164 properties found · Showing 21–40
Four self-catering accommodation units on Stellenbosch's outskirts, each with private entrances, free WiFi, and garden and mountain views. Contactless check-in available.
Centrally located accommodation in Stellenbosch's historic town center with three en-suite bedrooms, breakfast included, and walking distance to restaurants, museums, and wine routes.
Luxury boutique accommodation in central Stellenbosch on Dorp Street, walking distance from restaurants, galleries, museums, and shopping.
Four upmarket 2-bedroom apartments in the heart of Stellenbosch Winelands accommodation, within walking distance of wine estates, restaurants, shops, and Stellenbosch University. Cape Town airport 30 minutes away.
Accommodation in Stellenbosch's heart with six en-suite rooms, rooftop pool, and private gardens.
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.
Charming guest house accommodation in Stellenbosch, housed in a beautifully preserved 1890 building blending Victorian elegance with modern luxury, centrally located within walking distance of the town center.
Luxury boutique apartments in central Stellenbosch accommodation with contemporary design. Three units suitable for couples and families, within walking distance of the town center, vineyards, and attractions.
Brand-new 24-room apartment-style accommodation in central Stellenbosch's historic quarter. Individually decorated suites with kitchenettes, workspace, and either town or mountain views.
Contemporary luxury accommodation in central Stellenbosch with en-suite rooms, air conditioning, and private kitchenettes for business travelers and families.
Award-winning Bed & Breakfast accommodation in Stellenbosch with eight individually styled guest rooms, owned by Wietske and Paul, blending historic heritage with modern guest comfort.
Victorian guest house accommodation dating to 1904, recently renovated. Nine en-suite rooms in Mostertsdrift, Stellenbosch, within walking distance of the city centre.
Luxury self-catering accommodation comprising 7 fully-equipped apartments in the heart of Stellenbosch, approximately 50km from Cape Town.
Luxury self-catering accommodation in central Stellenbosch. Two apartments 24 km from Cape Town International Airport in historic town founded 1679, famous for wine routes.
Self-catering accommodation with 10 spacious bedrooms in Stellenbosch, offering views of the town and Simonsberg mountains. 10-15 minute walk to town centre.
5 Seasons is a Stellenbosch guesthouse set on a Jacaranda-lined street, providing accommodation in eight suites, a family room, and a garden cottage, 3 minutes' drive from the town centre.
Restored 1910 Cape Dutch homestead accommodation in Stellenbosch's exclusive residential area, within walking distance to the village centre and 30 minutes from Cape Town International Airport.
Restored 1910 Cape Dutch homestead with air-conditioned luxury suites, private patios, and rose garden access in exclusive Stellenbosch accommodation close to village centre.
Mavilla is a B&B accommodation in Stellenbosch, centrally situated next to the R44 in the heart of the winelands. The property has views of the Stellenbosch mountains and includes breakfast in all rates.
Six-room guesthouse in Die Boord, Stellenbosch, featuring fireplaces, kitchenettes, and private outdoor spaces in each accommodation.
164 properties found · Showing 21–40
The Stellenbosch area breaks into a few distinct zones. Stellenbosch Central puts you within walking distance of the wine route, Dorp Street restaurants, and the market quarter — the right call if you want to leave the car parked for most of the trip. Somerset West sits closer to the N2, which means Strand beach and Gordon's Bay are a 15-minute drive — practical for families who want a mix of beach days and wine country. Vlottenburg is the quietest option, surrounded by working wine farms with far less traffic than town; good if you're after a slower pace and happy to drive in for dinner.
Daytime temperatures typically sit between 26°C and 32°C through December. Rain is rare — this is the driest part of the year in the Western Cape. The south-easterly wind picks up most afternoons and can be strong, especially on exposed properties. Evenings cool to around 18°C, comfortable enough for an outdoor braai. A property with a pool goes from a nice-to-have to a genuine priority in this heat; shaded outdoor areas matter too. Check listings carefully — not all properties at the R1,130 entry point include a pool.
Several wine estates run outdoor concerts and markets through December. Spier, Vergelegen, and Waterkloof typically have events worth building your schedule around. The Oude Libertas Amphitheatre runs a summer programme, and farm stalls across the Winelands extend their hours through the holiday period. New Year's Eve sees the entire region at capacity — if your trip overlaps with that weekend, you need accommodation confirmed before November. Christmas week is nearly as pressured.
The 15 December listings near Stellenbosch range from R1,130 to R2,300 per night against an average of R1,815 — a competitive spread for peak season. At the lower end you're typically looking at self-catering units with basic amenities. At R2,000 and above, expect private pools, full kitchens, and more outdoor space. Filter by pool and air conditioning first, then location relative to your plans. Beach days point to Somerset West. Wine tasting every day points to Stellenbosch Central or Vlottenburg. Book by October if you have fixed dates — this window fills well before December arrives.
