
Holiday rentals with a pool in McGregor
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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!

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"
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.

Laleli….The house of Tulips.
Furniture and fittings from all over the world to make our little country cottage picture book perfect.We are hoping that these touches will just add to the atmosphere for a fantastic weekend get away ! It was featured In House & Leisure and numerous International publications.The house is called Laleli - House of Tulips.
Popular amenities for McGregor rentals with a pool
House rentals with a pool

The Repose

The Hideaway

The Greyt House in Greyton

Heron House - self-catering with pool

Serenity in McGregor

Heuningkloof Eco Cottage Greyton

Rhythm full on

Fonteintjiesberg Cottage
Other holiday rentals with a pool

Scotsfontein Estate: Tranquil Farm Life

Woodfired hot tub 2 hours from Cape Town

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

The Dog Star Manor

Bloukrans Off-Grid Cabin

Brown-hooded Kingfisher Cottage, Langhoogte Farm

Elegant Farmhouse in the Robertson Wine Valley

Dissatisfied | 3-bedroom Holiday Cottage
When is the best time to visit McGregor?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $130 AUD | $131 AUD | $133 AUD | $127 AUD | $133 AUD | $141 AUD | $126 AUD | $143 AUD | $144 AUD | $147 AUD | $147 AUD | $148 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 McGregor

Total holiday rentals
Explore 60 holiday rentals in McGregor

Nightly prices starting at
McGregor holiday rentals start at $42 AUD 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 and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of McGregor holiday rentals include Wi-Fi 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
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- Rentals with a patio McGregor
- Rentals with a hot tub McGregor
- Rentals with a fire pit McGregor
- Rentals with a washing machine and dryer McGregor
- Rentals with outdoor seating McGregor
- House rentals McGregor
- Rentals with a fireplace McGregor
- Cottage rentals McGregor
- Family-friendly rentals McGregor
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- 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
- Hermanus Beach Club
- La Motte Wine Farm & Restaurant
- Mont Rochelle Nature Reserve
- Boschendal Wine Estate
- Kolkol Mountain Lodge
- Matroosberg Nature Reserve
- Aquila Private Game Reserve & Spa
- Hermanus Country Market
- Franschhoek Motor Museum




