
Vacation rentals with a pool in Wellington
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Wellington
Guests agree: these homes with a pool 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!

Lily Pond
Lily Pond, is a luxurious guest house just an hour and a half from Cape Town. Lily Pond is set on a natural pond brimming with incredible bird life, creating a serene atmosphere unmatched anywhere else. With no other cottages in sight and located on a picturesque wine farm, it offers a rare blend of privacy and luxury. The indulgent outdoor bath overlooking the pond, combined with the beautiful walking trails, enhances the sense of peace and seclusion, making this retreat truly one of a kind.

Admire Sea Views from a Stunning Apartment by Clifton Beach
A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

Aloe Suite surrounded by mountains
The Aloe Suite is nestled in the leafy neighbourhood of Courtrai in Southern Paarl. The double story space includes a kitchen, lounge and dining area on the lower level.Upstairs you’ll find a bedroom, en suite bathroom and a balcony overlooking the pool. Guests have a private entrance,patio and barbeque area and shared use of the pool . There is parking on the premises, TV (with netflix ) and Wi-Fi. Laundry can be arranged at a fee. Bed for a minor /child can be arranged on request too

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.

Heidi's Child, 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.

Orchard Corner Cottage
LOADSHEDDING - FREE UNIT (Inverter) Orchard Corner Cottage offers a self-catering stay on the working farm, Minie, in the Paarl district. It's the ideal accommodation for leisure, romantic and even business travellers looking for a serene, central base while exploring the numerous wine farms in the area or even when attending a wedding at the surrounding wedding venues. Come and escape the ordinary and enjoy the majestics that Orchard Corner Cottage offers.

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.

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.]

Hillside Penthouse with Spectacular Table Mountain Views
Gaze out on Cape Town from this exclusive retreat high above the city. This quiet cocoon is a place to relax, featuring contemporary furnishings, sliding floor-to-ceiling windows, terrace walkouts, panoramic views of Table Mountain, and a private splash pool. You have an expansive space over two levels to enjoy. Experience the urban buzz or the peace of the great outdoors, both just minutes from the apartment.

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.
Popular amenities for Wellington rentals with a pool
House rentals with a pool

The Lookout

X Lanzerac - Luxurious 4 bedroom house with solar

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Modern Contemporary Zen Tree House With Pool

Magnificent views / luxurious setting- Sérendipité

Nooks Pied-a-Terre | Architecturally Stunning Home

Tranquil Waterfront Hideaway with Stunning Views

Akademie House - your home from home
Condo rentals with a pool

Stylish 1BR - Large Balcony & Breathtaking Views

A magical home on the Cape Town Waterfront Canals

Newlands Peak

Contemporary, Sea Point pad, w/ views & inverter

Modern Ocean View Retreat in Camps Bay

Luxury secure V&A Marina apartment; best location!

Luxury Suite at the Beautiful Cape Royale

Parker’s Park Lagoon
Home rentals with a private pool

180• Sea Views from a Hillside Villa, Solar Power

Watch the Sunrise in a Home with a Mountain View

Glen Beach Penthouse A on Glen Beach in Camps Bay

Majestic Mountain Views from the Patio of a Designer Studio
Terrace Suite - own pool, jacuzzi bath, fireplace

Upper Constantia Guest House

Unparalleled Third Beach Clifton Paradise
Solar-Powered Mountain Retreat with Natural Pool
When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ275 | ﺩ.ﺇ283 | ﺩ.ﺇ297 | ﺩ.ﺇ290 | ﺩ.ﺇ283 | ﺩ.ﺇ264 | ﺩ.ﺇ268 | ﺩ.ﺇ246 | ﺩ.ﺇ294 | ﺩ.ﺇ206 | ﺩ.ﺇ264 | ﺩ.ﺇ279 |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Quick stats about vacation rentals with a pool in Wellington

Total vacation rentals
Explore 80 vacation rentals in Wellington

Nightly prices starting at
Wellington vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 1,930 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Wellington vacation rentals include wi-fi 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!
Destinations to explore
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- Rentals with pools Cape Winelands District Municipality
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- Fish Hoek Beach
- Muizenberg Beach
- Boulders Beach
- GrandWest Casino and Entertainment World
- Clifton 4th
- Green Point Park
- St James Beach
- Hout Bay Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Noordhoek Beach
- Mojo Market
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Newlands Forest
- Glen Beach
- Idiom Restaurant & Idiom Wine Tasting Centre
- Cavalli Estate
- De Zalze Golf Club
- Buitenverwachting Wine
- Boschendal Wine Estate
- Royal Cape Golf Club




