
Holiday rentals with a pool in Wellington
Find and book unique homes with a pool on Airbnb
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 $35 NZD per night before taxes and fees

Verified guest reviews
Over 2,110 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Wellington holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Wellington rentals

4.8 Average rating
Wellington stays are highly rated by guests—averaging 4.8 out of 5!
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!
4.96 out of 5 average rating, 154 reviews
VillaFortyTwo - quiet & spacious. Sleeps 4-10.
This hidden gem is situated in the centre of Franschhoek within walking distance of shops, market, galleries and superb restaurants. It's the ideal place to escape to, year-round, with family and friends. This lovely and very spacious solar-powered family home offers a large garden with magnificent views from the veranda, a 15m pool at the Poolhouse and enough fireplaces🔥🔥to keep you warm in winter. For outdoor sports & nature lovers, our "backyard" has abundant trails for hiking and cycling.
4.95 out of 5 average rating, 153 reviews
Obiekwa Country House
Obiekwa Country House is located in the picturesque, quaint village of Riebeek Kasteel; with its wine estates and gourmet restaurants. It is set in a quiet cul-de-sac and overlooking an adjoining vineyard. Although it is set in peaceful, rural surroundings, It is a fifteen minute walk to the village square. NO LOADSHEDDING A solar energy system is in place. Please note that advertised prices are for 2 persons sharing a bedroom. If 2 guests would like 2 bedrooms, please book for 3 people.
4.85 out of 5 average rating, 161 reviews
Magnificent views / luxurious setting- Sérendipité
SOLAR Powered Enjoy breathtaking mountain views from one of the two balconies or curl up next to the indoor fireplace in this spacious open-plan apartment. French doors lead to both balconies that overlook the garden and olive orchard where you can enjoy a barbecue in your own private space. This tastefully furnished with stylish en-suite bathrooms is yours to make home away from home, whilst you enjoy the picturesque winelands and elegant restaurants. Seven minutes walk to the centre of town.
5.0 out of 5 average rating, 122 reviews
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.
4.87 out of 5 average rating, 318 reviews
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.
4.86 out of 5 average rating, 153 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.
4.99 out of 5 average rating, 182 reviews
Rust du Stal
Nestled in the magnificent Slanghoek Valley. Surrounded by majestic mountains enchanted by peaceful surrounds, you will find Rust Du Stal. The valley offers adventures filled walks, horse riding and mountain bike trails. The valley can be visited throughout the year as each season reveals its own secret beauty. We offer comfortable, fully equipped, self-catering accommodations for your family. With outdoor and enclosed braai areas as well as Wi-Fi access and DSTV
4.82 out of 5 average rating, 159 reviews
Bains Kloof log cabin on the riverbank #BainsBosch
#Bainsbosch A spacious tranquil rustic cabin on the banks of the Wit River at the base of Bains Kloof Pass. The cabin is surrounded by 2 hectares of fynbos and the Limietberg mountains. There is a full kitchen and 3 bedrooms. Mount Bain is a protected nature reserve . The Wit River flows down Bains Kloof. Guests can swim in pristine mountain water, hike into the surrounding mountains or visit several Wine estates nearby.". Backup power is provided for loadshedding.
4.9 out of 5 average rating, 158 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.
4.97 out of 5 average rating, 230 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.]
4.97 out of 5 average rating, 106 reviews
Denneboom Shepherd's Cottage
In the early 1800s, Shepherd’s Cottage was the home of the sheepherders who cared for the animals on this land. Lovingly restored to modern standards, the Shepherd’s Cottage is now a comfortable luxurious self-catering cottage with a massive indoor fireplace and outside firepit, two en-suite bedrooms, and its very own private plunge pool. The cottage is equipped with an inverter and battery backup for loadshedding.
4.85 out of 5 average rating, 111 reviewsPopular amenities for Wellington rentals with a pool
House rentals with a pool

Walk to Franschhoek Village • Pool • Mountain View
4.87 out of 5 average rating, 127 reviews
Akademie House - your home from home
4.96 out of 5 average rating, 142 reviews
Nooks Pied-a-Terre | Architecturally Stunning Home
4.92 out of 5 average rating, 158 reviews
The heart of Franschhoek
4.94 out of 5 average rating, 216 reviews
Bellevlei Estate | The Rock House
4.89 out of 5 average rating, 114 reviews
Luxury 2 bed Villa & pool, Sandstone, Franschhoek
4.94 out of 5 average rating, 113 reviews
Spacious Elandsrivier Farmhouse
4.95 out of 5 average rating, 117 reviews
Country Comfort Villa, Franschhoek
4.93 out of 5 average rating, 121 reviewsCondo rentals with a pool

Shades of Africa - The Studio
4.87 out of 5 average rating, 258 reviews
Perfect Views Of Table Mountain and Atlantic Ocean
4.93 out of 5 average rating, 258 reviews
Spectacular Beachfront Apartment
4.91 out of 5 average rating, 151 reviews
Unique Stay at The Den Stellenbosch
4.99 out of 5 average rating, 105 reviews
Parker’s Park Lagoon
4.91 out of 5 average rating, 169 reviews
Signature Home @ Waterfront Canals
4.96 out of 5 average rating, 110 reviews
Peace and Serenity near the Beach at Blue Amanzi
4.9 out of 5 average rating, 312 reviews
Azure Beachfront Apartment | 4 Sleeper
4.96 out of 5 average rating, 101 reviewsHome rentals with a private pool
Solar-Powered Mountain Retreat with Natural Pool
4.92 out of 5 average rating, 185 reviews
180• Sea Views from a Hillside Villa, Solar Power
4.84 out of 5 average rating, 210 reviews
Hillside Penthouse with Spectacular Table Mountain Views
4.99 out of 5 average rating, 340 reviewsContemporary Farmhouse with Garden and Pool
4.96 out of 5 average rating, 185 reviews
Constantia Klein 4 Bedroom Villa on the Vineyards
4.96 out of 5 average rating, 156 reviewsRooftop Pool | Views | 24h power
4.9 out of 5 average rating, 227 reviews
Chic Penthouse with Private Pool & Breathtaking Views
4.86 out of 5 average rating, 586 reviews
Top of the World | Opulent Springbok Rd Apartment
4.91 out of 5 average rating, 269 reviewsWhen is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $159 NZD | $159 NZD | $156 NZD | $157 NZD | $154 NZD | $143 NZD | $128 NZD | $117 NZD | $140 NZD | $135 NZD | $135 NZD | $156 NZD |
| 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 |
Destinations to explore
- Cape Town Holiday rentals
- Overstrand Local Municipality Holiday rentals
- Stellenbosch Holiday rentals
- Saldanha Bay Local Municipality Holiday rentals
- Greater Plettenberg Bay Holiday rentals
- Franschhoek Holiday rentals
- Langebaan Holiday rentals
- Plettenberg Bay Holiday rentals
- George Holiday rentals
- Hermanus Holiday rentals
- Knysna Holiday rentals
- Drakenstein Holiday rentals
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Cbd
- Bloubergstrand Beach
- Cape Town Stadium
- Glencairn Beach
- Atlantic Seaboard Community
- Stellenbosch University
- Hout Bay Beach
- Muizenberg Beach
- Canal Walk Shopping Centre
- Clifton 4th
- St James Beach
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- Cavalli Estate
- District Six Museum
- Newlands Forest
- Table Mountain
- Sea Point Pavilion





