Family-friendly holiday rentals in Somerset West

Farm stay in Stellenbosch

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, 263 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.

An outdoor area features a rectangular pool surrounded by a wooden deck. Comfortable loungers are arranged nearby, complemented by decorative cushions. Sliding glass doors lead to the indoor living space, with greenery visible in the background.

4.86 out of 5 average rating, 110 reviews

Beautiful, kid-friendly home with views and pool

Modern, spacious, very comfortable family home. INVERTER BACK UP POWER. Perfect outdoor area including BBQ facilities, pizza oven, a glorious pool and comfortable loungers to a spacious but cozy indoor lounge area with fireplace and open plan kitchen. Plenty of room and entertainment for kids with an outdoor play area including jungle gym as well as kids bedroom with single bed, an extra sleeper sofa and also a travel cot with mattress (bring own linen for travel cot) A/C in 2 bedrooms only.

4.95 out of 5 average rating, 273 reviews

A freestanding stone bathtub is featured prominently in the bathroom, surrounded by potted plants and accented by soft, natural light. Textured tiles line the floor, creating a serene and inviting space for relaxation.

Flat in Strand

✴Hidden gem with hammock+ gas braai @ Strand Beach

Stay in our spacious, beautifully styled, minimalist apartment. Situated right behind a beachfront building, you'll be 10 steps away from Strand main beach (South Africa). This 2 bedroom designer apartment offers stunning mountain views - watch the sun's last rays as it sets after a fun beach day. Relax on the indoor hammock/chill on the balcony featuring a gas braai. Walk everywhere+a short drive to the Winelands, Elgin+CPT. A perfect hangout for 1-4 people. Discount for long stays!

4.92 out of 5 average rating, 194 reviews

Apartment in Strand

Bliss on the Bay- Surfside Hideaway | Dstv&Netflix

🌊 A Coastal Retreat Enjoy fresh ocean air, golden sunsets, and easy access to local activities. Just a two‑minute walk from the beach, the home is located opposite a popular surf spot, an outdoor gym & park, with Strand Golf Course right next door. • Reliable high‑speed Wi‑Fi and full streaming suite for remote work or downtime • Walkable access to nearby dining options. • Ocean views that create a calm setting for both focused stays and relaxation. PLEASE READ “Things to Note” SECTION

4.94 out of 5 average rating, 139 reviews

Home in Stellenbosch

Bellevlei Estate | Protea Cottage

Welcome to our cosy, independent and stylish 1-bedroom retreat, located on the Blauwklippen road just minutes from Stellenbosch. Protea Cottage is perfect for taking in the sights of our historical town , mountain biking trails or a quick round of golf. Although shops and world class restaurants are only a five-minute drive away, the area feels peaceful and secluded. Whether you're here for a round of golf, a weekend away or a longer stay, the Protea Cottage has all that you need.

Two comfortable black armchairs are positioned beside a round metallic accent table, creating a cozy seating area. A small plant and decorative items are placed on the table. The backdrop features a modern, textured wall design, enhancing the space's contemporary feel.

4.94 out of 5 average rating, 249 reviews

Stylish Studio with Patio (Somerset West)

A tranquil indoor-outdoor living space ideal for couples or business travelers. The stylish studio opens up onto a large patio with braai. Enjoy our long summers outdoors! The studio has a separate entrance from the main house. Queen bed with open walk-in shower & separate toilette . It has fiber WI-FI, full DSTV, a tiny kitchenette with tea/coffee facilities, toaster, microwave, fridge & single induction plate. Secure onsite parking. We have 2 Small dogs for added security.

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, 158 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.

Guest suite in Cape Winelands

A tree-lined pathway is flanked by lush greenery and vibrant autumn foliage. Solar lamps on either side illuminate the walkway leading towards rolling hills in the background, showcasing solid greenery and a clear blue sky.

4.98 out of 5 average rating, 120 reviews

Helderbosch The View Self-Catering Accommodation

This cosy 2-bedroom unit features a queen-size bed in the main bedroom and two three-quarter beds in the second bedroom. The bathroom boasts both a shower and a bath, with an additional guest toilet conveniently located off the lounge area. The open-plan living and dining area leads to a fully equipped kitchen, offering plenty of space for your stay. Both bedrooms and the living area open onto a private patio, complete with braai facilities and stunning views.

A clear view of a swimming pool surrounded by lush greenery, with a large inflatable swan floating on the water. In the background, a sunny landscape features manicured trees and a tennis court, with a mountain visible in the distance.

4.9 out of 5 average rating, 200 reviews

Homely cottage in best location in Winelands

Comfortable cottage in a large garden with tennis court, pool, putt-putt mini golf, jungle gym, trampoline, in Somerset West, heart of the Winelands. Perfect for families! 20 minutes from Cape Town airport, 10 minutes from the beach, 5 minutes from the best wine farms, 10 minutes from Stellenbosch. Safe, leafy neighbourhood. Clean, fully equipped private cottage with two bedrooms, living area and full kitchen. Fast WiFi, DSTV and private braai area included.

Guest house in Somerset West

A sleeping area features a metal bed frame with a spacious bed dressed in white linens. Decorative pillows add subtle color, complemented by a throw blanket draped across the foot. A bedside table holds a reading lamp, and large glass doors offer natural light.

4.9 out of 5 average rating, 138 reviews

Greenway Cottage

Stunning self contained cottage offering easy access to Strand Beach, the world renowned Cape Winelands, extensive mountain biking and trail running/hiking trails and local shops. The cottage is situated on a family property, but feel free to enjoy the beautiful garden. We have two very friendly dogs who are not allowed in the cottage but have free range of the garden. If you don’t like, or are frightened of dogs, please consider carefully before booking.

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, 179 reviews

Luxury apartment Kandinsky with panoramic views

High-quality luxury apartment for 2 people in Somerset West, prime location. 10 m long panoramic glass front overlooking mountains and sea. The apartment has a living area with kitchen, bathroom and one bedroom. A Nespresso machine, toaster, kettle, hair dryer, towels and linens are available. Extra long king size bed and TV. Pool and outdoor area are available for shared use and sauna and jacuzzi can also be offered by arrangement.

Bungalow in Somerset West

A bright kitchen and living area are featured, with a round dining table surrounded by white chairs. A cozy seating area is set near a wood-burning stove, and a modern kitchen equipped with appliances is showcased. Natural light streams through the open door leading to the deck.

4.94 out of 5 average rating, 146 reviews

Hillside Cottage

Come and stay in our peaceful studio cottage high up on Helderberg Mountain surrounded by trees and hear the owls hooting as you fall asleep! Beautiful new cottage, with it's own deck and garden and stylishly furnished to meet your every need. And now with solar installed (April 2023) we have NO LOAD-SHEDDING! We've replaced the oven and hob with a fully gas stove so all appliances can be used during load shedding!

Popular amenities for Somerset West family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a 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, 188 reviews

@Leisure guest suite/apartment in Stellenbosch

4.98 out of 5 average rating, 166 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.

Flat in Edgemead

Crown Retreat: Pool & Jacuzzi for Two

Superhost

The aerial view reveals a spacious villa surrounded by lush greenery and vineyards, with mountains in the backdrop. A central swimming pool is framed by palm trees, enhancing the inviting outdoor space. Several separate structures can be seen on the property, contributing to a serene environment.

Villa in Cape Winelands District Municipality

4.82 out of 5 average rating, 112 reviews

Pool Villa Stellenbosch CapeTown Hot Tub

Shipping container in Strand

The exterior of the container home features a wooden deck with a hammock and a wood-fired hot tub. Two stylish chairs are positioned nearby, overlooking a gravel area framed by greenery. Large glass doors provide access to the interior space, enhancing the connection with the outdoors.

4.94 out of 5 average rating, 136 reviews

A Shipping Container with Firewood Hot Tub

Farm stay in Stellenbosch

A modern cabin is situated along the edge of a serene lake, surrounded by trees. The building features large glass doors reflecting the water, and a wooden deck extends towards the lake, inviting relaxation. A stacked stone wall and lush greenery frame the exterior.

4.96 out of 5 average rating, 274 reviews

Camissa Farm, Lakeside tranquility with Hottub

4.84 out of 5 average rating, 100 reviews

A spacious living area is presented, featuring a comfortable sectional sofa with red accent pillows and decorative throws. A coffee table rests on a textured rug, complemented by a floral arrangement in the center. Natural light filters through a partially draped window, enhancing the cozy ambiance.

Flat in Gordon's Bay

Luxurious full family unit /Sea view 5 min 2 beach

Superhost

A serene outdoor patio features a hot tub positioned on wooden decking, surrounded by views of vineyards and distant mountains. A contemporary fire pit stands at the center, with a stack of firewood nearby. Outdoor seating is available, enhancing the tranquil setting.

Villa in Cape Winelands District Municipality

4.84 out of 5 average rating, 113 reviews

Heaven's View Villa

Place to stay in Klapmuts

A large swimming pool is framed by a well-maintained lawn and garden. The white-walled house features multiple windows, providing views of the surrounding landscape. Sunlight reflects off the water, adding a serene quality to the outdoor space.

4.89 out of 5 average rating, 140 reviews

Mitre's Edge Pool House

Family- and pet-friendly home rentals

A spacious outdoor area is displayed, featuring a clear pool surrounded by landscaped greenery. Large glass doors open from the dining space, connecting the interior with the outside. A patio table is set with black chairs, offering a welcoming space for gatherings.

4.92 out of 5 average rating, 77 reviews

Beautiful home in tranquil Estate, Somerset West

4.97 out of 5 average rating, 269 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

4.92 out of 5 average rating, 205 reviews

An outdoor dining area features a wooden table set with fresh fruits and drinks, overlooking a splash pool. Lush green grass and a wooden deck frame the scene, while majestic mountains rise in the background, enhancing the tranquil atmosphere.

Villa in Paradyskloof

Charming Villa - Mountain Views

4.9 out of 5 average rating, 121 reviews

An inviting porch features two blue Adirondack chairs, surrounded by lush greenery and blooming flowers. A wooden sign identifying 'Kiku Cottage' is prominently displayed near the entrance, adding to the cottage's charm and welcoming ambiance.

Farm stay in Grabouw

Kiku Cottage

4.84 out of 5 average rating, 168 reviews

An aerial view captures a spacious bungalow set against a coastal landscape. Ocean waves can be seen meeting rocky shores in the distance. Surrounding greenery and a dirt path lead towards the horizon, highlighting the serene natural environment.

Cottage in Rooi-Els

Rooiels Dream Cottage

4.95 out of 5 average rating, 163 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 Durbanville

Mieke's Cottage

4.88 out of 5 average rating, 187 reviews

Peaceful space to rest and recharge.

4.84 out of 5 average rating, 182 reviews

A serene view of the calm sea is presented, reflecting the soft morning light. The distant mountains are visible against the horizon, partially shrouded in clouds. The shoreline features gentle waves and rocky outcrops, enhancing the tranquil coastal landscape.

Cottage in Gordon's Bay

Under milkwoods

Family-friendly home rentals with a pool

A well-lit living space features two white sofas adorned with decorative pillows, positioned around a glass coffee table. Natural light flows through multiple windows, highlighting the plush white rug on the wooden floor. A serene atmosphere is complemented by subtle decor and greenery.

4.96 out of 5 average rating, 69 reviews

Modern Apartment on Drama ( with a generator)

4.91 out of 5 average rating, 135 reviews

A modern living area features a leather sofa and a coffee table, complemented by decorative cushions. A wall-mounted television is positioned above a sleek white storage unit. Large windows offer unobstructed views of the beach, while a dining table is visible on the balcony.

Flat in Strand

Seas the Day |Beach Front |Wi-Fi

4.92 out of 5 average rating, 119 reviews

A spacious living area features curved seating, inviting relaxation. Floor-to-ceiling windows provide panoramic views of the city and mountains. A sleek television is mounted on the wall, with minimalist decor enhancing the open layout. Natural light illuminates the room, creating a calm environment.

Flat in Strand

3 Bed Beachfront Paradise!

5 out of 5 average rating, 42 reviews

A spacious patio is equipped with two wicker chairs and a small table, overlooking expansive vineyards and distant mountains. Sunlight bathes the area, while palm trees add a touch of greenery to the serene surroundings.

Home in Cape Town

Mountain View Cottage

A modern house is showcased with a large covered seating area and expansive glass doors, enhancing the connection with the outdoors. The property is surrounded by a well-maintained lawn, and mountains rise in the background under a clear blue sky.

4.94 out of 5 average rating, 53 reviews

Somerset West Retreat

Guest suite in Sir Lowry's Pass

A private boma area features a fire pit surrounded by colorful rock formations and shrubs. Two lounge chairs with striped cushions face a small table set with wine glasses, offering a scenic view of the distant mountains under a softly lit sky.

5 out of 5 average rating, 270 reviews

Intaba Studio Tranquil Getaway w/style & character

A spacious home is surrounded by greenery, featuring a swimming pool on a wooden deck. Solar panels are installed on the roof, and a dining area with a table and chairs is visible on the patio. The sky is clear and blue, adding to the serene setting.