
Vacation rentals with a pool in Wellington
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Top-rated rentals with a pool in Wellington
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Wellington rentals with a pool
House rentals with a pool

Sage Cottage
A lovely spacious house close to the beautiful village of Franshoek, walking distance ! Robyn was very quick to respond to our questions We felt like home and for me is the perfect place if ever we make a new plan for Franshoek ! Thanks Robyn

X Lanzerac - Luxurious 4 bedroom house with solar
We had a lovely stay at Werner's place as two families with 5 adults and 3 kids. The space was the perfect size. Not too big that we felt disconnected from each other, but also not so small that we felt we were in each other's space. It's also a beautiful location, and just a few minutes walk to a winery. Very well stocked in terms of crockery and glassware. Will definitely book again!

Blackwood Log Cabin
Colettes place was exactly what we needed to get away from the city's hustle and bustle. It was so peaceful. There were so many toys my daughter could play with and very child friendly which I appreciate. The place was clean and very neat. The kitchen had everything you could possibly need. We thoroughly enjoyed our short stay.

Contemporary Barn style house
We had a truly warming and memorable stay at this wonderful place. It’s an ideal spot for families, especially those with children. The area is peaceful and safe, with plenty of open space for kids to play and explore. Inside, the house is both cozy and well-equipped. The bedding was especially nice—fresh, clean, and super comfortable, which made for restful nights after busy days. One of our favorite features was the fireplace, which made the winter evenings feel extra special and added to the overall cozy atmosphere. The kitchen deserves a special mention—spacious, modern, and fully stocked with everything we needed to cook for the whole family. It made preparing meals together a real pleasure. This place strikes the perfect balance between comfort and practicality. Whether you’re looking for a relaxing break or a fun-filled family retreat, it’s an excellent choice. We’ll definitely be coming back!

Magnificent views / luxurious setting- Sérendipité
Great accommodation. The place is beautiful. I would stay again anytime. Very responsive host. Walkable to Main Street restaurants and the grocery store.

Tockie's: An idyllic & historic 2-bedroom cottage
Had a great stay, with a great location, within walking distance to the Main Street for stores and restaurants. Also very helpful arrival/leaving instructions and recommendations. Would highly recommend.

Akademie House - your home from home
This home is a hidden gem! The moment we stepped inside, we felt a warm and cozy atmosphere. The property is beautifully maintained, clean, and tastefully decorated. The location is ideal, with stunning views and a peaceful ambiance. Elaine is an attentive and accommodating host. We loved our stay and would highly recommend this lovely home to anyone looking for a relaxing getaway. 5/5 stars

Rust du Stal
Enjoyed the scenery and the tranquility The place was clean and cluster free. I’d recommend it. Host was reponsive. We enjoyed our stay. Thank you Eureka.
Condo rentals with a pool

Luxury Bree Street Apt with Stunning (Sea) Views
Very beautiful apartment with all the necessary amenities. Clean and modern with an incredible view from the big balcony, highly recommend this apartment

Fynbos Oasis - 2306 - 16 On Bree
Had the most amazing stay. Will be back soon

Waterfront Living
Zama’s apartment is lovely. It was spotlessly clean on our arrival. We felt safe and made use of the secure parking. The kitchen is generally well equipped, but the pots and pans are not in usable condition. Others have mentioned the long walk to the waterfront. It’s about a 20-30 minute walk if you follow the pedestrian path along the canal. Continue with the canal path opposite the city lodge hotel all the way to the waterfront and it is quite a lovely walk that didn’t feel taxing for us. The canal walk is open between 6am and 8pm. It’s about a 7 minute drive to the furthest waterfront parking. It was a bit noisy. We stayed over a weekend. The restaurant downstairs played loud music from their outside speakers. There was also some traffic noise. We still slept well though and the bed was comfortable. All-in-all it is great accommodation, good value, and excellent location for exploring Cape Town with a car or uber.

Amazing Ocean & Mountain Views From Trendy Condo
Great location - next to all sorts of restaurants and central to many things in Cape Town. Safe and very secure. Parking was easy too. The views are incredible. My only gripe is that the bed is a bit short for tall people but besides that it was fantastic.

Location, private jacuzzi & a stunning apartment
Thanks so much for a pleasant stay Laurene! Place was prepared for pur arrival. Had a magical time. Great location and excellent amenities! Easy in, easy out.

Modern Cape Town City Apartment & amazing views
Had a great stay! The place was clean, comfortable, and exactly as described. The location was convenient, and check-in was smooth. Anna is very responsive. Definitely recommend and would stay again!

A Piece Of Heaven - 1305 - 16 On Bree
Thank you so much for an amazing repetitive truly appreciated and also loved loved the place as it was exactly as it was in picture. And you’ve been nothing but an amazing host. Thank you so much for the best experience.

Luxury Suite at the Beautiful Cape Royale
Excellent well equipped flat , very convenient fro every part of town
Home rentals with a private pool

180• Sea Views from a Hillside Villa, Solar Power
The property is out of a dream, gorgeous views, watching sunrises from the pool area while having breakfast was the highlight of our stay, one of the best homes we’ve stayed in, it’s alittle far from town but they’re still quite alot you can do around the area, Debbie our host was such an Angel, always eager to assist when we needed anything although the house gets quite chilly in the evenings but there’s a fire place and heater to keep you warm, plus heated blankets. Overall had an amazing time

Watch the Sunrise in a Home with a Mountain View
We had a great stay at Dale’s place at Hout Bay for 2 nights. The pressure for the shower was good, and the bed was comfortable with bed warmer. We made ourselves at home with the smart tv and the kitchenette.

Glen Beach Penthouse A on Glen Beach in Camps Bay
Nice chilled place, breath taking ocean views and few seconds walk to the beach

Five Star Villa with Housekeeper, Pool, Jacuzzi, Gym, Sauna
STUNNING property with exceptional hospitality! Our day was absolutely amazing! The place is even more beautiful in person—it exceeded our high expectations. Julius, our point of contact, was incredibly thoughtful and helpful: he ensured smooth check-in, gave clear instructions for everything in the house, and was available whenever we needed him. Couldn’t have asked for a better host or experience. Highly recommend!

Constantia Klein 4 Bedroom Villa on the Vineyards
Great spot with a lovely garden. Property also has some very friendly cats and dogs which made the stay even better:)

Upper Constantia Guest House
We would stay here again in a heartbeat. Was truly a lovely spot. Felt so safe and comfortable! In such a great location.

Table Mountain Home with Ocean View
Our family of 6 stayed at Sally’s home for a family reunion- we had a fabulous time! The home is so clean and spacious. The kitchen was wonderful and Brenda is so kind and helpful. The views of the ocean and mountain are stunning! We hope to stay here again in the future!
Solar-Powered Mountain Retreat with Natural Pool
This is a great house with an amazing view on the city, then you look behind you and see the Table Mountain. Great place to stay over a weekend or a longer place. Love the big couch and Bean Bag Chair.
Quick stats about vacation rentals with a pool in Wellington
Total rentals
70 properties
Nightly prices starting at
R177 ZAR before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi
Destinations to explore
- Hermanus Vacation rentals
- Stellenbosch Vacation rentals
- Langebaan Vacation rentals
- Franschhoek Vacation rentals
- Southern Suburbs Vacation rentals
- Breerivier Vacation rentals
- Betty's Bay Vacation rentals
- Overstrand Local Municipality Vacation rentals
- Camps Bay Beach Vacation rentals
- Paarl Vacation rentals
- Paternoster Vacation rentals
- Cape Town Vacation rentals
- Rentals with a fire pit Wellington
- Family-friendly rentals Wellington
- Rentals with outdoor seating Wellington
- House rentals Wellington
- Apartment rentals Wellington
- Guesthouse rentals Wellington
- Kid-friendly rentals Wellington
- Rentals with a patio Wellington
- Rentals with breakfast Wellington
- Rentals with a washer and dryer Wellington
- Rentals with a fireplace Wellington
- Rentals with pools Cape Winelands District Municipality
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Yurt Rentals United States
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- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
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- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
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- Mansion Rentals United States
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- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Dog-Friendly Cottages United Kingdom
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- Glencairn Beach
- Fish Hoek Beach
- Big Bay Beach
- Muizenberg Beach
- Clifton 4th
- Boulders Beach
- Hout Bay Beach
- Sandy Bay, Cape Town
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Groot Constantia-Trust
- St James Beach
- Babylonstoren
- Bellville Golf Club
- Noordhoek Beach
- Erinvale Estate Hotel and Spa
- Two Oceans Aquarium
- Steenberg Tasting Room
- Mojo Market
- Toboggan Family Park (Pty) Ltd., t/a Cool Runnings
- Jonkershoek Nature Reserve
- Newlands Forest
- Waterkloof Wine Tasting Lounge
- Idiom Restaurant & Idiom Wine Tasting Centre