Holiday Stays

December Holiday Accommodation in Stellenbosch – 195 Properties — page 7 of 10

Slaley Country House in Stellenbosch

Slaley Country House

Wine Farm
Devon Castle in Stellenbosch

Devon Castle

Self-catering
From R1,300
Monkscowl Estate in Stellenbosch

Monkscowl Estate

Wine Farm
From R1,880

Casa Mori

Wine Farm Sea View
From R1,458
Mont Angelis in Stellenbosch

Mont Angelis

Wine Farm
From R1,890
Property / Building

Village Stay

Apartment Stellenbosch
From R1,500

Farm La Paix

Farm House
From R2,900
Orange-Ville Lodge & Guesthouse in Stellenbosch

Orange-Ville Lodge & Guesthouse

Guesthouse
From R150
Haskell Vineyards in Stellenbosch

Haskell Vineyards

Wine Farm
From R1,600
Sanddrif Guest Farm in Stellenbosch

Sanddrif Guest Farm

Farm House
Bonne Chance Luxury Estate in Stellenbosch

Bonne Chance Luxury Estate

Guesthouse
From R2,250
Staymore Guesthouse in Stellenbosch

Staymore Guesthouse

Bed and Breakfast
From R1,350
White house with chimney in front of mountains and green fields
Star Star Star Star Star

Webersburg Wine Estate

Wine Farm Keidebees
From R380

Cultivar Guest Lodge

Boutique Hotel
From R1,850
Skyview Manor in Stellenbosch

Skyview Manor

Guesthouse
From R2,757
Nassau Guest Farm in Stellenbosch

Nassau Guest Farm

Farm House
From R1,195
Lumley's Place Guesthouse in Stellenbosch

Lumley's Place Guesthouse

Guesthouse
From R2,400
Rouana Guest Farm in Stellenbosch

Rouana Guest Farm

Guesthouse
From R1,650 R1,400
Eikendal Lodge in Stellenbosch

Eikendal Lodge

Lodge
Skilpadvlei Wine Estate in Stellenbosch

Skilpadvlei Wine Estate

Wine Farm
From R1,650

195 properties found · Showing 121–140

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.