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, 269 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 spacesRiver

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, 111 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.

FamilyKitchenQuiet

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, 181 reviews

Luxusapartment Kandinsky mit Panoramablick

Hochwertig eingerichtetes Luxusapartment für 2 Personen in Somerset West, Bestlage. 10m lange Panoramaglasfront mit Blick auf Berge und Meer. Das Apartment hat Wohnbereich mit Küche, Badezimmer und ein Schlafzimmer. Es steht eine Nespressomaschine zur Verfügung,Toaster, Wasserkocher, Fön, Handtücher und Bettwäsche. Extra langes King size Bett und Fernseher. Pool und Außenanlage sind zur gemeinschaftlichen Nutzung vorhanden und Sauna und Jacuzzi können wir nach Absprache auch anbieten.

KitchenIndoor spacesDecor

5.0 out of 5 average rating, 101 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.

KitchenFamilyWifi

4.91 out of 5 average rating, 122 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!

If you're looking to unwind with family or friends, our sea side apartment offers the perfect spot to do so. Book now! and let us share our little piece of paradise with you. Features: 2.4 KVA battery backup to run TV, lights etc Fast 5G WiFI Smart TV, Netflix, Disney, Showmax etc Large open living spaces Full Kitchen - 5 Burner Gas Hob Swimming Pool Please reach out if you have any special requirements! 25min CT Int Airport 20min Stellenbosch 40min Cape Town CBD 60min Hermanus

Indoor spacesKitchenValue

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, 252 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.

Indoor spacesFamilyNearby

4.89 out of 5 average rating, 109 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.

FamilyKitchenGrill

4.91 out of 5 average rating, 140 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

You’ll be staying in a 145 square meter space with a private balcony right on the beach! A fully equipped kitchen with LG and Smeg appliances is ready for your use and a dishwasher is available for when you’re done (you’re on holiday after all)! A washer and dryer is also available should you need it. Fast WiFi is also included. One on-site, secure parking is available for your vehicle. Please note noise disturbance is not permitted within the rules of the building.

KitchenIndoor spacesBeach

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, 122 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 spacesKitchenOutdoor spaces

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.

FamilyIndoor spacesGrill

4.88 out of 5 average rating, 191 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 🤍

FamilyKitchenBathroom

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, 148 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!

KitchenIndoor spacesQuiet

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

4.93 out of 5 average rating, 265 reviews

Home in Gordon's Bay

Beach House with Jacuzzi Overlooking the Ocean

FamilyKitchenSleep quality

Farm stay in Stellenbosch

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, 303 reviews

Lakeside cabin with wood fired Hottub

KitchenFamilyWalkability

Tiny home in Stellenbosch

The cottage is surrounded by a lush garden and expansive green space, bordered by vibrant vineyards. Towering oak trees provide shade, while the Simonsberg mountain looms in the background, creating a serene and inviting landscape.

4.98 out of 5 average rating, 774 reviews

HoneyOak Tiny house & jacuzzi next to a WineEstate

KitchenFamilyQuiet

Farm stay in Elgin Valley

4.99 out of 5 average rating, 133 reviews

Best Elgin views with hot tub and fireplace

Indoor spacesKitchenCleanliness

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

FamilyIndoor spacesView

Villa in Cape Winelands District Municipality

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.

4.83 out of 5 average rating, 115 reviews

Pool Villa Stellenbosch CapeTown Hot Tub

KitchenIndoor spacesLocation

4.83 out of 5 average rating, 106 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

KitchenFamilyPets

Place to stay in Klapmuts SP

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, 139 reviews

Mitre's Edge Pool House

Indoor spacesFamilyView

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 205 reviews

Apartment in Strand

Bliss on the Bay- Surfside Hideaway | Dstv&Netflix

Indoor spacesKitchenQuiet

4.84 out of 5 average rating, 183 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

KitchenIndoor spacesAccess

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.

4.87 out of 5 average rating, 106 reviews

Berg-en-Dal

Indoor spacesKitchenHospitality

4.92 out of 5 average rating, 210 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

KitchenFamilyHeating

4.97 out of 5 average rating, 270 reviews

Cottage

Swan Cottage

FamilyIndoor spacesAir conditioning

4.91 out of 5 average rating, 117 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

KitchenFamilyLaundry

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

Indoor spacesFamilyHospitality

4.8 out of 5 average rating, 199 reviews

Flat in Stellenbosch

Lemon Tree Studio in the CBD of Stellenbosch

Indoor spacesFamilyNearby

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

KitchenIndoor spacesLayout

4.93 out of 5 average rating, 123 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

KitchenIndoor spacesTV

4.98 out of 5 average rating, 42 reviews

Villa in Somerset West

Amelie's Secret Hideaway

Indoor spacesKitchenHeating

A sweeping view of rolling vineyards stretches towards the horizon, with mountains rising majestically in the background. A charming white house sits among the lush greenery, overlooking the valley and distant coastline beneath a soft morning light.

5.0 out of 5 average rating, 51 reviews

Kings Kloof Country House.

FamilyIndoor spacesDecor

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.

5.0 out of 5 average rating, 21 reviews

Home away from home

Indoor spacesKitchenComfort

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.

4.95 out of 5 average rating, 55 reviews

Somerset West Retreat

FamilyIndoor spacesWalkability

5.0 out of 5 average rating, 30 reviews

A cozy outdoor hot tub sits in a landscaped garden, surrounded by greenery and low shrubs. The serene mountain backdrop provides a scenic view, while a small table and chairs are positioned nearby. Soft clouds drift across a clear sky, enhancing the peaceful atmosphere.

Home in Cape Town

Olive Cottage @Yonder Hill Wines

Indoor spacesFamilyValue

An outdoor area is presented with a swimming pool and several sun loungers arranged around it. A covered dining space is visible alongside the house, which features multiple windows and a balcony on the upper floor. Lush greenery complements the patio area.