
Holiday 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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Feed Your Soul at a Glamorous Villa Set in a Vineyard
Slide back a concertina wall of windows and invite the vineyards and sweeping mountain views inside. Gleaming marble floors lead from one expansive vista to the next. Feature fireplaces, crystal chandeliers, and epic ceilings add to the romance. You are welcome to enjoy a walk or cycle through our 25HA of planted vineyards The entire Villa is reserved for your exclusive use Send a text and we will be on standby for anything you may need Set on a small wine farm just outside Stellenbosch, at the foot of the Cape Fold mountain range, the home is in the heart of South Africa's famous wine country. Take a tasting tour or seek out some of the gastronomic hotspots nearby. It is recommended that you hire a vehicle to get around. However Uber is available in the area Our farm manager lives next door to the property and is available 24/7 should you require anything

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.

Off-the-grid stone cottage in the Little Karoo
Off grid cottage set in the heart of the Little Karoo within the Touwsberg Nature and Game Reserve. The reserve is well known for it's biodiverse fauna and flora and stunning scenery. Located off Route 62, midway between Barrydale and Ladismith, accessible with an average car/sedan, that has at least 17cm off ground clearance. The Cottage is well equipped, with indoor fireplace, cosy and completely private - the perfect Winter stay. Note: cell/3G reception requires a 2 minute walk; no wifi.

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.

Mongoose Manor by Steadfast Collection
With the trifecta of privacy, location (on an equestrian estate) and dynamic design, this home ticks all the boxes for an idyllic stay in the winelands. Not only does it feature interiors by a top designer and breathtaking mountain and valley views, but full solar power and a location mere minutes from the town centre (as well as museums, galleries and wine estates) make it both distinguished and convenient. There is even a friendly water mongoose named Tilly who might drop by to visit.

Vineyard Cottage at Bosman Wines
Secluded cottage surrounded by vineyards and mountains with romantic, farm-style décor, open-plan kitchen, vineyard-covered front and back porch overlooking the beautiful Wellington wine valley. Fresh white linen bedding, private bathroom and a room with a view of the vineyards and the nursery vines. Small splash pool (cold water) in the backyard, private garage for parking, wine cellar on the farm, we include a complimentary wine tasting. Home to world renowned mountain bike trails.

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.

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.

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.

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.

Orchard Stay
We offer country living at its best. A self-catering guesthouse nestled between pear orchards, Orchard Stay offers you space and freedom inside and out. Comfort is a priority in this two bedroom farm house with both rooms having en-suite bathrooms and wow factor views of the orchards and Mostertshoek Mountain.

Dar El Qamar
Experience a wellness sanctuary in a restored monastery. Dar El Qamar meaning Monastery of the Moon offers a retreat like no other. An ode to the mid-century lifestyle the lounge is set-up for conversation, listening to vinyl on the record player and for reading.
Popular amenities for Cape Winelands District Municipality rentals with a pool
House rentals with a pool

Sage Cottage

X Lanzerac - Luxurious 4 bedroom house with solar

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Contemporary Barn style house

"Single thorn"

Luxury 5 Bed House in the Heart of Franschhoek

Tockie's: An idyllic & historic 2-bedroom cottage

Akademie House - your home from home
Apartment rentals with a pool

Gemsbok House - Three Kuilen Nature Reserve
Vino Self Catering Aparment

Unique Stay at The Den Stellenbosch

Thyme Out - Private Apartment

Franschhoek - A Sensory Escape 78 Huguenot

Avemore Le Verger, Vineyard View

J Spot • Safe & Convenient • Backup Power

Serenity Haven - Two Bedroom
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Acacia cottage

Mountain View Cottage

Peace and Quiet Stone Cottages

Faraway cottage

winelands living - house with sauna and pool

Windmill Cottage, Tankwa Karoo

Exclusive Mountain Retreat

The Crescent Hideaway
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