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

Total holiday rentals
Explore 100 holiday rentals in Stellenbosch

Nightly prices starting at
Stellenbosch holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 2,080 verified reviews to help you choose

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

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
100 of Stellenbosch holiday rentals include Wi-Fi 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!
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.

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 (Yay - it's autumn!)
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 …

Syrah Family Home
Our home is not just a house. It is a place to feel wanted & cared for. It has a feeling of peace & in a quiet neighbourhood. The living spaces are comfy & cozy. With a pool & lots of space to relax in summer. It is enclosed & completely private. For long cold winter nights we have a wood log fire place in the lounge. Have a glass of wine & put your feet up. A wood & gas braai is also available. And an 8 seater dining room table for those decadent holiday feasts. Kick off your shoes & relax.

Small Family Flat: Stellenbosch+kids play+pool+gdn
Cozy Family Flat at Stellenbosch Mountain Base – trails on doorstep - just 1.3 km from CBD. Sitated on the mountain with direct access to safe 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 small lounge. Perfect for young families: toys, books, trampoline, treehouse, and shared garden and pool. Please note: the rooms are small and we have 2 very friendly dogs & a cat on the property.

@Leisure guest suite/apartment in Stellenbosch
The guest suite/apartment is situated in a tranquil suburb of Stellenbosch. It is on the banks of the well known Eerste River and within walking distance from the historical town centre. There are two 2 bedrooms, 1.5 bathrooms, kitchen, living room and 2 patio's. It can sleep up to 4 people. Other amenities include satellite TV, Wifi, swimming pool, solar panels (uninterrupted power supply) and secure parking. It is an ideal place to stay for families or friends touring the country.

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

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.

X Lanzerac - Luxurious 4 bedroom house with solar
Escape to a luxurious 4-bedroom, 4-bathroom self-catering home in Stellenbosch, nestled below Stellenbosch Mountain. Perfect for families, it sleeps 8 comfortably. Enjoy aircon in all bedrooms and the living area, a cozy fireplace, 75" TV with Netflix, fast Wi-Fi, and full solar power. Outside offers a sparkling pool, BBQ at the pool, a pizza oven, and dining for 8. Just a 2-minute walk from Lanzerac Wine Estate, it’s the ideal retreat to relax and revive.

Quiet, yet central: Stellenbosch top location
Beautiful quiet and self-catered studio apartment in the serene, exclusive and safe neighbourhood of Upper Brandwacht, located in the hills above Stellenbosch, around 5 minutes’ drive from the centre of town. The house is nestled between vineyards and mountains, and is just a few minutes’ walk away from a beautiful forest, nature reserve and mountain biking tracks. There is a wonderful sense of peace to this neighbourhood and the views are spectacular.

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.

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 Stellenbosch rentals with a pool
House rentals with a pool

Central Stellenbosch Home (4 bed, pool pizza oven)

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Magnificent views / luxurious setting- Sérendipité

The Cockpit: Country Cottage in the Village

Avemore Le Verger Manor House

Akademie House - your home from home

Kings Kloof Country House.

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

Peace and Serenity near the Beach at Blue Amanzi
Vino Self Catering Aparment

Newlands Peak

Kalk Bay - SeaViews. Patio. Pool. Fireplace. Braai

(3) Beachfront views of Table Mountain

J Spot • Safe & Convenient • Backup Power

Parker’s Park Lagoon

Kiter’s Dream Villa with garden & garage
Home rentals with a private pool

Fabulous + Family-Friendly, Constantia, Cape Town

The Salt Box Villa - Self catering - Strand

Elegant guest wing with own private garden & pool.
Gorgeous Family Villa in Upper Constantia-SOLAR

Eclectic Family Home near Wineries

PingusHouse in Simons Town, Private Pool & Garden

Harbour Studio
Villa in the Vineyard near Somerset West
When is the best time to visit Stellenbosch?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $141 AUD | $143 AUD | $157 AUD | $171 AUD | $173 AUD | $182 AUD | $179 AUD | $208 AUD | $187 AUD | $182 AUD | $196 AUD | $232 AUD |
| 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
- Rentals with a patio Stellenbosch
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- Family-friendly rentals Stellenbosch
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- Rentals with a fireplace Stellenbosch
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- Rentals with outdoor seating Stellenbosch
- Rentals with a washing machine and dryer Stellenbosch
- Rentals with pools Stellenbosch
- Rentals with pools Cape Winelands District Municipality
- Rentals with pools Western Cape
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- Cbd
- Cape Town International Convention Centre
- Sea Point Pavilion
- Cape Town Stadium
- Fish Hoek Beach
- Bloubergstrand Beach
- V & A Waterfront
- GrandWest Casino and Entertainment World
- Muizenberg Beach
- Boulders Beach
- Long Beach
- Green Point Park
- Canal Walk Shopping Centre
- Clifton 4th
- Voëlklip Beach
- Hout Bay Beach
- Stellenbosch University
- Babylonstoren
- District Six Museum
- Tyger Waterfront Apartments Deck
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Two Oceans Aquarium
- Grotto Beach (Blue Flag)




