
Vacation rentals with a pool in Stellenbosch
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Stellenbosch

Total vacation rentals
Explore 780 vacation rentals in Stellenbosch

Nightly prices starting at
Stellenbosch vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 19,390 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
490 properties have a dedicated workspace

Wifi availability
770 of Stellenbosch vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Stellenbosch rentals

4.8 Average rating
Stellenbosch stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Stellenbosch
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Winelands Apartment
A very nice and affordable place to stay. Have fun with the whole family or friends at this stylish place 3 minutes drive from the beautiful and historical town of Stellenbosch! Sleep in comfort on luxury mattresses with electric blankets in winter and cool off in the swimming pool during summer. Dine in one of the many exquisite restaurants in town or explore the many wine farms nearby or whip up something in the fully equipped kitchen or braai. Enjoy uncapped fast speed WiFi plus a smart TV.

Magnificent views / luxurious setting- Sérendipité
SOLAR Powered Enjoy breathtaking mountain views from one of the two balconies or curl up next to the indoor fireplace in this spacious open-plan apartment. French doors lead to both balconies that overlook the garden and olive orchard where you can enjoy a barbecue in your own private space. This tastefully furnished with stylish en-suite bathrooms is yours to make home away from home, whilst you enjoy the picturesque winelands and elegant restaurants. Seven minutes walk to the centre of town.

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.

Arch Window garden apartment (Winter 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 …

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.

Bellevlei Estate | The Rock House
Welcome to our spacious, independent and stylish 1-bedroom retreat, located on the Blauwklippen road just minutes from Stellenbosch. The Rock House is perfect for taking in the sights of the historical town of Stellenbosch, mountain biking trails or a quick round of golf. Although shops and restaurants are only a five-minute drive away, the area feels peaceful and secluded. Whether you're here for a weekend getaway or a longer stay, the Rock House has all that you need.

The Loft Stellenbosch
This charming loft apartment in Stellenbosch offers a private, air-conditioned self-catering space with excellent security and a secluded outdoor deck. Guests are welcome to make use of the swimming pool on request, as this is a shared area. Ideally suited for both business and leisure stays, the loft provides a comfortable base whether you're visiting for work, holiday, university events, sporting activities, golf or medical appointments.

Luxury apartment Kandinsky with panoramic views
High-quality luxury apartment for 2 people in Somerset West, prime location. 10 m long panoramic glass front overlooking mountains and sea. The apartment has a living area with kitchen, bathroom and one bedroom. A Nespresso machine, toaster, kettle, hair dryer, towels and linens are available. Extra long king size bed and TV. Pool and outdoor area are available for shared use and sauna and jacuzzi can also be offered by arrangement.

De Villiers House
Modern, newly renovated and decorated house situated within walking distance to the main road. Great double volume living spaces, generous size pool and fantastic outside living space - perfect for a family holiday. All 3 rooms are ensuite with fresh crisp linen. The modern kitchen is well equipped, open plan and interactive. Great news is we have an inverter for lights and wifi to assist during load shedding.

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 with hot tub and fireplace
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-fired hot tub and interior fireplace for winter and a plunge pool for summer.
Popular amenities for Stellenbosch rentals with a pool
House rentals with a pool

The heart of Franschhoek

Central Stellenbosch Luxury Villa (4 bed & pool)

Modern Scandi Villa with back-up Solar

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Stellenbosch Pool Villa central

A Touch of Country - Pets welcome

Paloma Villa, Franschhoek | Pool & Fireplace

Beautiful, kid-friendly home with views and pool
Condo rentals with a pool

The Ship in Strand

Unique Stay at The Den Stellenbosch

Villa Verde, farm stay with views for days.

Stunning 3-Bed on the Strand Beachfront

Thyme Out - Private Apartment

Franschhoek - A Sensory Escape 78 Huguenot

Avemore Vineyard View Le Verger

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

Jonker Suite I - Serene stay on Helshoogte Pass

Large private garden villa in village

Amelie's Secret Hideaway

Charming Artistic Escape | Cape Winelands Gem

Forest Lodge

Serenity Lux Villa

2 Bedroom Annex on a Stellenbosch Farm near town

Family fun in Stellenbosch (with solar power)
When is the best time to visit Stellenbosch?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 CAD | $234 CAD | $231 CAD | $202 CAD | $166 CAD | $160 CAD | $155 CAD | $166 CAD | $173 CAD | $192 CAD | $202 CAD | $258 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 |
Destinations to explore
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- Rentals with pools Cape Winelands District Municipality
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- V & A Waterfront
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Bloubergstrand Beach
- Cape Town Stadium
- Cbd
- Glencairn Beach
- Stellenbosch University
- Muizenberg Beach
- Hout Bay Beach
- Atlantic Seaboard Community
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Babylonstoren
- Noordhoek Beach
- Jonkershoek Nature Reserve
- District Six Museum
- Glen Beach
- Cavalli Estate
- Tyger Waterfront Apartments Deck
- Things to do Stellenbosch
- Food and drink Stellenbosch
- Art and culture Stellenbosch
- Things to do Cape Winelands District Municipality
- Food and drink Cape Winelands District Municipality
- Things to do Western Cape
- Sightseeing Western Cape
- Food and drink Western Cape
- Art and culture Western Cape
- Sports activities Western Cape
- Nature and outdoors Western Cape
- Tours Western Cape
- Things to do South Africa
- Art and culture South Africa
- Sports activities South Africa
- Food and drink South Africa
- Sightseeing South Africa
- Nature and outdoors South Africa
- Tours South Africa







