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Holiday houses 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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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, 203 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
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, 224 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.

Superhost
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
4.87 out of 5 average rating, 105 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 favourite
The lounge features a modern design with a spacious sofa and a single armchair. A large sliding glass door offers views of the surrounding mountains and garden, enhancing the connection to nature while natural light brightens the space. Decorative plants and artwork add a touch of elegance.
Farm stay in Pinelands
4.98 out of 5 average rating, 111 reviews

Bonheur "Piece of Heaven"

Self-Catering Unit for 4 guests with BACK Up POWER Fully equipped in the spectacular Banhoek Valley. Bonheur is situated on a farm, 7 km outside of Stellenbosch and is surrounded by mountains. Ideal for couples with kids, solo adventurers and business travelers. You need to book Bonheur (right section) which sleeps 2 couples or a family with kids . Wifi with TV streaming . Both rooms have desk space. Cosy lounge with a fire place downstairs. Come and experience luxury country side living.

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
Cottage in Paarl
4.96 out of 5 average rating, 127 reviews

Mon Repos, free standing cottage, Paarl, Cape Town

Free standing and spacious cottage on a large Heritage dwelling in the heart of old Paarl. Secured, gated, off-street private parking leads onto onto patio and garden. Renovated to a modern space with functional kitchenette, living area and en suite bathroom . The property is ideally situated within walking distance of restaurants and coffee shops. Boys and Girls High Schools are within short walking distance, (300/450m). This is an ideal base from which to explore surrounding areas.

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, 117 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
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, 154 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
The spacious bedroom features a thatched roof with wooden beams, a large bed dressed in crisp linen, and a decorative throw. Natural light floods the room through large windows, illuminating a small desk and seating area. A cozy rug enhances the warm atmosphere.
Condo in Paarl
4.86 out of 5 average rating, 220 reviews

Shades of Africa - The Studio

Shades of Africa Guesthouse Paarl is a tranquil Cape Dutch styled house set amongst lush gardens offering a private studio apartment with views of surrounding mountains and famous Paarl Rock. Positioned on the Bergrivier within walking distance from the Paarl arboretum and central Paarl the 3rd oldest city in South Africa. Paarl is rich in culture and heritage offering a large variety of culinary experiences and wine farms to choose from.

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, 100 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 holiday rentals

When is the best time to visit Wellington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$134 NZD$139 NZD$146 NZD$141 NZD$143 NZD$144 NZD$150 NZD$141 NZD$148 NZD$102 NZD$128 NZD$143 NZD
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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 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 holiday rentals in Wellington

  • Total holiday rentals

    Explore 130 holiday rentals in Wellington

  • Nightly prices starting at

    Wellington holiday rentals start at $18 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    110 of Wellington holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Wellington rentals

  • 4.8 Average rating

    Wellington stays are highly rated by guests—averaging 4.8 out of 5!