
Holiday rentals in Wellington
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Top-rated holiday rentals in Wellington
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Stylishly renovated cottage
Our free standing stylishly renovated cottage is situated at the back of the property and has it’s own private garden courtyard. Fully equipped modern kitchen, living room, bedroom with skylight, Q-XL bed & en-suite bathroom. The cottage has AC, Wifi, smart TV (Netflix, Prime vid), an alarm and 24 hr patrol vehicle in this beautifull, quiet street of the neighbourhood. We are a young, lively family of 4 and some related sounds might be heard. Easy access to mountain for runs, walks, mtb.

Heuwels
Feast your eyes on the stunning mountain scenery and fill your senses with nature's beauty, smells and sounds in a home away from home. The self-catering unit is conveniently located for outdoor enthusiasts as it's surrounded by both mountain biking/hiking routes, wine farms and great local restaurants. An absolute paradise for birdwatchers. Also, an ideal breakaway far enough from city noises yet close enough to popular amenities. The unit also has its own lush green lawn to enjoy a picnic.

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 and complete privacy. A luxurious escape into Cape Winelands, an hour drive from the city of Cape Town. This property has its own power supply 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.

Relaxing all in 1 cottage, situated on wineroute
Cottage 2 (semi-attached): If you are in need of a overnight stay, or to get away for a night or two from the hussle and bussle, but still be close to town, this little all in one cottage offers just that. Surrounded by horses, animals and stable chickens,walking the farm, the view is incredible. Situated in walking distance of Bovlei Wineries, Napier, Oude Wellington and the redemption Leather Factory. 2 min drive to the closest cafe and coffee shop

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.]

Meerkatgat - Loft
Our loft is near Shops (Pnp, Checkers, Spar, Tops, etc.), Restaurants (Gecko Lounge, Apalachee Spur, Jaart, etc.), Doctors, Wine cellars (Wellington Wines, Douglas Green, Hawekwa Cellar, Wellington Museum, Die Bordienghuis, etc. Near Stellenbosch (44.2km), Durbanville (44.4km), Cape Town Waterfront (73.8km), Worcester (65.8km) Surrounded by beautiful mountains, vineyards and most of all, the most amazing sunsets

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…
Popular amenities for Wellington holiday rentals
Other great holiday rentals in Wellington

ONLY 1 slot available in 2025 (21-23 Nov)/Book NOW

Hexberg se Kop

Protea Rus

Durr’s Nest | Central Paarl Mountain Retreat

Mountain and vineyard views in Paarl

5 on Nel

Stadsig Olive Farm Cottage

Queens Corner
When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $97 SGD | $101 SGD | $106 SGD | $103 SGD | $104 SGD | $105 SGD | $109 SGD | $103 SGD | $108 SGD | $74 SGD | $93 SGD | $104 SGD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Wellington?
Yes! Work meets play with ease at over 50 vacation rentals in Wellington featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Wellington have a kitchen?
Absolutely! We offer over 20 apartment rentals with a kitchen in Wellington. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Wellington have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Wellington. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Wellington?
Four-legged friends are welcome in Wellington. Choose from more than 10 vacation rentals for guests traveling with pets.
Do guesthouse rentals in Wellington have free parking?
Absolutely! We offer over 10 guesthouse rentals with free parking in Wellington. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Wellington?
Wellington has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Wellington?
Experience the best of Wellington with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Bed And Breakfast Rentals in Wellington?
Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Where should I stay in Wellington?
Make yourself at home in Wellington by choosing from our most frequently booked neighborhoods. We have over 310 vacation rentals in Wellington, and over 310 vacation rentals in Wellington.
Do apartment rentals in Wellington have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Wellington. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Wellington

Total holiday rentals
Explore 130 holiday rentals in Wellington

Nightly prices starting at
Wellington holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 2,720 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
110 of Wellington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wellington rentals

4.8 Average rating
Wellington stays are highly rated by guests – averaging 4.8 out of 5!
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
- Rentals with outdoor seating Wellington
- Rentals with a washing machine and dryer Wellington
- Rentals with pools Wellington
- Rentals with a firepit Wellington
- Rentals with a patio Wellington
- Rentals with a fireplace Wellington
- Rentals with breakfast Wellington
- House rentals Wellington
- Family-friendly rentals Wellington
- Guest house rentals Wellington
- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Green Point Park
- Hout Bay Beach
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Mojo Market
- Noordhoek Beach
- Durbanville Golf Club
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Erinvale Estate Hotel and Spa
- Steenberg Tasting Room
- Idiom Restaurant & Idiom Wine Tasting Centre
- Newlands Forest




