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Vacation rentals with a pool in McGregor

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in McGregor

  • Total vacation rentals

    Explore 60 vacation rentals in McGregor

  • Nightly prices starting at

    McGregor vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,390 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of McGregor vacation 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!

Top-rated rentals with a pool in McGregor

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
An inviting living area features a comfortable gray sofa adorned with decorative pillows. A wooden table holds a vase filled with fresh flowers. Natural light filters in through large windows, illuminating the space beneath vaulted wood-beam ceilings, with a staircase leading to the loft.
Apartment in ZA
4.88 out of 5 average rating, 633 reviews

Off Grid Getaway with Breathtaking Mountain Views

Greet the day with breakfast before marvelous mountains and countryside views from the sunny balcony. From its vaulted, wood-beam ceilings and country-chic decoration, to its brick-fronted fireplace, this placid hideaway glows with idyllic charm. Set on 2 hectares of beautiful gardens, with fruit trees, vineyards & surrounded by mountains. Sip a glass of chilled wine and enjoy the beautiful sunsets from the large balcony with one of the best views! Cool off in the dipping pool and relax in the tree shaded pool area or on those wet winter days curl up next to the indoor fireplace. Property is gated, guest have there own access and free to roam the property. We like to give guest there own space, however either myself or a staff member are always available and happy to help. Nestled between towering mountainscapes and enduring vineyards, this property is situated in Franschhoek, a town known for its world-class dining, wine tasting, and natural beauty. Visit the Huguenot Memorial Museum to learn about local history. Uber is recently available in Franschhoek but does have a limited presence (after 11pm/12pm). There is also a tuk tuk taxi available, please view enclosed information for contact. Please note there is a friendly young rescue dog that roams freely on the property. Nestled between towering mountainscapes and enduring vineyards, this property is situated in Franschhoek, a town known for its world-class dining, wine tasting, and natural beauty.

Top guest favorite
An open-plan living area features wooden beams and brick walls, with a spacious dining table surrounded by upholstered chairs. Natural light floods the space through large windows, highlighting the relaxed atmosphere. A staircase leads to a loft area, and a view of the pool can be seen outside.
Home in Franschhoek
4.92 out of 5 average rating, 156 reviews

Nooks Pied-a-Terre | Architecturally Stunning Home

Our stunning home is a 5 min walk into the village and its award winning restaurants, shops and galleries. Black Elephant, Chamonix, Dieu Donne winery's and the famous Winetram are just a short walk away. Nooks is sumptuous, private, cosy, relaxing, full of original art, high ceilings, log fires, beautiful generous spaces and mountain views. Nooks comes alive at night and is great for couples, solo adventurers, who want to be near the soul of this beautiful village. We take up to 4 adults max.

Guest favorite
Large glass doors open to a serene view of a natural pond, framed by soft drapes. A cozy seating area is visible, with a plush sofa adorned with neutral cushions. Outside, a small bistro table and chairs are positioned on the lawn, enhancing the tranquil setting.
Farm stay in Worcester
4.98 out of 5 average rating, 148 reviews

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.

Top guest favorite
The exterior of the cottage features a thatch roof and is surrounded by a lush garden filled with various plants. A pathway winds through the garden, leading to a cozy seating area with cushions. Sunlight brightens the scene, enhancing the tranquil setting.
Bungalow in McGregor
4.97 out of 5 average rating, 213 reviews

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.

Top guest favorite
A tree stands prominently in the foreground, with the EcoTreehouse nestled among a vibrant garden of flowers. Morning light streams through, casting a warm glow on the cabin and surrounding landscape, enhancing the serene atmosphere of the natural setting.
Treehouse in Swellendam
4.98 out of 5 average rating, 324 reviews

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.

Top guest favorite
A rustic exterior view of a cottage features large wooden sliding doors surrounded by vibrant greenery. A stone path leads to the entrance, with well-maintained flower beds flanking the sides, complemented by a modern roof and solar panels overhead.
Cottage in Cape Winelands District Municipality
4.99 out of 5 average rating, 154 reviews

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.

Guest favorite
A heated outdoor pool is surrounded by natural stones, with two lounge chairs positioned nearby. Lush greenery and rolling mountains create a stunning backdrop, illuminated by soft sunlight. This serene setting emphasizes the connection to nature and offers a peaceful retreat.
Tiny home in Cape Winelands
4.9 out of 5 average rating, 260 reviews

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

Top guest favorite
A view showcases an inviting indoor dining area with a wooden table and chairs, leading to a cozy living space with a sofa. The space is framed by elegantly arched glass doors, revealing a beautifully designed indoor-outdoor intersection. Decorative tile patterns are visible at the entrance.
Home in Western Cape
4.97 out of 5 average rating, 184 reviews

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.

Top guest favorite
Villa in McGregor
4.96 out of 5 average rating, 162 reviews

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!

Guest favorite
A comfortable leather sofa is positioned in a well-lit living space, accentuated by soft green pillows. A rustic wooden coffee table complements the surroundings. Nearby, a bookshelf filled with books adds a cozy touch, while large doors open to a lush outdoor area.
Home in Swellendam
4.91 out of 5 average rating, 513 reviews

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.

Top guest favorite
Home in Franschhoek
4.96 out of 5 average rating, 160 reviews

Newly renovated, dreamy 3 bedroom house with Solar

Enjoy a beautiful artistic home full of character and carefully curated interiors. Don’t worry about loadshedding with the solar and inverter system. All rooms have en-suite bathrooms. The main bedroom has a super king bed, the second room has a queen bed and the third room has a 3/4 bed as well as a bunk bed (2 singles) We really love catering to easy-going guests.

Top guest favorite
Farm stay in Elgin
4.99 out of 5 average rating, 130 reviews

Best Elgin views with hot tub and fireplace

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-fired hot tub and interior fireplace for winter and a plunge pool for summer.

Popular amenities for McGregor rentals with a pool

When is the best time to visit McGregor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,011 GYDG$23,639 GYDG$21,756 GYDG$19,037 GYDG$19,873 GYDG$21,129 GYDG$18,827 GYDG$21,338 GYDG$21,547 GYDG$21,965 GYDG$21,965 GYDG$22,174 GYD
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