
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.

La Galleria Cottage Retreat
Our charming cottage has been meticulously crafted for privacy, style, and comfort—perfect for solo travellers or couples seeking a peaceful retreat. This romantic retreat blends rustic charm with modern luxuries-including a wood-fired hot tub-plunge pool, a queen extra-length bed, a fireplace, fully equipped kitchen, air conditioning, and espresso coffee machine. Whether you’re curling up with a book, soaking in the warmth of the tub, or exploring the countryside, your perfect escape is here.

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

@Maggie
@Maggie is a contemporary, architect designed holiday home in a small eco reserve, 5 minutes from Montagu, on the R62, about 180 km from Cape Town. Access to the reserve is gained by entering and passing through the orchards on Le Domaine farm. The reserve itself is nestled next to the CBR dam, with the ideal opportunity to do silent watersport, like canoeing. For keen birdwatchers this is paradise...watching fish eagles will be the highlight. @Maggie promises a peaceful, tranquil stay.

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.

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.

Heron House - self-catering with pool
This lovely family home offers a no-fuss, comfortable country retreat in both winter and summer. It sleeps 8 comfortably, 9-10 with a squeeze. The covered patio and braai area overlook the swimming pool (with safety net) and large garden. In winter the wood-burning fire will keep you warm. Walks and bike rides start at the front door and the village, is a few minutes' walk away. The house is fully equipped - just come and relax!

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 McGregor rentals with a pool
House rentals with a pool

The Repose

The Hideaway

The Greyt House in Greyton

Serenity in McGregor

Heuningkloof Eco Cottage Greyton

Rhythm full on

Fonteintjiesberg Cottage

Victorian Home “The Black House “
Other holiday rentals with a pool

FARMHOUSE @ Porcupine Hills Guest Farm

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

Joubertsdal Country Estate - Little Bess Manor

Brown-hooded Kingfisher Cottage, Langhoogte Farm

Bloukrans Off-Grid Cabin

Alpaca Inn - Exclusive use

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 | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 NZD | $194 NZD | $178 NZD | $156 NZD | $163 NZD | $173 NZD | $154 NZD | $175 NZD | $176 NZD | $180 NZD | $180 NZD | $182 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 |
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 $51 NZD 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 pools Cape Winelands District Municipality
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- Grotto Beach (Blue Flag)
- Fernkloof Nature Reserve
- Voëlklip Beach
- Boschendal Wine Estate
- Haute Cabrière - the home of Pierre Jourdan
- ATKV Goudini Spa
- De Hollandsche Molen
- La Motte Wine Farm & Restaurant
- Aquila Private Game Reserve & Spa
- Kolkol Mountain Lodge
- Mont Rochelle Nature Reserve
- Hermanus Beach Club
- Matroosberg Nature Reserve
- Hermanus Country Market
- Franschhoek Motor Museum





