
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 $51 NZD 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 and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Robertson holiday rentals include Wi-Fi 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.

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!
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Country House - Goedemoed Farm
Goedemoed Country House is a lovely country style farmhouse, situated in the stunning Keisie Valley on the farm Goedemoed, for guests to enjoy with beautiful farm and mountain views. Big grass area for kids to play. Perfect family get-away for quality family time. Enjoy the sparkling splash pool or braai area with your loved ones. Or enjoy the hot tub looking out on the farm or stars at night. Bring your bicycles and enjoy rides on the farm or pick some fruit, fresh off the trees in season.
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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
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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.
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EcoTreehouse luxury off-grid cabin
Tucked into the lush Hermitage Valley just outside Swellendam, the EcoTreehouse is a peaceful off-grid cabin designed for comfort, simplicity, and connection to nature. It’s perfect for couples, solo travellers, or small families wanting to unplug without compromising on comfort. Wake to mountain views, fall asleep to frog-song, and soak under the stars in your private wood-fired hot tub. Swim, stargaze, wander the trails, or meet the horses — this land invites you to slow down.
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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.
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“FISH EAGLE” House on the Dam
Romantic Hideaway on a Private Eco Reserve with Dam Views Escape to Fish Eagle House, a modern yet soulful retreat where the Fish Eagles call at dawn. Every detail is designed for slow, beautiful living. Perfect for couples, friends, or anyone longing for peace, privacy, and a touch of magic. Tucked away on a private eco reserve, the house overlooks a serene dam, home to a resident pair of Fish Eagles. Here, it’s just you, nature’s whispers, and endless views.
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Kleijne Karu, McGregor
Relax with the whole family at this peaceful place to stay. This cottage is well equipped, peaceful, beautifully styled and tranquil. Cool down in our round, rustic pool in the summer. Or light the fire in the indoor fireplace for a cozy night indoors. A braai area and firepit next to the pond, makes for a great family BBQ. Hiking trips, mountain biking, delicious deli's and cafes are but a small host of things to visit in Mc Gregor. Come see for yourself.
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Vineyard House
30km outside Worcester (towards Villiersdorp) The perfect romantic getaway in beautiful and tranquil surroundings. Vineyard House is surrounded by a 360° view of vineyards and mountains. We offer a modern, private stay just outside Worcester, approximately 1½ hours drive from Cape Town. Vineyard House offer a 2 bedroom house (sleeps 4), a bathroom, fully furnished kitchen, livingroom with a fire place and a stoep looking onto the vineyards.
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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
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Dassieshoek - Or 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.
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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!
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Popular amenities for Robertson rentals with a pool
House rentals with a pool

Laleli….The house of Tulips.
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Rust du Stal
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Heron House - self-catering with pool
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Victorian Home “The Black House “
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Robertson Victoriaan
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Serenity in McGregor
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Gluckingham Palace
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'White Lily', home with a view
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Other holiday rentals with a pool

Klawerjas Flute Cottage
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The Dog Star Manor
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HIDE | MONTAGU - Escape Into Nature
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La Galleria Cottage Retreat
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New Beginnings Cottage
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Aloeron @ Patatsfontein Stay
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Farmhouse in the Robertson Wine Valley
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Mosesberg Cottage
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When is the best time to visit Robertson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $333 NZD | $335 NZD | $279 NZD | $291 NZD | $270 NZD | $321 NZD | $237 NZD | $243 NZD | $240 NZD | $264 NZD | $280 NZD | $297 NZD |
| 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
- Cape Town Holiday rentals
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- Rentals with pools Cape Winelands District Municipality
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