Vacation rentals with a pool in Wellington

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Popular amenities for Wellington rentals with a pool

House rentals with a pool

Guest favorite
The exterior view of the cottage is showcased at dusk, featuring a well-lit swimming pool surrounded by lounge chairs. The spacious patio is adorned with seating areas beneath a canopy, enhancing the inviting outdoor space. Lush greenery frames the property, adding a natural touch.
Home in Franschhoek
4.8 out of 5 average rating, 341 reviews

Sage Cottage

CatherineRating, 5 stars1 month ago
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
Guest favorite
An expansive self-catering home is set against a mountain backdrop, featuring a well-kept lawn and a swimming pool. The architectural design incorporates natural wood elements, and light spills from large windows, indicating a bright, inviting interior.
Home in Stellenbosch
4.95 out of 5 average rating, 112 reviews

X Lanzerac - Luxurious 4 bedroom house with solar

CharityRating, 5 stars4 weeks ago
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!
Guest favorite
A natural swimming pool is set on a wooden deck, surrounded by greenery and mountain views. A sunbed sits nearby, offering a peaceful spot to relax. The bright sky adds to the tranquil atmosphere of the outdoor space.
Home in Hout Bay
4.85 out of 5 average rating, 369 reviews

Blackwood Log Cabin

NabeelahRating, 5 stars1 week ago
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.
Guest favorite
A spacious dining area features a large wooden table surrounded by metal chairs. The kitchen island is designed with a sleek white finish and includes modern appliances. Natural light floods the space through expansive glass doors that open to a green outdoor area.
Home in Greyton
4.85 out of 5 average rating, 213 reviews

Contemporary Barn style house

LerinaRating, 5 stars1 week ago
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!
Top guest favorite
An outdoor area features a private plunge pool surrounded by a concrete patio. A covered balcony is visible above, providing shade, with potted plants and flowers adding color to the setting. The adjacent space showcases a dining area, ideal for outdoor meals.
Home in Franschhoek
5 out of 5 average rating, 107 reviews

Magnificent views / luxurious setting- Sérendipité

JulioRating, 5 stars3 days ago
Great accommodation. The place is beautiful. I would stay again anytime. Very responsive host. Walkable to Main Street restaurants and the grocery store.
Guest favorite
A tranquil courtyard features a swimming pool surrounded by manicured grass. Two sun loungers are placed beside the pool, and a built-in barbeque is nestled against the wall. Lush greenery provides a sense of privacy, enhancing the outdoor relaxation space.
Home in Franschhoek
4.95 out of 5 average rating, 117 reviews

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

ColinRating, 5 stars2 months ago
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.
Top guest favorite
A modern two-story house is showcased with a sunny blue sky overhead. Solar panels are installed on the roof, while landscaped gardens with various plants and greenery surround the property. A pathway leads up to the entrance, framed by neatly trimmed bushes.
Home in Franschhoek
4.97 out of 5 average rating, 110 reviews

Akademie House - your home from home

RoelofRating, 5 stars1 week ago
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
Guest favorite
A clear blue pool is framed by stone decking, reflecting the vibrant sky. Scenic mountains rise in the background, creating a serene landscape. Lush greenery lines the area, enhancing the natural beauty of the surroundings.
Home in Cape Winelands
4.79 out of 5 average rating, 122 reviews

Rust du Stal

MamelaRating, 5 stars3 weeks ago
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

Guest favorite
An outdoor pool is situated on a rooftop, surrounded by sleek lounge chairs. Glass barriers provide unobscured views of the city and distant mountains. A small potted plant adds greenery, while the calm water reflects the skyline and clear blue sky.
Condo in Cape Town
4.94 out of 5 average rating, 166 reviews

Luxury Bree Street Apt with Stunning (Sea) Views

EricRating, 5 stars1 month ago
Very beautiful apartment with all the necessary amenities. Clean and modern with an incredible view from the big balcony, highly recommend this apartment
Guest favorite
Condo in Cape Town
4.94 out of 5 average rating, 201 reviews

Fynbos Oasis - 2306 - 16 On Bree

PeterRating, 5 stars2 weeks ago
Had the most amazing stay. Will be back soon
Superhost
A spacious balcony offers a view of the canal, with modern outdoor seating positioned beside a potted plant. Large glass doors provide natural light, and the skyline is highlighted by a colorful sunset.
Condo in Cape Town
4.8 out of 5 average rating, 127 reviews

Waterfront Living

Megan-GeoffreyRating, 5 stars1 day ago
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.
Guest favorite
A modern living space features large windows that frame stunning views of Table Mountain. A comfortable sofa and glass coffee table are positioned in front of a sleek entertainment unit, creating a welcoming atmosphere. A small dining area may be seen on the balcony.
Condo in Cape Town
4.94 out of 5 average rating, 220 reviews

Amazing Ocean & Mountain Views From Trendy Condo

LauraRating, 5 stars6 days ago
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.
Superhost
A swimming pool is situated within a private courtyard, surrounded by neatly trimmed hedges and palm trees. Lounge chairs are positioned around the pool, ready for relaxation. Flags are displayed prominently against a clear blue sky, lending a sense of space and openness to the area.
Condo in Sea Point
4.79 out of 5 average rating, 209 reviews

Location, private jacuzzi & a stunning apartment

TerneilRating, 5 stars1 week ago
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.
Top guest favorite
An outdoor pool area is seen, featuring sleek lounge chairs positioned under the sun. A glass railing provides unobstructed views of the surrounding cityscape and waterfront. The modern architecture is complemented by a wooden deck, enhancing the overall aesthetic of the space.
Condo in Cape Town
4.98 out of 5 average rating, 183 reviews

Modern Cape Town City Apartment & amazing views

VanesaRating, 5 stars1 week ago
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!
Guest favorite
A sleek outdoor area features a swimming pool surrounded by glass railings. Comfortable lounge chairs and tables are positioned on the wooden deck, offering views of the surrounding landscape. Elevated on a higher floor, this space commands a clear horizon.
Condo in Cape Town
4.85 out of 5 average rating, 143 reviews

A Piece Of Heaven - 1305 - 16 On Bree

LihleRating, 5 stars3 weeks ago
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.
Top guest favorite
A rooftop pool is featured, framed by a wooden deck and surrounded by potted plants. The water is a clear blue, contrasting with the textured stone wall and colorful mosaic behind the pool. A bright sky with scattered clouds creates a serene backdrop.
Condo in Green Point
4.94 out of 5 average rating, 126 reviews

Luxury Suite at the Beautiful Cape Royale

AndrewRating, 5 stars2 weeks ago
Excellent well equipped flat , very convenient fro every part of town

Home rentals with a private pool

Guest favorite
Villa in Simon's Town
4.84 out of 5 average rating, 201 reviews

180• Sea Views from a Hillside Villa, Solar Power

PhilipRating, 5 stars1 month ago
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
Top guest favorite
An inviting pool area features smooth stone surfaces and a shaded umbrella. Two lounge chairs are positioned beside the pool, which reflects the surrounding mountains and greenery, offering a serene view of the Hout Bay Valley.
Guest suite in Hout Bay
4.91 out of 5 average rating, 363 reviews

Watch the Sunrise in a Home with a Mountain View

Jin JenRating, 5 stars1 month ago
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.
Top guest favorite
A bright bathroom includes a freestanding whirlpool tub, with a view of the ocean visible through large glass doors. Natural light floods the space, highlighting the wooden ceiling beams and modern decor, while soft textiles provide a touch of comfort.
Home in Camps Bay
4.97 out of 5 average rating, 105 reviews

Glen Beach Penthouse A on Glen Beach in Camps Bay

AbieRating, 5 stars1 week ago
Nice chilled place, breath taking ocean views and few seconds walk to the beach
Top guest favorite
The modern villa is set against a vibrant sunset, surrounded by lush greenery. A manicured lawn leads to an inviting outdoor pool, with lights illuminating the water. The spacious terrace features a stylish seating area, and the building's clean lines enhance the contemporary design.
Villa in Camps Bay
4.95 out of 5 average rating, 133 reviews

Five Star Villa with Housekeeper, Pool, Jacuzzi, Gym, Sauna

KleinRating, 5 stars1 week ago
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!
Top guest favorite
A large covered patio features comfortable seating with gray wicker chairs and a black-and-white tiled floor. The view extends to the lush garden, showcasing a private swimming pool and well-maintained greenery, with sun loungers positioned for relaxation.
Home in Constantia
4.96 out of 5 average rating, 144 reviews

Constantia Klein 4 Bedroom Villa on the Vineyards

TyeRating, 5 stars1 month ago
Great spot with a lovely garden. Property also has some very friendly cats and dogs which made the stay even better:)
Top guest favorite
The open-plan living area features a large sectional sofa and a coffee table, complemented by a cozy fireplace. Glass doors lead to an outdoor space with a barbecue area, framed by lush greenery and natural light flowing in from the backyard.
Villa in Constantia
4.95 out of 5 average rating, 125 reviews

Upper Constantia Guest House

JoshuaRating, 5 stars2 months ago
We would stay here again in a heartbeat. Was truly a lovely spot. Felt so safe and comfortable! In such a great location.
Top guest favorite
The backyard features a private salt-water pool surrounded by a stone terrace. Two sun loungers and a large umbrella provide shaded seating. Lush greenery frames the pool area, enhancing the tranquil setting beneath bright blue skies.
Home in Cape Town
4.95 out of 5 average rating, 125 reviews

Table Mountain Home with Ocean View

AmitRating, 5 stars3 weeks ago
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!
Guest favorite
An Eco pool is set amidst a lush landscape, featuring a wooden deck with a pergola overhead. The water reflects the blue sky and surrounding greenery, creating a serene environment. Natural stone accents are visible along the pool's edges, enhancing the tranquil setting.
Villa in Oranjezicht
4.94 out of 5 average rating, 149 reviews

Solar-Powered Mountain Retreat with Natural Pool

SanderRating, 5 stars1 month ago
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

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