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.

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Peace and Quiet 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.

KitchenIndoor spacesNearby

4.98 out of 5 average rating, 108 reviews

Guest favourite

Two guests relax in wooden chairs on a porch, each reading a book. A refreshing drink sits on the ground beside them. The backdrop features expansive green fields and distant mountains, framing a tranquil outdoor setting.

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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.

FamilyIndoor spacesAccess

4.9 out of 5 average rating, 221 reviews

Top guest favourite

Farm stay in Stellenbosch

Lakeside cabin with wood fired Hottub

Rosemary cottage is one of three serviced cabins 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.

FamilyIndoor spacesWalkability

4.98 out of 5 average rating, 309 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.

Indoor spacesFamilyParks

4.98 out of 5 average rating, 338 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.

KitchenIndoor spacesAccess

4.99 out of 5 average rating, 189 reviews

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 Cape Winelands District Municipality

"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 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.

Indoor spacesFamilyHot tub

4.79 out of 5 average rating, 200 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.

KitchenFamilySleep quality

4.98 out of 5 average rating, 609 reviews

Top guest favourite

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.

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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.

Indoor spacesKitchenComfort

4.96 out of 5 average rating, 202 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.

Indoor spacesKitchenCheckout

4.98 out of 5 average rating, 546 reviews

Guest favourite

Cabin in Bain`s Kloof Pass

Blackpearl Bainskloof Mountain Eco Retreat

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.

Indoor spacesKitchenLayout

4.96 out of 5 average rating, 140 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.

Indoor spacesFamilyAccess

4.95 out of 5 average rating, 177 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.

KitchenFamilyTV

4.95 out of 5 average rating, 197 reviews