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Holiday houses in Wellington

Find and book unique accommodation on Airbnb

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 $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 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

    60 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Wellington holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wellington rentals

  • 4.9 Average rating

    Wellington stays are highly rated by guests—averaging 4.9 out of 5!

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, 154 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 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, 130 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.

Superhost
Apartment in Wellington
5.0 out of 5 average rating, 20 reviews

Protea Rus

Welcome to Protea Rus, a stylish one-bedroom apartment located in the heart of the Cape Winelands, Wellington. This cozy, private accommodation is perfect for couples or solo travelers. The room is tastefully furnished, featuring a double bed, en-suite bathroom, and tea and coffee-making facilities. What you can expect: One bedroom with quality linen En-suite bathroom with shower Private entrance and parking Close to renowned wine farms and restaurants Accommodation in a secure estate

Top 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 in Wellington
4.92 out of 5 average rating, 50 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.

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.
Apartment in Wellington
4.91 out of 5 average rating, 58 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.

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
4.9 out of 5 average rating, 21 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

Top Guest favourite
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, 229 reviews

Vineyard Cottage at Bosman Wines

A serene, beautifully styled cottage with layered textures, soft neutral tones, and thoughtful finishes throughout. It features a cosy lounge, a well-appointed kitchen, and a dreamy en-suite bedroom designed for restful comfort. Set on the 8th generation Bosman Family Vineyards, the cottage offers sweeping vineyard views and an authentic sense of countryside living. A scenic 10-minute walk leads to the cellar, where a complimentary tasting awaits.

Superhost
Home in Wellington
4.67 out of 5 average rating, 6 reviews

Cozy, Elegant Escape with a Hipster Touch

A Cozy, Elegant Escape - away from the bustle but close to the happenings... Step into your own private slice of Europe in the heart of Wellington. Nestled on tranquil Bain Street, this warm and stylish home blends timeless charm with modern comforts. Whether you’re visiting for work, attending a wedding, exploring the winelands, or looking for a long-term stay close to schools, this spot is the perfect place to rest, recharge, and reconnect.

Guest favourite
Villa in Wellington
5.0 out of 5 average rating, 10 reviews

Villa Canetsfontein

Welcome to Villa Canetsfontein, a newly renovated standalone farmhouse set on a historic wine estate in Wellington. This premium retreat offers complete privacy and panoramic mountain views. Families and groups of up to 14 guests can enjoy the perfect mix of privacy, adventure and relaxation – from mountain biking and horseback riding on private trails to lounging by the heated pool or gathering for a South African barbecue under the stars.

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 Wellington
4.97 out of 5 average rating, 106 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
Cabin in Bain`s Kloof Pass
4.96 out of 5 average rating, 138 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.

Guest favourite
Home in Bain`s Kloof Pass
4.95 out of 5 average rating, 191 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

When is the best time to visit Wellington?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$143 NZD$151 NZD$131 NZD$129 NZD$121 NZD$123 NZD$141 NZD$133 NZD$140 NZD$126 NZD$129 NZD$140 NZD
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C

Frequently Asked Questions

  • What are the best places to stay in Wellington?

    Stays are frequently suggested around the town center, historic neighborhoods, and wine farm areas, each offering unique views and easy access to local attractions. Guesthouses and cottages are common options.

  • What are the best things to do in Wellington with kids?

    Discover family vineyards offering garden spaces, visit local nature reserves, or join interactive workshops at craft markets. Outdoor play areas and petting zoos can also be found around the town.

  • What are some of the best things to do in Wellington?

    Explore local wine estates, hike in the Limietberg Nature Reserve, and stroll the historic town center with its craft and food markets. Scenic viewpoints and heritage sites round out popular activities.

  • How is the weather in Wellington?

    Wellington has warm, dry summers around 62–81°F (17–27°C), and cooler, wetter winters with temperatures typically between 45–69°F (7–21°C). Rain is more common from late autumn through winter, so waterproof layers are helpful.

  • When is the best time to visit Wellington?

    Late spring to early autumn is often recommended for mild temperatures and sunny days, especially during harvest season at the vineyards. Winter brings cooler weather and greener landscapes.

  • What are the best places to visit in Wellington?

    Wine estates, the Wellington Museum, and scenic spots in Limietberg Nature Reserve are often recommended for visitors. The historic town center has galleries, markets, and heritage sites to explore.

  • What are some hiking trails in Wellington?

    Explore the trails in the Limietberg Nature Reserve, which has paths winding through mountain landscapes and rivers. Several routes around the Wellington area offer views, indigenous flora, and opportunities for family walks.

  • What are some family activities we can do in Wellington?

    Families enjoy nature walks in reserves, visiting local farms for fruit picking or animal encounters, and exploring community markets. Town parks and scenic picnic spots are frequently suggested for relaxed outings.

  • What are some of the best day trip ideas from Wellington?

    Popular day trips include exploring nearby wine regions, mountain nature reserves, or visiting towns known for their historic architecture and markets. Scenic drives through the countryside are often recommended.

  • Are there any pet friendly accommodations available in Wellington?

    Pet friendly accommodations are available in Wellington, with many guesthouses, cottages, and farms welcoming pets. Hosts often provide outdoor spaces and easy access to walking trails.

  • What are some local tips for visiting Wellington?

    Many visitors pack layers for the changing mountain weather and explore small, family-run wine farms for authentic tastings. Bringing sun protection and reusable water bottles is often suggested for outdoor adventures.

  • What is Wellington known for?

    Wellington is known for its wine estates, agricultural heritage, and beautiful mountain scenery. The town’s historic architecture, community markets, and locally rooted traditions are often highlighted by visitors.

  • What are the best hidden gems to explore in Wellington?

    Wellington has artisan workshops, local craft markets around the town center, and historic church sites that are often recommended. Small farm stalls and wine farms with tastings are frequently suggested by locals.

  • What are the best foods to try in Wellington?

    Wellington has locally produced cheeses, farm-style breads, and Cape Dutch-inspired dishes. Wine pairings and fresh fruit from nearby orchards are frequently suggested by residents.

  • What should I bring for a trip to Wellington?

    Bring comfortable walking shoes, layers for changing weather, sun protection such as hats and sunscreen, and a reusable water bottle for outdoor activities. A small backpack is useful for market visits and hikes.

  • What is the nightlife in Wellington like?

    Wellington has relaxed bars, wine cellars, and venues around the town center where you can enjoy live music, local flavors, and social evenings. The atmosphere is friendly and often rooted in the area's wine culture.

  • What are the most popular events or festivals in Wellington?

    Wellington hosts wine harvest festivals, community events at local markets, and seasonal celebrations tied to agriculture and regional heritage. Music performances and craft fairs are also frequently suggested.

  • Are there family friendly vacation rentals in Wellington?

    Wellington has a range of family friendly vacation rentals, including guesthouses, cottages, and homes often found near vineyards or scenic hills. Many hosts provide amenities suitable for children and larger groups.