Family-friendly holiday rentals in Stellenbosch

4.83 out of 5 average rating, 515 reviews

Apartment in Die Boord

Leafy Lane Cottage Stellenbosch

Charming double story cottage centrally located in a tranquil crescent and sought after neighborhood. The leafy lane is a private, spacious & relaxing garden. Fully equipped cheerful kitchen. Picturesque mountain views from upstairs. A stone throw away from the Eerste river & a lovely river path leading to historic Dorp street and restaurants within walking distance. A convenience shopping centre is closeby. Private entrance/ secure off street parking/ electronic access. Filter coffee provided.

An open-plan loft features a cozy sleeping area with a spacious bed, complemented by a side table and a modern lamp. The kitchen area includes white cabinetry and wooden accents, with a patterned rug extending across the light wood floor. Large windows allow natural light to fill the space.

4.92 out of 5 average rating, 118 reviews

La Terre Blanche – Loft

Relax in this stylish, modern, solar-powered loft in Mostertsdrift, Stellenbosch's prime neighbourhood. The open-plan kitchen, cozy living area, and private balcony with stunning mountain views to enjoy your morning coffee or a glass of wine, is perfect for up to three guests. Just a short walk from Lanzerac Wine Estate and close to cafes, shops, and dining spots. Enjoy scenic hikes or mountain biking in Jonkershoek Nature Reserve, wine tasting, or simply unwind—everything is at your doorstep!

An open-plan living area features a fully equipped kitchen and a comfortable seating area. A smart TV is mounted on the wall, displaying content. Natural light enters through large sliding doors that open to a balcony with views of the surroundings.

4.96 out of 5 average rating, 268 reviews

Squirrel&Vine, Historic Core, Streetfacing Balcony

Squirrel & Vine is a fully-equipped apartment with an excellent location in Stellenbosch’s historic core. Walk to shops, restaurants and historic sites. Your own one-bedroom unit on oak-lined Herte Street, just off central Dorp Street, with back-up electricity when the national grid is off. Have a glass of wine on the private, all-weather balcony facing the street. Secure on-site parking, air conditioning, extra-length king size bed, washing machine, tumble dryer, fast Wi-Fi, Netflix and DSTV.

Guest suite in Paradyskloof

A light-filled room features large windows with views of greenery. A comfortable green sofa and small table are positioned beside the spacious bed. Soft lighting is provided by pendant lights overhead, creating a relaxed and inviting living space.

4.97 out of 5 average rating, 528 reviews

"Die Buitekamer" in scenic Stellenbosch

Self-contained space with lock box access and contactless check in. Die Buitekamer is situated in the heart of the mountains, forests and vineyards. The small university town of Stellenbosch is a wonderful place to visit and is 3km down the road from us. All guests are welcome to stay in this relaxing, quiet and cosy room with its own separate entrance. Nestled below the beautiful Stellenbosch mountain range and surrounded by neighbouring vineyards.

4.91 out of 5 average rating, 204 reviews

A decorative stone fountain is centrally positioned in a lush garden setting. Surrounding greenery softens the appearance of the stone, while a patterned wall art piece complements the serene atmosphere. The path is lined with square pavers, leading to the tranquil focal point.

Apartment in Dalsig

Private guest suite with Breakfast SBosch Central

Quiet, safe and comfortable Room En-suite bathroom with shower and bath Kitchenette Private entrance Own security/alarm On-site parking Breakfast included. Large pool and serene garden available for use by guests Approximately 1.5 kilometres from the centre of town with many restaurants Approximately 2.4 kilometres from Stellenbosch University Campus Uber readily available Hosts available for local travel, entertainment and tourist guidance

4.86 out of 5 average rating, 485 reviews

A spacious room is designed with two comfortable double beds, each adorned with crisp linens. Natural light filters through shuttered windows, highlighting a wooden wardrobe and bedside tables. A soft yellow throw blanket drapes over one bed, adding a touch of color to the neutral decor.

Apartment in Die Boord

Modern apartment in quiet residential area

Lovely apartment in Die Boord, Stellenbosch, close to the town centre and walking distance from the Mediclinic hospital and other shopping facilities. Quiet neighbourhood, separate entrance, but next door to a family of 5 who would gladly offer any assistance in making your stay in our beautiful town a memorable one! We also love traveling and enjoy welcoming friends from around the world to South Africa and the beautiful Stellenbosch.

A bright bedroom features a spacious bed with crisp white bedding. Two modern bedside lamps provide soft lighting. A seating area with natural light streaming in from large windows is visible through the open doors, offering a view of greenery outside.

4.97 out of 5 average rating, 359 reviews

17 Le Coetzenbourg, Stellenbosch

Our apartment is centrally located, within walking distance from top restaurants, various wine bars, coffee shops and all convenient stores. You’ll love our apartment because of the simplistic interior with good quality finishes. The apartment is ideal for couples (includes sleeper couch to sleep 3rd person/child), solo adventurers and business travelers. Secure Automated Garage Parking offered.

Guest suite in Stellenbosch

A compact room features a spacious bed with decorative pillows and light-colored bedding. Kitchen amenities are visible, including a microwave and kettle. Natural light is provided by a window with blinds, illuminating the tile flooring and neutral walls.

4.76 out of 5 average rating, 470 reviews

Little Fynbos, Stellenbosch

This Room, with onsuite bathroom, is separate from the main House with secure automated parking. Keypad door entry. Small, but cosy and sunny. Kitchen nook for reheating etc.. Includes electric blanket, heater, ceiling fan, etc. Surrounded by Wine Farms with the closest (200m) away, walking distance to parks. 2 Min Drive to Historic Dorp Street and its Restaurants. Very friendly dog to welcome you.

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.

4.98 out of 5 average rating, 446 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.

A modern studio apartment is highlighted by a wooden four-poster bed with crisp white bedding. A light-colored desk and chair are positioned adjacent to the bed. Natural light fills the space, illuminating minimalist decor and built-in storage cabinets along the wall.

4.89 out of 5 average rating, 231 reviews

Sunny town Centre & dreamy apartment!

Absolute to die for finishes, TOWN centre, amazing balcony to sip amazing wine or have a look at town surrounds or need a time to rest! Sink into a perfect white bed with a soothing morning tea, or step out onto the cozy, covered terrace and watch the breeze rustle the trees. This tranquil studio apartment combines classic parquet floors with perspex, modern and dreamy interiors!

4.87 out of 5 average rating, 295 reviews

An open space features a queen-sized bed with black and white linens. Two bedside lamps are positioned on either side, and decorative woven plates hang on the wall above. Adjacent, a shelving unit is visible, offering open storage with a chair and a neutral rug underfoot.

Guest suite in Dalsig

Stellenbosch Central Garden Studio

This private unit is a 5-minute walk from Stellenbosch Central, near top restaurants and coffee shops. Ideal for solo travellers, couples, or business stays. Enjoy safe parking, private entrance, Wi-Fi, TV, and backup power. Stellenbosch Mountain trails are nearby—great for hiking or biking. Explore Stellenbosch on foot from this peaceful, quiet base.

A welcoming entrance is framed by a floral painting, leading to a well-lit bedroom. A decorative vase filled with fresh flowers sits on a small table. The spacious bedroom features a light-colored bedspread and soft natural light coming through sheer curtains.

4.88 out of 5 average rating, 253 reviews

Charming Westside Studio apartment 34.

Charming studio apartment In historic centre of Stellenbosch, just off popular Dorp street. Tastefully renovated. Walking distance to restaurants, shops and tourist info. One king size bed or 2 single beds. Sleeps 2. Parking on the premises in a secure environment. Beautiful mountain views.

Popular amenities for Stellenbosch family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 223 reviews

A spacious bed with a light grey decorative blanket is centered in the room. Two large pillows and two smaller cushions enhance comfort. A round mirror is mounted above the bed, reflecting natural light from a nearby window, which is adorned with wooden blinds.

Loft in Franschhoek

La Roche Estate Pinot Noir Suite 2.

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.

4.98 out of 5 average rating, 271 reviews

Lakeside cabin with wood fired hot tub

Guest suite in Stellenbosch

An expansive garden is featured, showcasing well-maintained grass and decorative stone pathways. A central fountain is surrounded by lush greenery, while tall trees create a serene atmosphere. The sunlit scene highlights the ambiance of the tranquil neighborhood, with the swimming pool visible in the background.

4.93 out of 5 average rating, 181 reviews

@Leisure guest suite/apartment in Stellenbosch

4.97 out of 5 average rating, 151 reviews

A modern indoor space features a sparkling pool, surrounded by floor-to-ceiling glass walls. Pendant lights hang from an angular ceiling, highlighting the open layout. Comfortable seating areas are arranged nearby, creating an inviting atmosphere for relaxation and socializing.

Apartment in Edgemead

Crown Comfort - Summer Lux private Hot Tub & Pool

4.95 out of 5 average rating, 102 reviews

A modern geodesic dome is illuminated by soft sunlight filtering through trees, creating a serene atmosphere. The dome's transparent walls showcase the inviting interior, while a natural stone path leads to a small patio area with greenery in the foreground.

Dome in Western Cape

Dome Glamping SA Luxury Tents

4.9 out of 5 average rating, 169 reviews

An outdoor dining area features a wooden table surrounded by white chairs, set beneath a trellis covered in lush greenery. Two large pendant lights hang above, and the scenic view of open fields and distant mountains is visible in the background.

Cottage in Stellenbosch

Newly Renovated Stellenbosch Farm Cottage

Apartment in Spanish Farms

A spacious living area is featured with large glass panels offering views of the mountains and sea. A comfortable sofa and armchair are arranged around a coffee table. A dining table is set for four, complemented by decorative plants and fresh flowers.

4.99 out of 5 average rating, 170 reviews

Luxury apartment Kandinsky with panoramic views

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.

5 out of 5 average rating, 227 reviews

Hidden gem in the heart of the winelands..

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 158 reviews

Condo in Strand

Bliss on the Bay- Surfside Hideaway | Dstv&Netflix

4.93 out of 5 average rating, 112 reviews

Guest suite in Jamestown

My House | Cottage Hideaway

4.97 out of 5 average rating, 245 reviews

The exterior of the cottage features a charming facade with wooden accents and large windows. A well-kept garden with lush green grass and a stone pathway leads to the entrance. In the foreground, a shaded seating area includes a table and chairs under an umbrella.

Cottage in Western Cape

Swan Cottage

4.9 out of 5 average rating, 241 reviews

The cottage is set against a clear blue sky, surrounded by lush greenery and open fields. A simple, modern structure with a sloped roof features multiple windows that allow natural light to enter, providing a sense of spaciousness in the countryside.

Cottage in Western Cape

DeUitzicht Country cottage in the winelands

4.73 out of 5 average rating, 107 reviews

A spacious self-catering home is shown with a well-maintained pool surrounded by a wooden deck. The exterior features a blend of light-colored bricks and a metal roof. Mountains rise in the background under a clear blue sky, adding to the tranquil ambiance.

Home in Paradyskloof

A Touch of Country - Pets welcome

Guest suite in Durbanville

The sleeping area features a spacious bed dressed in crisp white linens, complemented by decorative cushions. A stylish mural with flowing lines enhances the ambiance. A kitchenette area includes cabinetry and a sink, while a dining table and chairs are positioned by large windows, inviting natural light.

4.82 out of 5 average rating, 101 reviews

Suite-P

4.83 out of 5 average rating, 107 reviews

A comfortable living space features two plush armchairs and a spacious sofa arranged around a dark wooden coffee table. Natural light enters through large windows, illuminating the neutral walls and soft furnishings. A television set is positioned on a media console in the corner.

Cottage in Somerset West

Cosy quiet Cottage2, sea views, Sauna, Gym, Pool

4.95 out of 5 average rating, 155 reviews

The outdoor space features a well-maintained lawn surrounded by lush greenery. In the background, a thatched-roof cottage is visible alongside a shaded gazebo. A jungle gym and slide are present, indicating a child-friendly environment, while a gentle slope leads towards a small pool area.

Home in Vierlanden

Mieke's Cottage

Family-friendly home rentals with a pool

4.86 out of 5 average rating, 187 reviews

A private wood deck is shown with two wicker chairs overlooking a swimming pool surrounded by lush greenery. An umbrella provides shade to two green chairs on the patio. A stone path leads through the garden, enhancing the serene atmosphere.

Apartment in Brandwacht

Pecan Tree Studio 1 (with Pool & Forest View)

Cottage in Cape Winelands District Municipality

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.

4.99 out of 5 average rating, 121 reviews

Heidi's Barn, Franschhoek

4.94 out of 5 average rating, 121 reviews

An expansive self-catering home is set against a mountain backdrop, featuring a well-kept lawn and a swimming pool. The architectural design incorporates natural wood elements, and light spills from large windows, indicating a bright, inviting interior.

Home in Stellenbosch

X Lanzerac - Luxurious 4 bedroom house with solar

5 out of 5 average rating, 22 reviews

Home in Die Boord

Protea Garden Cottage

Two elegant glasses of sparkling wine are set on a stone surface, accompanied by a straw hat. Lush green foliage serves as a backdrop, adding a refreshing touch to the scene.

4.98 out of 5 average rating, 121 reviews

Arch Window garden apartment (Summer is here!)

An inviting living space features two patterned armchairs and a dark leather sofa. A wooden coffee table rests on a decorative rug, while a television and a collection of books are situated on a shelf nearby. Soft light is provided by a standing lamp next to the sofa.

4.82 out of 5 average rating, 33 reviews

Bertha's Guest Flat (Zebetsview)

Guest suite in Stellenbosch

A shaded outdoor area is presented, featuring a rectangular pool surrounded by well-maintained greenery and flowering plants. A wooden table with a patterned tablecloth sits nearby, under a decorative hanging light fixture. Lounge chairs are positioned beside the pool, offering a place to relax.

4.96 out of 5 average rating, 25 reviews

Private Entrance Apartment - 10 Alexander