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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
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
4.89 out of 5 average rating, 618 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 aerial view captures the villa's spacious garden and the inviting pool area, framed by lush greenery. The surrounding landscape features majestic mountains and valleys, creating a serene backdrop. Solar panels on the roof contribute to the sustainable features of the home.
Villa in Franschhoek
4.95 out of 5 average rating, 122 reviews

VillaFortyTwo - quiet & spacious. Sleeps 4-10.

This hidden gem is situated in the centre of Franschhoek within walking distance of shops, market, galleries and superb restaurants. It's the ideal place to escape to, year-round, with family and friends. This lovely and very spacious solar-powered family home offers a large garden with magnificent views from the veranda, a 15m pool at the Poolhouse and enough fireplaces🔥🔥to keep you warm in winter. For outdoor sports & nature lovers, our "backyard" has abundant trails for hiking and cycling.

Top guest favorite
A central pool surrounded by umbrellas and seating invites relaxation. The area is enclosed by glass doors, offering views of the lush surroundings. The space is designed for both enjoyment and socializing, complementing the natural beauty of the environment.
Farm stay in Tulbagh
4.96 out of 5 average rating, 118 reviews

Connect with friends Farmhouse in Nature near Lake

Reconnect with nature at this unforgettable escape ideal for families and friends gatherings. Forage from our veg garden and enjoy making your own pizzas or a braai by the pool. Dogs welcome. Nestled in the abundant Tulbagh valley, with wine tasting, hiking, mountain biking trails and trail running. We kept the aesthetic simple, as a reminder that the true beauty lies outdoors - an invitation to get out there and explore. Swim in the pool or dam on the farm, or chill on the lawn for a picnic.

Top guest favorite
A sprawling outdoor area is showcased with lush greenery and desert landscaping. A covered patio with stone pillars is visible, along with rustic seating arrangements. In the foreground, a lap pool glistens under the sun, framed by natural elements and mountains in the background.
Home in Western Cape
4.97 out of 5 average rating, 392 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
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, 130 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
A modern two-story house is showcased with a sunny blue sky overhead. Solar panels are installed on the roof, while landscaped gardens with various plants and greenery surround the property. A pathway leads up to the entrance, framed by neatly trimmed bushes.
Home in Franschhoek
4.97 out of 5 average rating, 130 reviews

Akademie House - your home from home

Modern, newly renovated and decorated house situated within walking distance to the main road. Double storey home and big living spaces, great views deck, pool and fantastic outside living space - perfect for a family holiday. The 3 rooms in the house are ensuite with fresh crisp linen and there is an extra ensuite bedroom next to the pool. The modern kitchen is well equipped, open plan and interactive. Great news is we have an inverter for lights and power to assist during load shedding.

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, 310 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, 135 reviews

Heidi's Child, 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.

Top guest favorite
The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.
Farm stay in Stellenbosch
4.98 out of 5 average rating, 476 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 or at the plunge pool 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.

Top guest favorite
Home in Franschhoek
4.97 out of 5 average rating, 146 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.

Guest favorite
A private plunge pool is visible on a sunlit deck, surrounded by potted flowers and lush greenery. A shaded area with a thatched roof offers seating by the pool, creating a peaceful outdoor space overlooking the natural surroundings.
Cottage in Franschhoek
4.9 out of 5 average rating, 142 reviews

Little Willow Brooke Franschhoekfireplacepoolbraai

Rustic farm style self catering cottage over looking Franschhoek river, squirrels, bird life. Private, plunge pool with deck and braai Fireplace in lounge, Heating panel in bedroom The village is approximately 2km from the cottage. Ten to 15 mins walk to centre of village, two minutes drive Daily, free, cleaning service Electric blankets on the bed

Top guest favorite
A plunge pool offers a serene spot for relaxation amidst nature. Surrounding mountains provide a scenic backdrop, while wooden decking enhances the tranquil atmosphere. A chimney beside the pool adds a rustic touch, inviting guests to unwind in a private retreat.
Shipping container in Robertson
4.9 out of 5 average rating, 176 reviews

Wilde Als

Wilde Als is a converted shipping container built into the Cape fynbos, surrounded by mountains, rivers and dams. An off grid, couples only retreat to relax and unwind and reconnect with nature and each other.

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