Family-friendly vacation rentals in Cape Winelands District Municipality

Find and book unique family-friendly homes on Airbnb

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

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A modern cabin sits adjacent to a serene reflection pool, framed by lush greenery. The majestic mountains rise in the background, their rugged peaks catching the warm sunlight, creating a tranquil setting perfect for relaxation.

Farm stay in Stellenbosch

4.98 out of 5 average rating, 255 reviews

Lakeside cabin with wood fired hot tub

Rosemary cottage is one of three cabins which rest on the edge of a lake in the heart of the Banhoek conservancy. It is a light filled, modern cabin with a wood fired hot tub, direct access to endless hiking and the finest mountain biking trails in the western cape. Although it is intended as a two person cabin, there is an open queen sized pod attached to the living room which can sleep 2 children or an extra guest for a small extra fee. There is an infrared sauna below the dam for you to use.

Guest favorite

The aerial view captures the Hunter House nestled amid lush greenery and bordered by a winding river. The surrounding mountains provide a scenic backdrop, highlighting the tranquility of the private holiday home within Suikerbossie Guest Farm.

Home in ZA

4.9 out of 5 average rating, 184 reviews

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.

Top guest favorite

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 out of 5 average rating, 206 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.

Top guest favorite

An open living space features a wooden dining table surrounded by chairs, with large glass windows showcasing views of a lake and distant mountains. A corner lounge area is designed with built-in seating, creating a cozy atmosphere while connecting to nature.

Farm stay in Cape Winelands District Municipality

4.98 out of 5 average rating, 127 reviews

Eco home - Lake & Mountain View

Enjoy the sights and sounds of nature when you stay in this unique eco home, designed with biophilic principles. We’ve chosen natural building materials like hemp walls, 100 year old recycled Oregon wood and handmade eco-paint to increase our connectivity to nature & tread lighter on our planet. Double glazed glass helps regulate. Overlooking our farm dam, with trees to rest under and the majestic Winterhoek mountains as a picturesque backdrop - our cottage is the perfect weekend getaway.

Top guest favorite

A secluded cottage features a stone base with white columns and a dark metal roof. Vines grow over the front porch, which includes two chairs and small tables. Lush green grass surrounds the entrance, enhancing the natural surroundings of vineyards and mountains.

Cottage in Wellington

4.97 out of 5 average rating, 207 reviews

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.

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, 280 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

The cottage, built of rock and nestled between two boulders, is surrounded by a rugged landscape of scattered rocks and mountain peaks. A clear blue sky filled with clouds creates a striking backdrop, emphasizing the natural beauty of the high-mountain fynbos setting.

Cottage in Citrusdal

4.99 out of 5 average rating, 243 reviews

Klipkop High Mountain Stone Cottage

The farm's fourth cottage is built of rock between two boulders. The interior is very comfortably furnished with ceder-clad walls and ceder floors, two comfortable 3/4 beds, a fireplace, kitchenette and a bathroom clad in rock with sliding doors opening onto the landscape. The cottage faces north with a view of Sneeuberg. There is a large sliding door opening onto the patio with a retractable awning and a braai to enjoy the extraordinary views in every direction.

Superhost

A wooden mountain cabin is positioned against a backdrop of rolling hills and mountains, illuminated by warm evening light. Large windows reflect the vibrant colors of the sunset sky, while a spacious outdoor deck is visible, surrounded by natural landscape.

Cabin in Breede River DC

4.8 out of 5 average rating, 157 reviews

"Cabine Des Anges" Luxury Wood Cabin at Montevue

Luxurious three-story wooden mountain cabin with large stacking doors and glass windows with breathtaking 360° views of the Klein Karoo Mountains. Sleeps 8 (Max 6 Adults) – One Loft Room with 2 Double Beds, a Flatlet with 1 Double Bed and Pull-out Couch and extra pull out couch in living room. Comes with Indoor and Outdoor Braais, Wood Fired Hot Tub, outdoor shower, a loo with a view and a stargazing telescope, for the full Montevue Nature Farm experience.

Top guest favorite

The spacious bedroom features a large bed with folded blankets, complemented by two decorative pillows. An armchair and a side table offer additional seating. Natural light illuminates the room through large glass doors, and two mirrors add a reflective aspect to the warm-toned walls.

Farm stay in Swellendam

4.97 out of 5 average rating, 374 reviews

Perfect escape farm

Open plan modern cabin located in a natural forest with magnificent mountain views. Enjoy lounging on the sundeck or cool down in your own private plunge pool right in front of your bedroom! Big glass panel sliding doors open up the space to get you even closer to nature. The kitchenette is equipped with a gas hob, kettle, microwave and nespresso coffee machine. The sun terrace with braai area and sunloungers offers uninterrupted mountain views.

Guest favorite

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, 281 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.

Top guest favorite

A view showcases an inviting indoor dining area with a wooden table and chairs, leading to a cozy living space with a sofa. The space is framed by elegantly arched glass doors, revealing a beautifully designed indoor-outdoor intersection. Decorative tile patterns are visible at the entrance.

Home in Western Cape

4.97 out of 5 average rating, 128 reviews

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.

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

4.97 out of 5 average rating, 415 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.