Vacation rentals with a pool in Cape Winelands District Municipality

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Top-rated rentals with a pool in Cape Winelands District Municipality

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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

Place to stay in Montagu

4.95 out of 5 average rating, 106 reviews

Glamping @Badensfontein

Enjoy the lovely setting of this romantic spot in nature -only 7km's from the little Karoo town of Montagu The Tent The tent feels off the grid – although you are still within cellular reception & can expect complete luxury with plenty of space to connect to nature. There are electric plugs & other small appliances: Kettle, induction plate, microwave & toaster & air-conditioning unit for both hot & cold settings. The unit sleeps 2 - Queen size bed with luxury linen & electric blanket in winter

Guest favorite

Home in Western Cape

4.97 out of 5 average rating, 337 reviews

SUGARBIRD HOUSE EDENVELDT FARM

I have decided to rent out my personal farm house\ guest house to happy road trippers seeking solitude and a peaceful surrounding. The house is within a valley surrounded by 48 hectares of open land,beautiful mountain (cederberg) backdrops and a river with three natural swimming areas within walking distance of the guest house and the place include a 25m lap pool right in front of the veranda! Oh and plenty of clean breathable air :). There is one full sized bed so its best suited for couples.

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

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

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

Farm stay in Worcester

4.96 out of 5 average rating, 229 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.

Guest favorite

Tiny home in Cape Winelands

4.89 out of 5 average rating, 188 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

Guest favorite

Cabin in Barrydale

4.97 out of 5 average rating, 184 reviews

"Off-the-grid" stone cottage

Remote and private "off the grid" stone cottage set in the heart of Touwsberg Private Nature Reserve ( just off "Route 62") about 40km from Barrydale. The reserve is well known for it's varied biodiversity and stunning scenery. Accessible with an average car/sedan, however low clearance vehicles will struggle. The Cottage is well equipped, comfortable and completely private. Please note cell/3G reception requires a 2 minute walk.

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.

Guest favorite

Farm stay in Stellenbosch

4.97 out of 5 average rating, 339 reviews

Romantic cottage with a pool AND an open air tub!

RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks at the river and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

Guest favorite

Cottage in Franschhoek

4.93 out of 5 average rating, 246 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.