Family-friendly vacation 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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Guest favorite

The cottage exterior features a light-colored wood facade with a covered porch. Two sets of chairs are positioned in front of large glass doors, providing a place to relax. Surrounding greenery and flower beds enhance the outdoor space, inviting a connection with nature.

Guesthouse in Upper Hutt

4.93 out of 5 average rating, 107 reviews

'The Cottage'

‘The Cottage’, is a cosy, self-contained cottage situated in the lovely Kaitoke countryside, a 40 minute drive from Wellington; 20 from the Wairarapa and 10 from Upper Hutt. 'The Cottage', is also the perfect location for access to the Rimutaka Incline Trail and Aston Norwood Gardens & Cafe. It is a modern two-bedroomed cottage, which could accommodate up to four guests. From the lounge, you can enjoy watching the animals play in the paddock below or the birds fluttering around in the trees.

Guest favorite

An outdoor view of the townhouse showcases a spacious patio area, featuring a brick pathway and a single green chair. Large glass doors offer a glimpse into the interior, while the metal roof complements the structure's clean lines.

Bungalow in Masterton

4.91 out of 5 average rating, 147 reviews

Titoki Townhouse

Beautifully presented, architecturally designed townhouse in Lansdowne. Top quality furnishings, crockery and linen to ensure your stay is memorable. Host a dinner party or relax on the patio with local wines and cheeses, all available within 5 mins. Enjoy Mt Holdsworth (20 mins) for an easy walk or something more challenging, visit Mt Bruce Pukaha (30 mins), take a day trip to Martinborough (45 mins) for fabulous food and wine. Visit Castlepoint and Riversdale (both 45 mins) for a beach treat.

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, 674 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

An open plan kitchen, dining, and living area features polished timber floors and light green walls. A wooden dining table is surrounded by four upholstered chairs. A comfortable sofa is placed nearby, with large glass doors allowing natural light and outdoor access.

Home in Te Awaiti

4.82 out of 5 average rating, 365 reviews

Te Kōpuha

Native timber railway cottage in prime location, with expansive sea views from living room, front bedroom and the big (42m2) deck. Views of the surrounding hills to the rear. Easy access to the beach. Large open plan kitchen/dining room/living room. The bach is run on a hybrid off-grid solar system. Two interior bedrooms, and large, light and airy separate third bedroom by the deck. Polished native timber floors (bedrooms all carpeted). Fully insulated. Gas hob. Fireplace/wood burner.

Guest favorite

The exterior of a light-colored cottage is displayed, showcasing a welcoming entrance with potted plants beside the front door. Lush greenery and flowering plants surround the house, which is framed by tall trees. A simple picket fence delineates the property, adding to the quaint charm.

Home in Masterton

4.91 out of 5 average rating, 134 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.

Guest favorite

The exterior of a modern, two-story home is showcased under a clear blue sky. Large windows provide ample natural light, while a rounded metal roof and sleek facade are prominent features. Neatly trimmed hedges and potted greenery enhance the inviting outdoor space.

Home in Martinborough

4.91 out of 5 average rating, 124 reviews

Secluded Luxury Location and close to the square

Welcome to your perfect getaway! My place is close to restaurants, dining, and family-friendly activities. You'll love the outdoor space, the cozy ambiance, and the super comfy bed. Ideal for couples, business travelers, families (with kids), and larger groups, the house features a 55" Samsung Smart TV with Sky, plus all sports and movie channels. Tennis courts are across the road (racquets provided), it’s a dream spot for wine lovers, with over 20 wineries within walking or cycling distance.

Guest favorite

A patio area is presented with a glass-top table surrounded by four woven chairs, facing the ocean. A gas barbecue is visible on the side, with expansive views of the sparkling water and distant hills under a partly cloudy sky.

Guesthouse in Paraparaumu

4.97 out of 5 average rating, 132 reviews

Cosy bach on beach, Raumati South, Kapiti Coast

Beachfront - only a single lane servicing one other property separates bach from the beach. Breath-taking views of the breaking waves, and from the Kaikouras to Kapiti Island. Wellington is 48kms away (an approximately 50 minute drive). Two fantastic cafes/licensed restaurants, plus a takeaway shop and dairy/convenience store 300m away. A great bach for a romantic escape, a family holiday, or to spend time with friends. Go to sleep snuggled in luxury linen to the murmur of the waves.

Superhost

A modern home exterior is set against a clear blue sky, featuring a spacious deck with seating and a well-maintained lawn. The house is composed of light grey siding, with large windows that allow for natural light. A lush hedge surrounds the property, enhancing privacy.

Home in Martinborough

4.88 out of 5 average rating, 152 reviews

27 Tuscan

Come and enjoy a relaxing stay at our beautiful new home situated at Pinot Grove Estate. Just 900m from the town center with wineries and fabulous restaurants, cafes and a cinema a short stroll away. Full access to a communal 20m heated pool, with separate toddlers pool (open from Labour Day till Easter) or a game of tennis at the all-weather tennis court. Keep the kids entertained with an enclosed trampoline. The large 70sqm deck provides fabulous indoor-outdoor flow.

Top guest favorite

The cottage exterior features a light gray facade with white decorative trim and a bright yellow door. Surrounding gardens are lush with greenery and vibrant flowers. The entrance is framed by soft foliage, creating a welcoming atmosphere in a serene outdoor setting.

Cottage in Greytown

4.97 out of 5 average rating, 189 reviews

Country Bliss : charming historic cottage

Country Bliss Cottage is an original historic Greytown cottage its origins dating back to the 1880's . The cottage still retains its original character and charm but with modern day comforts. The garden is private and sunny with an abundance of bird life, mature fruit trees and cottage garden flowers. The decor is a mixture of vintage and new with quality furnishings throughout . A roaring log-fire with all firewood supplied makes for a cosy winter retreat.

Guest favorite

A spacious deck is furnished with a round wooden table and four sturdy chairs, overlooking panoramic sea views. The vast sky reflects clear blue hues, and the coastline is visible in the distance, framed by native trees and a gentle landscape.

Apartment in Paraparaumu

4.94 out of 5 average rating, 261 reviews

Raumati South - Doug & Jan's Secret Hideaway

Near new one bedroom apartment with stunning views of sea, South Island, Kapiti Island. Huge deck to enjoy the sun and views. Beach across the road and close to Queen Elizabeth Park. Ideal for walking or cycling. Walking distance to the highly recommended Raumati South Social Club and Sunday Cantina Restaurants. The perfect romantic getaway. You will not be disappointed. Check out our guest reviews.

Guest favorite

The exterior of the standalone apartment is framed by lush greenery and mature trees. Large windows and French doors open onto a welcoming front porch, inviting light into the living space. The garden area features a mix of shrubs and ornamental grasses.

Apartment in Martinborough

4.86 out of 5 average rating, 155 reviews

Two Bedroom Apartment @ The Claremont Motel

Tariff is for 4 people. Sleep up to 5 people. Luxury 2 bedroom, stand alone apartment. 2 x queen bedrooms or 1 x queen and 2 singles, full kitchen, lounge, dining room, underfloor heating, gas fires, most with air conditioning, large french doors opening onto large sunny decking. Double spa bath in some, walk in shower in others, Roll away bed available available. Free parking and free WiFi.

Top guest favorite

The living area features a comfortable striped sofa and two floral armchairs, enhancing the cozy setting. A wooden coffee table sits in the center, complemented by a neutral rug. Light streams through multiple windows, illuminating the space and reflecting a blend of indoor and outdoor elements.

Home in Greytown

4.95 out of 5 average rating, 124 reviews

Greytown Cottage: Fast Fibre, Sky TV, Linen inc.

Refurbished and fully insulated 1950's 2 Bedroom 100sqm Cottage perfectly located in central Greytown Quality Bed Linen/Towels provided. Cleaning Fee included. HeatPump that heats cottage in minutes. Air Con for the hot summer months. Two bikes (and helmets) available for use. 6 Free Range eggs from owners pet Hens on arrival. Note: Hens not kept at property :) Table Tennis Table in garage.

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