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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
An inviting living area features a comfortable gray sofa adorned with decorative pillows. A wooden table holds a vase filled with fresh flowers. Natural light filters in through large windows, illuminating the space beneath vaulted wood-beam ceilings, with a staircase leading to the loft.
Apartment in ZA
4.89 out of 5 average rating, 601 reviews

Off Grid Getaway with Breathtaking Mountain Views

Greet the day with breakfast before marvelous mountains and countryside views from the sunny balcony. From its vaulted, wood-beam ceilings and country-chic decoration, to its brick-fronted fireplace, this placid hideaway glows with idyllic charm. Set on 2 hectares of beautiful gardens, with fruit trees, vineyards & surrounded by mountains. Sip a glass of chilled wine and enjoy the beautiful sunsets from the large balcony with one of the best views! Cool off in the dipping pool and relax in the tree shaded pool area or on those wet winter days curl up next to the indoor fireplace. Property is gated, guest have there own access and free to roam the property. We like to give guest there own space, however either myself or a staff member are always available and happy to help. Nestled between towering mountainscapes and enduring vineyards, this property is situated in Franschhoek, a town known for its world-class dining, wine tasting, and natural beauty. Visit the Huguenot Memorial Museum to learn about local history. Uber is recently available in Franschhoek but does have a limited presence (after 11pm/12pm). There is also a tuk tuk taxi available, please view enclosed information for contact. Please note there is a friendly young rescue dog that roams freely on the property. Nestled between towering mountainscapes and enduring vineyards, this property is situated in Franschhoek, a town known for its world-class dining, wine tasting, and natural beauty.

Top Guest favourite
A private boma area features a fire pit surrounded by colorful rock formations and shrubs. Two lounge chairs with striped cushions face a small table set with wine glasses, offering a scenic view of the distant mountains under a softly lit sky.
Guest suite in Sir Lowry's Pass
5 out of 5 average rating, 258 reviews

Intaba Studio Tranquil Getaway w/style & character

An ideal escape, our Studio is a private, self-catering garden unit located on the mountainside on a 300 Ha farm , with a pool (shared), & beaches closeby (15 min). Off the Grid - own power supply & fresh spring water extracted high in the mountains. Panoramic views over sea and mountain landscapes , surrounded by fynbos and wild birdlife , close to Capetown (55 km), airport, (40km) shopping amenities (7km) . Unwind after a busy day and relax at your private boma or around the pool.

Guest favourite
A bright and airy bedroom features a spacious bed dressed in soft gray and adorned with yellow pillows. Natural light floods the room through triangular windows, highlighting a minimalist design complemented by a wooden nightstand and a potted plant.
Farm stay in Stellenbosch
4.95 out of 5 average rating, 200 reviews

EersteBosch One Bedroom Cottage - 3 Units

Eerstebosch Family Farm and self-catering cottages are more than a destination—it’s a unique luxury experience. Our property features four thoughtfully designed cottages. One-Bedroom Cottages (3 units): • A private patio with braai (BBQ) facilities • Wood-burning fireplace • Fully equipped kitchen with a dishwasher • Separate bathroom with a shower • Smart TV and free WiFi • Ceiling fans in the living area and air conditioning in the bedroom • Stylish, minimalist modern décor

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, 116 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
A grassy area is populated with trees and a variety of plants, showcasing a peaceful rural landscape. In the foreground, a dog is seen exploring, while a flock of sheep grazes peacefully in a fenced section. The backdrop features majestic mountains under a clear blue sky.
Home in Western Cape
4.87 out of 5 average rating, 297 reviews

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.

Top Guest favourite
A light-filled room features large windows with views of greenery. A comfortable green sofa and small table are positioned beside the spacious bed. Soft lighting is provided by pendant lights overhead, creating a relaxed and inviting living space.
Guest suite in Paradyskloof
4.97 out of 5 average rating, 523 reviews

"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.

Top Guest favourite
A decorative stone fountain is centrally positioned in a lush garden setting. Surrounding greenery softens the appearance of the stone, while a patterned wall art piece complements the serene atmosphere. The path is lined with square pavers, leading to the tranquil focal point.
Apartment in Dalsig
4.91 out of 5 average rating, 201 reviews

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

Top Guest favourite
A spacious living area is featured with large glass panels offering views of the mountains and sea. A comfortable sofa and armchair are arranged around a coffee table. A dining table is set for four, complemented by decorative plants and fresh flowers.
Apartment in Spanish Farms
4.99 out of 5 average rating, 170 reviews

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.

Top Guest favourite
A bright kitchen and living area are featured, with a round dining table surrounded by white chairs. A cozy seating area is set near a wood-burning stove, and a modern kitchen equipped with appliances is showcased. Natural light streams through the open door leading to the deck.
Bungalow in La Sandra
4.93 out of 5 average rating, 137 reviews

Hillside Cottage

Come and stay in our peaceful studio cottage high up on Helderberg Mountain surrounded by trees and hear the owls hooting as you fall asleep! Beautiful new cottage, with it's own deck and garden and stylishly furnished to meet your every need. And now with solar installed (April 2023) we have NO LOAD-SHEDDING! We've replaced the oven and hob with a fully gas stove so all appliances can be used during load shedding!

Superhost
A compact room features a spacious bed with decorative pillows and light-colored bedding. Kitchen amenities are visible, including a microwave and kettle. Natural light is provided by a window with blinds, illuminating the tile flooring and neutral walls.
Guest suite in Stellenbosch
4.76 out of 5 average rating, 469 reviews

Little Fynbos, Stellenbosch

This Room, with onsuite bathroom, is separate from the main House with secure automated parking. Keypad door entry. Small, but cosy and sunny. Kitchen nook for reheating etc.. Includes electric blanket, heater, ceiling fan, etc. Surrounded by Wine Farms with the closest (200m) away, walking distance to parks. 2 Min Drive to Historic Dorp Street and its Restaurants. Very friendly dog to welcome you.

Top Guest favourite
The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.
Farm stay in Stellenbosch
4.98 out of 5 average rating, 440 reviews

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.

Top Guest favourite
A spacious lawn extends from a modern garden annex, bordered by neatly trimmed hedges. Large windows reflect the sky, while a wooden bench under a leafy tree offers a serene spot to relax. The backdrop features rolling hills and distant mountains.
Farm stay in Elgin
4.99 out of 5 average rating, 106 reviews

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.

Popular amenities for Stellenbosch rentals with a pool

When is the best time to visit Stellenbosch?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$218 NZD$202 NZD$209 NZD$225 NZD$204 NZD$195 NZD$199 NZD$213 NZD$222 NZD$218 NZD$195 NZD$240 NZD
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Quick stats about holiday rentals with a pool in Stellenbosch

  • Total holiday rentals

    Explore 710 holiday rentals in Stellenbosch

  • Verified guest reviews

    Over 17,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    340 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    450 properties have a dedicated workspace

  • Wi-Fi availability

    700 of Stellenbosch holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Stellenbosch rentals

  • 4.8 Average rating

    Stellenbosch stays are highly rated by guests—averaging 4.8 out of 5!

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