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, 145 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, 455 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, 101 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, 740 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, 146 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.

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
4.95 out of 5 average rating, 203 reviews

Central 2-bedroom serenity in Masterton

Enjoy a renovated, fully-equipped & stylish 2-bedroom home (with queen-sized luxury beds) in close proximity to Masterton's centre. From a relaxing retreat for up to four; to an easy-living space for a small family; to an urban pad to base yourself after a hard day's work or shift, this place has it all. Off-street parking, private outdoor spaces for dining and access to across-the-road spa facilities or a pool in Summer (on request) are on offer. See all photos. Breakfast supplies provided.

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, 105 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
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, 323 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.

Top guest favorite
An outdoor dining area features a wooden table surrounded by chairs, with a warm fire burning in a modern fireplace nearby. The exterior of the home showcases two sets of glass doors, offering a view into the interior, against a backdrop of a colorful sunset.
Home in Masterton
4.97 out of 5 average rating, 239 reviews

#1 Guest Pick - 5 o’clock Somewhere

5 o’clock Somewhere is a modern, contemporary escape on 1 hectare of gorgeous mature deciduous woodland, located only 7 mins from Masterton. Fully air-conditioned, this hidden gem has 3 spacious bedrooms with 2 bathrooms, (the master is ensuite). Step outside to the mature terraced gardens are bursting with colour - grab a cold one and lounge in the sun or enjoy the spa pool under the stars and gather around the outdoor fire. Perfect for families, friends, or a quiet weekend away! 🍻

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, 197 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.

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, 325 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
A round dining table is set with two glasses of rosé and a bottle of wine, accompanied by a vase of flowers. Natural light fills the space through large windows, highlighting a cozy seating area with a blue couch and a television in the background.
Cottage in Longbush
4.98 out of 5 average rating, 188 reviews

Wairarapa, Gladstone, Gobbler Country Cottage

Our tranquil, rural Gladstone cottage has gorgeous views of farmland and native bush from the sunny verandah. Enjoy the a wine from our nearby local vineyards and a BBQ outside in Summer and the warmth of a logfire inside during Winter. A 3 minute drive to the Gladstone Inn for breakfast, lunch or dinner, and 20 mins to either Masterton, Greytown or Martinborough. We also have a 6 hole golf course available (seasonally) onsite for our guests to enjoy.

Popular amenities for Masterton District vacation rentals