
Holiday rentals in Wellington
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Top-rated holiday rentals in Wellington
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Olifantskop Cottage - Cosy Farm Stay
Enjoy the best of the Cape Winelands in this cosy 2 bedroom (4 people) farm cottage. Situated between two big dams, the cottage offers beautiful views stretching as far as Table Mountain on a sunny day. We allow catch-and-release Bass fishing and you are welcome to take a stroll around the farm to see the cows and many calves that roams next to the dams. The farm is 75 km from Cape Town International Airport and 6 km outside Wellington - the closest town. We'd love to host you on our farm!

Exclusive Mountain Retreat
Situated on foot of Bainskloof Pass in Wellington, away from everything and surrounded by pristine fynbos nature, this Logcabin with a Rondavel offers true countryside feeling with a fantastic view. A luxurious escape into Cape Winelands, an hour drive from the city of Cape Town. This property has its own power supply (no load shedding) and is protected by an electric fence (no baboons). A gravel road leads up, which doesn't require a 4x4 or SUV only good ground clearance of the vehicle.

La Vita e Bella
La Vita e Bella is a Modern self catering apartment, located in a safe neighbourhood for two persons to share and it has a separate entrance with a private braai area and access to the swimming pool. The apartment is connected to the main house’ solar system which ensures that the lights, tv and wifi stay on during load-shedding. It is well equipped, including gas/electric stove, air-fryer, microwave oven, coffee machine, kettle, toaster, airconditioning, washing machine and dryer.

Vineyard Cottage at Bosman Wines
Secluded cottage surrounded by vineyards and mountains with romantic, farm-style décor, open-plan kitchen, vineyard-covered front and back porch overlooking the beautiful Wellington wine valley. Fresh white linen bedding, private bathroom and a room with a view of the vineyards and the nursery vines. Small splash pool (cold water) in the backyard, private garage for parking, wine cellar on the farm, we include a complimentary wine tasting. Home to world renowned mountain bike trails.

Mon Repos, free standing cottage, Paarl, Cape Town
Free standing and spacious cottage on a large Heritage dwelling in the heart of old Paarl. Secured, gated, off-street private parking leads onto onto patio and garden. Renovated to a modern space with functional kitchenette, living area and en suite bathroom . The property is ideally situated within walking distance of restaurants and coffee shops. Boys and Girls High Schools are within short walking distance, (300/450m). This is an ideal base from which to explore surrounding areas.

Tranquil garden cottage - Acorn cottage
A stunning garden cottage located on a small holding just outside the small town of Wellington. Surrounded by vineyards and mountain views, this cottage is an ideal place to relax. Located close to but separate from the family home the cottage is completely private, has its own small plunge pool, a large garden to relax in and a deck overlooking a small dam. Fully equipped for self catering with a kitchenette. Very romantic and beautifully decorated

Beautiful country house set in lush garden
This stylish home located near the Wellington town center, schools, Huguenot College and CPUT, is hosted by Antoinette. It's the ideal spot for professional long stays, parents of students, wedding guests or explorers of the winelands looking for accommodation in the beautiful country town of Wellington, South Africa. [This property do have a back-up power system, therefor guests won't experience any loadshedding.]

La Rose Quartier
La Rose Quartier offers a French-inspired retreat, blending beauty and comfort in every detail. With soft pastel tones and floral accents, this cozy space is perfect for couples or solo travelers seeking relaxation. Enjoy coffee on the terrace or unwind after a day of exploring. Located near wine farms and wedding venues, La Rose Quartier provides a peaceful escape with easy access to local attractions.

Queens Haven
Queens Haven, situated in Wellington the Heart of the Cape Winelands, is everything you need and more! With astonishing views and the excitement of Cape Town and its surroundings at your finger tips, you don’t want to miss out! Whether it’s for business or pleasure. Enjoy some Wine or Vineyards in the nearby towns which are only a short drive away! Queens Haven, where excitement and comfort awaits…

Romantic cottage with a pool AND an open air tub!
RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

Naby Owl Cottage 2
Our charming Owl cottage, offers an intimate retreat for up to two guests. But can also convert into a two bedroom space suitable for friends traveling together, the space is designed with comfort and tranquility in mind, featuring an en-suite bathroom and a outdoor tub with hot water and candle-light where you can unwind while soaking in the breathtaking views of the surrounding mountains.

Hexberg se Kop
Enjoy your stay at this secluded two bedroom house on a working wine farm. This property offers uninterrupted views of the Hawekwa, Paarl, Paardeberg and Kasteelberg mountains. Whether you chose to spend your time sipping wine on one of the several adjacent farms or exploring Wellingtons world class hiking and cycling trails, Hexberg se Kop will not disappoint.
Popular amenities for Wellington holiday rentals
Other great holiday rentals in Wellington

300m² Winelands haven with Stoepspa on Wine Estate

Villa Soleil

Protea Rus

Durr’s Nest | Central Paarl Mountain Retreat

Serenity cabin on the dam

Overflowing Life 2 BRoom Cottage

Queens Corner

Adorable studio with patio
Quick stats about holiday rentals in Wellington
Total rentals
130 properties
Nightly prices starting at
€ 9 before taxes and fees
Total number of reviews
2.7K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
80 properties have a pool
Destinations to explore
- Cape Town Holiday rentals
- Plettenberg Bay Holiday rentals
- Hermanus Holiday rentals
- Langebaan Holiday rentals
- Stellenbosch Holiday rentals
- Knysna Holiday rentals
- Franschhoek Holiday rentals
- Southern Suburbs Holiday rentals
- Mossel Bay Holiday rentals
- Betty's Bay Holiday rentals
- George Holiday rentals
- Breerivier Holiday rentals
- Flat rentals Wellington
- House rentals Wellington
- Rentals with a fireplace Wellington
- Rentals with breakfast Wellington
- Rentals with a washing machine and dryer Wellington
- Rentals with a patio Wellington
- Rentals with a firepit Wellington
- Rentals with pools Wellington
- Family-friendly rentals Wellington
- Rentals with outdoor seating Wellington
- Guest house rentals Wellington
- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Hout Bay Beach
- Woodbridge Island Beach
- Green Point Park
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Greenmarket Square
- Mojo Market
- Two Oceans Aquarium
- Durbanville Golf Club
- Waterkloof Wine Tasting Lounge
- Noordhoek Beach
- Erinvale Estate Hotel and Spa
- Jonkershoek Nature Reserve
- Steenberg Tasting Room
- Idiom Restaurant & Idiom Wine Tasting Centre