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Vacation rentals in Drakenstein

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Top-rated vacation rentals in Drakenstein

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A charming white cottage is set against a clear blue sky, surrounded by greenery. Wooden windows and a pergola enhance the rustic design. A fence encloses the property, providing an inviting space for outdoor enjoyment.
Cottage in Wellington
4.96 out of 5 average rating, 140 reviews

Olifantskop Cottage - Cosy Farm Stay

Enjoy the best of the Cape Winelands in this cosy 2 bedroom (4 people) farm cottage. Situated between two big dams, the cottage offers beautiful views stretching as far as Table Mountain on a sunny day. We allow catch-and-release Bass fishing and you are welcome to take a stroll around the farm to see the cows and many calves that roams next to the dams. The farm is 75 km from Cape Town International Airport and 6 km outside Wellington - the closest town. We'd love to host you on our farm!

Top guest favorite
The bedroom is illuminated by natural light, featuring a spacious bed with light linens. A wooden beam ceiling adds character, while large windows provide views to the outside. A door leads to an en-suite bathroom, complementing the simple yet stylish décor.
Guest suite in Courtrai
4.97 out of 5 average rating, 208 reviews

Stylishly renovated cottage

Our free standing stylishly renovated cottage is situated at the back of the property and has it’s own private garden courtyard. Fully equipped modern kitchen, living room, bedroom with skylight, Q-XL bed & en-suite bathroom. The cottage has AC, Wifi, smart TV (Netflix, Prime vid), an alarm and 24 hr patrol vehicle in this beautifull, quiet street of the neighbourhood. We are a young, lively family of 4 and some related sounds might be heard. Easy access to mountain for runs, walks, mtb.

Guest favorite
A scenic view showcases Obiekwa Country House surrounded by a well-established indigenous garden. The property features a covered patio and swimming pool, with mountains providing a tranquil backdrop. The image captures the serene rural setting and proximity to vineyards.
Guesthouse in Riebeek-Kasteel
4.85 out of 5 average rating, 148 reviews

Obiekwa Country House

Obiekwa Country House is located in the picturesque, quaint village of Riebeek Kasteel; with its wine estates and gourmet restaurants. It is set in a quiet cul-de-sac and overlooking an adjoining vineyard. Although it is set in peaceful, rural surroundings, It is a fifteen minute walk to the village square. NO LOADSHEDDING A solar energy system is in place. Please note that advertised prices are for 2 persons sharing a bedroom. If 2 guests would like 2 bedrooms, please book for 3 people.

Guest favorite
Large glass doors open to a serene view of a natural pond, framed by soft drapes. A cozy seating area is visible, with a plush sofa adorned with neutral cushions. Outside, a small bistro table and chairs are positioned on the lawn, enhancing the tranquil setting.
Farm stay in Worcester
4.98 out of 5 average rating, 112 reviews

Lily Pond

Lily Pond, is a luxurious guest house just an hour and a half from Cape Town. Lily Pond is set on a natural pond brimming with incredible bird life, creating a serene atmosphere unmatched anywhere else. With no other cottages in sight and located on a picturesque wine farm, it offers a rare blend of privacy and luxury. The indulgent outdoor bath overlooking the pond, combined with the beautiful walking trails, enhances the sense of peace and seclusion, making this retreat truly one of a kind.

Top guest favorite
An open living space features a wooden dining table surrounded by chairs, with large glass windows showcasing views of a lake and distant mountains. A corner lounge area is designed with built-in seating, creating a cozy atmosphere while connecting to nature.
Farm stay in Cape Winelands District Municipality
4.99 out of 5 average rating, 140 reviews

Eco home - Lake & Mountain View

Enjoy the sights and sounds of nature when you stay in this unique eco home, designed with biophilic principles. We’ve chosen natural building materials like hemp walls, 100 year old recycled Oregon wood and handmade eco-paint to increase our connectivity to nature & tread lighter on our planet. Double glazed glass helps regulate. Overlooking our farm dam, with trees to rest under and the majestic Winterhoek mountains as a picturesque backdrop - our cottage is the perfect weekend getaway.

Top guest favorite
A secluded cottage features a stone base with white columns and a dark metal roof. Vines grow over the front porch, which includes two chairs and small tables. Lush green grass surrounds the entrance, enhancing the natural surroundings of vineyards and mountains.
Cottage in Wellington
4.97 out of 5 average rating, 214 reviews

Vineyard Cottage at Bosman Wines

Secluded cottage surrounded by vineyards and mountains with romantic, farm-style décor, open-plan kitchen, vineyard-covered front and back porch overlooking the beautiful Wellington wine valley. Fresh white linen bedding, private bathroom and a room with a view of the vineyards and the nursery vines. Small splash pool (cold water) in the backyard, private garage for parking, wine cellar on the farm, we include a complimentary wine tasting. Home to world renowned mountain bike trails.

Top guest favorite
A rustic exterior view of a cottage features large wooden sliding doors surrounded by vibrant greenery. A stone path leads to the entrance, with well-maintained flower beds flanking the sides, complemented by a modern roof and solar panels overhead.
Cottage in Cape Winelands District Municipality
4.99 out of 5 average rating, 128 reviews

Heidi's Barn, Franschhoek

Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

Top guest favorite
The exterior of the garden cottage is surrounded by lush greenery and colorful flowers. A covered entryway leads into the cottage, while two simple chairs are situated in the foreground, inviting relaxation. Smoke gently rises from a small fire pit, suggesting a cozy atmosphere.
Cottage in Riebeek-Kasteel
4.99 out of 5 average rating, 159 reviews

Fever Tree Cottage

Fever Tree Cottage is a secluded one bedroom garden cottage on a private property in Riebeeck Kasteel, a mere 50 meters from the town centre. The main property is on a dirt road, overlooks a farm dam and magnificent mountain views. The cottage is private, quiet and set in a lovely tranquil bird-filled garden. It is so close to town, that you can walk anywhere. Retreat to the quiet garden cottage after a day of shopping, eating and exploring.

Guest favorite
A serene outdoor space features a sparkling pool surrounded by lush greenery. Sun loungers are positioned beside the water, while trees provide natural shade. The home is visible in the background, blending harmoniously with the tranquil garden setting.
Guest suite in Milnerton
4.98 out of 5 average rating, 102 reviews

Beautiful country house set in lush garden

This stylish home located near the Wellington town center, schools, Huguenot College and CPUT, is hosted by Antoinette. It's the ideal spot for professional long stays, parents of students, wedding guests or explorers of the winelands looking for accommodation in the beautiful country town of Wellington, South Africa. [This property do have a back-up power system, therefor guests won't experience any loadshedding.]

Top guest favorite
The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.
Farm stay in Stellenbosch
4.98 out of 5 average rating, 455 reviews

Romantic cottage with a pool AND an open air tub!

RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

Top guest favorite
Home in Franschhoek
4.96 out of 5 average rating, 130 reviews

Newly renovated, dreamy 3 bedroom house with Solar

Enjoy a beautiful artistic home full of character and carefully curated interiors. Don’t worry about loadshedding with the solar and inverter system. All rooms have en-suite bathrooms. The main bedroom has a super king bed, the second room has a queen bed and the third room has a 3/4 bed as well as a bunk bed (2 singles) We really love catering to easy-going guests.

Top guest favorite
A modern guesthouse is mirrored in the serene water of a pond, surrounded by green lawns and trees. The structure features a spacious terrace with outdoor seating, inviting relaxation and views of the clear blue sky and distant mountains.
Vacation home in Wolseley
4.98 out of 5 average rating, 143 reviews

Orchard Stay

We offer country living at its best. A self-catering guesthouse nestled between pear orchards, Orchard Stay offers you space and freedom inside and out. Comfort is a priority in this two bedroom farm house with both rooms having en-suite bathrooms and wow factor views of the orchards and Mostertshoek Mountain.

Popular amenities for Drakenstein vacation rentals

When is the best time to visit Drakenstein?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$17,127 GYDG$16,918 GYDG$17,545 GYDG$16,709 GYDG$17,127 GYDG$17,127 GYDG$17,545 GYDG$17,545 GYDG$17,336 GYDG$16,501 GYDG$16,709 GYDG$17,545 GYD
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Frequently Asked Questions

  • What are the best places to stay in Drakenstein Municipality?

    Drakenstein Municipality has characterful neighborhoods, including Paarl known for wine estates, Wellington with its mountain views, and the tranquil countryside near Franschhoek. Look for options surrounded by vineyards, historic settings, or within village areas for an immersive experience.

  • What are the best things to do in Drakenstein Municipality with kids?

    Explore animal sanctuaries, family-run farms, or botanical gardens where children can connect with nature and learn about local agriculture. Scenic parks, picnic spots, and locally made treats are often suggested for family outings.

  • What are some of the best things to do in Drakenstein Municipality?

    Drakenstein Municipality has mountain trails, wine tasting experiences, and heritage sites reflecting the region's history. Stroll vibrant markets, discover local art galleries, and explore the culinary landscape rooted in Cape traditions.

  • How is the weather in Drakenstein Municipality?

    Drakenstein Municipality typically has warm, dry summers around 62–81°F (17–27°C) and cooler, wetter winters near 45–65°F (7–18°C). Pack layers for changing temperatures, especially if hiking in the surrounding areas.

  • When is the best time to visit Drakenstein Municipality?

    Late spring through early autumn is often recommended for mild temperatures and vineyard scenery. Winter brings cooler weather and is a quieter period, inviting guests who enjoy peaceful landscapes and fewer crowds.

  • What are the best places to visit in Drakenstein Municipality?

    Explore Paarl with its iconic granite outcrops, the Wellington area with its walking routes and fruit orchards, and local wine estates known for tastings and heritage architecture. Botanical gardens and village centers are frequently suggested for their atmosphere.

  • What are some hiking trails in Drakenstein Municipality?

    The area has scenic hiking routes on Paarl Mountain, paths through Limietberg Nature Reserve, and gentle vineyard trails near Wellington. Walkers often enjoy views of the surrounding valleys and diverse fynbos vegetation.

  • What are some family activities we can do in Drakenstein Municipality?

    Connect with the region at animal parks, interactive farm experiences, or nature reserves with kid-friendly walking tracks. Many families enjoy local playgrounds, tasting locally made chocolates, and exploring educational heritage sites.

  • What are some of the best day trip ideas from Drakenstein Municipality?

    Spend a day exploring the Cape Winelands, visiting coastal towns, or walking Cape Dutch heritage trails in nearby villages. Mountain reserves and art-filled small towns around the region are also frequently suggested for day excursions.

  • Are there any pet friendly accommodations available in Drakenstein Municipality?

    Many stays in Drakenstein Municipality welcome pets, especially in the rural surrounds and smaller village areas. Look for places with access to outdoor spaces, gardens, or nearby trails to make the trip enjoyable for pets and their people.

  • What are some local tips for visiting Drakenstein Municipality?

    Engage with small businesses and farm stalls for fresh produce and handmade goods, and try bilingual greetings reflecting the area's mix of Afrikaans and English speakers. Early morning and late afternoon walks are popular for enjoying gentle light and cooler temperatures.

  • What is Drakenstein Municipality known for?

    Drakenstein Municipality is known for its wine heritage, surrounding mountain landscapes, and history reflected in towns like Paarl and Wellington. The area is frequently recognized for locally rooted culinary traditions and significant natural reserves.

  • What are the best hidden gems to explore in Drakenstein Municipality?

    Discover old water mills, artists’ studios tucked into vineyards, or lesser-known community-run markets. Trails through lesser-visited reserves and intimate farm tasting rooms often give insight into the region's quieter side.

  • What are the best foods to try in Drakenstein Municipality?

    Drakenstein Municipality has specialties like Cape Malay-inspired curries, locally produced cheeses, dried fruits, and handcrafted chocolates. Many visitors enjoy fresh-baked goods from family bakeries and seasonal fruit sourced directly from orchards.

  • What should I bring for a trip to Drakenstein Municipality?

    Pack comfortable walking shoes, a light jacket for cooler evenings, and sun protection for outdoor activities. A reusable water bottle is handy, and layers are useful as temperatures can change between day and night.

  • What is the nightlife in Drakenstein Municipality like?

    Nightlife in Drakenstein Municipality is relaxed, with wine bars, local cafes, and occasional live music venues in Paarl and Wellington. Evenings often center around shared meals and tasting local wines in atmospheric settings.

  • What are the most popular events or festivals in Drakenstein Municipality?

    Annual wine harvest celebrations and food festivals are frequently suggested, showcasing Cape Winelands produce and local traditions. Community markets, music events in garden settings, and art festivals add to the region’s calendar, often peaking during late summer and early autumn.

  • Are there family friendly vacation rentals in Drakenstein Municipality?

    Drakenstein Municipality has a wide range of family-friendly vacation rentals, from countryside cottages to homes in Paarl and Wellington. Many stays include outdoor areas, kitchens, and easy access to parks or kid-oriented farms.

Quick stats about vacation rentals in Drakenstein

  • Total vacation rentals

    Explore 1,370 vacation rentals in Drakenstein

  • Nightly prices starting at

    Drakenstein vacation rentals start at G$2,089 GYD per night before taxes and fees

  • Verified guest reviews

    Over 27,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    560 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 190 rentals that welcome pets

  • Vacation rentals with a pool

    720 properties feature pools

  • Rentals with dedicated workspaces

    580 properties have a dedicated workspace

  • Wi-Fi availability

    1,240 of Drakenstein vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Drakenstein rentals

  • 4.8 Average rating

    Drakenstein stays are highly rated by guests—averaging 4.8 out of 5!

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