Family-friendly holiday rentals in Woodside

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Woodside

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

1 of 1 pages1 / 1

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

4.98 out of 5 average rating, 160 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.

Indoor spacesFamilyBiking

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, 292 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.

Indoor spacesKitchenCondition

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

4.95 out of 5 average rating, 474 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'!

FamilyKitchenOutdoor spaces

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, 274 reviews

5 o'clock Somewhere: Premium Wairarapa Escape

Awesome | escape exquisite Architecture, peaceful, completely private, woodland retreat, 7 minutes from Masterton. High-spec, contemporary home, secluded getaway with all-season comfort. Clean, minimalist interiors with three bedrooms and two bathrooms (master ensuite). Light-filled rooms and curated design with exquisite landscape garden 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

FamilyIndoor spacesLong stay

Top Guest favourite

A spacious living area features a cozy leather sofa and two red armchairs, arranged around a central coffee table. Sliding glass doors open to a private outdoor space, framed by lush greenery. Soft lighting from overhead fixtures complements the inviting interior design.

Home in Greytown

4.93 out of 5 average rating, 339 reviews

A-Frame. Price now includes all service fees.

The house for all seasons, occasions and ages. Double glazed with new thermal curtains. Heat pump and log burner in downstairs living room and heatpump in upstairs bedroom to keep you cosy in winter and cool in summer. The grounds are spacious and private. Great for playing games, BBQ and evening drinks on the sun-drenched deck or in front of the outdoor fireplace. Toys, board games, bikes and sports equipment are provided. Fully fenced. Prior approval for pets is required ($20 per stay)

Indoor spacesKitchenPets

Top Guest favourite

An outdoor deck features a dining table surrounded by wooden chairs, shaded by a large umbrella. Rolling green fields and distant hills provide a scenic backdrop under a clear blue sky with scattered clouds.

Home in Ahiaruhe

5.0 out of 5 average rating, 105 reviews

The View

On a plateau overlooking the Ruamahanga river valley is our cosy two bedroom fully self contained cottage. The views are jaw dropping, backdropped by the Tararua Ranges. On the river flats below, summer crops form a patchwork of different colours. Above, the big sky can be an endless blue or filled with rolling banks of cloud and truly spectacular sunsets. At night the wondrous canopy of stars is why the region is an official International Dark Sky Reserve. It’s all utterly peaceful.

KitchenFamilyHospitality

Top Guest favourite

Cottage in Waihakeke

4.99 out of 5 average rating, 262 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.

FamilyKitchenHospitality

Guest favourite

The charming exterior of the cottage is framed by vibrant pink flowers and lush greenery. A well-maintained lawn leads to the entrance, highlighted by a red door. The cottage features a classic roofline under a bright blue sky, offering a serene and inviting appearance.

Cottage in Carterton

4.85 out of 5 average rating, 108 reviews

1890s Charming Country Cottage with garden

Escape to this loveable 1890s cottage on a 2.6‑hectare organic garden estate. Sleeps 6 in 3 cosy bedrooms, perfect for creative retreats, family weekends or nature lovers—yet just a short drive from town. It has a wood fire, heaters and electric blankets. The cottage is well decorated and equipped with essentials. There is one queen, one double, and two single beds, all with quality linen IMPORTANT: The double room is accessed through the single bedroom. Please note before booking.

FamilyIndoor spacesCheckout

Top Guest favourite

The exterior of a charming cottage with a light blue facade is shown. Two small tables with chairs are positioned on the front porch, while neatly trimmed hedges and a decorative lemon tree adorn the garden, complemented by a pathway leading to the entrance.

Cottage in Greytown

4.98 out of 5 average rating, 126 reviews

Historic Charm - Tranquil Setting - Walk to Town

Step into the historic charm of Kowhai Cottage, nestled in Greytown's tranquil settings. A stone's throw from the main street, this 1900s cottage offers a serene escape with a sunlit garden and shady outdoor settings, cosy fire, and tasteful furnishings. Perfect for families or groups, enjoy a fully-equipped modern kitchen, laundry and air-conditioning, all within walking distance of the town's delights, and a short drive to the nearby vineyards. The picture perfect getaway!

Indoor spacesKitchenCondition

Top Guest favourite

A light blue house with a welcoming yellow door is framed by a white picket fence. The porch is adorned with a bench and features multiple windows, allowing natural light to illuminate the entrance. A tall tree is visible beside the home.

Home in Greytown

4.91 out of 5 average rating, 114 reviews

Picture Perfect in the heart of the Greytown

From the front gate to the rear sunny garden, this beautifully appointed villa is near the heart of Greytown Village situated on the main road, perfect for couples, family and friends. A three bedroom 2 bathroom house on a private spacious fully fenced property, with on-site parking. Just a casual stroll away is Greytown's Village with its renowned cafes, restaurants, bars and boutique shopping. A roaring log-fire with all firewood supplied plus Wi-Fi and 2 smart TV's.

KitchenIndoor spacesAccess

Guest favourite

A charming cottage features a rustic exterior adorned with greenery, set against a vibrant sunset sky. Warm light glows from the windows, while a gravel pathway leads to a welcoming front entrance surrounded by manicured hedges and colorful plants.

Cottage in Greytown

4.97 out of 5 average rating, 229 reviews

Gorgeous Garden Cottage

Kew Cottage Idyllic character home nestled in a much loved cottage garden. Tasteful in decor the cozy living spaces flow seamlessly to the sun-drenched garden. Enjoy al fresco dining under the grapevines or finish the day with toasted marshmallows on the outdoor open fire. Comprising two bedrooms, one bathroom two heat pumps, large utility space and much more. This home away from home is centrally located and an easy walk to central Greytown- shops cafes and bars.

KitchenIndoor spacesBathroom

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, 593 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.

KitchenFamilyTV