Guesthouse vacation rentals in Masterton District

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Top-rated guesthouse rentals in Masterton District

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Superhost
A small cottage is framed by overhanging willow branches and a lush garden. The building features light-colored siding with a patio area visible, surrounded by greenery and colorful flowers. The sky is clear, adding to the serene rural atmosphere.
Guesthouse in Greytown
4.81 out of 5 average rating, 181 reviews

The Brambles

Greytown has become a Mecca for boutique shopping and has some great restaurants & cafes. We are a 15min drive from Martinborough full of wineries & olive groves The Brambles is a lovingly restored 1800's outbuilding converted into a small cottage in a rural and peaceful setting. Great indoor outdoor flow to a private BBQ area, in the cottage kitchen there is a microwave, a Nespresso machine with some coffee pods & milk supplied, a 2 element electric hob and all the pots & pans you need to cook

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
4.97 out of 5 average rating, 86 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, 709 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
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
4.98 out of 5 average rating, 109 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 golf club, you can be at Mt Bruce, 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

Guest favorite
A private outdoor area features a wooden deck leading to a hot tub, surrounded by lush greenery and flowering shrubs. A small black table and chairs are positioned nearby, inviting relaxation in a serene setting.
Guesthouse in Carterton
4.9 out of 5 average rating, 247 reviews

Kererū Rest Take time amongst nature

Kererū Rest is in a semi rural position, enjoy relaxing on the deck or in the private outside beautiful bath. There is a bar fridge/freezer, toaster and kettle. Breakfast selection provided eg: muesli, bread, butter, spreads, orange juice,milk, teas and fresh plunger coffee. This may work for travellers who don't plan on spending vacation time cooking although a gas barbeque is available (see photo) Greytown is five minutes away providing boutique shopping and a variety of dining.

Top guest favorite
A modern two-story building is depicted, featuring large windows and a small balcony with wooden railing. A vehicle is parked beneath the elevated structure, which is accessible via an exterior staircase. Lush greenery is visible adjacent to the building.
Guesthouse in Carterton
4.99 out of 5 average rating, 108 reviews

The Loft

The Loft is situated in Carterton, in the beautiful Wairarapa. The Loft is a newly refurbished, modern, spacious first floor apartment - separate from the main house, with all day sun. Located above the garage, an easy walk up two flights of stairs brings you to your own private space. The space includes a separate bedroom with queen bed and ensuite and a lounge/dining area with kitchenette. A small balcony off the lounge allows guests to sit and enjoy a break with a view to the Tararuas.

Top guest favorite
A spacious living and dining area features a comfortable dark sofa with decorative pillows. A glass coffee table sits on a textured rug, accompanied by a selection of books. A dining table with chairs is visible, and large windows allow natural light to fill the space.
Guesthouse in Carterton
4.99 out of 5 average rating, 179 reviews

White shed, modern rustic

Our rural shed is a spacious self-contained getaway with sun and views of the surrounding countryside. It is best suited for 2 guests, but can accomodate 4, with a queen size bed upstairs and a fold-out sofa in the living room. A fold out bed is available for children. We stock the kitchenette with free range eggs, locally made bread, homemade jam, butter, milk, tea and coffee. There’s a BBQ available. We’re 5 minutes walk to the Carterton shops and near the railway station.

Top guest favorite
Guesthouse in Carterton
4.96 out of 5 average rating, 108 reviews

The Alchemist Retreat, Private Studio in Carterton

Welcome to the Alchemist Retreat, a sunny, uniquely modern studio with its own limestone meandering pathway entrance from the on-site free carpark. The studio is a separate dwelling from the host's house with its own access and deck within the garden’s mature trees. The Alchemist Retreat is an ideal getaway for couples looking for style, panache, peace and tranquillity. Working from home? The Alchemist has reliable wifi. Located near the town centre, railway station and Greytown.

Top guest favorite
A serene garden pathway is bordered by flowering cherry trees, creating a peaceful setting. A small table and chairs are placed on the vibrant green lawn, inviting relaxation under the clear blue sky.
Guesthouse in Opaki
4.98 out of 5 average rating, 178 reviews

Twin Elms - Semi Rural Yet Close to Town

Welcome to Twin Elms. This apartment is situated on our property but separate from the main house. We are positioned in a lovely rural location about a 7 minute drive to the centre of Masterton. You are more likely to wake to the sound of sheep and birds than traffic. Our popular beaches, Castlepoint and Riversdale, are only an hour drive away. Martinborough, famous for it's wines, is approximately 30 minutes drive. Tea & Coffee provided along with free internet and Netflix.

Top guest favorite
A cottage is positioned on a gentle hillside, surrounded by lush greenery and rolling fields. A covered porch extends across the front, providing panoramic views of the landscape. The clear blue sky enhances the serene setting, while a gravel driveway leads up to the home.
Guesthouse in Longbush
5 out of 5 average rating, 34 reviews

Starlight Cottage

Take it easy at this unique and tranquil getaway with a magical night sky. Located 25mins from Martinborough and Greytown. The Gladstone Inn is 5 mins drive away with local wineries nearby. Other nearby attractions: Stonehenge Aotearoa is 9 mins drive away, the Hood Aerodrome (Masterton) is a 19 mins drive, and Star Safari on Ponatahi Rd is 16 mins away. The cottage is completely off grid and there is a car port to keep the car cool and dry.

Top guest favorite
Guesthouse in Waingawa
4.95 out of 5 average rating, 170 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.

Top guest favorite
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
5 out of 5 average rating, 120 reviews

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 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!

Popular amenities for Masterton District guesthouse rentals