Holiday houses in Woodside

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Woodside

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
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, 435 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'!

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, 283 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 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, 240 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
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, 179 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
A spacious bed is neatly made with white linens and a textured cream blanket. Decorative pillows in burnt orange and beige complement the neutral tones. A floral artwork is displayed above the bed, and natural light enters through a nearby window adorned with blinds.
Guest suite in Greytown
4.98 out of 5 average rating, 147 reviews

Potager B&B - Woodside - Greytown

On the edge of beautiful Greytown but within walking distance of coffee shops, restaurants and shops, we have created the perfect retreat. Our beautiful purpose built B&Bs are set in their own courtyard gardens within our potager garden. We supply breakfast museli, fruit, orange juice, milk, a loaf of local Ciabatta bread, butter, marmalade, jam, tea & coffee for you to enjoy at your leisure. There are views across the farmland to the Taurua Ranges and amazing night skies.

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, 103 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.

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, 211 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.

Superhost
A charming studio is surrounded by a private garden featuring lush greenery and blooming white flowers. A stone pathway leads to the entrance, which is shaded by overhanging branches. An outdoor seating area is visible, providing a serene retreat within the gardens.
Tiny home in Greytown
4.88 out of 5 average rating, 290 reviews

6 Wood Street Studio Greytown.

A very small studio located a minutes walk to Greytown supermarket, cafes, restaurants and boutique shopping. Steeped in early Aotearoa, NewZealand history, Greytown was one of the earliest towns in NZ to be settled. Magnificent stands of old trees, and beautiful gardens, Greytown is the character town of the Wairarapa and beyond. Within seven minutes you can be at Woodside railway station making access to Wellington easy as you can leave your vehicle for the return.

Top Guest favourite
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
4.97 out of 5 average rating, 108 reviews

Apt Le Petit. Ideal for a quiet getaway.

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' Although attached to the main house, 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.

Top Guest favourite
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, 199 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.

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, 554 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.

Top Guest favourite
A heated pool is surrounded by a clean, tile deck and lush greenery, including trees and flowering shrubs. The pool area is fenced for privacy, with steps leading to the well-maintained grounds, creating an inviting outdoor space.
Guesthouse in Woodside
5 out of 5 average rating, 120 reviews

Cosy Cottage in Greytown

Escape to Pine Grove Cottage, a peaceful country retreat just 1.6km from Greytown village. Built-in 1865, this historic cottage offers a queen-sized bed, ensuite, living area, private patio, heat pump/air con, wifi, and a kitchenette (no cooking facilities). Enjoy a heated pool (Nov - April). Attached to the main house but with private access. Discover Greytown's charm and the beauty of Wairarapa. Book now for a serene getaway!

Popular amenities for Woodside holiday rentals

  1. Airbnb
  2. New Zealand
  3. Wellington
  4. Woodside