
Holiday rentals with a pool in Drakenstein
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Drakenstein
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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.

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.

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.

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.

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.

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.

Blackwood Log Cabin
A tranquil and private mountain retreat where water, forest and mountains will re-awaken the soul. Set high on the mountain slopes of Constantia Nek, Blackwood Log Cabin has panoramic views across the lush valley to the mountains beyond. The 2 bedroomed house sleeps 4 with 2 bathrooms. Power outages are being experienced by SA - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

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.

180• Sea Views from a Hillside Villa, Solar Power
180 degree fantastic view of False bay Guests have access to all area's of the house If a guest needs any help or information I am there to assist The house is in a quiet, safe, and beautiful area surrounded by beaches. Penguin Beach is five minutes away, and the excellent Lighthouse restaurant in Simonstown is a must-do. Trendy Kalk Bay is a 10-minute drive, and has shops and restaurants. The train is a 10minute walk

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.

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.
Popular amenities for Drakenstein rentals with a pool
House rentals with a pool

Villa Ondine: Cape Town Beach House

Pebble beach Manor

Bungalow 21 - Clifton 3rd by Steadfast Collection

The heart of Franschhoek

Sunny 3 Bedroom House with Mountain Views

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Magnificent views / luxurious setting- Sérendipité

Bantry Bay Home with Atlantic Ocean Views
Apartment rentals with a pool

Stylish 1Bedroom - Large Balcony & Seaviews & pool

On the Rocks in Bantry Bay
Terrace Suite - own pool, jacuzzi bath, fireplace

Perfect Views Of Table Mountain and Atlantic Ocean

Mountain View Penthouse | Secure 2BR, Views & Pool

Parker’s Park Lagoon

Luxury secure V&A Marina apartment; best location!

Modern luxurious sea view apartment
Home rentals with a private pool

Watch the Sunrise in a Home with a Mountain View

Chic Penthouse with Private Pool & Breathtaking Views

Glen Beach Penthouse A on Glen Beach in Camps Bay

Constantia Klein 4 Bedroom Villa on the Vineyards
Contemporary Farmhouse with Garden and Pool

Unparalleled Third Beach Clifton Paradise

Table Mountain Home with Ocean View

Chic Boutique-Hotel Feel at a Seafront Pad, Clifton
When is the best time to visit Drakenstein?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $156 SGD | $149 SGD | $147 SGD | $121 SGD | $124 SGD | $118 SGD | $116 SGD | $118 SGD | $128 SGD | $129 SGD | $129 SGD | $161 SGD |
| 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 |
Quick stats about holiday rentals with a pool in Drakenstein

Total holiday rentals
Explore 790 holiday rentals in Drakenstein

Nightly prices starting at
Drakenstein holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 15,220 verified reviews to help you choose

Family-friendly holiday rentals
350 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wifi availability
760 of Drakenstein holiday rentals include wifi 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!
Destinations to explore
- Cape Town Holiday rentals
- Langebaan Holiday rentals
- Plettenberg Bay Holiday rentals
- Hermanus Holiday rentals
- Stellenbosch Holiday rentals
- Knysna Holiday rentals
- Franschhoek Holiday rentals
- Southern Suburbs Holiday rentals
- Mossel Bay Holiday rentals
- Betty's Bay Holiday rentals
- Breerivier Holiday rentals
- George Holiday rentals
- Farm stay rentals Drakenstein
- Rentals with a firepit Drakenstein
- Rentals with a patio Drakenstein
- Waterfront rentals Drakenstein
- Family-friendly rentals Drakenstein
- Fitness-friendly rentals Drakenstein
- Smoking-friendly rentals Drakenstein
- Rentals with a washing machine and dryer Drakenstein
- Boutique hotels Drakenstein
- Cottage rentals Drakenstein
- Villa rentals Drakenstein
- Rentals with outdoor seating Drakenstein
- Pet-friendly rentals Drakenstein
- Rentals with lake access Drakenstein
- Tent rentals Drakenstein
- Flat rentals Drakenstein
- Rentals with a hot tub Drakenstein
- Guest house rentals Drakenstein
- Rentals with breakfast Drakenstein
- Rentals with a sauna Drakenstein
- Chalet rentals Drakenstein
- Rentals with a fireplace Drakenstein
- Cabin rentals Drakenstein
- House rentals Drakenstein
- Bed and breakfasts Drakenstein
- Private suite rentals Drakenstein
- Rentals with a beach view Drakenstein
- Rentals with pools Cape Winelands District Municipality
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Cbd
- Cape Town Stadium
- Fish Hoek Beach
- Bloubergstrand Beach
- V & A Waterfront
- GrandWest Casino and Entertainment World
- Muizenberg Beach
- Boulders Beach
- Glencairn Beach
- Long Beach
- Green Point Park
- Cape Town International Convention Centre
- Clifton 4th
- St James Beach
- Hout Bay Beach
- Stellenbosch University
- District Six Museum
- Babylonstoren
- Tyger Waterfront Apartments Deck
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Big Bay Beach
- Cavalli Estate
- Newlands Forest
- Things to do Drakenstein
- Things to do Cape Winelands District Municipality
- Food and drink Cape Winelands District Municipality
- Things to do Western Cape
- Sightseeing Western Cape
- Tours Western Cape
- Nature and outdoors Western Cape
- Sports activities Western Cape
- Art and culture Western Cape
- Food and drink Western Cape
- Things to do South Africa
- Nature and outdoors South Africa
- Sports activities South Africa
- Sightseeing South Africa
- Food and drink South Africa
- Tours South Africa
- Art and culture South Africa







