Holiday houses in Woodside

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Top-rated holiday rentals in Woodside

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Top Guest favourite
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
4.99 out of 5 average rating, 239 reviews

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 **

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.

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, 471 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
A charming 1920s cottage is shown with a light green exterior, surrounded by various shrubbery and trees. Flowering plants frame the entrance, which has a dark door and window accents. A wooden fence is visible, providing a clear boundary for the front yard.
Home in Masterton
4.92 out of 5 average rating, 151 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.

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, 338 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)

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, 100 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.

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, 123 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!

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.

Top Guest favourite
A hot tub filled with bubbling water is positioned on a deck, providing views of the ocean and distant mountains. The scene is framed by lush greenery and sunlight reflecting off the water, creating a tranquil atmosphere by the shore.
Home in Paraparaumu
4.94 out of 5 average rating, 250 reviews

Seascapes Waterfront 3

Luxury, one of a kind beach front accomodation Breathe, relax and marvel at the expansive views of the ocean on your doorstep and majestic Kapiti Island. Close the door and its your own private getaway. Watch the moonlit ocean and stars on the horizon. Perhaps this just is heaven ! Enjoy this haven with someone you love, or take the solitude, and space to escape This studio has its own walk in shower with rain head and a private spa for your exclusive use.

Guest favourite
An aerial view captures a cabin surrounded by lush olive trees, set against a backdrop of rolling hills illuminated by golden sunlight. The terrain is dotted with greenery, illustrating the serene landscape of the property.
Tiny home in Martinborough
4.96 out of 5 average rating, 186 reviews

Repose x Martinborough Grove Stay

Perched on a terrace in Martinborough’s Blue Earth Olive Grove sits one of Repose’s 14sqm Nordic inspired cabins. Offering unmatched views over the property and down the valley. This property is home to both an Olive Grove and Vineyard with no shortage of things to do. Whether it be a picnic amongst the vines, exploring the Ruakokoputuna River, or a stroll through the Grove there is plenty to keep you busy during your stay.

Guest favourite
Yurt in Greytown
4.98 out of 5 average rating, 623 reviews

Greytown Yurts - Luxurious Glamping Experience

Greytown yurts is luxury accommodation with all the fun and appeal of glamping but with total comfort. There is a ducted heat pump to keep you comfortable all year round. The interior offers a luxurious and calming environment, with beautiful views across our garden. It has a very comfortable king size bed (183 x 203 cm), with superior linen, bedding, towels and robes. There is a one off cleaning fee added to the price.

Top Guest favourite
A spacious bedroom features a patterned headboard and soft bedding. Nightstands with lamps sit on either side of the bed, and a natural fiber rug lies beneath. Warm lighting complements the neutral tones and creates a calming ambiance.
Guest suite in Greytown
4.91 out of 5 average rating, 432 reviews

Suite 22

100% ROMANCE GUARANTEE - Suite 22 is a 2 room self-contained suite in the front of a lovely Greytown villa. Ideal for couples wanting a romantic getaway or singles wanting a study break or some alone time. Privacy is assured. Large double bedroom & ensuite w/ shower. Separate living room & tiny kitchenette. Your own verandah & garden. A secluded outside clawfoot bath for soaking in the sun or under the stars.

Popular amenities for Woodside holiday rentals