Holiday 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.

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Guest favourite
A bright living area features large windows inviting natural light. A comfortable grey sofa is positioned opposite a light wooden coffee table, while a TV console is set against the wall. Subtle decorative accents add visual interest, and a mirror enhances the sense of space.
Flat in Stellenbosch
4.93 out of 5 average rating, 120 reviews

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.

Guest favourite
An outdoor dining setup is featured, showcasing a wooden table adorned with plates and glasses. A salad bowl sits at the center, accompanied by wine bottles. A gas braai grill is visible in the background, surrounded by lush greenery and distant mountains.
Home in Stellenbosch
4.76 out of 5 average rating, 105 reviews

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. 🏡

Top guest favourite
An open-plan living area features wooden beams and brick walls, with a spacious dining table surrounded by upholstered chairs. Natural light floods the space through large windows, highlighting the relaxed atmosphere. A staircase leads to a loft area, and a view of the pool can be seen outside.
Home in Franschhoek
4.92 out of 5 average rating, 156 reviews

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.

Superhost
Flat in Stellenbosch
4.87 out of 5 average rating, 222 reviews

Cozy Family Flat at Stellenbosch Mountain Base

Wake up to mountain views - cozy flat 1.3km to Stellenbosch CBD, tucked in a quiet cul-de-sac with scenic Butterfly Fields & trails on the doorstep. Two en suite bedrooms, coffee station with clay espresso cups & a thoughtfully stocked tea tray. Kids love the trampoline, sand pit, bikes, tree house, garden and pool. Hosts Louis & Elsje go above and beyond - warm arrivals, local restaurant + wine farm tips, and genuine hospitality. Two large friendly dogs on site. Picnic & play across the road.

Top guest favourite
Two elegant glasses of sparkling wine are set on a stone surface, accompanied by a straw hat. Lush green foliage serves as a backdrop, adding a refreshing touch to the scene.
Flat in Stellenbosch
4.97 out of 5 average rating, 136 reviews

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 …

Top guest favourite
An expansive garden is featured, showcasing well-maintained grass and decorative stone pathways. A central fountain is surrounded by lush greenery, while tall trees create a serene atmosphere. The sunlit scene highlights the ambiance of the tranquil neighborhood, with the swimming pool visible in the background.
Guest suite in Stellenbosch
4.93 out of 5 average rating, 188 reviews

@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.

Top guest favourite
Home in Stellenbosch
4.94 out of 5 average rating, 129 reviews

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.

Top guest favourite
A rustic exterior view of a cottage features large wooden sliding doors surrounded by vibrant greenery. A stone path leads to the entrance, with well-maintained flower beds flanking the sides, complemented by a modern roof and solar panels overhead.
Cottage in Cape Winelands District Municipality
4.99 out of 5 average rating, 151 reviews

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.

Guest favourite
An expansive self-catering home is set against a mountain backdrop, featuring a well-kept lawn and a swimming pool. The architectural design incorporates natural wood elements, and light spills from large windows, indicating a bright, inviting interior.
Home in Stellenbosch
4.93 out of 5 average rating, 139 reviews

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.

Top guest favourite
A serene swimming pool is set against a backdrop of majestic mountains. Vibrant bougainvillea climbs nearby structures, adding splashes of color. Lush greenery surrounds the area, creating a tranquil outdoor space that invites relaxation.
Guest suite in Stellenbosch
4.98 out of 5 average rating, 242 reviews

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 6 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.

Top guest favourite
An outdoor dining area features a wooden table set with fresh fruits and drinks, overlooking a splash pool. Lush green grass and a wooden deck frame the scene, while majestic mountains rise in the background, enhancing the tranquil atmosphere.
Villa in Paradyskloof
4.92 out of 5 average rating, 204 reviews

Charming Villa - Mountain Views

Charming Villa is a luxurious fully equipped, self-catering home. A unique, spacious accommodation, the ideal choice, intimate and romantic. Situated in the heart of the Cape Winelands, with two major golf courses, award winning vineyards, restaurants and the historical town of Stellenbosch, all within a 5 minute drive. Create lifelong memories with your family and friends in Charming Villa. Unspoilt views of the vineyards and the exquisite mountains.

Top guest favourite
An outside deck features an umbrella-shaded table surrounded by chairs. The rooftop area is embellished with artificial grass, enhancing comfort. A glimpse of the loft's pitched roof is visible in the background, alongside greenery and neighboring buildings.
Loft in Stellenbosch
4.96 out of 5 average rating, 195 reviews

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.

Popular amenities for Stellenbosch rentals with a pool

When is the best time to visit Stellenbosch?

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Avg. price$169 SGD$155 SGD$160 SGD$156 SGD$159 SGD$166 SGD$164 SGD$191 SGD$171 SGD$166 SGD$179 SGD$212 SGD
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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 $38 SGD 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 & child-friendly amenities

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    100 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!