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.

5.0 out of 5 average rating, 267 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 spacesLocation

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.

KitchenFamilyGetting around

A contemporary living area features a grey sofa and two armchairs with plants, arranged around a light wood coffee table. Soft lighting illuminates the room, complemented by a decorative rug. The adjoining kitchen area is equipped with cabinets and modern appliances, enhancing functionality.

4.89 out of 5 average rating, 119 reviews

Somerset-West PRIME SPOT! (Solar Powered)

Stunning Mountain & Sea Views Near Strand Beach & Winelands Enjoy breathtaking mountain and sea views across the dam from our prime location. Just a 4-min drive to Waterstone Shopping Centre. Strand Beach and Somerset West Mall are only a stone throw away. Only 6 min from the nearest wine farm and right next to South Africa’s famous Winelands. Explore top restaurants and attractions in Stellenbosch, just 20 minutes away. Our prime location ensures everything is at your fingertips.

KitchenIndoor spacesQuiet

5.0 out of 5 average rating, 100 reviews

A charming cottage is nestled within a lush garden, showcasing a patio adorned with plants. The surrounding greenery includes a manicured lawn and a pathway leading to the entrance. Mature trees provide shade, enhancing the tranquil atmosphere of the outdoor space.

Cottage in Somerset West

Cranberry Cottage - A place for the soul

Relax, unwind, and enjoy the peaceful surroundings of Cranberry Cottage tucked away in the beautiful Helderberg Basin. Have the convenience of your own separate entrance, secure undercover parking and the comfort of a fully equipped home and private entertainment/barbecue area. You are in a quiet, private treed haven close to restaurants, nature parks, wine estates, golf course, Strand beach and hiking trails amongst many other amenities that Somerset West and its surrounds has to offer.

KitchenIndoor spacesBeach

4.95 out of 5 average rating, 275 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!

FamilyIndoor spacesLong stay

Superhost

Apartment in Strand

4.91 out of 5 average rating, 203 reviews

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

FamilyIndoor spacesHospitality

4.89 out of 5 average rating, 106 reviews

Home in Stellenbosch

Bellevlei Estate | The Rock House

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

KitchenIndoor spacesCleanliness

Guest suite in Cape Winelands District Municipality

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.

Indoor spacesKitchenParking

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, 201 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.

KitchenIndoor spacesBathroom

4.88 out of 5 average rating, 190 reviews

Spacious 2 Bedroom Retreat | Secure Parking

Unwind in this peaceful 2-bedroom space, perfect for rest and recharging. Enjoy quiet evenings with Netflix or slow mornings with coffee in a calm, welcoming setting. • 2 bedrooms + sleeper couch • En-suite bathroom (main bedroom) • Quiet, ideal for rest or remote work Close to Vergelegen Medi Clinic, Erinvale Golf Club and ±30 min from the airport. Loved by Epic and Wine to Wales enthusiast 🚵🏻‍♂️ A relaxed home-away-from-home 🤍

FamilyIndoor spacesDecor

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.

KitchenFamilyHeating

4.94 out of 5 average rating, 120 reviews

A spacious outdoor swimming pool is surrounded by lounge chairs and bordered by neatly landscaped greenery. The complex features modern buildings, with large windows that allow natural light to brighten the shared spaces. A tranquil atmosphere is created by the combination of water and greenery.

Apartment in Cape Town

J Spot • Safe & Convenient • Backup Power

Charming apartment in Paardevlei, Somerset West, within walking distance of Paardevlei Shopping Sentrum, Busamed Private Hospital, and Strand beach. Enjoy local attractions, including coffee shops, restaurants, a cheetah sanctuary, and a beautiful wetland. The apartment features high-speed fibre internet, backup power, and a dedicated work desk. Access to a gym, pool, and more. Safe and secure environment for a comfortable stay.

FamilyIndoor spacesWalkability

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

Farm stay in Stellenbosch

A bright living area features modern furnishings, including a light pink sofa and a wooden dining table. Floor-to-ceiling glass doors offer expansive views of the surrounding rolling hills and farmland, while natural light fills the space. A plush rug adds texture to the concrete floor.

4.97 out of 5 average rating, 282 reviews

Peaceful hideaway with wood fired hot tub

FamilyKitchenAccuracy

4.93 out of 5 average rating, 264 reviews

Home in Gordon's Bay

Beach House with Jacuzzi Overlooking the Ocean

FamilyKitchenHospitality

Farm stay in Elgin Valley

4.99 out of 5 average rating, 132 reviews

Best Elgin views with hot tub and fireplace

Indoor spacesKitchenLocation

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, 190 reviews

@Leisure guest suite/apartment in Stellenbosch

KitchenIndoor spacesNearby

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

FamilyIndoor spacesLong stay

Superhost

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

4.83 out of 5 average rating, 103 reviews

Luxurious full family unit /Sea view 5 min 2 beach

KitchenFamilyCondition

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, 144 reviews

A Shipping Container with Firewood Hot Tub

KitchenIndoor spacesBreakfast

4.95 out of 5 average rating, 137 reviews

A serene outdoor space features a swimming pool bordered by stylish paving and surrounded by well-maintained gardens. Majestic mountains are visible in the distance, complementing the tranquil atmosphere. Comfortable seating is positioned nearby to enjoy the views.

Villa in Stellenbosch

Stellenbosch Farm Villa with Mountain Views

KitchenFamilyBathroom

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 207 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

FamilyIndoor spacesParking

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

Indoor spacesFamilyParking

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

KitchenIndoor spacesAccuracy

A spacious room features a large bed with decorative pillows and bedside lamps. Two comfortable blue chairs are positioned in front of a wooden dresser and a flat-screen TV. A mirror and a small table with a kettle are included, enhancing the cozy atmosphere.

4.9 out of 5 average rating, 100 reviews

Berg-en-Dal

Indoor spacesKitchenComfort

4.97 out of 5 average rating, 269 reviews

Cottage

Swan Cottage

Indoor spacesKitchenCheckout

4.8 out of 5 average rating, 194 reviews

Flat in Stellenbosch

Lemon Tree Studio in the CBD of Stellenbosch

KitchenIndoor spacesNearby

4.9 out of 5 average rating, 115 reviews

A spacious lounge area is highlighted by a comfortable leather sofa and two wooden stools. Light streams through the large glass windows, offering views of the outdoors. A decorative vase with dried grass adds a touch of nature, while cozy armchairs invite relaxation.

Flat in Stellenbosch

I Wish You Roses at Webersvallei

FamilyIndoor spacesSleep quality

A serene pool area is surrounded by lush greenery, featuring a crystal-clear swimming pool. Lounge chairs are positioned beside the water, while a white umbrella provides shade. A spacious outdoor dining set is visible, accommodating family gatherings and enjoyment in the sunny environment.

4.93 out of 5 average rating, 68 reviews

Spacious 4-bedroom family home with pool

Indoor spacesKitchenGetting around

Family-friendly home rentals with a pool

A golden sunset casts warm hues across the sky, illuminating the clouds with vibrant tones. The horizon showcases a distant mountain range, while a tranquil valley stretches below, creating a serene backdrop for the surroundings.

4.95 out of 5 average rating, 210 reviews

Sunset Delight with Solar

Indoor spacesKitchenBack garden

Guest suite in Sir Lowry's Pass Village

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.

5.0 out of 5 average rating, 271 reviews

Intaba Studio Tranquil Getaway w/style & character

FamilyKitchenCheck-in

4.91 out of 5 average rating, 138 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

FamilyKitchenAmenities

4.82 out of 5 average rating, 204 reviews

Cottage in Somerset West

Capewinelands Cottage

KitchenIndoor spacesCondition

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, 70 reviews

Modern Apartment on Drama ( with a generator)

FamilyIndoor spacesGetting around

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, 54 reviews

Somerset West Retreat

Indoor spacesKitchenCondition

4.98 out of 5 average rating, 41 reviews

Villa in Somerset West

Amelie's Secret Hideaway

Indoor spacesKitchenHospitality