Holiday Stays

December Holiday Accommodation in Stellenbosch – 195 Properties

Life and Leisure Boutique Guesthouse in Stellenbosch

Life and Leisure Boutique Guesthouse

Guesthouse Central Stellenbosch Stellenbosch Central
From R2,095
Roosenwijn Boutique Guest House in Stellenbosch

Roosenwijn Boutique Guest House

Guesthouse Central Stellenbosch Stellenbosch Central
From R1,450 R1,160
4 Piet Retief Home in Stellenbosch

4 Piet Retief Home

Guesthouse Central Stellenbosch Welgelegen
From R1,000
Swimming pool

Kriluki Accommodation

Self-catering Central Stellenbosch Stellenbosch
From R720
Property / Building

Arkelshoek Cottages

Self-catering Central Stellenbosch Jonkershoek
From R3,000
Cozy bedroom with a double bed floral pillows and wooden blinds on window

Penelope's Stellenbosch

Guesthouse Central Stellenbosch Paradyskloof
From R1,850
Cozy living room with armchair sofa TV and staircase leading upstairs
Star Star Star Star

5 Seasons Guesthouse

Guesthouse Central Stellenbosch Stellenbosch
From R2,100
Fransmanskraal in Stellenbosch

Fransmanskraal

Wine Farm Central Stellenbosch
From R3,950
22 Eikehoff Apartment in Stellenbosch

22 Eikehoff Apartment

Self-catering Central Stellenbosch Stellenbosch Central
From R1,490
Van der Stel Manor in Stellenbosch

Van der Stel Manor

Guesthouse Central Stellenbosch
From R2,440 R1,464
Van der Stel Manor in Stellenbosch

Van der Stel Manor

Guesthouse Central Stellenbosch
From R2,440 R1,464
Vilaroux in Stellenbosch

Vilaroux

Self-catering Central Stellenbosch Stellenbosch Central
From R890
Batavia Boutique Hotel in Stellenbosch

Batavia Boutique Hotel

Boutique Hotel Central Stellenbosch Stellenbosch Central
From R3,300
Famohof Stellenbosch in Stellenbosch

Famohof Stellenbosch

Apartment Central Stellenbosch
From R2,613
Petites Bulles Lodge in Stellenbosch

Petites Bulles Lodge

Lodge Central Stellenbosch
From R2,100
Nooitgedacht Estate Cottages in Stellenbosch

Nooitgedacht Estate Cottages

Self-catering Central Stellenbosch
From R1,520
Mountain view

Dior Maison de Reve Penthouse

Apartment Central Stellenbosch Stellenbosch
Alluvia Luxury Accommodation in Stellenbosch

Alluvia Luxury Accommodation

Wine Farm Central Stellenbosch Stellenbosch
From R2,930
Laanhof Stellenbosch in Stellenbosch

Laanhof Stellenbosch

Self-catering Central Stellenbosch Stellenbosch Central
From R2,258 R1,129

195 properties found · Showing 1–20

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.