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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 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, 262 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.

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
4.88 out of 5 average rating, 125 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
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
4.91 out of 5 average rating, 47 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 favourite
The modern architectural design of the house is highlighted against the backdrop of rugged mountains. Expansive glass facades allow warm light to spill from the interior, creating a serene contrast with the surrounding landscape during twilight.
Home in Breede River
5 out of 5 average rating, 60 reviews

The Unbound - Escape the Ordinary

Welcome to The Unbound, a unique experience where each moment transcends the ordinary, blending the serenity of nature with the comfort of opulent luxury. An off-grid solar-powered house, perched on the side of the Hawequa mountains overlooking the Breede River valley. It embodies a peaceful escape from the ordinary. NOTE: The road up the mountain is rough. Only 4x4s or high-clearance SUVs can reach the house. A shuttle is available from Calabash Pub, which you can arrange when booking.

Top Guest favourite
A spacious balcony features two modern lounge chairs facing a panoramic view of the Hout Bay Valley and Helderberg mountains. The area is enclosed by a sleek railing, and the sliding glass doors provide seamless access to the interior space.
Apartment in Hout Bay
4.93 out of 5 average rating, 442 reviews

Endless Views & Privacy

Our studio apartment opens up onto a 40sq meter balcony with a panoramic view of the Hout Bay Valley and the Helderberg mountains beyond. Large sliding doors disappear into the walls creating an unimpeded indoor/outdoor flow while the elevated position protects your privacy. The open plan bathroom faces onto an enclosed secret garden which includes a frame-less glass shower. The unit has a fully equipped kitchenette and is serviced daily except weekends and public holidays.

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, 155 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
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, 228 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.

Guest favourite
Cabin in Franschhoek
4.98 out of 5 average rating, 52 reviews

Mont Esprit

Come and enjoy tranquility and peace in our latest Ecomohome mountain cabin, nestled in this UNESCO nature Reserve, Mont Rochelle. It is a 10 min drive out of Franschhoek, one of SA's most favorite tourist destination. This compact POD home, ecologically built and sustainably powered sleeps 2 and has everything your heart desires for a romantic weekend away or a hike into the breathtaking Mont Rochelle Nature Reserve.

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.]

Top Guest favourite
A modern freestanding bathtub is positioned within a wooden structure, partially hidden by lush green foliage. Natural light filters through slatted walls, creating a serene and tranquil space.
Farm stay in Stellenbosch
4.98 out of 5 average rating, 505 reviews

Romantic cottage with a pool AND an open air tub!

RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

Guest favourite
The eco cabin is set against a backdrop of mountains, featuring a modern design with large glass panels that provide views of the natural surroundings. A wooden deck extends from the structure, leading towards a landscaped area with lush greenery and scattered rocks.
Cabin in Bain`s Kloof Pass
4.96 out of 5 average rating, 131 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
4.96 out of 5 average rating, 182 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?

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Avg. price$146 NZD$154 NZD$134 NZD$136 NZD$137 NZD$139 NZD$144 NZD$136 NZD$142 NZD$129 NZD$132 NZD$142 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.

Quick stats about holiday rentals in Wellington

  • Total holiday rentals

    Explore 140 holiday rentals in Wellington

  • Nightly prices starting at

    Wellington holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,990 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!