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Holiday rentals in Wellington

Find and book unique accommodation on Airbnb

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, 144 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!

Guest favourite
A private hot tub is set on a wooden deck, surrounded by scenic mountain views. Lush greenery frames the area, and a clear blue sky complements the serene atmosphere. Two guests enjoy their time in the hot tub, reflecting relaxation amid nature.
Farm stay in Wellington
4.9 out of 5 average rating, 78 reviews

Heuwels Glampsite

Escape and connect with the great outdoors in your dream caravan campsite, where awesome memories await you. This fully equipped private site offer you your own exclusive caravan, covered braai on a spacious wooden deck and well-appointed outdoor kitchenette, hot tub and private bathroom. Enjoy a warm outdoor shower after a day of hiking, surrounded by nature. Indulge in panoramic vistas of Hawekwa's majestic mountains during the day and the starry skies at night. Unwind your adventurous soul.

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, 239 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.

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, 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.

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, 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 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
4.9 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 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, 221 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 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
4.94 out of 5 average rating, 18 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.]

Top guest favourite
A cozy sitting area is furnished with a woven chair and a matching side chair. A wooden table is positioned between them, topped with a small floral arrangement and candles. Soft light filters through a frosted window in the corner.
Flat in Milnerton
4.95 out of 5 average rating, 42 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 favourite
Home in Bain`s Kloof Pass
4.96 out of 5 average rating, 163 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.

Top guest favourite
The exterior of the eco pod showcases a modern design, featuring a combination of sleek metal and warm wood materials. A wood-fired hot tub is positioned alongside a large black chimney, while the patio area offers space for outdoor relaxation amidst natural surroundings.
Cabin in Cape Winelands District Municipality
5 out of 5 average rating, 80 reviews

Romeo - untether on Olive View

Ideal for 2, this off-grid eco pod has a bedroom with a king-size bed and en-suite shower, as well as an outdoor shower. high-speed Wi-Fi and a comfortable workspace is also available. The kitchen contains a 2-plate gas stove, opening to a patio with braai facilities, pizza oven and a wood-fired hot tub.

Popular amenities for Wellington holiday rentals

When is the best time to visit Wellington?

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Avg. price$95 SGD$99 SGD$104 SGD$101 SGD$102 SGD$103 SGD$107 SGD$101 SGD$106 SGD$95 SGD$98 SGD$106 SGD
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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 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!