Pet-friendly holiday rentals in Cape Winelands District Municipality

I Wish You Roses at Webersvallei

A spacious, thoughtfully designed one-bedroom apartment in the Stellenbosch Winelands, made for slow mornings, fresh coffee and relaxed evenings in the private outdoor braai area. Enjoy warm modern finishes, an easy open-plan layout, a lawn for quiet moments outside, and a comfortable base close to central Stellenbosch, Techno Park, Blaauwklippen, Stellenbosch Square, cafés, restaurants and nearby wine estates. Set in Jamestown, a developing Winelands village with local charm and mountain views.

Picturesque Franschhoek Stay Walk to Wine & Dining

VILLAGE CENTRAL | SCENIC | PRIVATE | WALKABLE Experience the charm of Franschhoek, the Valley of Dreams, from a beautifully positioned home designed for comfort, style, and effortless village living. Located within easy walking distance of the renowned main street — home to award-winning restaurants, cafés, boutiques, galleries, and celebrated wine estates — this elegant escape is set in a private gated complex, offering the perfect balance of convenience, privacy, and picturesque surroundings.

Hunter House - Self Catering in Cederberg

The Hunter House is a private holiday home in the Cederberg that is surrounded by blossoms, flowers and Namaqualand daisies in the spring. Summer brings the sound of the sun beetles and fresh peaches next to your holiday home. The river on your doorstep so if you don't swim in it during the summer, you can see how it grows in the winter next to a fireplace as you hear it roar. Winter brings the snow on the beautiful hiking mountains. Guest farm campsite at main river. No Wifi. No towels.

No 3 @ The Yard ,Franschhoek

Fall in Love with this Romantic Intimate Loft @ The Yard in Franschhoek. If you are looking for somewhere romantic to take that someone special, then look no further. Situated at The Yard, a picturesque & charming oasis of calm & tranquility in the heart of Franschhoek, the apartment is walking distance to everything the town has to offer. Come & be seduced by the initimacy of the apartment & magical views of the courtyard. A complimentary bottle of bubbly awaits your stay during Jan 2022.

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.

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

Dassieshoek - Or Skool

Situated in the mountains of Robertson, this double volume, beautifully restored Old School is a tranquil getaway for the whole family. There is a gorgeous eco pool and plenty of amenities for children. Located next to the Marloth Nature Reserve, the house is at the beginning of the Arangieskop Hiking Trail. Mountain biking, hiking, birding and river and dam access mean that there are plenty of outdoor activities for the whole family.

Hill Cottage

Nestled against the Witzenberg mountains just 9km outside the charming town of Tulbagh, is a cozy farm cottage called Hill Cottage. The farm offers a peaceful retreat where you can swim in the dam, hike amongst the proteas and enjoy the nature of the Cape. Only 90mins from Cape Town, it makes for the perfect romantic getaway to enjoy the natural beauty of one of the top rated small towns in South Africa!

Exclusive Poolside Cottage in Prime Location

The best location in town with complete privacy. Our charming cottage combines timeless character with modern comforts, featuring luxury bedding, a cozy fireplace, and backup power. Outside, enjoy a secluded garden oasis with a sparkling pool and spacious patio — perfect for couples seeking exclusivity or families wanting a private retreat just steps from cafés and shops.

Magical Bainskloof Pass Getaway at Rocky Falls #1

Rocky Falls Cottage is an off-grid, spacious cottage offering ideal holiday accommodation. It is large enough for a family or group of friends, but it's still cosy enough for a couples getaway. Tucked away in the mountains of Bainskloof, Rocky Falls Cottage is set within a beautiful private nature reserve, offering peace, privacy, and natural surroundings.

Die Wasbak, place of solitude, old world values.

Die Wasbak: Greyton is an oasis in the heartland of history and takes its name from the original outside washing stand under an ancient pear tree - the Wasbak. A refreshed heart and soul is guaranteed. Old world charm with modern amenities, while a community spirit abounds

Moonrise Dome

The Moonrise Dome site is perched on a hill with panoramic views of the Witzenberg mountain range. Overlooking a private dam for swimming and the start of a hiking trail to a waterfall, guests can immerse themselves in the natural splendour that our farm has to offer.