Holiday Stays

December Holiday Accommodation in Stellenbosch – 195 Properties — page 5 of 10

Stellenbosch Manor in Stellenbosch

Stellenbosch Manor

Guesthouse Central Stellenbosch Mostertsdrift
Bonne Esperance Boutique Guest House in Stellenbosch

Bonne Esperance Boutique Guest House

Guesthouse Central Stellenbosch Stellenbosch Central
Zorgvliet Country Lodge in Stellenbosch

Zorgvliet Country Lodge

Lodge Central Stellenbosch
Zorgvliet Country Lodge in Stellenbosch

Zorgvliet Country Lodge

Lodge Central Stellenbosch
The Vibe Guest Studios in Stellenbosch

The Vibe Guest Studios

Self-catering Central Stellenbosch Stellenbosch Central

Huis Piron

Self-catering Central Stellenbosch
From R1,500 Per Unit Per Night
Middedorp Manor in Stellenbosch

Middedorp Manor

Boutique Hotel Central Stellenbosch
From R4,088 Per Unit Per Night

Minserie House Collection

Guesthouse Central Stellenbosch
From R2,500 Per Night, for 2 ppl
Instellies Self Catering Apartment in Stellenbosch

Instellies Self Catering Apartment

Self-catering Central Stellenbosch
From R3,750 Per Unit Per Night
Casa Bella Stellenbosch in Stellenbosch

Casa Bella Stellenbosch

Apartment Central Stellenbosch Stellenbosch Central
From R3,505 Per Night, for 2 ppl
VA Properties Stellenbosch Portfolio in Stellenbosch

VA Properties Stellenbosch Portfolio

Self-catering Central Stellenbosch
From R1,500 Per Unit Per Night
Just Joey Guest House in Stellenbosch

Just Joey Guest House

Guesthouse Central Stellenbosch
From R2,365 Per Night, for 2 ppl
Stellenbosch Gardens in Stellenbosch

Stellenbosch Gardens

Self-catering Central Stellenbosch
From R1,750 Per Unit Per Night
Keren's Vine Gästehaus in Stellenbosch

Keren's Vine Gästehaus

Guesthouse Central Stellenbosch Rozendal
From R5,000 Per Night, for 2 ppl
Die Heerenhuys Guest Suites in Stellenbosch

Die Heerenhuys Guest Suites

Guesthouse Central Stellenbosch
From R4,700 Per Night
Esperon Cottages in Stellenbosch

Esperon Cottages

Wine Farm Central Stellenbosch
From R2,835 Per Night, for 2 ppl

Camissa Farms

Farm House Central Stellenbosch
From R3,500 Per Night, for 2 ppl

Devon Valley Hotel

Hotel Central Stellenbosch
The Salene in Stellenbosch

The Salene

Boutique Hotel Central Stellenbosch
From R2,500 Per Night
Le Grand Jardin in Stellenbosch

Le Grand Jardin

Villa Central Stellenbosch
From R46,500 Per Unit Per Night

195 properties found · Showing 81–100

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.