
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 $28 AUD 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, Wifi 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.

Off Grid Getaway with Breathtaking Mountain Views
Greet the day with breakfast before marvelous mountains and countryside views from the sunny balcony. From its vaulted, wood-beam ceilings and country-chic decoration, to its brick-fronted fireplace, this placid hideaway glows with idyllic charm. Set on 2 hectares of beautiful gardens, with fruit trees, vineyards & surrounded by mountains. Sip a glass of chilled wine and enjoy the beautiful sunsets from the large balcony with one of the best views! Cool off in the dipping pool and relax in the tree shaded pool area or on those wet winter days curl up next to the indoor fireplace. Property is gated, guest have there own access and free to roam the property. We like to give guest there own space, however either myself or a staff member are always available and happy to help. Nestled between towering mountainscapes and enduring vineyards, this property is situated in Franschhoek, a town known for its world-class dining, wine tasting, and natural beauty. Visit the Huguenot Memorial Museum to learn about local history. Uber is recently available in Franschhoek but does have a limited presence (after 11pm/12pm). There is also a tuk tuk taxi available, please view enclosed information for contact. Please note there is a friendly young rescue dog that roams freely on the property. Nestled between towering mountainscapes and enduring vineyards, this property is situated in Franschhoek, a town known for its world-class dining, wine tasting, and natural beauty.
ValueLocationDecor
4.88 out of 5 average rating, 658 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!
LocationFamilyKitchen
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.
LocationValueBarbecue
4.95 out of 5 average rating, 149 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.
LocationValueWalkability
4.85 out of 5 average rating, 161 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.
LocationFamilyCleanliness
4.87 out of 5 average rating, 317 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.
FamilyValueAccuracy
4.86 out of 5 average rating, 152 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.
LocationFamilyQuiet
4.99 out of 5 average rating, 176 reviews
Bellevlei Estate | The Rock House
Welcome to our spacious, independent and stylish 1-bedroom retreat, located on the Blauwklippen road just minutes from Stellenbosch. The Rock House is perfect for taking in the sights of the historical town of Stellenbosch, mountain biking trails or a quick round of golf. Although shops and restaurants are only a five-minute drive away, the area feels peaceful and secluded. Whether you're here for a weekend getaway or a longer stay, the Rock House has all that you need.
FamilyLocationBarbecue
4.89 out of 5 average rating, 111 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
ValueFamilyDecor
4.82 out of 5 average rating, 159 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.
FamilyLocationWi-Fi
4.97 out of 5 average rating, 230 reviews
Trendy private container home! Riverstone House.
Super trendy, double shipping container conversion. Modern, eco& stylish. Perfectly positioned on the dam for afternoon swims &amazing sunset views! Featuring SMEG gas stove, brass fixtures, and Victorian claw foot bath. 2 bedrooms, both ensuite. One with private outside shower. Enjoy a deep shaded patio with built in Bbq, inside and outside dining and lounge. Super cosy for winter with a wood burning closed combustion stove.
FamilyValueKitchen
4.94 out of 5 average rating, 123 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.]
FamilyLocationIndoor spaces
4.97 out of 5 average rating, 106 reviewsPopular amenities for Wellington rentals with a pool
House rentals with a pool

Magnificent views / luxurious setting- Sérendipité
FamilyLocationNearby
5.0 out of 5 average rating, 122 reviews
Paloma Villa, Franschhoek | Pool & Fireplace
LocationFamilyHospitality
4.98 out of 5 average rating, 145 reviews
Luxury 2 bed Villa & pool, Sandstone, Franschhoek
FamilyLocationSleep quality
4.94 out of 5 average rating, 112 reviews
Akademie House - your home from home
FamilyValueView
4.96 out of 5 average rating, 141 reviews
Nooks Pied-a-Terre | Architecturally Stunning Home
FamilyLocationWi-Fi
4.92 out of 5 average rating, 156 reviews
The heart of Franschhoek
FamilyLocationKitchen
4.93 out of 5 average rating, 214 reviews
X Lanzerac - Luxurious 4 bedroom house with solar
LocationValueEV charging
4.93 out of 5 average rating, 147 reviews
Spacious Elandsrivier Farmhouse
ValueFamilyCondition
4.95 out of 5 average rating, 115 reviewsCondo rentals with a pool

Shades of Africa - The Studio
LocationValueLaundry
4.87 out of 5 average rating, 255 reviews
Perfect Views Of Table Mountain and Atlantic Ocean
LocationValueParking
4.93 out of 5 average rating, 254 reviews
Parker’s Park Lagoon
LocationFamilyWi-Fi
4.91 out of 5 average rating, 167 reviews
Spectacular Beachfront Apartment
FamilyValueParking
4.91 out of 5 average rating, 149 reviews
Unique Stay at The Den Stellenbosch
LocationValueQuiet
4.99 out of 5 average rating, 103 reviews
Signature Home @ Waterfront Canals
ValueFamilyDecor
4.96 out of 5 average rating, 104 reviews
Luxury secure V&A Marina apartment; best location!
FamilyValueSleep quality
4.94 out of 5 average rating, 206 reviews
Breathtaking city and harbour views
FamilyLocationCleanliness
4.95 out of 5 average rating, 136 reviewsHome rentals with a private pool

180• Sea Views from a Hillside Villa, Solar Power
LocationValueBreakfast
4.84 out of 5 average rating, 210 reviews
Hillside Penthouse with Spectacular Table Mountain Views
ValueLocationGetting around
4.99 out of 5 average rating, 335 reviewsSolar-Powered Mountain Retreat with Natural Pool
ValueFamilyCheck-in
4.92 out of 5 average rating, 183 reviewsContemporary Farmhouse with Garden and Pool
LocationValueBathroom
4.96 out of 5 average rating, 182 reviews
Chic Penthouse with Private Pool & Breathtaking Views
FamilyLocationAir conditioning
4.86 out of 5 average rating, 584 reviews
Constantia Klein 4 Bedroom Villa on the Vineyards
LocationFamilyComfort
4.96 out of 5 average rating, 155 reviewsRooftop Pool | Views | 24h power
FamilyLocationComfort
4.9 out of 5 average rating, 225 reviews
Top of the World | Opulent Springbok Rd Apartment
FamilyValueBathroom
4.91 out of 5 average rating, 268 reviewsWhen is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 AUD | $127 AUD | $125 AUD | $126 AUD | $123 AUD | $115 AUD | $102 AUD | $94 AUD | $112 AUD | $108 AUD | $108 AUD | $125 AUD |
| 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
- Glencairn Beach
- Cape Town Stadium
- Hout Bay Beach
- Stellenbosch University
- Atlantic Seaboard Community
- Muizenberg Beach
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- Cavalli Estate
- District Six Museum
- Newlands Forest
- Table Mountain
- Mojo Market





