
Holiday rentals with a pool in Robertson
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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!

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

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.

Wild Almond "THE COTTAGE"
Wild Almond Cottage is a delightful two-bedroom cottage comprising two bathrooms, a lounge, kitchen, lovely patio and a refreshing plunge pool, guests are welcome to cool off after their travels 5 min walk to restaurants and pubs. McGregor is a working farm village PLEASE NOTE.....The minimum cost per night is ZAR 1140 for 1 or 2 guests The minimum stay is 2 x nights Extra guests are ZAR570 per guest per night Children under the age of 12 years are charged at half price per child

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.

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.

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.

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

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!

Exclusive Poolside Cottage in Prime Location
The best location in town with complete privacy. Our charming cottage combines timeless character with modern comforts, featuring luxury bedding, a cozy fireplace, and backup power. Outside, enjoy a secluded garden oasis with a sparkling pool and spacious patio — perfect for couples seeking exclusivity or families wanting a private retreat just steps from cafés and shops.

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.

Il dolce far niente - Comfortable garden guestroom
A comfortable and private guest room in our garden set in quiet and tranquil surroundings, encircled by the glorious mountains of Montagu. Swimming pool in lovely garden available to guests. Tea and coffee facilities as well as bar fridge.
Popular amenities for Robertson rentals with a pool
House rentals with a pool

De Villiers House

Sage Cottage

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Heron House - self-catering with pool

Magnificent views / luxurious setting- Sérendipité

Tockie's: An idyllic & historic 2-bedroom cottage

Luxury 5 Bed House in the Heart of Franschhoek

Nooks Pied-a-Terre | Architecturally Stunning Home
Condo rentals with a pool

68 L’Ermitage Elegant Mountain Apartment

Franschhoek - A Sensory Escape 78 Huguenot

2 Sorbonne

Villa Vineyard Franschhoek
Other holiday rentals with a pool

New Beginnings Cottage

Eden Annex, off-grid, wi-fi, pool, views

La Galleria Cottage Retreat

Brown-hooded Kingfisher Cottage, Langhoogte Farm

Bloukrans Off-Grid Cabin

Kapok Cottage

Rhythm full on

Millstream manor Unit 1
When is the best time to visit Robertson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $221 AUD | $258 AUD | $244 AUD | $236 AUD | $248 AUD | $166 AUD | $209 AUD | $215 AUD | $212 AUD | $217 AUD | $250 AUD | $229 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 |
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 $45 AUD per night before taxes and fees

Verified guest reviews
Over 1,180 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Robertson rentals

4.8 Average rating
Robertson stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Rentals with pools Cape Winelands District Municipality
- Rentals with pools Western Cape
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