Vacation rentals with a pool in Overberg District Municipality

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Top-rated rentals with a pool in Overberg District Municipality

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

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Guest favorite

Farm stay in Stellenbosch

5 out of 5 average rating, 118 reviews

Stay on a Working Flower Farm in a Modern Home

Soak up the secluded splendor of this modern farmhouse in the Cape Winelands. A new expansive view awaits at every turn—admire one side of the mountain range in the light-filled entrance hall, and take in the other from the spacious sitting room that brings the outdoors in with a full-size maple tree and sliding glass doors. Colorful textiles and eclectic art objects collected from around the world enliven the farmhouse interiors, where leafy greens and flowers fill each room. Take a dip in the outdoor 15m pool, then enjoy a meal near a wood-burning fireplace on the outdoor patio. Modern house with farm interior. Access to all areas including own pool and garden. Open plan kitchen and living areas with access to verandah and vegetable garden. Will be welcome and greeted by myself ,always available by phone or text . The farmhouse is set in a secluded area just a short drive away from the quaint town of Stellenbosch, ripe with many fruit orchards and wine vineyards—some date as far back as the 1650s. Foodies would be wise to pit stop at Foliage, an award-winning restaurant listed as one of the “World’s 50 Best” restaurants. Own transport is recommended, but Uber is available if needed, guests use them often successfully. Gay friendly. Perfectly located.

Guest favorite

Home in Swellendam

4.91 out of 5 average rating, 392 reviews

Country cottage. Prime spot, family friendly home

Nestled in the historic part of town, our charming cottage offers a unique blend of tranquility and convenience. With it’s old charm character it is perfect for couples or small families. Backup power is in place so you won’t be affected by power outages. The surroundings offer mountain views and a farm-like feel, while still steps away from cafes and shops. Indulge indoors with our luxury down bedding and cosy fireplace or enjoy the summer outside in our lavish garden, patio and swimming pool.

Guest favorite

Home in Franschhoek

4.99 out of 5 average rating, 145 reviews

Mongoose Manor, walk to wine estates and town.

This is the most perfect ever listing. Privacy, location, quality. FULLY SOLAR POWERED. Completed by a top designer, breathtaking views of the mountains and wine valley, next to Le Lude champagne estate and restaurant, on an equestrian estate. And under 10 minutes walk to the centre of town, 5 minutes to Le Lude or Haute Cabriere estates, the monument, museum etc. There is even a friendly water mongoose named Tilly who will come to visit! NO CHILDREN of any age allowed, including infants.

Guest favorite

Guesthouse in Hermanus

4.99 out of 5 average rating, 238 reviews

Cottage on Fir Hermanus

Superb non-smoking garden cottage at the back of the main house. It sleeps 4 guests in two very luxurious en-suite double bedrooms (Air conditioned) with spacious TV- lounge and small kitchenette. (Well equipped). Expect good quality linen and fluffy towels and unexpected little luxuries. A sparkling pool, free parking and Fibre Wi-Fi on the premises. Guests can enjoy the garden and pool at leisure. It is completely separate and private as only one other person resides in the main house.

Guest favorite

Farm stay in Stanford

4.89 out of 5 average rating, 120 reviews

Gledsmuir Spacious Homestead

Magnificent 47 hectare property set on the banks of the Klein River. The Thatched Homestead dates circa 1890’s and boast an ancient Oak Forest. Private and secure. The home offers 7 generous en suite bedrooms, a” Voorkamer”, dining room, two lounges, spacious modern farm styled kitchen in American Walnut plus separate Garden Cottage. The North side of the home features large garden, a covered Veranda with bar overlooking a large 12 metre swimming pool with water features. Book now!

Guest favorite

Home in Franschhoek

4.99 out of 5 average rating, 101 reviews

Pure opulence in a heavenly setting

In an exquisite continuation of the splendour offered by Paloma in Camps Bay , comes our most ambitious and luxurious project to date. With 5* ratings from the most discerning of guests, now offers a luxurious space for larger groups in the heart of the idyllic village of Franschoek. 1) Location, location, location..., 2) With endless luxury, 3) Four ample bedrooms, all en-suite, 4) Beautiful communal areas, inside and out, including a large pool, 5) A beautiful established garden.

Guest favorite

Villa in McGregor

4.97 out of 5 average rating, 116 reviews

The FAIRY FLYCATCHER (Lucky Crane Villas)

Please note: Moderate building activities in the neighbourhood until end of February 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

Treehouse in Swellendam

4.98 out of 5 average rating, 242 reviews

EcoTreehouse luxury off-grid cabin

Nestled in the lush green Hermitage Valley just outside the historic town of Swellendam, the off-the-grid EcoTreehouse is a spacious and fully equipped, luxury self-catering cabin for your retreat in nature. We are load-shedding free. Enjoy nature, horses, wood-fired hot tub, swimming, playground, birds, and nearby cycling and hiking. We have built a sustainable living paradise on our smallholding and love inspiring our guests to experience it for themselves.

Guest favorite

Guesthouse in Betty's Bay

4.98 out of 5 average rating, 132 reviews

Kalliste an exclusive retreat (Solar Power)

SOLAR POWERED !!! Kalliste is a luxurious 1 Bedroom cottage with en-suite bathroom (showers), large comfortable lounge & convenience kitchenette. The cottage offers amazing sea and mountain views and is designed to offer our guests an escape into tranquility. In support of a healthier planet, we derive our energy from the sun. In addition to the environmental benefits our guests aren't inconvenienced during national load shedding (scheduled power outages).

Guest favorite

Cabin in Hermanus

4.92 out of 5 average rating, 146 reviews

Oppiedam Family Cabins (Flamingo)

The cabin is situated right on the edge of the Bot River lagoon. Has a big garden and the views are fantastic! Within walking distance of the beach and close to communal pool and tennis courts. Cozy 2 bedroomed double-storey log cabin, with two bathrooms. Queen size bed, double bed and single bed on the mezzanine. The wild horses often graze in front of the cabin and at times there are hundreds of terns and flamingos! Fully equipped for self-catering.

Guest favorite

Farm stay in Worcester

4.96 out of 5 average rating, 228 reviews

Vineyard House

30km outside Worcester (towards Villiersdorp) The perfect romantic getaway in beautiful and tranquil surroundings. Vineyard House is surrounded by a 360° view of vineyards and mountains. We offer a modern, private stay just outside Worcester, approximately 1½ hours drive from Cape Town. Vineyard House offer a 2 bedroom house (sleeps 4), a bathroom, fully furnished kitchen, livingroom with a fire place and a stoep looking onto the vineyards.

Superhost

Cottage in Suurbraak

4.89 out of 5 average rating, 469 reviews

Wild, off-the-grid, style & comfort solar-powered.

When we first opened our spot we were truly over the hills and far away... now the village has grown around us a bit, but the place can still feel pretty secluded. The architect-designed house mixes inside/outside space with plenty of room for family.. Explore wetland, river and the Langeberg mountains. With plenty of comforts this spot is paradise for children, dogs and a retreat for adults.