Family-friendly vacation rentals in Woodside

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Top-rated family-friendly rentals in Woodside

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

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Top guest favorite
A serene outdoor area features lush green foliage and cascading white flowers. A round blue-tiled table is surrounded by black chairs, creating an inviting spot to sit. Overhead, a transparent cover provides shade, while planters and blooms add color to the garden setting.
Guest suite in Greytown

Apt Le Petit. Price now includes all service fees.

Very private and petit but centrally located with a 2 minute walk to the Greytown shops. Ideal for dining out or that morning brunch, with all restaurants and cafes within strolling distance. Perfect location for wedding 'bus pick ups' You have your own separate entry to the apartment which is situated in lovely garden surrounds. There is plenty of off street parking and if you’re feeling energetic there are 2 bikes available. Fully fenced. Dog friendly - $25 per stay. Please include in booking

4.98 out of 5 average rating, 128 reviews
Top guest favorite
A charming cottage with a corrugated exterior is framed by lush greenery and colorful plants. The entrance features two light-colored doors, divided by a decorative window, leading into a welcoming space. A gravel pathway provides access to the cottage, enhancing the natural surroundings.
Chalet in Featherston

Unbelievable Peace at Underhill Cottage B+B

You’ll love my place - the peacefulness of the setting, comfy bed and tranquility of the countryside. Wake to native birds singing. Close to parks, public swimming baths, walks & the train. 15 Minute walk from Featherston Township with its quirky shops, cafes and famous Cheese Shop. Designed for couples seeking a quiet retreat, or overseas guests seeking a touch of country life. Also caters for up to 2 additional guests using the bedsettee (additional charge applies). English + German spoken

4.95 out of 5 average rating, 295 reviews
Top guest favorite
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

Tui Suite at Wairarapa's Lakeview Lodge

Welcome to our 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 kitchenette and covered BBQ are available. Same day check in may be available. ** not suitable for children or pets **

4.99 out of 5 average rating, 246 reviews
Top guest favorite
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

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.

4.99 out of 5 average rating, 293 reviews
Guest favorite
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

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'!

4.94 out of 5 average rating, 477 reviews
Top guest favorite
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

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.

5.0 out of 5 average rating, 108 reviews
Top guest favorite
Cottage in Waihakeke

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.

4.99 out of 5 average rating, 262 reviews
Top guest favorite
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

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!

4.98 out of 5 average rating, 127 reviews
Guest favorite
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

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.

4.97 out of 5 average rating, 230 reviews
Top guest favorite
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

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.

4.97 out of 5 average rating, 597 reviews
Top guest favorite
The bathroom features a modern en-suite layout, including a toilet and sleek sink with a mirror above. A walk-in shower with glass doors is visible, and natural light filters through a large window with frosted glass. Two gray mat rugs are positioned on the tiled floor.
Guest suite in Greytown

Woodside Suite: peaceful semi-rural life

You’ll love our location, enjoy the peace and quiet. We are rural but with all the benefits of being within walking distance of town, just 10 minutes. We are also located on the road that leads to Woodside railway station. Our home is good for couples or travelers who are looking for a bit of rest and relaxation. We have also set up a Guidebook for some local pointers.

4.78 out of 5 average rating, 324 reviews
Top guest favorite
The bedroom features a spacious bed adorned with neutral-toned linens. A desk and chair are positioned near a window, allowing natural light. Soft grey curtains frame the window, and an open doorway leads to a cozy sitting area with floral-patterned furniture.
Guesthouse in Greytown

Boutique Greytown cottage

Nestled in the back garden of a century-old house, is a sunny, self-contained, private cottage. Two sets of french doors open into a private garden. The cottage is 3 minutes walk to the vibrant centre of Greytown with cafes and boutique shops. A continental breakfast is provided. Discounts are provided for longer stays. The maximum number of guests is two.

4.97 out of 5 average rating, 208 reviews

Popular amenities for Woodside family-friendly rentals