
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.

Cape Point Mountain Getaway - Cottage
This is one of Cape Town's environmental and historic treasures. It is a candle-lit hideaway with stunning views of mountain and sea. The Cottage is completely off grid, with fresh water coming off the mountain and energy from the sun. The cottage is built from local materials - stone walls, reed ceilings, blue gum supports. There are glass doors and windows throughout the cottage. The cottage has a beautiful open-plan bedroom and bathroom. The bathroom includes a tub, a toilet and a basin.

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.

Blueberry Hill Cottages - Lavender - Franschhoek
Lavender Cottage is a modern three bedroom self catering cottage with three bedrooms, main ensuite and the other two bedrooms share a full bathroom. There is a fully equipped kitchen with cooker, microwave and Nespresso coffee maker. The cottage has its own private terrace overlooking the large rim flow pool. The pool is situated on it's own large terrace and is shared with Olive cottage. We are ideal for guests who enjoy wine tours, the outdoors, hiking and biking plus horse riding.

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.

Camissa farm. Gorgeous views and a Hottub too!
This stylish and romantic cabin for 2 floats over the Banhoek valley and enjoys exquisite mountain views of outstanding natural beauty. It is the newest in our collection of 6 private eco cabins on a beautiful 60 hectare regenerative farm in the Banhoek nature conservancy. There are hiking trails for you to explore, a hot tub and infra red sauna to luxuriate in and wild swimming to enjoy. Refresh your soul in this natural paradise and renew your connection with nature and yourself

Farmstay for nature lovers Jonkershoek
A serene farm stay retreat set against Jonkershoek’s majestic mountains, ideal for a couple seeking peace and nature. Relax in a spacious, beautifully furnished home with wood‑burning stove and private outdoor space. Explore trails, swim in the farm dam, or unwind with wine on the deck. Minutes drive from Stellenbosch’s vibrant food and wine scene, yet feels worlds away. Perfect for a peaceful escape or creative work retreat.

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.]

Die Kliphuisie (Breerivier)
A whitewashed stone cottage. DIE KLIPHUISIE is situated on a 100 ha working wine and fruit farm with 360-degree mountain views. The cottage is a perfect destination for a couple, but can sleep up to four people in 2 inter-leading bedrooms. It is fully equipped for self catering with a 2 plate gas stove, bar fridge, crockery, cutlery, bed-linen, towels and a braai area (barbeque) with a vine-covered pergola.

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

Nearby guesthouse

Magnificent House with Garden & Mountain View

Beaumont Family Wines - Pepper Tree Cottage

Noordhoek Vineyard Views: Pool, Firepit & Garden

The Periwinkle - Sea View Apartment

Ocean View · Fireplace · Design Country Home

Feed Your Soul at a Glamorous Villa Set in a Vineyard

Life is Beautiful
When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £56 | £58 | £61 | £59 | £60 | £61 | £63 | £59 | £62 | £56 | £58 | £62 |
| 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 £7 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
- Rentals with pools Wellington
- Guest house rentals Wellington
- Flat rentals Wellington
- Rentals with a washing machine and dryer Wellington
- Rentals with a fireplace Wellington
- Family-friendly rentals Wellington
- House rentals Wellington
- Rentals with breakfast Wellington
- Rentals with a firepit Wellington
- Rentals with outdoor seating Wellington
- Rentals with a patio 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




