Family-friendly holiday rentals in Cape Winelands District Municipality

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Top-rated family-friendly rentals in Cape Winelands District Municipality

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Top guest favourite

A stone cottage is set against a dramatic sky, surrounded by rugged rocks and a landscape of rolling hills. The outdoor patio is visible, providing a space for relaxation. Clouds drift lazily, creating a serene atmosphere in the secluded location.

Home in Cape Winelands District Municipality

Rust en Vrede Stone Cottages

Rust en Vrede means rest and peace in Afrikaans which describes the experience of staying in these these two stone cottages. They are 20m apart and are ONLY offered as a pair, and have exclusive use of a rock pool. Each cottage has two 3/4 beds, bathroom, kitchenette and patio. The pair of cottages accommodate a MAX of 4 people in TOTAL in a private setting, with expansive views. These new cottages are in the same format as the other four on the farm which have received hundreds of 5* reviews.

4.98 out of 5 average rating, 105 reviews

Superhost

Aerial view of a white house set amidst lush vineyards, surrounded by tall cypress trees. The landscape features distant mountains illuminated by soft sunlight, with rows of grapevines stretching across the foreground.

Home in Tulbagh

Huckleberry House

Huckleberry House is tucked away against the Witzenberg Mountains in the beautiful Tulbagh valley. It is surrounded by a vineyard, old Oaks and Wild Olive trees in a beautiful shady garden. The house is very spacious, newly renovated in a unique and tasteful style and is the perfect place to make special memories for family and friends. Each bedroom theme is influenced by a country (Bali, India and Japan) and there is a Kolkol hot-tub on the covered veranda. Furry friends are welcome :)

4.8 out of 5 average rating, 115 reviews

Top guest favourite

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

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.

4.98 out of 5 average rating, 332 reviews

Top guest favourite

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

Heidi's Barn, 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.

4.99 out of 5 average rating, 176 reviews

Top guest favourite

The cottage is situated on a spacious lawn, surrounded by lush greenery and blooming flowers. A shaded terrace is visible, offering a comfortable sitting area. The building features large windows, allowing natural light to fill the interior, and a well-maintained exterior enhances the serene setting.

Cottage in Franschhoek

Hanepoot Cottage on Franschhoek farm

Hanepoot Cottage is close to Franschhoek village. You’ll love the cottage because of the spacious, private, setting on a working wine and fruit farm nestled against the mountains of Franschhoek Valley. Good for couples, solo adventurers, business travelers, and families (with kids). You are welcome to explore the farm and even practice your chipping and putting skills on the green.There is an inverter to provide electricity during loadshedding periods.

4.97 out of 5 average rating, 598 reviews

Top guest favourite

A wide opening reveals a scenic view of the mountains. An outdoor seating area is situated beside a tranquil eco pool, adorned with colorful plants. A dining table with a simple white tablecloth is positioned indoors, with an orchid centerpiece adding a touch of elegance.

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Dassieshoek - Ou 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.

4.96 out of 5 average rating, 195 reviews

Top guest favourite

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

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.

4.98 out of 5 average rating, 531 reviews

Top guest favourite

A white cottage with a thatched roof is surrounded by lush greenery and trees. The front porch is partially shaded and can be seen leading to a spacious lawn, providing an inviting space for relaxation.

Farm stay in Swellendam

Hermitage Vista.

You won’t forget your time in this romantic, memorable place. Relax and rejuvenate with this beautiful cottage at the foot of the Langeberg mountains. Tastefully decorated and beautiful scenery. Enjoy an afternoon nap with views of the green fields and mountains. Definitely for nature lovers and people who loves the outdoors. Inverter with battery system to supply basic lights, WiFi and tv

4.98 out of 5 average rating, 328 reviews

Top guest favourite

Chalet in Robertson

Coot Cottage

Perched on the edge of the picturesque dam, Coot- and Bullrush Cottage sit alongside each other with spectacular views of the Langeberg Mountains. About an hour and a half from Cape Town, near the Nuy valley, Amandalia farm is home to Saggy Stone Brewery and now 6 unique A-Frame cottages situated within a private nature reserve. Another 2 stone cottages complete the bouquet of accommodation.

4.92 out of 5 average rating, 308 reviews

Guest favourite

Cabin in Bain`s Kloof Pass

Bainskloof Mountain Eco Retreat - Black Pearl

Welcome to the Black Pearl! Discover a special place that boasts breathtaking mountain views from every room. This beautifully appointed cabin is equipped with all the amenities you could want and is thoughtfully designed to provide all the comforts you need for a rejuvenating getaway. Escape the ordinary and immerse yourself in the serenity of this remarkable destination.

4.96 out of 5 average rating, 138 reviews

Guest favourite

Home in Franschhoek

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.

4.96 out of 5 average rating, 172 reviews

Guest favourite

Home in Bain`s Kloof Pass

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.

4.95 out of 5 average rating, 191 reviews