
Holiday rentals with a pool in Stellenbosch
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Top-rated rentals with a pool in Stellenbosch
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Pecan Tree Studio 1 (with Pool & Forest View)
Our studio is a separate self catering unit in a forest garden with it's own entrance and off street parking.. We are in an upmarket quiet neighbourhood and 5 min. drive from the historic town centre. It has a king bed, couch {converting into a wide single bed for a child} , kitchenette, private bathroom (en suite), terrace and a swimming pool. The 5 schools and MediClinic hospital is 5min. drive away. We're at the start of the famous Stellenbosch mountain for hiking and mountain bikes....

Arch Window garden apartment (Spring special!)
For us this venture is a dream come true. We have designed every inch of the double-volume space with its spectacular arch window ourselves and enjoyed every minute of it! The interior is modern and quirky, with whites and greys forming the backdrop to an eclectic ensemble of furniture and finishes in chrome, glass, wood, and plain and printed fabrics. We started building in January 2019 and opened for business 7 months later! Now it is over to you to make the most of this special space …

ANESTA HOUSE
Anesta House is a fully equipped self-catering home, a private garden and swimming pool in the heart of the Stellenbosch. Two major golf courses, award winning vineyards and the historical town of Stellenbosch all within a 5 minutes drive. Walk to Forest & many hiking trails , mountain bike trails at the foothills of the mountains. A perfect house to accommodation families, business executives or a group of friends. There are 3 upstairs bedrooms with air-conditioning. DSTV channels available

Stellenbosch mtn: compact family friendly flat
Small family-friendly flat at the foot of Stellenbosch Mountain—just 1.3 km from town. The mountain begins almost across the street, with direct access to walking trails and the wide open scenic “Butterfly Fields” right on our doorstep. The space is compact, with 2 small en suite bedrooms, a kitchenette, and a comfortable lounge. Perfect for young families: toys, books, trampoline, treehouse, and shared garden. Please note: the rooms are small and we have 2 very friendly dogs on the property.

X Lanzerac - Luxurious 4 bedroom house with solar
X Lanzerac, is a luxurious, fully equipped self-catering home, surrounded by mountains. Cosy in winter with an amazing fireplace. Situated in a prime quiet area in Stellenbosch, it is a mere 2 minute walk to the prestigious Lanzerac wine estate, with close proximity to town, and access to various walking and mountain trails. X Lanzerac is a place for you and your family to retreat, relax, reset and revive. The house has solar power so that power interruptions do not ruin your holiday!

Little Protea @ Stellenbosch
Kick back and relax in this modern Studio apartment for 2 people, with remote access, allocated parking for 1 vehicle, private outside area and use of the communal swimming pool. Situated in a quiet neighbourhood with 2 parks and ample birdlife, within walking distance from Middelvlei Wine Farm and Restaurant, next to Devon Valley Road that leads to several winefarms ending at JC le Roux Sparkling Wines. 3km from centre town. Nala, our doggy will welcome you and keep you company.

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.

Tranquil poolhouse in the Winelands
Relax, sip on local wines, and take in the spectacular mountain views from the poolside deck. Neighbor to award winning wine farms, situated in the pristine Banhoek Valley. 8 minutes drive to central Stellenbosch, 25 minutes to Franschhoek. Complimentary Tokara wine on arrival with cheese, local nuts and fruits. Basic breakfast supplies provided: coffee, milk, eggs, bread, yogurt, muesli, rusks, orange juice. Bathroom: Soap, shower gel, shampoo, body lotion provided.

"Die Buitekamer" in scenic Stellenbosch
Self-contained space with lock box access and contactless check in. Die Buitekamer is situated in the heart of the mountains, forests and vineyards. The small university town of Stellenbosch is a wonderful place to visit and is 3km down the road from us. All guests are welcome to stay in this relaxing, quiet and cosy room with its own separate entrance. Nestled below the beautiful Stellenbosch mountain range and surrounded by neighbouring vineyards.

Private guest suite with Breakfast SBosch Central
Quiet, safe and comfortable Room En-suite bathroom with shower and bath Kitchenette Private entrance Own security/alarm On-site parking Breakfast included. Large pool and serene garden available for use by guests Approximately 1.5 kilometres from the centre of town with many restaurants Approximately 2.4 kilometres from Stellenbosch University Campus Uber readily available Hosts available for local travel, entertainment and tourist guidance

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.

Polomino Suite
Polomino is a cosy , rustic room with a queen size bed, and a bathroom with a door. Private entrance , 4 km from town. Enjoy the tranquility of the farm life and surroundings, yet close enough to experience the diversity Stellenbosch town has to offer. If you want to find your soul , ideal for a weekend stay.
Popular amenities for Stellenbosch rentals with a pool
House rentals with a pool

Sage Cottage

Modern Scandi Villa with back-up Solar

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Newly renovated, dreamy 3 bedroom house with Solar

Magnificent views / luxurious setting- Sérendipité

Luxury 5 Bed House in the Heart of Franschhoek

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

Nooks Pied-a-Terre | Architecturally Stunning Home
Apartment rentals with a pool

Modern Apartment in Stellenbosch, Rooftop Pool
Vino Self Catering Aparment

Apartment in Stellenbosch

Stunning 3-Bed on the Strand Beachfront

Thyme Out - Private Apartment

Tygervalley self catering apartment, D'Urban Ridge

Avemore Vineyard View with full backup power

J Spot • Safe & Convenient • Backup Power
Other holiday rentals with a pool

Old Oak Townhouse Stellenbosch

Mountain View Home In security Estate. Incl Pool!

Private Guest Suite

2 Bedroom Annex on a Stellenbosch Wine Farm

Mountain and Dale Townhouse

Hoopoe Cottage: Unique Family Home & Private Pool

Trengove Manor

Vilaroux Self Catering Apartment 4
Quick stats about holiday rentals with a pool in Stellenbosch
Total holiday rentals
Explore 110 holiday rentals in Stellenbosch
Nightly prices starting at
Stellenbosch holiday rentals start at £30 per night before taxes and fees
Verified guest reviews
Over 1,990 verified reviews to help you choose
Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wifi availability
110 of Stellenbosch holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Stellenbosch rentals
4.9 Average rating
Stellenbosch stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Hout Bay Beach
- Woodbridge Island Beach
- Green Point Park
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Greenmarket Square
- Mojo Market
- Two Oceans Aquarium
- Durbanville Golf Club
- Waterkloof Wine Tasting Lounge
- Noordhoek Beach
- Erinvale Estate Hotel and Spa
- Jonkershoek Nature Reserve
- Steenberg Tasting Room