Vacation rentals with a pool in South Wairarapa District

The Villa is situated amidst expansive vineyard rows, showcasing a modern design that blends with the landscape. Generous decks extend from the structure, offering outdoor seating and views of the surrounding greenery. The backdrop features rolling hills under a clear blue sky.

4.97 out of 5 average rating, 36 reviews

Southdown Villa

Welcome to our Villa in the vines just 5 minutes drive from Martinborough. We recently completed development of the Villa capturing spectacular views in all directions and creating a stylish space that provides rest, relaxation, and wonderful alfresco dining. The Villa is comprised of two parts - a three bedroom main house, and a separate two bedroom cottage. While we live in the Cottage, we make available to guests our three bedroom House, along with access to all exterior Villa amenities.

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.

Superhost

4.85 out of 5 average rating, 214 reviews

Easy Days Martinborough

Easy Days Martinborough - Why wait? Book your stay with us and enjoy this wonderful part of New Zealand. It doesn't matter what time of year you come to stay, you will be able to kick back and enjoy all that the house has to offer. Part of the Pinot Grove development, guests have access to the pool, tennis court & petanque court. Tennis equipment is provided along with pool towels & a petanque set. If you prefer a quieter space, relax and unwind in your own private spa and outdoor area.

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.

4.99 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.

4.92 out of 5 average rating, 325 reviews

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

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.

4.97 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, 123 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.

Guesthouse in Martinborough

A modern guest house is set against a clear blue sky, framed by lush greenery. The building features large glass doors leading to a welcoming interior. A neatly maintained lawn extends in the foreground, enhancing the outdoor setting.

4.98 out of 5 average rating, 148 reviews

Amberley Guest House

Enjoy the best of both worlds! Amberley Guest House is a modern two bedroom self contained retreat nestled on two acres on the edge of Martinborough The guest house has its own entry meaning you can be completely private and independent It offers a welcoming and comfortable lounge, dining and kitchen area with two bedrooms and a modern bathroom Sit back and relax on the large deck with comfy couches and enjoy the setting sun in peace and quiet

5 out of 5 average rating, 119 reviews

A heated pool is surrounded by a clean, tile deck and lush greenery, including trees and flowering shrubs. The pool area is fenced for privacy, with steps leading to the well-maintained grounds, creating an inviting outdoor space.

Guesthouse in Woodside

Cosy Cottage in Greytown

Escape to Pine Grove Cottage, a peaceful country retreat just 1.6km from Greytown village. Built-in 1865, this historic cottage offers a queen-sized bed, ensuite, living area, private patio, heat pump/air con, wifi, and a kitchenette (no cooking facilities). Enjoy cruiser bikes and a heated pool (Nov - April). Attached to the main house but with private access. Discover Greytown's charm and the beauty of Wairarapa. Book now for a serene getaway!

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Popular amenities for South Wairarapa District rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious lounge area is presented with two comfortable reclining sofas facing a round coffee table. Large windows are dressed with sheer curtains, allowing natural light to fill the room while providing views of the garden outside.

4.93 out of 5 average rating, 29 reviews

Black magic

JenniRating, 5 stars2 months ago

We had a fabulous weekend at Carole’s lovely, and nearly new home. It was extremely comfortable and well equipped. Having access to the heated pool was great.

4.97 out of 5 average rating, 38 reviews

Home in Morison Bush

Tararua Vista, Greytown

SundaresanRating, 5 stars2 weeks ago

Fantastic place to stay for the weekend. Warm house. Excellently furnished, equipped kitchen.

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.

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.

An aerial view showcases a large rectangular saltwater pool complemented by a shaded lounge area and a nearby outdoor facility. A manicured green tennis court is visible, surrounded by lush greenery, creating an inviting outdoor environment for leisure and recreation.

4.97 out of 5 average rating, 194 reviews

Forty Six on Burgundy: A getaway for groups

KarenRating, 5 stars2 months ago

New home with great space for a weekend away with friends or family. The beds are very comfortable, well equipped kitchen and loved the coffee machine.

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.