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, 268 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.

4.86 out of 5 average rating, 111 reviews

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.

Home in Somerset West

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.

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.

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!

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.

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.

4.91 out of 5 average rating, 139 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.

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.

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.

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 🤍

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, 180 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.