75 properties found · Showing 21–40
Mavilla Stellenbosch Guest House & B&B is guest house and B&B accommodation in the Stellenbosch winelands, next to the R44, with mountain views.
Six-room guesthouse in Die Boord, Stellenbosch, featuring fireplaces, kitchenettes, and private outdoor spaces in each accommodation.
Self-catering accommodation on a farm in Stellenbosch's Jonkershoek valley, 50 km from Cape Town. Four units with mountain views, ranging from one to five bedrooms.
Eendracht Hotel & Apartments is award-winning accommodation on historic Dorp Street in Stellenbosch town centre, with free Wi-Fi and a continental breakfast buffet.
Luxury boutique accommodation in central Stellenbosch with 7 individually decorated rooms. Named one of the 15 best places to stay in 2023, offering peaceful retreat in the Winelands.
Avemore Apartments offers luxury self-catering accommodation in central Stellenbosch, Devon Valley in the Stellenbosch Winelands, and a holiday home in Sedgefield.
Travelling solo, Alex discovered hidden gems in Bali, from lush rice terraces to pristine beaches, all while enjoying comfortable accommodation that made every sunset magical and rejuvenating.
Victorian guest house accommodation dating to 1904, recently renovated. Nine en-suite rooms in Mostertsdrift, Stellenbosch, within walking distance of the city centre.
Minserie House Collection is a centrally located accommodation in Stellenbosch offering classic and deluxe queen rooms, classic double rooms, and self-catering apartments with premium bedding.
Luxury apartment accommodation in central Stellenbosch with 3 bedrooms, 2 bathrooms, and town-view balconies. Walking distance to wine bars, restaurants, museums, and gardens.
Self-catering accommodation in Stellenbosch offering three options from cottages to a six-person house. Owner-managed by the Payne Family.
Rozendal Farm is historic farm accommodation in Stellenbosch, Cape Winelands, founded in 1913 at the gateway to Jonkershoek Valley, with farm-style stays and valley and Table Mountain views.
Ultra-luxury 5-star boutique guesthouse accommodation in Devon Valley, Stellenbosch, set on 3.5 hectares of botanical gardens with four suites.
Sir Herbert Baker-style manor house accommodation for 12 guests in Devon Valley, Stellenbosch, with vineyard views, wine blending, private art tours, and classic car experiences.
Eco-farm accommodation with six private modern cabins in Banhoek Valley for 2–6 guests. Mountain views, mountain-biking, hiking, swimming, and stargazing on 60 hectares.
Award-winning luxury family-friendly accommodation in Devon Valley, Stellenbosch wine region, with vineyard views, restaurant, and swimming pool.
Wine estate accommodation in Stellenbosch offering rooms, suites, and villas with farm-to-table dining, spa treatments, and vineyard experiences along the Eerste River.
Historic Cape Dutch wine estate accommodation in Stellenbosch, established 1682, set amid rolling vineyards with mountain views and contemporary comfort.
Wechmarshof is nature-focused guest accommodation on a working farm in the Banhoek valley, at the foot of Joubert’s piek in the Simonsberg range, Western Cape.
The Wild Mushroom Country House is five-star country house accommodation on Digteby Estate in Vlottenburg, Stellenbosch, in the Cape Winelands.
75 properties found · Showing 21–40
The three main areas with family-friendly listings — Somerset West, Stellenbosch town, and Vlottenburg — each suit different needs. Somerset West works well if you're splitting your time between the winelands and the coast: Strand and Gordon's Bay are under 15 minutes away, and the Helderberg Nature Reserve is practically in town. It suits families who want outdoor space without being deep in wine country.
Stellenbosch town itself puts you walking distance from the university botanical garden and Idas Valley hiking trails. The family-friendly properties are mostly on the quieter residential streets north and east of the centre. The main road can get busy on weekends, but the guesthouses and holiday homes are set back enough that it doesn't affect the stay.
Vlottenburg sits between Stellenbosch and Somerset West, surrounded by wine farms. It's the right choice if the kids are old enough to enjoy estate visits or if you want a rural feel without sacrificing easy road access to town.
The majority of the 11 listed properties are self-catering or semi-catering, which matters when you're travelling with children who have specific meal routines. Private pools and enclosed gardens are common in this category — significantly more so than with city-centre guesthouses — and braai facilities are standard. Cots and highchairs are usually available on request; confirm before booking.
The Helderberg Nature Reserve has easy walking trails and a bird sanctuary that holds up well with younger children. Butterfly World near Klapmuts is roughly 20 minutes from Stellenbosch and is consistently popular with kids. For beach days, Strand Beach is the calmest option on False Bay — shallower and more sheltered than anything on the Atlantic Seaboard.
At the lower end from R1,130/night, expect smaller self-catering cottages that are practical for budget-conscious families but may have limited outdoor space. Properties around the R1,815 average tend to include full kitchens, private pools, and enclosed gardens — the combination that makes multi-night stays with children genuinely comfortable rather than just manageable. At the R2,300 ceiling, you're generally looking at larger homes that suit extended families or multigenerational groups sharing costs across more rooms.
