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Family-friendly vacation rentals in Wellington

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Wellington

Guests agree: these family-friendly homes 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, 205 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 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, 106 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 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.

Guest favourite
A bright seating area features large windows that allow natural light to fill the space. A brown leather couch and a matching armchair are positioned on a red patterned rug, complemented by decorative cushions with vibrant patterns.
Guest suite in Courtrai
4.94 out of 5 average rating, 109 reviews

Protea Suite - in the garden

The Protea Suite is nestled in the leafy neighbourhood of Courtrai in Southern Paarl. A spacious open plan area including a kitchenette ,lounge and king size bed. A clothes rack and hand basin are also in the open area. The bathroom consists of a shower and toilet. Guest have a private entrance and shared use of the swimming pool There is parking on premises, smart TV ,Wi-Fi and Netflix. Protea is close to restaurants, coffee shops ,Paarl Mall and numerous well known wine farms

Guest favourite
A single-story guest suite is visible, featuring a light-colored exterior and a decorative front garden. Potted plants flank the entrance, with a small patch of grass and stepping stones leading to the door. An air conditioning unit is mounted on the wall, adding functionality.
Guest suite in Northern Paarl
4.84 out of 5 average rating, 317 reviews

Monte Rio Air B&B

Our guest suite consists of one bedroom, an en suite shower and toilet and a living space with basic cooking facilities (microwave, fridge and kettle). The guest suite is attached to the main house, but has a separate entrance. Safe, shaded parking is available. Free wifi. We are situated in a quiet, friendly residential area, close to local hospitals and schools. We are a busy family of 5; we cannot always guarantee perfect silence, but your privacy is of utmost importance!

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, 122 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
Majestic mountains rise prominently against a clear blue sky, framed by a variety of trees showcasing autumn foliage. The landscape conveys a sense of natural beauty and tranquility.
Cottage in Paarl
4.97 out of 5 average rating, 109 reviews

Kimi's Self Catering Guest Cottage

Kimi's Cottage is set in the true heart of the Cape Winelands as it's surrounded by world renowned wine farms such as Vrede en Lust, Rupert & Rothschild, Backsberg and Glen Carlou. The cottage is a less than 20km to both the must-see towns of Franschhoek and Stellenbosch and a short 30min drive to Cape Town Int. Airport. So all in all, it's the PERFECT combination of beauty, convenience, comfort and serenity; perfect for families, business folk and lone-wolf travellers.

Guest favourite
A charming private stoep features two rattan chairs positioned beside a small table, inviting relaxation. Natural light filters in from the adjacent large doors, leading into the cottage. Lush greenery and a low garden wall offer a serene view of the surroundings.
Guesthouse in Paarl
4.87 out of 5 average rating, 233 reviews

Pepperpot Cottage in Paarl

Tranquil and serene, Pepperpot Cottage is a hidden gem situated in the historical centre of Paarl. The tiny 22 square meters is stylish and quaint with its own entrance and off street parking for one vehicle. It is completely private and guests are welcome to come and go at leisure. It has all the luxuries to make your stay relaxing and memorable with a lush view from the stoep across the garden, farm style pond and vegetable patch of our work in progress garden.

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, 101 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
The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.
Farm stay in Stellenbosch
4.98 out of 5 average rating, 448 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
A well-lit sleeping area features a spacious bed with crisp linens and supportive pillows. Wooden bedside tables with lamps provide soft lighting. A wooden dining table with a vase of flowers serves as a focal point, complemented by muted wall decor displaying a neutral pattern.
Guest suite in Groenvlei
4.95 out of 5 average rating, 155 reviews

Sol Montis Guest Cottage

Newly built cottage at the foot of Paarl Rock Mountain with a private entrance and courtyard with braai facilities. Centrally located between Paarl Mediclinic, St Stephen’s Oncology Centre and Paarl Gymnasium. This flatlet has free WiFi, DSTV and a well-equipped kitchenette. Come and enjoy your stay in a clean, homely cottage in a quiet neighbourhood.

Popular amenities for Wellington family-friendly rentals

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Avg. price$183 CAD$155 CAD$191 CAD$151 CAD$144 CAD$147 CAD$155 CAD$116 CAD$166 CAD$166 CAD$170 CAD$212 CAD
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Quick stats about vacation rentals that are family-friendly in Wellington

  • Total vacation rentals

    Explore 40 vacation rentals in Wellington

  • Nightly prices starting at

    Wellington vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 560 verified reviews to help you choose

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Wellington vacation 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!