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Vacation rentals in Wellington

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Wellington

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top 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, 136 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
The bedroom is illuminated by natural light, featuring a spacious bed with light linens. A wooden beam ceiling adds character, while large windows provide views to the outside. A door leads to an en-suite bathroom, complementing the simple yet stylish décor.
Guest suite in Courtrai
4.97 out of 5 average rating, 204 reviews

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.

Top guest favourite
Large glass doors open to a serene view of a natural pond, framed by soft drapes. A cozy seating area is visible, with a plush sofa adorned with neutral cushions. Outside, a small bistro table and chairs are positioned on the lawn, enhancing the tranquil setting.
Farm stay in Worcester
4.99 out of 5 average rating, 106 reviews

Lily Pond

Lily Pond, is a luxurious guest house just an hour and a half from Cape Town. Lily Pond is set on a natural pond brimming with incredible bird life, creating a serene atmosphere unmatched anywhere else. With no other cottages in sight and located on a picturesque wine farm, it offers a rare blend of privacy and luxury. The indulgent outdoor bath overlooking the pond, combined with the beautiful walking trails, enhances the sense of peace and seclusion, making this retreat truly one of a kind.

Top guest favourite
An open living space features a wooden dining table surrounded by chairs, with large glass windows showcasing views of a lake and distant mountains. A corner lounge area is designed with built-in seating, creating a cozy atmosphere while connecting to nature.
Farm stay in Cape Winelands District Municipality
4.99 out of 5 average rating, 137 reviews

Eco home - Lake & Mountain View

Enjoy the sights and sounds of nature when you stay in this unique eco home, designed with biophilic principles. We’ve chosen natural building materials like hemp walls, 100 year old recycled Oregon wood and handmade eco-paint to increase our connectivity to nature & tread lighter on our planet. Double glazed glass helps regulate. Overlooking our farm dam, with trees to rest under and the majestic Winterhoek mountains as a picturesque backdrop - our cottage is the perfect weekend getaway.

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, 74 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.

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, 213 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.

Top guest favourite
A rustic exterior view of a cottage features large wooden sliding doors surrounded by vibrant greenery. A stone path leads to the entrance, with well-maintained flower beds flanking the sides, complemented by a modern roof and solar panels overhead.
Cottage in Cape Winelands District Municipality
4.99 out of 5 average rating, 121 reviews

Heidi's Barn, 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.

Top guest favourite
An open living space features a smart TV on a wooden cabinet, complemented by a beige sofa and two modern chairs. A dining table is visible in the background, leading to a bright bedroom with a comfortable bed, all illuminated by natural light.
Home in Suider Paarl
4.92 out of 5 average rating, 166 reviews

Bella Blue - Stylish and Spacious living

Bella Blue offers elegant and spacious accommodation in the heart of the winelands. Tastefully decorated and completely private. Bella Blue offers a full kitchen, Lounge, Dining, smart TV, Fast Wi-Fi, Washing Machine and Dishwasher. Plus secure parking for 2 vehicles and a private patio with a garden. With quick access to the N1 and only 40 minutes drive from CPT international airport, Bella Blue is the perfect base to explore Paarl, Stellenbosch, and Franschhoek.

Top 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.
Apartment in Wellington
5 out of 5 average rating, 16 reviews

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

Top guest favourite
The exterior of the garden cottage is surrounded by lush greenery and colorful flowers. A covered entryway leads into the cottage, while two simple chairs are situated in the foreground, inviting relaxation. Smoke gently rises from a small fire pit, suggesting a cozy atmosphere.
Cottage in Riebeek-Kasteel
4.99 out of 5 average rating, 156 reviews

Fever Tree Cottage

Fever Tree Cottage is a secluded one bedroom garden cottage on a private property in Riebeeck Kasteel, a mere 50 meters from the town centre. The main property is on a dirt road, overlooks a farm dam and magnificent mountain views. The cottage is private, quiet and set in a lovely tranquil bird-filled garden. It is so close to town, that you can walk anywhere. Retreat to the quiet garden cottage after a day of shopping, eating and exploring.

Guest favourite
A modern double shipping container home is situated by a calm dam, showcasing large glass windows that reveal the interior. A wooden deck leads to the water, with a small boat ramp visible. Surroundings include dry, rocky terrain and distant mountains.
Home in Wolseley
4.93 out of 5 average rating, 107 reviews

Trendy private container home! Riverstone House.

Super trendy, double shipping container conversion. Modern, eco& stylish. Perfectly positioned on the dam for afternoon swims &amazing sunset views! Featuring SMEG gas stove, brass fixtures, and Victorian claw foot bath. 2 bedrooms, both ensuite. One with private outside shower. Enjoy a deep shaded patio with built in Bbq, inside and outside dining and lounge. Super cosy for winter with a wood burning closed combustion stove.

Top 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, 101 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.]

Popular amenities for Wellington vacation rentals

When is the best time to visit Wellington?

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Avg. price$105 CAD$109 CAD$115 CAD$110 CAD$112 CAD$113 CAD$117 CAD$110 CAD$116 CAD$80 CAD$101 CAD$112 CAD
Avg. temp22 °C22 °C21 °C18 °C15 °C13 °C13 °C13 °C15 °C17 °C19 °C21 °C

Frequently Asked Questions

  • 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.

  • Are there Wellington vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 80 vacation homes with pools in Wellington, available on Airbnb. Make a splash and soak up the sun in style!

  • 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.

Quick stats about vacation rentals in Wellington

  • Total vacation rentals

    Explore 130 vacation rentals in Wellington

  • Nightly prices starting at

    Wellington vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,720 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    110 of Wellington vacation 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!