
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!

Hidden gem in the heart of the winelands..
A little forest in the heart of the Winelands cuddles this secret gem #jangroentjiecottage close to a dam fed by the fynbos covered Helderberg. a Selfcatering hideaway that sleeps two with a fireplace, braai and a woodfired hottub. Within walking distance from Taaibosch, Pink Valley and Avontuur Wine and stud farm. Just across the R44 Ken Forrester Wines is luring. For the outdoor enthusiasts Helderberg provide trails for hiking and mtbiking and our dam covers swimming, rowing and sundowners.

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.

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.

Heidi's Child, Franschhoek
Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

Mont Esprit
Come and enjoy tranquility and peace in our latest Ecomohome mountain cabin, nestled in this UNESCO nature Reserve, Mont Rochelle. It is a 10 min drive out of Franschhoek, one of SA's most favorite tourist destination. This compact POD home, ecologically built and sustainably powered sleeps 2 and has everything your heart desires for a romantic weekend away or a hike into the breathtaking Mont Rochelle Nature Reserve.

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.]

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.

Bainskloof Mountain Eco Retreat - Black Pearl
Welcome to the Black Pearl! Discover a special place that boasts breathtaking mountain views from every room. This beautifully appointed cabin is equipped with all the amenities you could want and is thoughtfully designed to provide all the comforts you need for a rejuvenating getaway. Escape the ordinary and immerse yourself in the serenity of this remarkable destination.

Magical Bainskloof Pass Getaway at Rocky Falls #1
Rocky Falls Cottage is an off-grid, spacious cottage offering ideal holiday accommodation. It is large enough for a family or group of friends, but it's still cosy enough for a couples getaway. Tucked away in the mountains of Bainskloof, Rocky Falls Cottage is set within a beautiful private nature reserve, offering peace, privacy, and natural surroundings.

Orchard Stay
We offer country living at its best. A self-catering guesthouse nestled between pear orchards, Orchard Stay offers you space and freedom inside and out. Comfort is a priority in this two bedroom farm house with both rooms having en-suite bathrooms and wow factor views of the orchards and Mostertshoek Mountain.
Popular amenities for Wellington holiday rentals
Other great holiday rentals in Wellington

Nearby guesthouse

Hexberg see Copy

Ursula's Cottage

Protea Rus

Villa Verde, farm stay with views for days.

Guava Cottage -Dunstone wine estate - private pool

Villa Canetsfontein

Zielenrust - Peaceful Mountain Stay
When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $96 SGD | $100 SGD | $105 SGD | $101 SGD | $103 SGD | $104 SGD | $108 SGD | $101 SGD | $106 SGD | $96 SGD | $99 SGD | $106 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 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.
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.
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.
Are there Wellington bed and breakfast rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 bed and breakfast rentals with pools in Wellington, available on Airbnb. Make a splash and soak up the sun in style!
Do guesthouse rentals in Wellington have air conditioning?
Absolutely! We offer over 10 guesthouse rentals with air conditioning in Wellington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wellington have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Wellington. Enjoy a tailored experience with all the comforts you desire.
Do guesthouse rentals in Wellington have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Wellington. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Wellington have free parking?
Absolutely! We offer over 10 bed and breakfast rentals with free parking in Wellington. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Guesthouse Rentals in Wellington?
Enhance your stay in our Guesthouse 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.
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 2,750 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
120 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
- Langebaan Holiday rentals
- Hermanus 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
- House rentals Wellington
- Rentals with outdoor seating Wellington
- Flat rentals Wellington
- Guest house rentals Wellington
- Family-friendly rentals Wellington
- Rentals with a washing machine and dryer Wellington
- Rentals with a patio Wellington
- Rentals with pools Wellington
- Rentals with a firepit Wellington
- Rentals with a fireplace Wellington
- Rentals with breakfast Wellington
- Bo-Kaap Museum
- Cbd
- Cape Town International Convention Centre
- Atlantic Seaboard Community
- Cape Town Stadium
- Fish Hoek Beach
- Bloubergstrand Beach
- V & A Waterfront
- Muizenberg Beach
- Boulders Beach
- GrandWest Casino and Entertainment World
- Canal Walk Shopping Centre
- Green Point Park
- Clifton 4th
- St James Beach
- Hout Bay Beach
- Stellenbosch University
- Babylonstoren
- District Six Museum
- Tyger Waterfront Apartments Deck
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Two Oceans Aquarium
- Mojo Market




