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Vacation rentals in Wellington

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Top-rated vacation rentals in Wellington

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

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Guest favorite
A wooden outdoor table and benches are shaded under a trellis of green vines. A small pool is visible to the left, surrounded by grassy land and wooden fencing, with expansive views of the countryside and distant mountains in the background.
Cottage in Wellington
4.96 out of 5 average rating, 146 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 favorite
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, 211 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.

Guest favorite
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.
Apartment in Wellington
4.88 out of 5 average rating, 114 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.

Top guest favorite
The thatched-roof home is surrounded by lush greenery and features a private pool with a tiled patio. Sun loungers are arranged by the pool, providing a relaxing space. A shaded area can be seen adjacent to the pool for outdoor dining or lounging.
Home in Milnerton
4.9 out of 5 average rating, 39 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 favorite
A rim flow saltwater pool is situated on a wooden deck, surrounded by lush greenery and trees. A starburst effect from the sun highlights the horizon, offering expansive views of the countryside below.
Cabin in Wellington
4.95 out of 5 average rating, 82 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.

Superhost
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, 12 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 favorite
Apartment in Milnerton
4.9 out of 5 average rating, 52 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 favorite
A quaint cottage is enveloped by lush vines, with a welcoming front porch featuring two chairs. The roof is made of metal, and wooden doors and windows complement the natural surroundings. Soft light accents the stone pathway leading to the entrance.
Cottage in Wellington
4.97 out of 5 average rating, 222 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 favorite
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
4.89 out of 5 average rating, 19 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 favorite
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 favorite
A cozy interior space is displayed, featuring light-colored walls and a spacious bed dressed in soft linens. A small wooden table rests next to two woven chairs, providing a relaxed seating area. Natural light filters through large windows, illuminating the textured floor.
Apartment in Milnerton
4.87 out of 5 average rating, 46 reviews

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.

Top guest favorite
Home in Bain`s Kloof Pass
4.96 out of 5 average rating, 164 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 vacation rentals

When is the best time to visit Wellington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$15,682 GYDG$16,309 GYDG$17,145 GYDG$16,518 GYDG$16,727 GYDG$16,936 GYDG$17,564 GYDG$16,518 GYDG$17,355 GYDG$15,682 GYDG$16,100 GYDG$17,355 GYD
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 apartment rentals in Wellington have free parking?

    Absolutely! We offer over 20 apartment 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 bed and breakfast rentals in Wellington?

    Experience the best of Wellington with our bed and breakfast rentals, starting at about $50 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 wifi, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

  • 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.

  • 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.

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 G$2,091 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,750 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & 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

  • Wi-Fi availability

    120 of Wellington vacation rentals include wi-fi 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!