Family-friendly holiday rentals in South Wairarapa District

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Top-rated family-friendly rentals in South Wairarapa District

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

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Top Guest favourite
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
4.94 out of 5 average rating, 428 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'!

Guest favourite
A bright red train exterior is visible, featuring multiple windows and doors. Outdoor seating includes wooden benches and a rectangular dining table, positioned on a paved surface. Lush greenery surrounds the area, creating a serene rural atmosphere.
Train in Upper Hutt
4.87 out of 5 average rating, 393 reviews

Tiny House Train-Eco stay

Thank you for renting the train as this really helps me. The train runs on solar power, all your water is spring water and is a great example of up cycling and recycling. The tiny house train is located on a 10 acre/4.2 hectare organic blueberry farm and was restored in 2018 and turned into a tiny house in May 2019. There is a cozy log burner plus electric blanket and heat pumps. There is a smart TV Netflix supplied . Wifi is Starlink with laptop friendly kitchen table. Self checkin after 2pm.

Top Guest favourite
A wooden platter is arranged with a selection of cheeses, crackers, and dried fruits, complemented by a bottle of Pinot Noir and two glasses of red wine. A cozy fire burns in the background, adding warmth to the inviting scene.
Cottage in Woodside
4.99 out of 5 average rating, 281 reviews

Longforde Cottage

Welcome to Longforde, a very special, charming and beautifully furnished cottage attached to our main home but completely independent with your own access and landscaped to ensure your absolute privacy. Set on 4 acres of stunning gardens, each room has private rural views of the countryside and Tararua ranges. We are located at the end of one of Greytowns most beautiful streets, a walkable 2km into the shops and cafes. As well, we are on a popular walking and biking route to the Waiohine river.

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.
Guesthouse in Masterton
4.98 out of 5 average rating, 105 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

Top Guest favourite
The exterior of a spacious retreat features a black-paneled structure with large windows. A well-kept lawn surrounds the area, complemented by seating arrangements and a barbecue station under the shade of lush trees, offering a serene outdoor living space.
Barn in Waihakeke
5 out of 5 average rating, 239 reviews

The Good End of the Shed.

A world away from the world -Just 5 mins from Greytown. Situated on a small organic farm in a beautiful garden. Super comfy bed, stylish, mid century decor. Wake up to birdsong, star-gaze from the outside bath while listening to the call of the ruru. Loll by the pool or borrow the bikes to go exploring. Free breakfast of good coffee, homemade muesli & fruit, artisan bread and spreads. Free-range eggs & bacon available for you to cook for $20 pp. Drive on parking, heat pump, wifi & tv.

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, 137 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 or just relax in the tranquil setting of our "Tui Suite" and enjoy the view of the Tararua ranges and we'll let you just be. Well equiped self-contained suite - suits maximum of 2 adults and 2 children, comfortable beds and hearty breakfast provisions provided.

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.
Guesthouse in Carterton
4.99 out of 5 average rating, 174 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
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
4.98 out of 5 average rating, 210 reviews

#1 Guest Pick - 5 o’clock Somewhere

Contemporary and modern escape on 1 ha of gorgeous woodland, located just 7 mins from Masterton. Fully air-conditioned, this hidden gem has 3 spacious bedrooms 2 bathrooms, (master ensuite). Step outside to the terraced gardens bursting with colour - grab a cold one and lounge in the sun. Enjoy the spa pool under the stars or gather around the outdoor fire. Perfect for families, friends, or a quiet weekend away! 🍻 Book now, rarely available, this stunning spot is just for you.

Top Guest favourite
A modern guesthouse exterior features a spacious deck with outdoor seating, overlooking rolling green hills and a clear blue sky. The surrounding landscape includes well-maintained grass and planting, providing a tranquil rural setting.
Guest suite in Moonshine Valley
4.99 out of 5 average rating, 259 reviews

Modern rural living

Described by a former guest as "a premium destination for those seeking beauty, comfort & a flawless experience" come see it for yourself. Situated high in the hills, kick back & relax in this calm, stylish space. Experience the isolation of rural living, but with the knowledge you are only 20-30 minutes from Porirua City, Hutt Valley & Wellington City. Built in 2021, the guesthouse has all the modern amenities you need including it's own carpark, lounge, kitchen & bathroom.

Top Guest favourite
A compact cabin is set against a captivating night sky filled with stars, including the Milky Way. The cabin features large windows that reflect the celestial view. A grassy area surrounds it, adding to the peaceful ambiance of the surroundings.
Guesthouse in Featherston
4.97 out of 5 average rating, 546 reviews

Cosy Cabin ~outdoor bath~stars~donkeys

Our self-contained, double-glazed, fully insulated compact cabin is well appointed. It stands alone on our 3 acre lifestyle property, private from our house with fabulous views to the Remutakas. There is an outdoor dining area with a BBQ. Relax in the ~outdoor bath~ under the stars in front of the wee fire (kindling & wood supplied). We have a small dog (Lucy), sweet Huntaway (Ruby), donkeys (Phoebe, Anna & Lily) & August (cat). All very friendly.

Guest favourite
The exterior view of the Tui Suite is highlighted by a softly illuminated patio with two woven chairs. Large glass doors provide a glimpse into the serene interior, with views of distant mountains and a tranquil evening sky in shades of blue.
Guesthouse in Western Lake
4.99 out of 5 average rating, 191 reviews

Tui Suite at Wairarapa's Lakeview Lodge

Welcome to our luxury peaceful escape location. Just 60 minutes from Wellington, your private suite overlooks Lake Wairarapa and is surrounded by farmland, bush and lake views and includes your own private spa and gardens - a perfect place to escape, gaze at the night sky, and relax. Single nights available Sunday-Thursday, no cleaning fees, a light breakfast is included, and a kitchen and BBQ are available for self-catering.

Top Guest favourite
Guesthouse in Waingawa
4.94 out of 5 average rating, 162 reviews

Let the countryside recharge your soul

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

Popular amenities for South Wairarapa District family-friendly rentals