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
4.98 out of 5 average rating, 265 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 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, 757 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 favourite
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, 151 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 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, 336 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.

Top guest favourite
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.
Guest house in Carterton
4.98 out of 5 average rating, 199 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 favourite
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.
Flat in Masterton
4.96 out of 5 average rating, 218 reviews

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.

Guest favourite
Bungalow in Masterton
4.91 out of 5 average rating, 152 reviews

Titoki Townhouse

Architecturally designed townhouse in Lansdowne with a brand new kitchen, quality furnishings, crockery and hotel-style linen, plus extremely comfortable beds for a great night’s sleep. Comfortable living spaces and a private patio make it ideal for relaxing or entertaining. A perfect base to explore the Wairarapa, including Mt Holdsworth (20 mins), Pūkaha / Mt Bruce (30 mins), Martinborough (45 mins) and Castlepoint or Riversdale beaches (45 mins).

Popular amenities for Masterton District family-friendly rentals