
Holiday rentals with a pool in McGregor
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in McGregor
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!

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.

Blueberry Hill Cottages - Lavender - Franschhoek
Lavender Cottage is a modern three bedroom self catering cottage with three bedrooms, main ensuite and the other two bedrooms share a full bathroom. There is a fully equipped kitchen with cooker, microwave and Nespresso coffee maker. The cottage has its own private terrace overlooking the large rim flow pool. The pool is situated on it's own large terrace and is shared with Olive cottage. We are ideal for guests who enjoy wine tours, the outdoors, hiking and biking plus horse riding.

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.

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.

Good-natured Country House
Goedemoed Country House is a lovely country style farmhouse, situated in the stunning Keisie Valley, 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.

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

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.

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.

Orchard Stay
We offer country living at its best. A self-catering guesthouse nestled between pear orchards, Orchard Stay offers you space and freedom inside and out. Comfort is a priority in this two bedroom farm house with both rooms having en-suite bathrooms and wow factor views of the orchards and Mostertshoek Mountain.
Popular amenities for McGregor rentals with a pool
House rentals with a pool

The Repose

The Hideaway

Heron House - self-catering with pool

Berghuis - Mountain Hideaway

Serenity in McGregor

Laleli….The house of Tulips.

Trendy private container home! Riverstone House.

Rhythm full on
Apartment rentals with a pool

Gemsbok House - Three Kuilen Nature Reserve

Uitkyk Guest Suite: Self Catering stand-alone unit

68 L’Ermitage Elegant Mountain Apartment

Villa Vineyard Franschhoek
Other holiday rentals with a pool

Scotsfontein Estate: Tranquil Farm Life

The Dog Star Manor

Elegant Farmhouse in the Robertson Wine Valley

Dissatisfied | 3-bedroom Holiday Cottage

Best Mountain Views at AfriCamps at Pat Busch

Comice Cottage with Hot Tub on Deck @ Under Oak

Victorian Home “The Black House “

Tierhoek Cottages Stone Cottage
When is the best time to visit McGregor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $119 SGD | $120 SGD | $121 SGD | $116 SGD | $121 SGD | $129 SGD | $115 SGD | $130 SGD | $131 SGD | $134 SGD | $134 SGD | $135 SGD |
| 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 McGregor

Total holiday rentals
Explore 60 holiday rentals in McGregor

Nightly prices starting at
McGregor holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 1,390 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
50 of McGregor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across McGregor rentals

4.9 Average rating
McGregor stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Cape Town Holiday rentals
- Langebaan Holiday rentals
- Plettenberg Bay Holiday rentals
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- Knysna Holiday rentals
- Franschhoek Holiday rentals
- Southern Suburbs Holiday rentals
- Jeffreys Bay Holiday rentals
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- Betty's Bay Holiday rentals
- George Holiday rentals
- Rentals with a fireplace McGregor
- Rentals with a firepit McGregor
- Rentals with a washing machine and dryer McGregor
- Pet-friendly rentals McGregor
- Family-friendly rentals McGregor
- Rentals with a hot tub McGregor
- Cottage rentals McGregor
- House rentals McGregor
- Rentals with outdoor seating McGregor
- Rentals with a patio McGregor
- Rentals with pools Cape Winelands District Municipality
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Voëlklip Beach
- Grotto Beach (Blue Flag)
- Fernkloof Nature Reserve
- De Hollandsche Molen
- Haute Cabrière - the home of Pierre Jourdan
- ATKV Goudini Spa
- Boschendal Wine Estate
- La Motte Wine Farm & Restaurant
- Hermanus Beach Club
- Mont Rochelle Nature Reserve
- Kolkol Mountain Lodge
- Matroosberg Nature Reserve
- Aquila Private Game Reserve & Spa
- Hermanus Country Market
- Franschhoek Motor Museum




