa (sleeps ten)

Book now

Zoetendal Vineyards, Agulhas Wine Route

Located in the beautiful Elim wine region, an area known for its fine selection of boutique wine farms, you’ll find Zoetendal Vineyards. The small farm offers luxurious accommodation on the banks of the Nuwejaars River – perfect for a special group get-together

The modern Manor house villa with six bedrooms is fully serviced, and although you have your own kitchen, a private chef is available to prepare a full breakfast for guests each morning. Zoetendal also has another villa with four bedrooms and a self-catering farm cottage that sleeps two people if you want to extend the number of guests.

  • Things to do: Wine tasting, guided biking rides to Elim and neighbouring wine farms, birding, game drives within the nature reserve, picnicking and canoeing.
  • Total number of guests: 24
  • Closest wine farm: Zoetendal
  • High Season Rate Starting From: R4,000 per night (sleeps four)

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Doran Vineyards

Located between the quaint towns of Paarl, Wellington and Riebeek Kasteel you’ll find true country hospitality at Doran Vineyards – a hidden gem where rustic charm meets modern comfort. Enjoy the simple pleasures of farm life, being surrounded by cattle, sheep, chicken; and local wildlife like grysbok and caracals.

The estate has three self-catering cottages with beautiful views of the surrounding landscape. Gather around the outdoor braai areas for evenings filled with laughter and good food, enjoy the swimming pool, or take part in wine tastings that highlight the estate’s high-quality varietals. The inviting atmosphere encourages relaxation, making it the perfect setting for friends and family to reconnect and enjoy quality time together.

  • Things to do: Wine tastings, vineyard tours, hiking, local dining.
  • Total number of guests: 14
  • Closest wine farm: Doran Vineyards
  • High Season Rate Starting From: R4,000 per night for the Winemaker’s Cottage (sleeps four) and R7,000 per night for the Manor House (sleeps eight)

Book now

Benguela Cove, Bot River Wine Route

Benguela Cove is an award-winning estate that captivates with its stunning views of the Bot River Lagoon, vineyards and Atlantic Ocean in the distance.

As a guest at Benguela Cove, you get the chance to take full advantage of the incredible amenities and activities on the estate, including a variety of unique wine experiences, on-site restaurants, boat cruises, wine tasting, an art gallery and an incredible entertainment area for children.

Choose between seven different villas with spacious living areas and swimming pools –  depending on your group’s size, taste and needs.

  • Things to do: Wine tastings, lagoon cruises, hiking, restaurants.
  • Total number of guests: 60
  • Closest wine farm: Benguela Cove
  • High Season Rate Starting From: R6,500 per night in a villa (sleeps six)

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The Coot Club, Stanford Wine Route

Just a stone’s throw from Stanford, The Coot Club is a stylish eco-friendly retreat situated on the Klein River lagoon. Previously known as Mosaic, the property recently underwent major renovations and it has paid off – the Coot Club received the prestigious ‘Hotel of the Year 2024’ award at the House and Garden ‘Designer of the Year’ Awards.

Each cabin is designed with sustainability in mind, featuring wooden decks that overlook the water, creating a tranquil setting for morning coffee or evening cocktails.

Enjoy an array of outdoor activities, from canoeing in the lagoon to exploring the nearby fynbos trails. The intimate atmosphere encourages group bonding, making it a great choice for families or friends wanting to escape the hustle and bustle of city life.

  • Things to do: Wine tasting, canoeing, birdwatching, hiking.
  • Total number of guests: 29
  • Closest wine farm: Raka Wines
  • High Season Rate Starting From: R7,450 per night in a cottage (sleeps three)

Book now

Penhill Farm, Worcester Wine & Olive Route

Penhill Farm is not your ordinary breakaway. They have it all. Country-style luxury, a plethora of fabulous outdoor activities and 1400 hectares of space. Penhill is set on an historic estate located near Worcester, offering a range of premium accommodations for larger groups.

You can either reserve the five different houses separately, or book the entire property for your group. The latter is the most popular option, with a marvellous communal area, large kitchens, braai areas and pergolas to set the scene.

“Brilliant, ideal, exquisite, faultless”. These are some of the words used to describe Penhill Manor in guest reviews.

  • Things to do: Wine tastings, jacuzzi, tennis, croquet, boules, horse riding, fishing, rowing, swimming, walking, hiking, cycling.
  • Total number of guests: 24
  • Closest wine farm: Conradie Penhill Wines
  • High Season Rate Starting From: R7,600 per night in a cottage (sleeps two) and R25,000 per night in The Manor House (sleeps eight)

Book now

Boschendal Farm Cottages, Franschhoek

Over the last couple of years, Boschendal  has evolved from being a wine and fruit farm to a top winelands destination. A golden thread through all of their added experiences, restaurants, activities is this: a natural, easy country-living feel.

Their farm accommodation options are no different. Expect unpretentious style with hearty hospitality and breathtaking mountain-views. A perk of staying over, is that you’ll get unlimited access to the farm. Choose a tree to read a book under, have a glass of wine at a secluded spot, or have a swim in the farm dam. Make yourself at home.

They have many different farm houses, suites, cottages and a villa to choose from, depending on the size of your group. The Orchard and Werf cottages are a great choice for groups as they are positioned together, ideal for bigger gatherings.

  • Things to do: Wine tastings, fine-dining, horse and carriage rides, cycling, walking, hiking, picnics, spa, cellar tours, garden tours, workshops, concerts
  • Total number of guests: 90+
  • Closest wine farm: Boschendal
  • High Season Rate Starting From: R10,000 per night in a cottage (sleeps two)

Book now

Country House at Kay & Monty, Plettenberg Bay Wine Route

Welcome to South Africa’s smallest wine producing region, the Plettenberg Bay Wine Route; and one of the smallest wine farms in the area, Kay & Monty. Small also means quality, character and attention to detail, and the Country House at Kay & Monty is no different.

The spacious five-bedroom homestead offers an elegant farm retreat surrounded by vineyards, gardens and rolling hills. The Country House has lovely living areas, a large cook’s kitchen, and a private terrace, perfect for gatherings and celebrations.

Enjoy leisurely afternoons by the pool, explore the estate’s gardens or go on excursions to experience the magic of the Garden Route.

  • Things to do: Wine tasting, cycling, horse riding, hiking, beach excursions.
  • Total number of guests: 10
  • Closest wine farm: Kay & Monty Vineyards
  • High Season Rate Starting From: R12,632 per night in the Country House (sleeps ten)

Book now

Maison Franschhoek, Franschhoek Wine Valley

Set against the backdrop of the Franschhoek mountains, Maison Franschhoek epitomises sophistication with its contemporary accommodation between the vineyards. Each of the three farmhouse-villas is beautifully decorated, offering modern amenities, private patios, and stunning views of the surrounding landscape.

Maison is a place that invites you to slow down and reconnect. Swim, walk, listen to birdsong and gather around long tables to share stories.

Be sure to make a reservation at the beloved Chef’s Warehouse at Maison restaurant, founded by well-known chef Liam Tomlin.

  • Things to do: Wine tastings, fine dining, art galleries, vineyard tours, hiking.
  • Total number of guests: 14
  • Closest wine farm: Maison Estate
  • High Season Rate Starting From: R15,000 per night in a cottage (sleeps two)

Book now

Taaibosch Collection, Stellenbosch Wine Routes

The Taaibosch Collection offers exquisite wine estate accommodation located along the scenic Helderberg Sub-Route in Stellenbosch. With a focus on contemporary luxury and sustainable practices, the Manor House and two villas are designed to blend seamlessly with the surrounding environment.

The Manor House in its Cape Dutch style has been lovingly restored to offer an authentic farm experience. Both the Garden Villa and Farsight Villa ooze first-class contemporary design, offering a more modern experience.

Relax next to the swimming pool, lounge around long tables on your private terrace, enjoy the views, cook a meal together in the kitchen or go on a walk between the vineyards.

  • Things to do: Wine tastings, hike, art route, golf, Stellenbosch restaurants.
  • Total number of guests: 22
  • Closest wine farm: Taaibosch Wine Estate
  • High Season Rate Starting From: R19,525 per night in a villa (sleeps eight)

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Sophie’s Rock, Hemel-en-Aarde Wine Valley

With incredible views over the Atlantic ocean and situated right on the popular cliff path of Hermanus, Sophie’s Rock offers a special escape for groups. The Cape Dutch home features elegant interiors with spacious living areas designed for comfort and relaxation.

Family and friends can gather around the swimming pool, enjoy a barbeque on the patio or cosy up inside around the fireplace playing board games on colder days. The home also has convenient features like two dishwashers, a washing machine and tumble dryer to cater for longer stays.

  • Things to do: Walk the cliff path, whale watching, swimming, visit Stanford and go wine tasting in the Hemel en Aarde wine valley.
  • Total number of guests: 16
  • Closest wine farm: Bouchard Finlayson
  • High Season Rate Starting From: R23,600 per night for the house (sleeps sixteen)

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The Villa at Jordan Estate, Stellenbosch Wine Routes

The Villa at Jordan Estate promises to have the best views in the entire Stellenbosch. Perched on a hill and overlooking endless rolling vineyards, you quickly understand why.

The spacious house has a contemporary farm design, giving you the perfect blend of luxury while still feeling immersed in the countryside. Enjoy expansive living spaces, including a modern open-plan kitchen, a spacious lounge, and an outdoor terrace with a stunning pool with views over the vineyards.

Ideal for groups, the villa offers five en suite bedrooms that accommodate guests comfortably. Groups can indulge in private wine tastings and gourmet meals prepared by a local chef, ensuring a truly memorable culinary experience. With easy access to hiking trails and top wine farms, the Villa at Jordan Estate is perfect for a relaxing yet indulgent getaway.

  • Things to do: Wine tastings, vineyard tours, fine dining, swimming, cycling through scenic routes.
  • Total number of guests: 10
  • Closest wine farm: Jordan Estate
  • High Season Rate Starting From: R39,500.00 per night (sleeps ten)

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The Residence at Vrede en Lust, Franschhoek Wine Valley

If you’re looking for a large luxury villa that’s not too far from Cape Town, The Residence at Vrede en Lust in the Franschhoek Valley is a fantastic option. The beautiful property is situated on a private 3 hectare part of the wine estate and is fully serviced – giving you the opportunity to let your hair down and relax.

The spacious house features six en suite bedrooms, a large open-plan living area, and an outdoor entertainment space complete with a swimming pool and braai facilities overlooking the river.

  • Things to do: Wine tasting, vineyard walks, cycling, cellar tours
  • Total number of guests: 12
  • Closest wine farm: Vrede en Lust
  • High Season Rate Starting From: R40,000 per night for the villa (sleeps twelve)

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Le Grand Jardin, Stellenbosch Wine Routes

Are you looking for something that’s more than an ordinary breakaway? Something that your family and friends will talk about for years after? Then add Le Grand Jardin to the top of your list.

Step into a wonderland hidden in the Devon Valley outside Stellenbosch. The whimsical property features a manor house designed in a Sir Herbert Baker-style, has beautiful art and eclectic decor everywhere and is surrounded by 500 rose bushes and lavender fields.

With rolling lawns, wooden walkways, secret hideaways, a zipline, magical gardens and teepee tents – it’s a paradise for children too.

Get the option to book the entire property for your own private use, or book either The Manor House or The Pool Pavilion – each with three bedrooms. You can also rent the stunning Lookout Glasshouse for an intimate event.

  • Things to do: Swim in the eco pool, lawn games, picnic in the garden, treasure hunt, wine and cooking experiences, massages, private yoga, private chef.
  • Total number of guests: 15
  • Closest wine farm: Clos Malverne
  • High Season Rate Starting From: R50,310 per night, including breakfast and dinner (sleeps fifteen)

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The Owner’s Cottage at Grand Provence, Franschhoek Wine Valley

Grande Provence is a classy old lady, carrying her 325 winery years with style and grace.

Aside from the esteemed farm’s popular bed and breakfast options, The Owner’s Cottage is a self-catering house that you can book for your own private use.

The cosy home-away-from-home has five comfortable en suite bedrooms with their own televisions as well as coffee and tea facilities. The ideal set-up to ensure privacy whilst on a group holiday.

As a lucky guest you’re invited to enjoy the complimentary wine tasting, cellar tour and sign up for the guided walk through the gallery and sculpture garden.

Kids are welcome, but if you need a night off to dine at the restaurant, a babysitter can be arranged on request.

  • Things to do: Wine tasting, swimming, spa, art gallery, sculpture garden, cellar tour, wine tasting, massages, family picnics and jungle gym near the restaurant.
  • Total number of guests: 14
  • Closest wine farm: Grand Provence
  • High Season Rate Starting From: R59,800 per night in The Owner’s Cottage (sleeps fourteen)

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Lothian Villa, Elgin Wine Valley

If you’re looking for that luxurious five star hotel experience without sharing common spaces with unfamiliar guests, Lothian Villa is the ultimate dream villa on the Palmiet River.

Exclusively book the entire villa for your group of family and friends and get access to a fully kitted mansion, a range of adventure and entertainment activities with a private lake and awe-inspiring views.

There are eight spacious rooms, each with its own bathroom and patio. The house is situated right on Lothian Vineyards’ farm, so be sure to book your private wine tasting experience.

  • Things to do: Wine tasting, swimming, water sports, hiking, fishing, biking, fuzzball, air hockey, wedding venue, jacuzzi, massage room, gym, sauna, bar, birding, trampolining, paintball, tennis, croquet, ski boat.
  • Total number of guests: 16
  • Closest wine farm: Lothian Vineyards
  • High Season Rate Starting From: R70,000 per night for the villa (sleeps sixteen)

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Drakenskloof, Wellington Wine & Olive Route

Drakenskloof is the kind of place you discover and wonder why you hadn’t known about it sooner.

When will you ever get the chance to live in your own mountain sanctuary surrounded by beautiful indigenous gardens – and get served by a host, chef, house staff and a Floral Kingdom Guide. Drakenskloof’s two homes – India House and Mapacha House – are both an incredible experience to ensure meaningful group gatherings.

Imagine evenings around the fire with a glass of wine in hand, or long, leisurely meals together in the dining space. The outdoor areas are just as inviting, with sweeping views of the surrounding mountains, making it ideal for an outdoor celebration or just a relaxing afternoon picnic.

  • Things to do: Wine tastings, hiking, mountain biking, picnics.
  • Total number of guests: 16
  • Closest wine farm: Waverley Hills Organic Wine & Olive Estate
  • High Season Rate Starting From: R72,000 per night for both houses, based on six guests

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The Homestead at Oldenburg, Stellenbosch Wine Routes

The Homestead is the original manor house of Oldenburg Vineyards and nearly 200 years old. Peeking inside, you wouldn’t have guessed it though.

After considerable refurbishments, you can call it an extreme makeover of splendid proportions. Today, the house is a voguish masterpiece. No expense was spared to ensure guests have an impeccable experience.

The house is spacious offering 600 square metres of space, six bedrooms and various entertainment areas. With its expansive layout, including multiple living areas, a large kitchen, and outdoor entertaining spaces, this accommodation is ideal for large groups.

You’ll have unhindered panoramic views of mountains, vineyards and olive groves, creating an atmosphere of tranquility and privacy.

  • Things to do: Wine tastings, swimming, walking, hiking, exploring local markets, cycling.
  • Total number of guests: 12
  • Closest wine farm: Oldenburg Vineyards
  • High Season Rate Starting From: R74,400 per night in The Homestead (sleeps twelve)

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Grootbos Villas, Agulhas Wine Triangle

At Grootbos Private Nature Reserve, luxury meets nature in this world-renowned biodiverse region. Their two beautiful villas, Sunbird and Fynbos, are elegantly furnished, with large windows framing spectacular views of the fynbos and ocean. Each villa comes with spacious living areas, fully equipped kitchens, and private outdoor spaces, perfect for hosting group meals or relaxation.

For wine-lovers, Grootbos boasts a vast collection of local wine in their cellar, sourced from award-winning wine farms in the Overberg region. Get the chance to taste special bottles, enjoy a five-course food and wine pairing menu or embark on guided wine tours – including how to sabrage on the beach.

The villas can only accommodate 20 guests, but the Forest and Garden Lodge has further capacity for up to 76 guests – making it the perfect destination for a wedding or premium event.

  • Things to do: Nature walks, fynbos tours, wine tasting under the milkwood trees at Lomond, horse riding, whale watching.
  • Total number of guests: 20+
  • Closest wine farm: Lomond Wine Estate
  • High Season Rate Starting From: R74,500 per villa per night (Spring Offer)

Book now

Read Related Posts

A Christmas Celebration with Hasher Family Estate

Situated in the serene Upper Hemel-en-Aarde Valley near Hermanus, Hasher Family Estate is delighted to announce the third installment of its Family & Fine Wine Feast Series on Saturday, 22 December 2024. This festive gathering harmoniously blends the estate’s exceptional wines with family-oriented activities, offering an unforgettable experience for all ages.

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