
Holiday rentals with a pool in Drakenstein
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Drakenstein

Total holiday rentals
Explore 760 holiday rentals in Drakenstein

Nightly prices starting at
Drakenstein holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 15,340 verified reviews to help you choose

Family-friendly holiday rentals
350 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wi-Fi availability
740 of Drakenstein holiday 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!
Top-rated rentals with a pool in Drakenstein
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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!
FamilyLocationBarbecue

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.
LocationFamilyView

Magnificent views / luxurious setting- Sérendipité
SOLAR Powered Enjoy breathtaking mountain views from one of the two balconies or curl up next to the indoor fireplace in this spacious open-plan apartment. French doors lead to both balconies that overlook the garden and olive orchard where you can enjoy a barbecue in your own private space. This tastefully furnished with stylish en-suite bathrooms is yours to make home away from home, whilst you enjoy the picturesque winelands and elegant restaurants. Seven minutes walk to the centre of town.
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Table Mountain Villa
Set on the slopes of Table Mountain bordering the national park, this spectacular property offers panoramic views of the mountain, forest and city. Guests have a private entrance to mountain trails. A short walk from Kirstenbosch Botanical Gardens. 5-10 min drive to Constantia Wine Estates; Newlands Cricket, Rugby Stadiums; 1 traffic light to the city centre ; 15-20 min to the city's iconic beaches. Comprehensive security; unlimited WIFI, basement parking. A perfect base to explore Cape Town.
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Nooks Pied-a-Terre | Architecturally Stunning Home
Our stunning home is a 5 min walk into the village and its award winning restaurants, shops and galleries. Black Elephant, Chamonix, Dieu Donne winery's and the famous Winetram are just a short walk away. Nooks is sumptuous, private, cosy, relaxing, full of original art, high ceilings, log fires, beautiful generous spaces and mountain views. Nooks comes alive at night and is great for couples, solo adventurers, who want to be near the soul of this beautiful village. We take up to 4 adults max.
LocationFamilySleep quality

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.
LocationValueSolo travel

Admire Sea Views from a Stunning Apartment by Clifton Beach
A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.
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Blueberry Hill Cottages - Lavender - Franschhoek
Lavender Cottage is a modern three bedroom self catering cottage with three bedrooms, main ensuite and the other two bedrooms share a full bathroom. There is a fully equipped kitchen with cooker, microwave and Nespresso coffee maker. The cottage has its own private terrace overlooking the large rim flow pool. The pool is situated on it's own large terrace and is shared with Olive cottage. We are ideal for guests who enjoy wine tours, the outdoors, hiking and biking plus horse riding.
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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.
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Vineyard Cottage at Bosman Wines
A serene, beautifully styled cottage with layered textures, soft neutral tones, and thoughtful finishes throughout. It features a cosy lounge, a well-appointed kitchen, and a dreamy en-suite bedroom designed for restful comfort. Set on the 8th generation Bosman Family Vineyards, the cottage offers sweeping vineyard views and an authentic sense of countryside living. A scenic 10-minute walk leads to the cellar, where a complimentary tasting awaits.
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Trendy private container home! Riverstone House.
Super trendy, double shipping container conversion. Modern, eco& stylish. Perfectly positioned on the dam for afternoon swims &amazing sunset views! Featuring SMEG gas stove, brass fixtures, and Victorian claw foot bath. 2 bedrooms, both ensuite. One with private outside shower. Enjoy a deep shaded patio with built in Bbq, inside and outside dining and lounge. Super cosy for winter with a wood burning closed combustion stove.
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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.]
ValueFamilyGetting around
Popular amenities for Drakenstein rentals with a pool
House rentals with a pool

Rust du Stal
LocationValueIndoor spaces

Bellevlei Estate | The Rock House
FamilyValueBiking

Paloma Villa, Franschhoek | Pool & Fireplace
LocationFamilyIndoor spaces

Mountain House
LocationFamilyView

Luxury 2 bed Villa & pool, Sandstone, Franschhoek
FamilyValueHospitality

Blackwood Log Cabin
ValueLocationAccess

Upper Constantia Greenbelt
ValueLocationWalkability

Mongoose Manor by Steadfast Collection
FamilyLocationBarbecue
Condo rentals with a pool

Shades of Africa - The Studio
ValueFamilyGetting around

On the Rocks in Bantry Bay
LocationValueQuiet

Signature Home @ Waterfront Canals
LocationFamilyKitchen

Mountain View Penthouse | Secure 2BR, Views & Pool
LocationFamilyHiking

Stylish Studio | Aircon, Jacuzzi & Walk to Beach
LocationValueView

Perfect Views Of Table Mountain and Atlantic Ocean
LocationValueKitchen

Sea View, Luxury Apartment near by the sea
LocationFamilyTV

Modern Ocean View Retreat in Camps Bay
ValueFamilyBackyard
Home rentals with a private pool
Solar-Powered Mountain Retreat with Natural Pool
FamilyLocationAir conditioning

Hillside Penthouse with Spectacular Table Mountain Views
ValueLocationBreakfast

Chic Penthouse with Private Pool & Breathtaking Views
FamilyLocationBathroom
Contemporary Farmhouse with Garden and Pool
LocationFamilyWi-Fi

Your Dream Home in Sunny Camps Bay
ValueFamilyCleanliness

Heated Pool / BBQ / Close to Beach / Firepit
LocationFamilyComfort

Garden Apartment with View of Table Mountain
FamilyValueKitchen

Glen Beach Penthouse A on Glen Beach in Camps Bay
ValueLocationLayout
When is the best time to visit Drakenstein?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 NZD | $197 NZD | $194 NZD | $187 NZD | $163 NZD | $163 NZD | $153 NZD | $155 NZD | $168 NZD | $170 NZD | $170 NZD | $212 NZD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Destinations to explore
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- Rentals with pools Cape Winelands District Municipality
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Bloubergstrand Beach
- Cbd
- Cape Town Stadium
- Glencairn Beach
- Muizenberg Beach
- Stellenbosch University
- Hout Bay Beach
- Atlantic Seaboard Community
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Babylonstoren
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- District Six Museum
- Cavalli Estate
- Long Beach
- Tyger Valley Shopping Centre
- Things to do Drakenstein
- Things to do Cape Winelands District Municipality
- Things to do Western Cape
- Tastings Western Cape
- Landmarks Western Cape
- Cooking Western Cape
- Dining Western Cape
- Art workshops Western Cape
- Food tours Western Cape
- Wildlife Western Cape
- Outdoors Western Cape
- Water sports Western Cape
- Workouts Western Cape
- Cultural tours Western Cape
- Things to do South Africa
- Cooking South Africa
- Dining South Africa
- Food tours South Africa
- Water sports South Africa
- Cultural tours South Africa
- Outdoors South Africa
- Workouts South Africa
- Art workshops South Africa
- Tastings South Africa
- Landmarks South Africa
- Wildlife South Africa







