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Holiday rentals with a pool in Robertson

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Robertson

  • Total holiday rentals

    Explore 40 holiday rentals in Robertson

  • Nightly prices starting at

    Robertson holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Robertson holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Robertson rentals

  • 4.8 Average rating

    Robertson stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated rentals with a pool in Robertson

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of the cottage features a white facade with black window frames. A shaded patio is accessible through glass doors, complete with outdoor seating and an umbrella. A stone wall adds a decorative element, complemented by surrounding greenery and a tree.
Guest house in Montagu
4.99 out of 5 average rating, 220 reviews

Pecan Tree Cottage

Perfect couples retreat in the beautiful village of Montagu, surrounded by breathtaking mountain scenery. Within walking distance of the town centre. Hike the nature trails right on your doorstep, or simply lap up the tranquility in our fully fitted and comfortable little cottage. Explore the amazing attractions the Langeberg area has to offer, and after a long day in the heat of the Little Karoo, relax with a glass of local wine and enjoy the African sun set from the private pool. Just Amazing!

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.

Guest favourite
A spacious main room features a comfortable bed with elegant bedding, flanked by two nightstands with lamps. Large windows provide views of the outdoor area. A decorative rug adds warmth to the concrete floor. A stylish seating area is visible in the corner.
Cottage in Worcester
4.94 out of 5 average rating, 115 reviews

Tango - Luxury Honeymoon Suite with Hot Tub

TANGO Luxury Self Catering Cottage features a private patio with wood-fired hot tub, braai facilities and stunning views. The luxurious and spacious main room has an open space shower and bath tub overlooking the citrus orchard. The cottage comprises of a fully equipped open-plan kitchen and living room with fireplace. The 2nd bedroom has 2 single beds and en-suite bathroom. Bedding and towels provided. De Wilge has a 4-star grading from the Tourism Grading Council of SA. NO LOADSHEDDING

Guest favourite
Large glass doors open to a serene view of a natural pond, framed by soft drapes. A cozy seating area is visible, with a plush sofa adorned with neutral cushions. Outside, a small bistro table and chairs are positioned on the lawn, enhancing the tranquil setting.
Farm stay in Worcester
4.98 out of 5 average rating, 146 reviews

Lily Pond

Lily Pond, is a luxurious guest house just an hour and a half from Cape Town. Lily Pond is set on a natural pond brimming with incredible bird life, creating a serene atmosphere unmatched anywhere else. With no other cottages in sight and located on a picturesque wine farm, it offers a rare blend of privacy and luxury. The indulgent outdoor bath overlooking the pond, combined with the beautiful walking trails, enhances the sense of peace and seclusion, making this retreat truly one of a kind.

Top guest favourite
The exterior of the cottage features a thatch roof and is surrounded by a lush garden filled with various plants. A pathway winds through the garden, leading to a cozy seating area with cushions. Sunlight brightens the scene, enhancing the tranquil setting.
Bungalow in McGregor
4.97 out of 5 average rating, 212 reviews

Wild Almond "THE COTTAGE"

Experience the magic of Wild Almond Cottage, a charming two-bedroom sanctuary featuring private bathrooms, a relaxing lounge, and a sun-drenched verandah. Our fully equipped kitchen includes an air fryer and a gas hob for aspiring gourmet chefs. After your journey, dive into our refreshing, sparkling pool or take a scenic 5-minute stroll in our tree-lined street to McGregor’s vibrant little pubs and restaurants. Immerse yourself in the authentic rhythm of our historic farm village.

Top guest favourite
The open-plan lounge and dining area features a central wooden table surrounded by classic chairs. A cozy seating arrangement with woven chairs sits beside a rustic broom. Light enters through windowpanes, illuminating the clay-tiled floor and highlighting the textural elements of the thatched-roof interior.
Cottage in Greyton
4.87 out of 5 average rating, 290 reviews

Potato Patch Self Catering Cottage

This versatile thatched roofed cottage is centrally located in a private setting offering contemporary country comfort with a dash of history. It is one of the two cottages located on the owners property with its own entrance and secluded garden. The cottage consists of 3 en suite bedrooms furnished with king sized beds. The rates are based on 2 people sharing a room. Using additional rooms comes with an additional charge. Pets are permitted on request at an additional charge.

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, 153 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.

Top guest favourite
A quaint cottage is enveloped by lush vines, with a welcoming front porch featuring two chairs. The roof is made of metal, and wooden doors and windows complement the natural surroundings. Soft light accents the stone pathway leading to the entrance.
Cottage in Wellington
4.97 out of 5 average rating, 228 reviews

Vineyard Cottage at Bosman Wines

A serene, beautifully styled cottage with layered textures, soft neutral tones, and thoughtful finishes throughout. It features a cosy lounge, a well-appointed kitchen, and a dreamy en-suite bedroom designed for restful comfort. Set on the 8th generation Bosman Family Vineyards, the cottage offers sweeping vineyard views and an authentic sense of countryside living. A scenic 10-minute walk leads to the cellar, where a complimentary tasting awaits.

Guest favourite
A heated outdoor pool is surrounded by natural stones, with two lounge chairs positioned nearby. Lush greenery and rolling mountains create a stunning backdrop, illuminated by soft sunlight. This serene setting emphasizes the connection to nature and offers a peaceful retreat.
Tiny home in Cape Winelands
4.9 out of 5 average rating, 259 reviews

The Pod Robertson

In this beautiful valley lies a stunning minimalistic, off the grid studio house, with heated outdoor pool Off the grid living is a unique experience, with borehole water and solar power Solar power is limited so if you hit a cloudy spell, romantic candles can be used Uninterrupted mountain views A wide variety of outdoor activities, including hiking/biking Stove, geyser and heater are gas powered. No Wifi/Tv High clearance vehicle recommended

Top guest favourite
A view showcases an inviting indoor dining area with a wooden table and chairs, leading to a cozy living space with a sofa. The space is framed by elegantly arched glass doors, revealing a beautifully designed indoor-outdoor intersection. Decorative tile patterns are visible at the entrance.
Home in Western Cape
4.97 out of 5 average rating, 182 reviews

Dassieshoek - Ou Skool

Situated in the mountains of Robertson, this double volume, beautifully restored Old School is a tranquil getaway for the whole family. There is a gorgeous eco pool and plenty of amenities for children. Located next to the Marloth Nature Reserve, the house is at the beginning of the Arangieskop Hiking Trail. Mountain biking, hiking, birding and river and dam access mean that there are plenty of outdoor activities for the whole family.

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, 501 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
Villa in McGregor
4.96 out of 5 average rating, 161 reviews

The FAIRY FLYCATCHER (Lucky Crane Villas)

The Fairy Flycatcher is part of LUCKY CRANE VILLAS - a collection of contemporary meets country villas in the picturesque village of McGregor with the best views in town. Romance rules in this one-bedroom sanctuary for a single guest or a couple. Complete with outdoor bath and an intimate natural pool and nestled in an olive orchard with uninterrupted views, this is honeymoon-perfect!

Popular amenities for Robertson rentals with a pool

When is the best time to visit Robertson?

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Avg. price$254 SGD$255 SGD$213 SGD$204 SGD$214 SGD$143 SGD$181 SGD$186 SGD$183 SGD$201 SGD$214 SGD$227 SGD
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