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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.

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Guest favourite
A charming white cottage is set against a clear blue sky, surrounded by greenery. Wooden windows and a pergola enhance the rustic design. A fence encloses the property, providing an inviting space for outdoor enjoyment.
Cottage in Wellington
4.96 out of 5 average rating, 147 reviews

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!

Top guest favourite
A spacious deck features a wood-fired hot tub surrounded by wooden planters, complemented by comfortable outdoor chairs. Lush greenery fills the background, enhancing the tranquil setting. Sunlight illuminates the area, creating a warm atmosphere for relaxation.
Farm stay in Stellenbosch
5 out of 5 average rating, 243 reviews

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.

Guest favourite
A sweeping view of the Hawequa Mountains is visible in the background, characterized by rugged peaks and lush greenery. The well-positioned accommodation features a spacious deck, while the surrounding landscape displays a blend of trees and natural terrain, providing a direct connection to nature.
Flat in Wellington
4.88 out of 5 average rating, 115 reviews

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.

Guest favourite
A charming thatched-roof home is situated within a secure development, surrounded by lush greenery. The front porch offers an inviting entrance, with a paved pathway leading to the entrance. Large windows provide natural light, and the exterior is complemented by a peaceful, landscaped setting.
Home
4.9 out of 5 average rating, 40 reviews

Charming home on scenic wine estate.

Our inviting, 3 bedroom, thatched home is situated on Onverwacht Wine Estate. We are an ideal retreat for families or guests needing accommodation for local events. The home is surrounded by mountains, an idyllic setting in the heart of the winelands. Our house is in a secure development with 24 hour manned security. Children can ride their bikes safely on its bricked roads and play on the communal grassed areas. In winter, enjoy the cosy indoor fire and the views of snow- capped mountains.

Top guest favourite
Aerial view of a log cabin with a thatched roof and a rondavel, surrounded by lush fynbos and breathtaking mountain landscapes. The gravel road is visible leading to the property, set in a tranquil countryside environment with expansive views of the surrounding hills.
Cabin in Wellington
4.95 out of 5 average rating, 86 reviews

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.

Guest favourite
A cozy sleeping area is highlighted by a spacious bed adorned with neutral-toned bedding and decorative pillows. Two woven pendant lights cast a warm glow, while the kitchenette is discreetly positioned in the background, ensuring a functional yet subtle presence in the room.
Guest suite in Wellington
5 out of 5 average rating, 13 reviews

River View Suite at Belle Vallee Vineyards

Unwind in this private suite with breathtaking views of the Berg River at Belle Vallée Vineyards & Venue. This elegant retreat features an en-suite bathroom and a well-equipped kitchenette, ensuring comfort and complete privacy with no shared spaces. While cooking is not permitted, the kitchenette includes essential dining ware such as plates, cutlery, and glassware. Enjoy the tranquil atmosphere, perfect for a relaxing getaway with all the conveniences you need for a comfortable stay.

Guest favourite
A bright living space features a large window allowing natural light to fill the room. Two comfortable chairs with intricate designs and a leather sofa are arranged around a central coffee table. A modern refrigerator is visible in the background, complementing the homey atmosphere.
Flat in Milnerton
4.91 out of 5 average rating, 53 reviews

Life is Beautiful

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.

Top guest favourite
A secluded cottage features a stone base with white columns and a dark metal roof. Vines grow over the front porch, which includes two chairs and small tables. Lush green grass surrounds the entrance, enhancing the natural surroundings of vineyards and mountains.
Cottage in Wellington
4.97 out of 5 average rating, 224 reviews

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.

Guest favourite
A spacious garden features well-maintained grass and tall trees casting gentle shadows. The cottage is situated in the background, framed by vibrant greenery and distant mountains, creating a serene outdoor setting ideal for relaxation.
Flat in Wellington
4.9 out of 5 average rating, 20 reviews

Tranquil garden cottage - Acorn cottage

A stunning garden cottage located on a small holding - Tanglewood Estate - 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

Guest favourite
A serene outdoor space features a sparkling pool surrounded by lush greenery. Sun loungers are positioned beside the water, while trees provide natural shade. The home is visible in the background, blending harmoniously with the tranquil garden setting.
Guest suite in Milnerton
4.98 out of 5 average rating, 104 reviews

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.]

Guest favourite
The eco cabin is set against a backdrop of mountains, featuring a modern design with large glass panels that provide views of the natural surroundings. A wooden deck extends from the structure, leading towards a landscaped area with lush greenery and scattered rocks.
Cabin in Bain`s Kloof Pass
4.97 out of 5 average rating, 119 reviews

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.

Top guest favourite
Home in Bain`s Kloof Pass
4.96 out of 5 average rating, 167 reviews

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

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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 house rentals in Wellington?

    Experience the best of Wellington with our house rentals, starting at about $10 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 apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 apartment 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 house rentals in Wellington have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Wellington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wellington have free parking?

    Absolutely! We offer over 30 house 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!