Holiday Stays

December Holiday Accommodation in Stellenbosch – 195 Properties — page 3 of 10

Property / Building

Church Street Luxury Apartments

Apartment Central Stellenbosch Stellenbosch
From R1,300
10 Alexander B&B in Stellenbosch

10 Alexander B&B

Bed and Breakfast Central Stellenbosch Stellenbosch Central
From R3,082
Garden

The Little Hideaway

Guesthouse Central Stellenbosch Stellenbosch
From R1,000
Facade or entrance

Eikelower Accommodation

Self-catering Central Stellenbosch Mostertsdrift
From R1,450
Property / Building

Annika Self-catering and B&B

Guesthouse Central Stellenbosch Stellenbosch
From R950 R760
Vredenheim in Stellenbosch

Vredenheim

Wine Farm Central Stellenbosch
From R1,800
Facade or entrance

De Oude Schuur Accommodation

Self-catering Central Stellenbosch Stellenbosch
From R1,026
Val de Vine in Stellenbosch

Val de Vine

Boutique Hotel Central Stellenbosch
From R1,540
The Avenues Guest House in Stellenbosch

The Avenues Guest House

Guesthouse Central Stellenbosch Leonard
From R1,620
Weltevreden 1692 in Stellenbosch

Weltevreden 1692

Wine Farm Central Stellenbosch
From R1,500
Brenaissance Wine & Stud Estate in Stellenbosch

Brenaissance Wine & Stud Estate

Wine Farm Central Stellenbosch
From R1,440

Stellenbosch Tuishuisie

Self-catering Central Stellenbosch
From R1,900
107 Dorpstraat Boutique Hotel in Stellenbosch

107 Dorpstraat Boutique Hotel

Boutique Hotel Central Stellenbosch Stellenbosch Central
From R2,210
Living Excellence in Stellenbosch

Living Excellence

Self-catering Central Stellenbosch
From R1,700
Clos Malverne in Stellenbosch

Clos Malverne

Wine Farm Central Stellenbosch
From R1,402
White bench with cushions in a garden setting with potted plants
Star Star Star

Mavilla Stellenbosch Guest House

Guesthouse Central Stellenbosch Die Boord
From R375
Boord Guest House in Stellenbosch

Boord Guest House

Guesthouse Central Stellenbosch Die Boord
From R1,800
Kierie Kwaak in Stellenbosch

Kierie Kwaak

Self-catering Central Stellenbosch
From R1,300
Hotel room with two twin beds nightstand lamp and a visible bathroom
Star Star Star Star

Eendracht Hotel & Apartments

Boutique Hotel Central Stellenbosch Stellenbosch Central
From R4,752

Camberley Wines

Wine Farm Central Stellenbosch
From R1,800

195 properties found · Showing 41–60

December is the hardest month to find accommodation in Stellenbosch. School holidays run from mid-December to mid-January, and the Cape Winelands summer — dry days pushing 30°C — draws families, couples, and wine enthusiasts from across South Africa. There are 15 properties currently listed for December near Stellenbosch, with nightly rates from R1,130 to R2,300 (average R1,815). Options cover Stellenbosch Central, Somerset West, and the quieter wine farms around Vlottenburg. Properties at this price point rarely have availability past October.

Where to Stay Near Stellenbosch in December

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.

What December Weather Actually Looks Like

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.

Events and What's On in December

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.

How to Pick the Right Property

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.