
Holiday 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.

Glen Beach Penthouse A on Glen Beach in Camps Bay
The penthouse is situated in Camps Bay, which has become a famous landmark with internationally recognised restaurants, crystal sand beaches, and exceptional sunsets. The gorgeous local scenery makes it a fine destination for scenic coastal walks. Please note that a breakage deposit of R20 000.00 will need to be signed on arrival. Please make sure that you have a Master or Visa Credit Card available for this. No Debit Cards accepted. Please note that this villa is for Accommodation only and we do not allow Function Venues.

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!

Nooks Pied-a-Terre | Architecturally Stunning Home
Our stunning home is a 5 min walk into the village and its award winning restaurants, shops and galleries. Black Elephant, Chamonix, Dieu Donne winery's and the famous Winetram are just a short walk away. Nooks is sumptuous, private, cosy, relaxing, full of original art, high ceilings, log fires, beautiful generous spaces and mountain views. Nooks comes alive at night and is great for couples, solo adventurers, who want to be near the soul of this beautiful village. We take up to 4 adults max.

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.

Blueberry Hill Cottages - Lavender - Franschhoek
Lavender Cottage is a modern three bedroom self catering cottage with three bedrooms, main ensuite and the other two bedrooms share a full bathroom. There is a fully equipped kitchen with cooker, microwave and Nespresso coffee maker. The cottage has its own private terrace overlooking the large rim flow pool. The pool is situated on it's own large terrace and is shared with Olive cottage. We are ideal for guests who enjoy wine tours, the outdoors, hiking and biking plus horse riding.

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.

Vooruitsig Cottage In Paarl
This unique place has a style all its own. Located in the heart of Paarl, on the Paarl Mountain. The cottage has everything you need to enjoy a holiday in the beautiful Winelands with your family or friends. The endless view of the Drakenstein Mountains spread out in front of you with the ever changing colours and shades is mesmerising. The pool in front of the cottage allows for a cool down when needed. The cottage itself is very unique, warm and friendly with mix of old and new.

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.

Primaview, Camps Bay, Cape Town
Primaview is situated in beautiful Camps Bay, Cape Town. Offering comfortable accommodation, alongside an inviting pool and surrounded by panoramic views of mountains and sea. Camps Bay is a scenic residential area, close to the city, as well as the famous Clifton Beaches. There are shops and popular restaurants along the Camps Bay Promenade. The Table Mountain Cable Way is a few minutes drive away. Access to nearby hiking trails are within a few minutes walk.

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.]

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.

Newly renovated, dreamy 3 bedroom house with Solar
Enjoy a beautiful artistic home full of character and carefully curated interiors. Don’t worry about loadshedding with the solar and inverter system. All rooms have en-suite bathrooms. The main bedroom has a super king bed, the second room has a queen bed and the third room has a 3/4 bed as well as a bunk bed (2 singles) We really love catering to easy-going guests.
Popular amenities for Wellington rentals with a pool
House rentals with a pool

Villa Ondine: Cape Town Beach House

Pebble beach Manor

WhaleDance

Dream Family Villa CapeTown-StunningSeaView

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Tockie's: An idyllic & historic 2-bedroom cottage

Newly Renovated Family Home with Plunge Pool

Mountain House
Apartment rentals with a pool

On the Rocks in Bantry Bay

Mountain View Penthouse

Perfect Views Of Table Mountain and Atlantic Ocean

Stunning Studio Close To Beach

Modern Ocean View Retreat in Camps Bay

V&A Marina - Gulmarn 101 - With Power Backup

Parker’s Park Lagoon

Kiter’s Dream Villa with garden & garage
Home rentals with a private pool

180• Sea Views from a Hillside Villa, Solar Power

Elegant guest wing with own private garden & pool.

Opulent Clifton Beach House with Uninterrupted Sea Views.

Watch the Sunrise in a Home with a Mountain View

Chic Penthouse with Private Pool & Breathtaking Views

Constantia Klein 4 Bedroom Villa on the Vineyards
Terrace Suite - own pool, jacuzzi bath, fireplace
Contemporary Farmhouse with Garden and Pool
When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £56 | £57 | £60 | £59 | £57 | £53 | £54 | £50 | £59 | £57 | £57 | £66 |
| 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 holiday rentals with a pool in Wellington

Total holiday rentals
Explore 80 holiday rentals in Wellington

Nightly prices starting at
Wellington holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 2,050 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Wellington holiday 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!
Destinations to explore
- Cape Town Holiday rentals
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- Plettenberg Bay Holiday rentals
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- Knysna Holiday rentals
- Franschhoek Holiday rentals
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- Mossel Bay Holiday rentals
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- Rentals with pools Cape Winelands District Municipality
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Cbd
- Cape Town International Convention Centre
- Sea Point Pavilion
- Cape Town Stadium
- Fish Hoek Beach
- Bloubergstrand Beach
- V & A Waterfront
- GrandWest Casino and Entertainment World
- Muizenberg Beach
- Boulders Beach
- Green Point Park
- Canal Walk Shopping Centre
- St James Beach
- Clifton 4th
- Hout Bay Beach
- Stellenbosch University
- Babylonstoren
- District Six Museum
- Tyger Waterfront Apartments Deck
- Jonkershoek Nature Reserve
- Noordhoek Beach
- Two Oceans Aquarium
- Mojo Market
- Newlands Forest




