
Vacation rentals with a pool in Stellenbosch
Find and book unique homes with a pool on Airbnb
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 …

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.

Best Elgin views in serene setting with pool
The Annex at Tree Tops, is a spacious and well-appointed garden annex with incredible views, adjoining the main homestead. This is the perfect couples’ retreat in which to recharge your batteries while overlooking the magnificent Elgin valley. Offering a wood-burning fireplace (free wood provided) for winter and a plunge pool for summer.

Lynette's place
Large family home with great outside entertainment area, equipped with pool, jungle gym, sand pit and outdoor barbeque facilities. Pet friendly too! Central Stellenbosch is 4km away. Many markets and parks to enjoy a stones throw away.
Popular amenities for Stellenbosch rentals with a pool
House rentals with a pool

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

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

Luxury 5 Bed House in the Heart of Franschhoek

Nooks Pied-a-Terre | Architecturally Stunning Home

Akademie House - your home from home
Condo rentals with a pool

Insta-Worthy, Front-Row Ocean & Mountain View’s

Newlands Peak

(3) Beachfront views of Table Mountain

Stunning 3-Bed on the Strand Beachfront

Avemore Vineyard View with full backup power

J Spot • Safe & Convenient • Backup Power

Canal and palm views apartment

Serenity Haven - Two Bedroom
Home rentals with a private pool

The Salt Box Villa - Self catering - Strand

Beach Cottage Close to World-Famous Kitesurfing
Villa in the Vineyard near Somerset West

Eclectic Family Home near Wineries

Harbour Studio

Mountain View Bungalow with Pool - no loadshedding
When is the best time to visit Stellenbosch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $141 CAD | $143 CAD | $157 CAD | $171 CAD | $174 CAD | $182 CAD | $148 CAD | $146 CAD | $150 CAD | $155 CAD | $147 CAD | $144 CAD |
| 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 Stellenbosch

Total vacation rentals
Explore 110 vacation rentals in Stellenbosch

Nightly prices starting at
Stellenbosch vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 1,990 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
110 of Stellenbosch vacation 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
- Woodbridge Island Beach
- Hout Bay Beach
- Green Point Park
- Sandy Bay, Cape Town
- Babylonstoren
- St James Beach
- District Six Museum
- Two Oceans Aquarium
- Mojo Market
- Durbanville Golf Club
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Erinvale Estate Hotel and Spa
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Grotto Beach (Blue Flag)