
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.

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!

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.

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.

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.

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.

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!

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.

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.

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.

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.

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.

Orchard Stay
We offer country living at its best. A self-catering guesthouse nestled between pear orchards, Orchard Stay offers you space and freedom inside and out. Comfort is a priority in this two bedroom farm house with both rooms having en-suite bathrooms and wow factor views of the orchards and Mostertshoek Mountain.
Popular amenities for Wellington family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside cabin with wood fired hot tub

La Rivière: Peaceful Riverside Cottage

Crown Comfort - Lux Winter Comfort Private Hot Tub

Birdsong•Heated Whirlpool+Outdoor Shower+View

Stoepsit - 2 bedroom farm cottage

Rosemarie Studio Cottage @ Under Oak Cottages

Hidden gem in the heart of the winelands..

Orchard Corner Cottage
Family- and pet-friendly home rentals

Bliss on the Bay- Surfside Hideaway | Dstv&Netflix

Brookelands Stone Cottage

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Moonrise Dome

Swan Cottage

Cheerful Open-plan Beach Cottage

White Cottage, Bishopscourt

No 3 @ The Yard ,Franschhoek
Family-friendly home rentals with a pool

'African adventure' in Wine Country
Live Like a Local: Garden Studio @23

Simonsberg Silo Two

Beautiful country house set in lush garden

Vooruitsig Cottage In Paarl

Life is Beautiful

Rust du Stal

Mongoose Manor by Steadfast Collection
Quick stats about vacation rentals that are family-friendly in Wellington
Total rentals
40 properties
Nightly prices starting at
$56 CAD before taxes and fees
Total number of reviews
560 reviews
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
- Cape Town Vacation rentals
- Plettenberg Bay Vacation rentals
- Hermanus Vacation rentals
- Langebaan Vacation rentals
- Stellenbosch Vacation rentals
- Knysna Vacation rentals
- Franschhoek Vacation rentals
- Southern Suburbs Vacation rentals
- Mossel Bay Vacation rentals
- Betty's Bay Vacation rentals
- George Vacation rentals
- Breerivier Vacation rentals
- Apartment rentals Wellington
- House rentals Wellington
- Rentals with a fireplace Wellington
- Rentals with breakfast Wellington
- Rentals with a washer and dryer Wellington
- Rentals with a patio Wellington
- Rentals with a firepit Wellington
- Rentals with pools Wellington
- Rentals with outdoor seating Wellington
- Guesthouse rentals Wellington
- Family-friendly rentals Cape Winelands District Municipality
- Family-friendly rentals Western Cape
- Family-friendly rentals South Africa
- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Hout Bay Beach
- Woodbridge Island Beach
- Green Point Park
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Greenmarket Square
- Mojo Market
- Two Oceans Aquarium
- Durbanville Golf Club
- Waterkloof Wine Tasting Lounge
- Noordhoek Beach
- Erinvale Estate Hotel and Spa
- Jonkershoek Nature Reserve
- Steenberg Tasting Room
- Idiom Restaurant & Idiom Wine Tasting Centre