Family-friendly holiday rentals in Masterton District

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Top-rated family-friendly rentals in Masterton District

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The property is set in a scenic rural landscape, featuring a modern single-story house surrounded by lush greenery. Rolling hills and fields extend into the distance, under a clear blue sky. A gravel driveway leads up to the residence, enhancing the property’s inviting atmosphere.
Farm stay in Masterton
4.97 out of 5 average rating, 157 reviews

Spacious B&B suite on a lifestyle (7 acre)property

You can be as involved as you wish on this family-friendly lifestyle block property. You can feed the chooks and pigs, walk through our paddocks mingling with the pet sheep and collect fresh eggs and veggies from the garden. Relax in the tranquil setting of our "Tui Suite" and enjoy the view of the Tararua ranges, and by night the amazing stars. Well equiped self-contained suite - suits maximum of 2 adults and 2 children, comfortable beds, great shower, and hearty breakfast provisions provided.

Top guest favourite
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
4.97 out of 5 average rating, 269 reviews

​5 o'clock Somewhere: Premium Property

Awesome | escape ​exquisite Architecture, peaceful, completely private 1 hectare mature deciduous woodland, 7 minutes from Masterton. K no High-spec, contemporary home, secluded with all-season comfort. ​Clean, minimalist interiors with three bedrooms and two bathrooms (master ensuite). Light-filled rooms and curated design and exquisite landscape views. ​Terraced gardens changing with the seasons. Lazy evenings in the spa under the Wairarapa Dark Sky by the outdoor fire with a glass of wine

Guest favourite
A cozy living area features a spacious bed covered with a patterned blanket, complemented by an accent pillow. A grey sofa is positioned nearby, alongside a small round table. A kitchenette with a microwave and kettle is visible in the background, contributing to the apartment's functionality.
Flat in Masterton
4.84 out of 5 average rating, 277 reviews

Private Self contained sleepout with aircon& wi-fi

Relax in your own private, self-contained studio with comfortable sofa and large TV. Modern accommodation for two, featuring a private bathroom and kitchenette with kettle, toaster, hotplate and microwave-perfect for starting or ending the day with a cuppa. Fully insulated and warm year-round with a heat pump. Family friendly; our pet dog is securely kept in a large run when not at home. Easy secure parking directly outside the garage door. One set of towels and basic toiletries provided.

Top guest favourite
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.
Guest house in Masterton
4.99 out of 5 average rating, 163 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 favourite
A charming exterior view showcases a well-maintained brick home surrounded by vibrant flower beds. The garden features a variety of colorful blooms, enhancing the inviting atmosphere. In the background, a separate white building is visible, contributing to the overall landscape.
Home in Masterton
4.97 out of 5 average rating, 140 reviews

Executive 4 Bedroom home. Out door dining area

Heating and cooling heat pumps. Deck with shade sail for outside dining. Two double bedrooms with double beds, one with ensuite, and one with two single beds. Small bedroom with king single bed. Linen supplied. Weber barbecue. Portable cot and high chair available. Separate bathroom with shower over spa bath. Walking distance to Copthorne Hotel and other local restaurants. 10 minutes to Masterton town Centre. On the South end of Masterton giving easy access to Martinborough and Greytown.

Top guest favourite
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.
Guest house in Masterton
4.96 out of 5 average rating, 113 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 favourite
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.
Guest house in Masterton
4.92 out of 5 average rating, 759 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.

Top guest favourite
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
4.91 out of 5 average rating, 116 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 favourite
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, 339 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 favourite
Several ducks and mute swans gather near a tranquil pond surrounded by lush greenery. The calm water reflects the surrounding landscape, providing a serene setting. A gravel shore separates the pond from a manicured lawn, enhancing the natural atmosphere.
Cottage in Masterton
4.94 out of 5 average rating, 158 reviews

Swan Lake Gardens Country Cottage.

This cottage is situated in the country in a farm setting.We are 2 kms from the Airport and on the road to Gladstone vineyard . It is a 5 min drive to the Kuripuni shopping complex with many restaurants, a movie theatre and a supermarket on hand . The gardens are open to our guests where you will enjoy seeing the mute swans and other birds including a pet peacock. This cottage is not suitable for young children we have farm machinery and large open water spaces on the property.

Guest favourite
A black wood-burning stove is featured, with flames visible through the glass front, providing warmth and ambiance. A woven basket filled with logs is positioned alongside, and the stove is set against a light-colored wall, enhancing the cozy atmosphere.
Cottage in Upper Plain
4.92 out of 5 average rating, 348 reviews

Autumn is here, winter is coming

Modern settler cottage on historic Wairarapa property. Hosted by Brigid and Richard. Sleeps up to 8, DIY breakfast. Well-equipped kitchen. Continuous hot water. Starlink Wifi (100mbs), gas barbie, spa pool, brazier pit, trampoline, 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. EV charger on site. Quiet cottage in garden setting.

Guest favourite
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, 211 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.

Popular amenities for Masterton District family-friendly rentals