Vacation rentals with a pool in Wellington Region

4.98 out of 5 average rating, 563 reviews

A private outdoor area features a swimming pool surrounded by a tiled deck. Lounge chairs are positioned near the pool, and potted plants add greenery to the space. A safety fence encloses the area, offering a scenic view of the surrounding garden.

Yurt in Greytown

Greytown Yurts - Luxurious Glamping Experience

Greytown yurts is luxury accommodation with all the fun and appeal of glamping but with total comfort. There is a ducted heat pump to keep you comfortable all year round. The interior offers a luxurious and calming environment, with beautiful views across our garden. It has a very comfortable king size bed (183 * 203 cm), with superior linen, bedding, towels and robes. A one off cleaning fee and 20% service charge will be added to the price. You can also visit our Greytownyurts online.

5 out of 5 average rating, 236 reviews

A tranquil outdoor area features a clear swimming pool bordered by a concrete patio. Two individuals enjoy the sun, seated on comfortable bean bags near the pool's edge, surrounded by lush greenery and a neatly trimmed hedge in the background.

Barn in Waihakeke

The Good End of the Shed.

A world away from the world -Just 5 mins from Greytown. Situated on a small organic farm in a beautiful garden. Super comfy bed, stylish, mid century decor. Wake up to birdsong, star-gaze from the outside bath while listening to the call of the ruru. Loll by the pool or borrow the bikes to go exploring. Free breakfast of good coffee, homemade muesli & fruit, artisan bread and spreads. Free-range eggs & bacon available for you to cook for $20 pp. Drive on parking, heat pump, wifi & tv.

4.94 out of 5 average rating, 135 reviews

A spacious outdoor area features a paved patio with a mix of seating options, including a dining table and lounge chairs. White structural beams create a sense of openness, while a charming adjacent cottage is visible, surrounded by greenery and a decorative fence.

Cottage in Wellington

Station Cottage, Khandallah

This is a comfortable self contained one bedroom cottage at the rear of a large garden behind our home. Our villa is well over a century old. The train station is next door and 20 minute on the train takes you to the city and Stadium. There’s a restaurant and a cafe just outside our gate and a 10 minute walk to the village where there is a pub, more cafe/dining options, supermarket and shopping. Walking/hiking up Mt Kau Kau and along the Northern Walkways is right at our doorstep

4.87 out of 5 average rating, 114 reviews

Barn in Hautere

Mars Barn: Sauna, Stars &Serenity

Stay at the Mars Barn, & experience a peaceful country setting & dark sky under one hours drive from Wellington city. It is a great get away for couples wanting a romantic getaway on the Kapiti Coast. If the sky’s are clear this is a great location for night photography. There's a tripod for your phone as well as binoculars to view the constellations from the comfort of a patio moon chair & blanket. There is a sauna, and the swimming pool is solar heated through summer.

4.99 out of 5 average rating, 215 reviews

A swimming pool is situated beside a modern cottage, surrounded by the vineyard. The pool area features lounge chairs for relaxation, and a patio umbrella for shade. Lush greenery lines the perimeter, while clear blue skies create a peaceful outdoor setting.

Cottage in Dyerville

Hamden Estate Cottage

Enjoy a stay on our Martinborough vineyard. The cottage is nestled amongst the vines and offers a peaceful retreat from the city. We are 8 kilometres from the centre of Martinborough heading south on the way to Lake Ferry. You can enjoy a leisurely wine tasting at our cellar door with David who is always happy to talk wine. We will also transport you to Martinborough so that you can spend the day investigating local wineries or dine at one of the town's fine restaurants.

Guest suite in Wellington

4.95 out of 5 average rating, 432 reviews

Gorgeous 2 Bedroom Apartment Mt. Victoria

Enjoy your own private space. Two gorgeous bedrooms, one king and one double, own entry, lounge, bathroom/laundry, kitchen complete with fan oven and Induction Hobbs. Enjoy your own balcony. This lovely family home has a separate downstairs for guests to enjoy with WIFI and a 50" LCD TV with complimentary Netflix & Neon. We take pride in hosting guests and offer the little things that go above and beyond to ensure you have a great experience. Your home away from home!

4.99 out of 5 average rating, 131 reviews

The cottage features a light blue exterior with white trim and a welcoming porch. Its front is adorned with low-growing shrubs and a gravel pathway, inviting visitors to enter. Nearby trees provide a natural backdrop against a clear blue sky.

Cottage in Riversdale

Riversdale/Homewood Farm Retreat

This fully restored 1870’s one bedroom cottage is waiting for you to enjoy. Located on a historic sheep and beef farm, this cute cottage was originally built for the station cook and in later years has housed the overflow of family guests until its full refurbishment in 2018. Come and relax in the luxurious surroundings away from civilization. The cottage is located on a picturesque part of the Wairarapa coast which has been in the current owners family since the 1870’s.

4.97 out of 5 average rating, 101 reviews

A clear blue heated pool is surrounded by a paved deck area, featuring multiple sun loungers for relaxation. Nearby, a dining table and grill area are visible, set against a backdrop of lush greenery and fencing, creating a private outdoor space.

Guest suite in Greytown

Apt Le Petit. Ideal for a quiet getaway.

Very private and petit but centrally located with a 2 minute walk to the Greytown shops. Ideal for dining out or that morning brunch, with all restaurants and cafes within strolling distance. Perfect location for wedding 'bus pick ups' Although attached to the main house, you have your own separate entry to the apartment which is situated in lovely garden surrounds. There is plenty of off street parking and if you’re feeling energetic there are 2 bikes available.

A spacious outdoor area features a calm, clear pool lined with smooth gray tiles. Surrounded by lush greenery, the setting includes comfortable beanbag seating and a shaded area with a sleek structure. Cloudy skies provide a soft natural light over the scene.

4.95 out of 5 average rating, 122 reviews

Odyssey

Experience the Odyssey! Hot tub spa / Pool table / Beanbags / Cornhole & Outdoor games! This stylish place is perfect for group trips. Featuring four queen beds and ample room in the lounge and dining areas to chill out and socialise with friends. Our place is modern and well equipped with everything you might need to dine in, entertain or simply relax. Booking with us gives you access to shared facilities including, Swimming Pool, Tennis Court and Trampoline.

4.96 out of 5 average rating, 185 reviews

A cozy lounge area is presented with a mix of seating options, including a grey sofa, a vibrant red couch, and a leather chair. Decorative wall art adds color, while natural light filters in through the windows, creating a bright and inviting ambiance.

Apartment in Masterton

Fresh oasis near the heart of Masterton

This spacious self-contained apartment is central for Masterton and the Wairarapa region. Town is 800m away & within 20-45mins you can be at Mt Bruce, Castlepoint, Riversdale, or Greytown & Martinborough for vineyards & boutique shopping. Ideal for a couple; with the addition of a king single sofa-bed in the lounge. The bathroom is accessed via the bedroom. Convenient carparking is right on the street, with the option for off-street parking by request.

4.95 out of 5 average rating, 244 reviews

Two glasses of red beverages are placed on a reflective table beside a swimming pool. The pool is surrounded by a scenic view of green hills and trees, with potted plants visible in the background under clear blue skies.

Guesthouse in Porirua

Platinum Lodge, Judgeford near Whitby, Wellington

We have two beautifully furnished Villas set in Judgeford, Porirua, Wellington area close to all local amenities including cafe, restaurant, cinema and dairy. A further 15minute drive to supermarket, shops and more restaurants. The guesthouses are located away from the main house with your own private entrance and extra large car parking. Both Villas have their own ensuite bathrooms, tea and coffee making facilities, microwave and fridge.

4.84 out of 5 average rating, 211 reviews

A semi-detached studio features a separate entrance with a welcoming porch. Green potted plants adorn the steps leading to the door, which is framed by large windows. Two chairs are placed on the porch, inviting guests to enjoy the outdoors.

Guesthouse in Upper Hutt

Semi -Detached Studio

A bright sunny semi detached studio that has a separate entrance, its own kitchen and bathroom. The bed is a comfortable day bed ( king single) which coverts to a full King sized bed when two guests are welcomed. Double French doors open onto a sunny courtyard for guests to enjoy and relax in. The studio is next to the pool which is available for use in the summer. Full cooking facilities. No pets with guests please.

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

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Luxurious estates for the ultimate escape

Popular amenities for Wellington Region rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A well-maintained outdoor space features a heated swimming pool surrounded by a paved patio. The two-story house is visible in the background, showcasing colonial architectural details. A secure fence encircles the area, with trees and shrubs providing a lush backdrop.

4.98 out of 5 average rating, 47 reviews

Lismore House

RachelRating, 5 stars8 months ago

Absolutely stunning house first time in Martinborough and we enjoyed every minute of it. It was picturesque and luxurious and worth the amount we paid for it. The hosts were amazing and made sure that our stay was very comfortable and that we had no issues. Would highly recommend this stay to anyone that is looking for a quiet weekend away. The location was amazing as well as it is very close to a lot of the wineries.

4.94 out of 5 average rating, 64 reviews

The Green House: Luxe Eco Escape

KatrinaRating, 5 stars1 month ago

Beautiful house in great location. Very modern, kitchen well appointed. Super comfortable beds! Walking distance to restaurants and shops. We had a wonderful weekend, thank you.

A large heated swimming pool is set against a backdrop of a charming house with a garden. The pool is surrounded by a tiled patio and features a glass railing. Lush greenery provides a refreshing contrast to the clear blue water and bright sky.

4.95 out of 5 average rating, 20 reviews

Martinborough Lodge

KimberleyRating, 5 stars3 weeks ago

The perfect house. Sitting outside around the outdoor fire at night was amazing and the location to town couldn’t have been better. We loved how well setup the house was with great glassware. Thanks so much for having us, it made our weekend.

A clear view of a communal swimming pool features bright turquoise water surrounded by a spacious patio. Nearby, a shaded seating area with multiple chairs and tables is visible, offering a relaxing space for guests to gather. Lush greenery encircles the area, enhancing the peaceful atmosphere.

4.9 out of 5 average rating, 61 reviews

Luxurious Martinborough Home

Richard & SarahRating, 5 stars1 month ago

We stayed for a weekend to escape the city. The home is very modern, well laid out and has everything you need for a comfortable stay. Sarah was very friendly and responsive. I’m sure we’ll be back again soon.

4.97 out of 5 average rating, 35 reviews

A heated plunge pool is set within a spacious outdoor area, surrounded by a sleek black fence. Two lounge chairs are positioned beside the pool, while the charming exterior of the cottage and mature trees are visible in the background under a partly cloudy sky.

Home in Greytown

Fantail Cottage, Greytown

PeterRating, 5 stars1 month ago

It was a great place to meet up with family from Wellington. We all enjoyed the space, and everything we needed was there.

An aerial view reveals a well-maintained tennis court and a large saltwater swimming pool surrounded by landscaped greenery. The pool area includes shaded seating for relaxation, while the court's artificial surface is neatly marked, ensuring an inviting space for leisure activities.

4.89 out of 5 average rating, 93 reviews

La Burgundy, your own private paradise

JulietteRating, 5 stars1 month ago

We loved our stay! A very quiet, peaceful spot and a modern home with all the necessary amenities. Jo was friendly, and communicative, and even left us a wee welcome gift!! Awesome to have a pool and tennis courts available, and it’s super close to the middle of town.

Superhost

Two outdoor lounge chairs are positioned beside a clear blue swimming pool. Lush green foliage provides privacy in the background, while a wide expanse of sky is visible above. The pool area is surrounded by clean stone paving, creating a tranquil setting for relaxation.

4.8 out of 5 average rating, 214 reviews

Number 35

SusanRating, 5 stars3 weeks ago

Spacious quiet property with good amenities set in private subdivision.