
Vacation 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.

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!

Connect with friends Farmhouse in Nature near Lake
Reconnect with nature at this unforgettable escape ideal for families and friends gatherings. Forage from our veg garden and enjoy making your own pizzas or a braai by the pool. Dogs welcome. Nestled in the abundant Tulbagh valley, with wine tasting, hiking, mountain biking trails and trail running. We kept the aesthetic simple, as a reminder that the true beauty lies outdoors - an invitation to get out there and explore. Swim in the pool or dam on the farm, or chill on the lawn for a picnic.

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.

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.

Protea Suite - in the garden
The Protea Suite is nestled in the leafy neighbourhood of Courtrai in Southern Paarl. A spacious open plan area including a kitchenette ,lounge and king size bed. A clothes rack and hand basin are also in the open area. The bathroom consists of a shower and toilet. Guest have a private entrance and shared use of the swimming pool There is parking on premises, smart TV ,Wi-Fi and Netflix. Protea is close to restaurants, coffee shops ,Paarl Mall and numerous well known wine farms

Bains Kloof log cabin on the riverbank #BainsBosch
#Bainsbosch A spacious tranquil rustic cabin on the banks of the Wit River at the base of Bains Kloof Pass. The cabin is surrounded by 2 hectares of fynbos and the Limietberg mountains. There is a full kitchen and 3 bedrooms. Mount Bain is a protected nature reserve . The Wit River flows down Bains Kloof. Guests can swim in pristine mountain water, hike into the surrounding mountains or visit several Wine estates nearby.". Backup power is provided for loadshedding.

Pepperpot Cottage in Paarl
Tranquil and serene, Pepperpot Cottage is a hidden gem situated in the historical centre of Paarl. The tiny 22 square meters is stylish and quaint with its own entrance and off street parking for one vehicle. It is completely private and guests are welcome to come and go at leisure. It has all the luxuries to make your stay relaxing and memorable with a lush view from the stoep across the garden, farm style pond and vegetable patch of our work in progress garden.

Orchard Corner Cottage
LOADSHEDDING - FREE UNIT (Inverter) Orchard Corner Cottage offers a self-catering stay on the working farm, Minie, in the Paarl district. It's the ideal accommodation for leisure, romantic and even business travellers looking for a serene, central base while exploring the numerous wine farms in the area or even when attending a wedding at the surrounding wedding venues. Come and escape the ordinary and enjoy the majestics that Orchard Corner Cottage offers.

Shades of Africa - The Studio
Shades of Africa Guesthouse Paarl is a tranquil Cape Dutch styled house set amongst lush gardens offering a private studio apartment with views of surrounding mountains and famous Paarl Rock. Positioned on the Bergrivier within walking distance from the Paarl arboretum and central Paarl the 3rd oldest city in South Africa. Paarl is rich in culture and heritage offering a large variety of culinary experiences and wine farms to choose from.

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.

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.]

Hillside Penthouse with Spectacular Table Mountain Views
Gaze out on Cape Town from this exclusive retreat high above the city. This quiet cocoon is a place to relax, featuring contemporary furnishings, sliding floor-to-ceiling windows, terrace walkouts, panoramic views of Table Mountain, and a private splash pool. You have an expansive space over two levels to enjoy. Experience the urban buzz or the peace of the great outdoors, both just minutes from the apartment.
Popular amenities for Drakenstein rentals with a pool
House rentals with a pool

Pebble beach Manor

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Paarl Bliss

Pineapple House

Nooks Pied-a-Terre | Architecturally Stunning Home

Akademie House - your home from home

Mountain House

Tranquil poolhouse in the Winelands
Condo rentals with a pool

Stylish 1BR - Large Balcony & Breathtaking Views

Peace and Serenity near the Beach at Blue Amanzi

African Chic with Incredible Views & Pool Deck

Newlands Peak

Contemporary, Sea Point pad, w/ views & inverter

Mountain View Penthouse

Sailor’s Away - 3004 - 16 On Bree

Canal and palm views apartment
Home rentals with a private pool

Elegant guest wing with own private garden & 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

Majestic Mountain Views from the Patio of a Designer Studio
Terrace Suite - own pool, jacuzzi bath, fireplace

Upper Constantia Guest House

Unparalleled Third Beach Clifton Paradise
When is the best time to visit Drakenstein?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ360 | ﺩ.ﺇ349 | ﺩ.ﺇ371 | ﺩ.ﺇ349 | ﺩ.ﺇ356 | ﺩ.ﺇ338 | ﺩ.ﺇ334 | ﺩ.ﺇ338 | ﺩ.ﺇ367 | ﺩ.ﺇ367 | ﺩ.ﺇ360 | ﺩ.ﺇ378 |
| 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 vacation rentals with a pool in Drakenstein

Total vacation rentals
Explore 740 vacation rentals in Drakenstein

Nightly prices starting at
Drakenstein vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 14,000 verified reviews to help you choose

Family-friendly vacation rentals
340 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wi-Fi availability
700 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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- Fish Hoek Beach
- V & A Waterfront
- Muizenberg Beach
- Long Beach
- Boulders Beach
- Table Mountain National Park
- GrandWest Casino and Entertainment World
- Clifton 4th
- Green Point Park
- Knightsbridge Luxury Apartments
- St James Beach
- Hout Bay Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Noordhoek Beach
- Mojo Market
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Newlands Forest
- University of Cape Town
- Glen Beach
- Idiom Restaurant & Idiom Wine Tasting Centre




