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
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, 146 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
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, 439 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
Train in Upper Hutt
4.87 out of 5 average rating, 399 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
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
4.98 out of 5 average rating, 121 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 favourite
The cottage features a wooden deck extending outdoors, with comfortable white lounge chairs positioned for relaxation. Glass doors open to the interior, allowing natural light to fill the space. A manicured lawn and trees line the background, contributing to a serene farm atmosphere.
Farm stay in Bidwells Cutting
4.93 out of 5 average rating, 174 reviews

Edge Hill Cottage

Light and breezy farm retreat. vintage building (circa 1950) has been updated and rebuilt to modern standard while retaining its unique charm. Situated only 5 minutes drive to Martinborough village or 9 minute drive to Greytown, this cottage is ideal spot to base yourself for a weekend and explore the many wineries and activities in the Wairarapa. ** No cooking facilities. Cottage suited to eat out**. Small drinks fridge only. No pets Limited wifi. Patchy coverage depending on yr device.

Top guest favourite
A bright lounge and dining area is captured, featuring large windows that allow natural light to flood the space. A cozy turquoise couch and a central coffee table are present, complemented by a small dining table. A bookshelf, filled with various books, sits along the wall.
Guest suite in Paekākāriki
4.91 out of 5 average rating, 279 reviews

Sunny cosy getaway near beach

Charming self-contained upstairs suite, full of light, with lovely outlook on our beautiful seaside village. Five minutes walk to beach and Queen Elizabeth Park, a wonderful forest and dune environment great for walks, biking, picnics. Lively village centre 1.5 kms away, with a well stocked local shop, a fruit and veg shop, 3 cafes and a family friendly pub, railway station, regular music gigs and starting point for the famous Escarpment walk. It is an easy train or drive to Wellington.

Top guest favourite
Cottage in Waihakeke
5 out of 5 average rating, 242 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 $25 pp. Drive on parking, heat pump, wifi & tv.

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
4.97 out of 5 average rating, 229 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
The cottage features a light-colored exterior, with large windows allowing ample natural light. A welcoming outdoor deck is framed by low shrubs, leading to a gravel pathway. The peaceful vineyard setting is visible in the background, enhancing the serene environment.
Cottage in Dyerville
4.99 out of 5 average rating, 233 reviews

Hamden Estate Cottage

Enjoy a stay on our Martinborough vineyard. The cottage is nestled amongst the vines and offers a peaceful retreat from the city. We are 8 kilometres from the centre of Martinborough heading south on the way to Lake Ferry. You can enjoy a leisurely wine tasting at our cellar door with David who is always happy to talk wine. We will also transport you to Martinborough so that you can spend the day investigating local wineries or dine at one of the town's fine restaurants.

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, 271 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.
Guest house in Featherston
4.97 out of 5 average rating, 556 reviews

Cosy Cabin ~outdoor bath~stars~donkeys

Our self-contained, double-glazed, fully insulated compact cabin is well appointed. It stands alone on our lifestyle property, private from our house with fabulous views to the Remutakas. There is an outdoor covered BBQ area. Relax in the ~bath~ under the stars. We have a small dog (Lucy), sweet barky Huntaway (Ruby), donkeys (Phoebe, Anna & Lily) & August (cat). All very friendly. One small fur baby allowed. Please advise when booking.

Top guest favourite
Guest house in Waingawa
4.95 out of 5 average rating, 179 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.

Popular amenities for South Wairarapa District family-friendly rentals