Holiday 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 favourite

Home in Swellendam

4.91 out of 5 average rating, 361 reviews

Country cottage. Prime location. Backup power.

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.

12–19 May

£80 per night

Guest favourite

Home in Franschhoek

4.92 out of 5 average rating, 122 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.

12–19 Jun

£150 per night

Guest favourite

Home in Franschhoek

4.99 out of 5 average rating, 127 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.

14–21 Jun

£158 per night

Guest favourite

Tiny home in Stellenbosch

4.98 out of 5 average rating, 495 reviews

HoneyOak Tiny house & jacuzzi next to a WineEstate

Nestled between two oak trees on the edge of a vineyard and at the foot of the Simonsberg mountain, lies HoneyOak cottage. An exquisite garden, cosy firepit, enticing jacuzzi and fresh vegetables to pick for dinner, all add up to a unique experience. Being mere minutes from central Stellenbosch and down the road from an excellent shopping centre and Health Hydro, just add to the convenience of HoneyOaks situation. The cottage borders a working wine farm which boasts a beautiful labyrinth.

27 Aug – 3 Sept

£65 per night

Guest favourite

Guest house in Hermanus

4.99 out of 5 average rating, 227 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.

13–20 Sept

£118 per night

Guest favourite

Farm stay in Stanford

4.89 out of 5 average rating, 100 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!

26 Mar – 2 Apr

£295 per night

Guest favourite

Villa in McGregor

4.98 out of 5 average rating, 100 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 favourite

Treehouse in Swellendam

4.98 out of 5 average rating, 209 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.

24–31 Aug

£66 per night

Guest favourite

Cabin in Hermanus

4.94 out of 5 average rating, 130 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.

28 Mar – 4 Apr

£70 per night

Guest favourite

Loft in Franschhoek

4.91 out of 5 average rating, 217 reviews

La Roche Estate Pinot Noir Suite 1

Nestled in the tranquil Robertsvlei valley in Franschhoek lies our luxury vineyard suites with picturesque views of La Roche Estate, Robertsvlei road. 5km away from the centre of Franschhoek and surrounded by many mountain biking/ hiking trails, as well as wine farms . Each suite has their own private wood fired hot tub, fireplace and a welcome basket with bubbly for you to enjoy in this tranquil setting.

Superhost

Cottage in Suurbraak

4.89 out of 5 average rating, 449 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.

18–25 Apr

£56 per night

Guest favourite

Cottage in Franschhoek

4.93 out of 5 average rating, 199 reviews

Kingston Cottage

Kingston Cottage is a self-catering cottage situated 5 km from Franschhoek, neighbouring the beautiful La Motte Wine Farm and close to well-known destinations such Moreson, The Franschhoek Beer Co. and Maison. The property is a smallholding with a main house and additional cottage. It is home to three horses and our much-loved cat after whom Kingston cottage is named.

11–18 Sept

£72 per night