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      Vacation Rentals in Wellington

      Compare 12 top vacation rentals in Wellington, South Africa - farm stays, wine estate cottages, and villas with pools, mountain views, and free parking. Book now!

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      Rooms and Guests2 Guests, 1 room
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      Hotels
      Holiday rentals
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      Apartments (4)Wellington Holiday Houses (9)
      1-13 out of 13
      Sort by: high popularity
      • Price: low to high
      • Price: high to low
      • Guest rating: high to low
      • Popularity: high to low
      Africamps At Doolhof Wine EstateChalet
      8.7
      Great
      5 adults
      2 bedrooms
      3 beds
      Map
      9.3 km from City Centre1.9 km from Nabygelegen Cellar
      Outdoor PoolPrivate Hot TubOn-site Restaurant
      • Private hot tub with mountain views
      • Outdoor fireplace for socializing
      • Balcony with mountain views
      FromR 2 995 /nightSelect
      Hexberg CottageApartment
      8.8
      Great
      Map
      2.3 km from City Centre900 m from Breytenbach Sentrum
      Outdoor PoolOpen-Air BathOutdoor Fireplace
      • Adults-only cottage with outdoor pool
      • Open-air bath and outdoor fireplace
      • Private patio with courtyard views
      FromR 1 260 /nightSelect
      Untether On Olive ViewVilla
      9.7
      Perfect
      Map
      8.1 km from City Centre
      Private PoolHot TubMassage
      • Adults-only villa with private pools
      • Mountain-view plunge pool & hot tub
      • On-site hiking and walking tours
      FromR 3 388 /nightSelect
      Jacaranda Wine And GuestfarmFarm stay
      9.3
      Perfect
      4 adults
      2 bedrooms
      2 beds
      Map
      2.9 km from City Centre2.9 km from Breytenbach Sentrum
      Saltwater PoolGarden TerraceBBQ Area
      • Saltwater pool with garden views
      • Wine farm with private entrances
      • On-site cycling and hiking trails
      FromR 1 211 /nightSelect
      Vineyard Cottage At Bosman WinesFarm stay
      9.8
      Perfect
      2 adults
      1 bedroom
      1 bed
      Map
      3.0 km from City Centre1.6 km from Breytenbach Sentrum
      Private PoolOutdoor FireplaceBarbecue
      • Private pool with mountain views
      • Adults-only vineyard farm stay
      • Outdoor fireplace and barbecue
      FromR 4 566 /nightSelect
      Self Check-In River View SuiteApartment
      9.6
      Perfect
      Map
      4.3 km from City Centre
      Private EntranceVIP Check-inWelcome Drink
      • River and mountain views
      • Adults-only accommodation
      • Self check-in with VIP service
      FromR 998 /nightSelect
      Bains View Olive And Guest FarmFarm stay
      9.1
      Perfect
      Map
      6.9 km from City Centre1.0 km from Nabygelegen Cellar
      Outdoor PoolHot TubPrivate Terrace
      • Working olive farm
      • Year-round outdoor pool
      • Mountain view terrace
      FromR 3 911 /nightSelect
      Sweetwater GuesthouseHoliday home
      9.7
      Perfect
      4 adults
      1 bedroom
      2 beds
      Map
      3.6 km from City Centre1.5 km from Breytenbach Sentrum
      Pool with viewTennis courtSpa packages
      • Pool with mountain views
      • On-site tennis court
      • Comprehensive on-site spa
      FromR 2 504 /nightSelect
      Beautiful Country House Set In Lush GardenVilla
      9.3
      Perfect
      Map
      2.8 km from City Centre800 m from Breytenbach Sentrum
      Private PoolHot TubKitchen
      • Private pool with lush garden views
      • In-room hot tub and Blu-ray
      • Fully equipped kitchen with dishwasher
      FromR 2 226 /nightSelect
      Firehouse Selfcatering Garden Cottage No 1Chalet
      9.2
      Perfect
      Map
      3.2 km from City Centre1.3 km from Breytenbach Sentrum
      Private EntranceMountain ViewKitchenette
      • Private entrance garden cottage
      • Mountain views from property
      • Self-catering with kitchenette
      FromR 966 /nightSelect
      Lategansrus At Helpmekaar FarmHomestay
      8.8
      Great
      Map
      3.2 km from City Centre
      Private KitchenOutdoor FireplaceFamily Rooms
      • Private kitchen in each unit
      • Outdoor fireplace and picnic area
      • On-site hiking trails available
      FromR 998 /nightSelect
      La Vita E BellaApartment
      9.5
      Perfect
      Map
      3.6 km from City Centre1.0 km from Bovlei Wine Cellars
      Private PoolVIP Check-inOutdoor Dining
      • Private pool with sun umbrellas
      • Adults-only VIP check-in
      • Quiet street views from terrace
      FromR 966 /nightSelect
      Five Mountains Guest Farm & SpaLodge
      9.3
      Perfect
      Map
      5.4 km from City Centre300 m from Oude Wellington Wine and Brandy Estate
      Select

      Wellington's vacation rentals offer a self-catering escape in South Africa's Cape Winelands, with properties ranging from farm stays on working estates to private villas with mountain views. Expect amenities like full kitchens, outdoor pools, hot tubs, and fireplaces-ideal for families, couples, or wine lovers. Budgets vary from around $80 per night for a garden cottage to $200+ for a luxury villa with a sauna and tennis court.

      Top-rated options include Vineyard Cottage at Bosman Wines (Exceptional 98) with a year-round pool and mountain views, and Sweetwater Guesthouse (Exceptional 96) offering a spa, sauna, and tennis court. For a wine estate experience, AfriCamps at Doolhof Wine Estate (Fabulous 86) provides chalets with kitchenettes and a restaurant. Most rentals are within 65 km of Cape Town International, with free parking and Wi-Fi included.