Family-friendly holiday rentals in Cape Winelands District Municipality

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

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite

A serene landscape is captured, featuring rolling hills and distant mountains under a clear blue sky. The foreground is adorned with vibrant Cape flora, while a rustic cottage stands quietly amidst the natural beauty, offering a sense of solitude in this stunning environment.

Cottage in Citrusdal

4.98 out of 5 average rating, 305 reviews

High Mountain Stone Cottage in the Cederberg

Surely the highest cottage, at 1200m altitude, in the Cederberg with spectacular views of the Koue Bokkeveld and the Cederberg. It is set against a mountain peak surrounded by pristine Cape flora. A place of retreat and deep silence. The cottage, with its beautiful woodwork and stonework, belongs to another era. Recently it was renovated with a larger kitchen and a braai room as shelter from summer southerly winds and to catch sun on winter afternoons. A private rock pool is 150m from the stoep

Indoor spacesKitchenTV

Top guest favourite

A spacious deck features a wood-fired hot tub surrounded by wooden planters, complemented by comfortable outdoor chairs. Lush greenery fills the background, enhancing the tranquil setting. Sunlight illuminates the area, creating a warm atmosphere for relaxation.

Farm stay in Stellenbosch

5.0 out of 5 average rating, 268 reviews

Hidden gem in the heart of the winelands..

A little forest in the heart of the Winelands cuddles this secret gem #jangroentjiecottage close to a dam fed by the fynbos covered Helderberg. a Selfcatering hideaway that sleeps two with a fireplace, braai and a woodfired hottub. Within walking distance from Taaibosch, Pink Valley and Avontuur Wine and stud farm. Just across the R44 Ken Forrester Wines is luring. For the outdoor enthusiasts Helderberg provide trails for hiking and mtbiking and our dam covers swimming, rowing and sundowners.

KitchenIndoor spacesHospitality

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

4.98 out of 5 average rating, 328 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.

Indoor spacesKitchenLocation

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

4.99 out of 5 average rating, 171 reviews

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.

Indoor spacesKitchenAccess

Top guest favourite

A warm living area is highlighted by an exposed brick wall and wooden beams. A comfortable brown leather sofa is paired with a green chair, while a coffee table sits over the polished concrete floor. A small television is positioned across from the seating area, with a view of an adjacent bedroom.

Home in Stellenbosch

5.0 out of 5 average rating, 102 reviews

Farm house on Windon vineyard,Stellenbosch

This beautiful farm house has amazing views of the Stellenbosch mountain ranges .It has a very special indigenous garden and is beautifully decorated and equipped! It includes a full kitchen ,2 beautiful rooms and en suite bathrooms .There is a beautiful patio and braai area .It is a peaceful setting ,with access to walk and enjoy the farm including the zebra and springbuck ! You won’t be sorry you booked this magnificent spot ,you won’t ever want to leave !

Indoor spacesFamilyHeating

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

4.97 out of 5 average rating, 594 reviews

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.

Indoor spacesKitchenWalkability

Guest favourite

An open-plan living room is furnished with a comfortable couch and decorated with cushions. Large glass doors provide views of the outdoor area, which features a dining set on the stoep. Natural light enhances the airy ambiance, complemented by wooden beams on the ceiling.

Farm stay in Worcester

4.96 out of 5 average rating, 329 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.

FamilyKitchenDecor

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.

Home

4.96 out of 5 average rating, 193 reviews

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.

Indoor spacesFamilyBathroom

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

4.98 out of 5 average rating, 524 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.

FamilyKitchenLong stay

Top guest favourite

Chalet in Robertson

4.92 out of 5 average rating, 304 reviews

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.

KitchenFamilySleep quality

Guest favourite

The eco cabin is set against a backdrop of mountains, featuring a modern design with large glass panels that provide views of the natural surroundings. A wooden deck extends from the structure, leading towards a landscaped area with lush greenery and scattered rocks.

Cabin in Bain`s Kloof Pass

4.96 out of 5 average rating, 137 reviews

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.

FamilyIndoor spacesHiking

Guest favourite

Home in Bain`s Kloof Pass

4.95 out of 5 average rating, 190 reviews

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.

FamilyIndoor spacesHot tub