Vacation rentals in Masterton District

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Top-rated vacation rentals in Masterton District

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Top guest favorite
The exterior of the guest unit is visible, featuring a sleek, modern design with large glass sliding doors. A gravel pathway leads to the entrance, surrounded by minimal landscaping. The background showcases sprawling views of the Wairarapa countryside under a partly cloudy sky.
Guesthouse in Masterton
4.99 out of 5 average rating, 151 reviews

Self contained with spectacular views

This newly built self contained guest unit has uninterrupted beautiful views from the bedroom and private outside space. Located near Masterton hospital and golf club, you can be at Castlepoint, Riversdale, or Greytown and Martinborough for beaches, vineyards, tramping or boutique shopping within 20-45 minutes. Ideal for a couple or solo traveller there is a private outside BBQ and patio space, wifi and car parking on site. The unit is a 4km paved walk to The Queen Elizabeth Park and CBD

Top guest favorite
A rustic wooden table is set with two glasses of red wine and a bottle, accompanied by a freshly baked cake on a cutting board. The background showcases a verdant landscape, with hills and trees partially shrouded in mist, creating a serene outdoor scene.
Cottage in Carterton
4.95 out of 5 average rating, 460 reviews

Provence French Cottage - a Wairarapa retreat.

Wonderful eco-sustainable French style cottage built of stone and native timber with picturesque views of the river valley and mountains. Near to Carterton, Greytown and Masterton. Drink pure artesian spring water while listening to abundant birds and sitting on your veranda. Go for a bush walk in the National Park across the river, go biking, play golf - or visit the vineyards and restaurants for a vibrant time. This is an adventure escape that is close to the vibrant Wairarapa 'good life'!

Top guest favorite
A bright living area features a comfortable couch, a dining table with chairs, and a flat-screen television on the wall. Natural light floods in through multiple windows, casting shadows on the dark carpet. Artwork is displayed on the white walls, adding character to the space.
Guesthouse in Masterton
4.96 out of 5 average rating, 109 reviews

Cottage nestled in estate

A fully self contained, 2 bedroom newly renovated cottage set amongst the grounds of an original 1900’s homestead with established gardens and equestrian facilities. For comfort, the cottage has air-conditioning & heating with master bedroom fitted with a ceiling fan. Underfloor heating in the bathroom and a washing machine and dishwasher in the kitchen, Weber BBQ, Nespresso coffee machine and Starlink wifi making your stay easy and comfortable. Equine facilities are available $20/day/horse.

Top guest favorite
A two-story studio is nestled behind a cottage, featuring a welcoming wooden deck surrounded by lush greenery and colorful flowering plants. Double glass doors lead into the space, while a couple of outdoor chairs provide a relaxed seating area under a clear sky.
Guesthouse in Masterton
4.92 out of 5 average rating, 745 reviews

Studio 8

My place is close to restaurants and dining, family-friendly activities, public transport, shopping. You’ll love my place because of Its proximity to town, the studio is a short 2 min walk from the Queen St shopping precinct, great cafes and restaurants and only a casual 5 min stroll to QEll Park. The two storied Studio is tucked in behind the 1879 cottage with its own private deck, comfortably appointed for couples seeking a Wairarapa getaway or business travellers needing a central location.

Guest favorite
A charming 1920s cottage is shown with a light green exterior, surrounded by various shrubbery and trees. Flowering plants frame the entrance, which has a dark door and window accents. A wooden fence is visible, providing a clear boundary for the front yard.
Home in Masterton
4.92 out of 5 average rating, 148 reviews

Cosy cottage retreat

A 1920's cottage, that is light and warm with plenty of sunny spots, especially on the back porch. Open plan, with easy indoor/outdoor flow. Private and restful. You will love its cosy homeliness and be able to relax in its beautiful setting. With unfenced section it is unsuitable for a family with under two year olds. Easy walking distance to small supermarket, cafe, fish and chip shop and other Essentials. Two playgrounds around the corner. Or stay home with books, puzzles, games.

Top guest favorite
A path lined with grapevines stretches towards a distant cottage, set against a clear blue sky. The vibrant greenery of the vines contrasts with the well-maintained grass, inviting exploration of the vineyard's serene landscape.
Tiny home in Masterton
4.9 out of 5 average rating, 110 reviews

In The Vines

Gaze at the stars in the ink- black, Wairarapa night sky. Cottage style tiny home among vines with views towards the Tararuas. Warm, with a comfy Queen bed giving wonderful views from a sky-light. Fridge, gas cooker and basics in the handy kitchen, and a hot shower for after a day outside. A covered deck with panoramic views, and an outdoor brazier with bean bags make this a great out of town stay. 10 minutes from Masterton cafes and restaurants and well placed for exploring wine country.

Top guest favorite
An open-plan living area is visible, with large glass doors revealing a serene outdoor setting at dusk. Contemporary light fixtures illuminate the space, complemented by a comfortable seating arrangement. A well-maintained garden area and wooden decking extend the interior to the tranquil surroundings.
Home in Masterton
4.98 out of 5 average rating, 252 reviews

​5 o'clock Somewhere: Private High-End Woodland

Awesome | Woodland Retreat ​exquisite Architecture, quiet and situated on a private hectare of mature forest, 7 minutes from Masterton. High-spec, contemporary escape secluded with all-season comfort ​The Space: Clean, minimalist interiors with three bedrooms and two bathrooms (master ensuite). Light-filled rooms and curated design ​The Experience: Terraced gardens changing with the seasons. Lazy evenings in the spa under the Wairarapa Dark Sky or by the outdoor fire with a glass of wine

Top guest favorite
The lounge area features a mix of seating options, including a white couch adorned with colorful cushions and two accent chairs. A vibrant area rug lies on the carpeted floor, and large windows allow natural light to fill the space, complemented by soft drapes.
Cottage in Masterton
4.96 out of 5 average rating, 331 reviews

Walnut Cottage, a rural idyll

Relax 10 minutes from town in a charming country cottage with all mod cons. Close enough to amenities to explore town but quiet enough to see and hear the tui's, kereru and Ruru (morepork owls) at night. There is a creek running through the bottom paddock for kids to splash in or explore for eels while you enjoy the sun on the patio. It is a great spot for a romantic getaway or a family break in the country. There are lots of walks around, animals to see and the tranquility is unbeatable.

Guest favorite
A cozy living area features hardwood floors and natural light from windows. Two sofas with plaid throws sit opposite each other. A small coffee table rests in the center, surrounded by greenery. A flat-screen TV is mounted on the wall above a decorative fireplace.
Home in Masterton
4.92 out of 5 average rating, 201 reviews

Cosy & Cheerful Townhouse With Sunny Deck & Patio

A cosy 3 bedroom stand alone house (85sq meters). Centrally located to Kuripuni, Masterton. Restaurants, cafes, cinema, and super market within 5-10 minutes walk. Deck and patio catch all the morning and day time sun. A great place to enjoy your morning coffee, afternoon vino, or summer dinners with family or friends. The house is well equiped with kitchen essentials for cooking & dining, washing machine and washing line, books and board games as well as unlimited fibre and Netflix.

Guest favorite
A renovated home is depicted behind a white wooden fence, framed by lush trees. The structure features a covered porch area and a sloped roof. The setting includes a paved driveway and a clear blue sky, highlighting a serene suburban environment.
Home in Masterton
4.94 out of 5 average rating, 209 reviews

Central 2-bedroom serenity in Masterton

Enjoy a small 2-bedroom well-appointed cottage (with 2 queen-sized luxury beds) 600m from town centre. An easy-living space for up to 4 or an urban pad after a hard day's work or shift, this place has it all. Off-street parking under the single carport or on-street for utes with roof-racks, private outdoor spaces and access to across-the-road spa facilities or a pool in Summer (on request) are on offer. See all photos. Breakfast supplies provided, just to get you started.

Top guest favorite
The Tree House is nestled among tall trees, surrounded by vibrant purple flowers in full bloom. The wooden structure is elevated on a hillside, partially obscured by the greenery, creating a serene and secluded atmosphere.
Treehouse in Carterton
4.99 out of 5 average rating, 328 reviews

Surrounded by Nature

The Tree House is a perfect, off-the-grid retreat for nature lovers, where you can listen to birdsong, see the sunrise from the deck and hear the river flowing in the valley. Two minutes walk and you come to The Watermill Bakery serving delicious pizza on Friday evenings. The Tree House is close to a small productive lavender farm, Lavender magic, who sell cut flowers in season, and Mount Holdsworth, where you will be able to access a wide variety of walking tracks.

Top guest favorite
Guesthouse in Waingawa
4.96 out of 5 average rating, 207 reviews

Let the countryside recharge your soul

A little slice of country just 5 minutes from Masterton. A cosy cottage with rural views across to the Tararua ranges. Sit on the patio and enjoy the dark sky views. Perfect weekend escape to enjoy all that the Wairarapa has to offer. A short drive to the Star Safari observatory, Mount Holdsworth, Carterton, Greytown and half an hour to Martinborough's wineries. If you are travelling for work, we are only a minute off the main highway.

Popular amenities for Masterton District vacation rentals