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
Somerset West is the strongest pick if whale watching is your main reason for the trip. From there, Hermanus is under 45 minutes via the R44 coastal road — a route that runs along the Koggelberg coastline and arrives at Walker Bay without much traffic. The Hermanus cliff path offers free land-based viewing, and southern right whales regularly come within 50 metres of shore between August and October.
Stellenbosch Central and Vlottenburg suit travellers splitting their time between the winelands and the coast. The R43 south from Stellenbosch reaches Hermanus in just over an hour through Grabouw and the Elgin Valley. Many visitors do one whale morning and spend the rest of their stay on wine farms — the two activities pair well given that winter is low season for both.
At R1,130 to R2,300 per night, expect self-catering cottages on wine estates, guesthouses with breakfast, and small boutique properties. Winter is off-peak for the winelands, which means better value than summer — the same property that costs R2,500 in December often lists for R1,400 in August. Prioritise fireplaces or underfloor heating: Stellenbosch winter nights regularly drop to 5°C, and a cold room takes the edge off any trip. Heated pools are rare in this price range during winter, but outdoor fire pits and wood-burning stoves are common substitutes.
The Hermanus Whale Festival takes place in late September and coincides with peak whale activity in Walker Bay. The town fills up quickly. Staying in Stellenbosch and driving in for the day is a practical workaround — parking is easier from outside the town, and you avoid festival weekend accommodation markups. Book at least 6 weeks ahead if your dates overlap with the festival.
Land-based viewing from the Hermanus cliff path is free and genuinely good — binoculars help but aren't required. De Kelders, 20 minutes past Hermanus on the R43, sees far fewer visitors and has consistent whale activity from the cliff above the caves. Boat tours depart from Hermanus New Harbour and put you closer to individual whales, though Walker Bay is calm enough that most land viewpoints are adequate for a satisfying sighting without the extra cost.
