
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.

Feed Your Soul at a Glamorous Villa Set in a Vineyard
Slide back a concertina wall of windows and invite the vineyards and sweeping mountain views inside. Gleaming marble floors lead from one expansive vista to the next. Feature fireplaces, crystal chandeliers, and epic ceilings add to the romance. You are welcome to enjoy a walk or cycle through our 25HA of planted vineyards The entire Villa is reserved for your exclusive use Send a text and we will be on standby for anything you may need Set on a small wine farm just outside Stellenbosch, at the foot of the Cape Fold mountain range, the home is in the heart of South Africa's famous wine country. Take a tasting tour or seek out some of the gastronomic hotspots nearby. It is recommended that you hire a vehicle to get around. However Uber is available in the area Our farm manager lives next door to the property and is available 24/7 should you require anything

Glen Beach Penthouse A on Glen Beach in Camps Bay
The penthouse is situated in Camps Bay, which has become a famous landmark with internationally recognised restaurants, crystal sand beaches, and exceptional sunsets. The gorgeous local scenery makes it a fine destination for scenic coastal walks. Please note that a breakage deposit of R20 000.00 will need to be signed on arrival. Please make sure that you have a Master or Visa Credit Card available for this. No Debit Cards accepted. Please note that this villa is for Accommodation only and we do not allow Function Venues.

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.

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.

Mongoose Manor by Steadfast Collection
With the trifecta of privacy, location (on an equestrian estate) and dynamic design, this home ticks all the boxes for an idyllic stay in the winelands. Not only does it feature interiors by a top designer and breathtaking mountain and valley views, but full solar power and a location mere minutes from the town centre (as well as museums, galleries and wine estates) make it both distinguished and convenient. There is even a friendly water mongoose named Tilly who might drop by to visit.

Aloe Suite surrounded by mountains
The Aloe Suite is nestled in the leafy neighbourhood of Courtrai in Southern Paarl. The double story space includes a kitchen, lounge and dining area on the lower level.Upstairs you’ll find a bedroom, en suite bathroom and a balcony overlooking the pool. Guests have a private entrance,patio and barbeque area and shared use of the pool . There is parking on the premises, TV (with netflix ) and Wi-Fi. Laundry can be arranged at a fee. Bed for a minor /child can be arranged on request too

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.

Heidi's Child, 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.

Mountain House
Mountain House is perched at the top of Camps Bay . The house has three bedrooms two with queen size beds, one with a double bed . It has two bathroom areas, two showers one bath , two toilets. A fully equipped kitchen. A fireplace for those chilly nights. It has all the bells and whistles in terms of internet,wi fi , cable TV , webber gas braai, great outdoor areas to chill and of course a pool . There is a battery inverter for the property to mitigate power outages .

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.]

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

Pebble beach Manor

Villa In The Clouds! Fresnaye, Cape Town.

X Lanzerac - Luxurious 4 bedroom house with solar

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Blackwood Log Cabin

Tockie's: An idyllic & historic 2-bedroom cottage

Newly Renovated Family Home with Plunge Pool

Family fun in Stellenbosch (with solar power)
Apartment rentals with a pool

#505 Cartwright - Old World Charm

3 Bed Penthouse / No Loadshedding / Infinity Pool

Mountain View Penthouse

Perfect Views Of Table Mountain and Atlantic Ocean

Modern Ocean View Retreat in Camps Bay

Parker’s Park Lagoon

The Adderley Luxury Penthouse, Mountain View, No Power Cuts

Spectacular Beachfront Apartment
Home rentals with a private pool

Elegant guest wing with own private garden & pool.

Opulent Clifton Beach House with Uninterrupted Sea Views.

Watch the Sunrise in a Home with a Mountain View

Modern Contemporary Zen Tree House Sparkling Pool

Chic Penthouse with Private Pool & Breathtaking Views

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

Upper Constantia Guest House
When is the best time to visit Drakenstein?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $126 SGD | $122 SGD | $130 SGD | $122 SGD | $125 SGD | $118 SGD | $117 SGD | $118 SGD | $128 SGD | $130 SGD | $130 SGD | $162 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 740 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 14,000 verified reviews to help you choose

Family-friendly holiday rentals
340 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
700 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!
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- Bo-Kaap Museum
- Cbd
- Cape Town International Convention Centre
- Atlantic Seaboard Community
- Cape Town Stadium
- Fish Hoek Beach
- Bloubergstrand Beach
- V & A Waterfront
- Muizenberg Beach
- GrandWest Casino and Entertainment World
- Boulders Beach
- Long Beach
- Green Point Park
- Canal Walk Shopping Centre
- Clifton 4th
- St James Beach
- Hout Bay Beach
- Stellenbosch University
- Babylonstoren
- District Six Museum
- Tyger Waterfront Apartments Deck
- Jonkershoek Nature Reserve
- Noordhoek Beach
- Two Oceans Aquarium




