Vacation rentals with a pool in Wairarapa

Guest suite in Dannevirke

A private pool area features a light blue pool surrounded by a gray stone patio. Two white lounge chairs are positioned near the water, and the wooden house is complemented by lush greenery and colorful plants in the background.

4.98 out of 5 average rating, 170 reviews

5peaks Dannevirke Peaceful Guest Suite

Our peaceful 1-bedroom guest suite has everything you need for your Dannevirke stay. We provide free continental breakfast. During your stay, you can also enjoy the convenience of the pool, private bathroom, full kitchen, secure off street parking. Our Airbnb is within driving distance to several popular restaurants, hikes, and cafes. An ideal base to explore Dannevirke. The bedroom area is located in a loft with stairs for access. We also have a friendly boxer dog who will love to say hello.

A large outdoor pool is set within a spacious concrete area, bordered by a sleek stone edge. Lush greenery is visible in the background, offering expansive views of the surrounding rural landscape under a clear blue sky.

4.94 out of 5 average rating, 111 reviews

Martinborough rustic rural retreat.

Wanting a relaxing break away? Look no further than this rural retreat. Situated only 10 mins from Martinborough Square you will find a modern 4 bedroom house with expansive rural views. Have fun swimming in the large outdoor pool (Summer only) or relax in the comfortable outdoor furniture. Enjoy al fresco dining and savour a glass of wine watching the beautiful sunsets. Delight in gazing at the magnificent night sky from the large spa pool. Plenty to see and do with local wineries nearby.

4.98 out of 5 average rating, 565 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.

4.87 out of 5 average rating, 115 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, 216 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.

Superhost

A spacious swimming pool is framed by wood decking, surrounded by a secure fence and sun loungers. Lush greenery and a large tree provide a serene backdrop, with the cottage visible in the distance under a partly cloudy sky.

Cottage in Upper Plain

4.92 out of 5 average rating, 325 reviews

Country warmth for the Matariki weekend

Modern settler cottage on historic Wairarapa property. Sleeps up to 8 (2 queen double beds and 2 single beds and 2 double sofa beds across 4 spaces), DIY breakfast. Well-equipped kitchen. Continuous hot water. Unlimited Wifi, gas barbie, spa pool, brazier pit, swimming pool, Smart TV, boules, board games, small book/DVD collection. Wander the 40-acre estate - native and exotic trees, orchard, lawns and paddocks. 7 minutes to Masterton by car. Tesla Charging Station on site.

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.

4.95 out of 5 average rating, 199 reviews

A shared swimming pool is surrounded by well-maintained lawns and gardens. Two individuals are seated on colorful beach towels, positioned on the pool's edge. The water's surface reflects the clear blue sky and lush greenery nearby, creating a serene outdoor setting.

Bungalow in Hastings

The Pavilion

So close to the village, yet set in the countryside there are lambs in Spring and apple trees next door. Eggs are laid by our own chooks, bread, muesli and preserves are homemade. We'll suggest places to visit and restaurants if you want to dine out. Cool off in the pool in summer or take an expertly led yoga class! Take a trip to Hastings or Napier or walk the miles of tracks in Te Mata Park. Ocean Beach is just 15 minutes away and the Sunday Farmers Market just 10!

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, 124 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, 187 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.

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Wairarapa 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.

An inviting outdoor space is showcased, featuring a clear, blue swimming pool bordered by a spacious deck. Comfortable loungers are positioned nearby, with shaded seating areas in the background. Lush greenery framed by a fence adds to the serene landscape, against a backdrop of partly cloudy skies.

4.94 out of 5 average rating, 65 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.

4.97 out of 5 average rating, 36 reviews

An indoor pool area features a 14-meter pool with clear, inviting water. Large louvred windows allow natural light and scenic views of the surroundings. The space is elegantly designed with a spacious layout, suitable for relaxation and leisure.

Home in Napier

Sugarloaf Rise

TimothyRating, 5 stars2 months ago

We chose this house to celebrate my wife’s birthday. I was absolutely perfect. We enjoyed the pool, the rooms, and how beautifully the property is set out. Highly recommend and my wife has already asked if we can come back.

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 stars1 month 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, 62 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.

5 out of 5 average rating, 24 reviews

A modern, single-story home is set on a vast green lawn, surrounded by rolling hills. A pristine pool is visible beside the house, with lounge chairs positioned for relaxation. The clear blue sky complements the bright, airy design of the property.

Home in Waimārama

Luxurious Beach Views, New Modern Home w King Beds

MikeRating, 5 stars4 months ago

It was just what our little family needed an uninterrupted getaway to a wonderful home/location. It's even better then the photos. Highly recommend, we will definitely be back. Host answered us right away with any questions we had. Thank you for having us😊

4.84 out of 5 average rating, 45 reviews

An outdoor deck area is shown, featuring a hot tub overlooking a spacious in-ground swimming pool. Lush greenery and sand dunes are visible in the background, with the coastal landscape providing a serene setting. The glass railing adds an element of modern design.

Home in Foxton Beach

Ocean pearl (beach Front)

SallyRating, 5 stars2 months ago

This place really felt like a home away from home. There was everything we needed. The hot tub and pool were much enjoyed. We were able to have a wonderful gathering with overseas family members and visits from our NZ children, plenty of space. We loved the beach. Simon was very friendly and helpful.