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House holiday rentals in Woodside

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Top-rated house rentals in Woodside

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

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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
4.98 out of 5 average rating, 264 reviews

​5 o'clock Somewhere: Premium Property

Awesome | escape ​exquisite Architecture, peaceful, completely private 1 hectare mature deciduous woodland, 7 minutes from Masterton. K no High-spec, contemporary home, secluded with all-season comfort. ​Clean, minimalist interiors with three bedrooms and two bathrooms (master ensuite). Light-filled rooms and curated design and exquisite landscape 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

Top guest favourite
A brightly lit dining area features a pink table paired with blue and red seating. A bowl filled with colorful fruits sits at the center, while sheer white curtains gently diffuse natural light from the outside, creating a serene and inviting space.
Home in Martinborough
4.95 out of 5 average rating, 105 reviews

Homer: play, gather & ground

Kia Ora. And welcome to Homer; a place to come home to. To play, gather and ground. Enjoy the architecturally designed space, complete with high ceilings, sculptural furnishings, and sun soaked living spaces, as if it’s your own. Located in the heart of Martinborough, you’re just a five-minute stroll to the town square which offers a range of shops, cafes, restaurants and bars. Bonus points, you’re also just as close to some of the region's best wineries and vineyards. IG: @stay_at_homer

Superhost
A spacious wooden deck features an outdoor dining area with a round table and four white metal chairs. Large glass doors lead into the interior space, while lush greenery and gardens are visible in the background under a shaded canopy.
Home in Dalefield
4.82 out of 5 average rating, 232 reviews

Rose End Escape

This peaceful abode is set amongst beautiful gardens and luscious farming plains, making for the perfect spot for a break away from the city. With only a hop, skip and a jump, you are a short 5 minute drive from shopping till you drop in Greytown, and wandering the beautiful daffodil fields of Carterton. If nature is more your thing, within a few minutes drive you could also find yourself trekking the picturesque tracks of the Waiohine Gorge or visiting the vineyards of Martinborough.

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, 332 reviews

A-Frame. Ideal for families and large groups.

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. Prior approval for pets is required ($20 per stay)

Top guest favourite
A spacious house with a modern design is surrounded by well-maintained greenery. The building features a light-colored exterior and a gray metal roof. Outdoor seating is available at a wooden table with chairs, complemented by gravel pathways and views of the surrounding landscape.
Home in Martinborough
4.97 out of 5 average rating, 117 reviews

Hidden Valley Getaway

Hidden Valley Homestay, more commonly known as "The Winery", was once a working vineyard/ winery, known as the Hidden Valley Vineyard. The winery building was built in 1999 out of strawbales. Current owners, and your hosts, Bridget and Jono Hartnell (who live onsite) have recently converted this characteristic building into a fully functional, modern and charming house. Spacious in size, this nearly 200 square metre house is the perfect getaway for family and friend groups.

Top guest favourite
A wooden sideboard with woven cabinet doors is positioned against a white wall. A plant stands beside it, and a round woven rug is placed on the floor. Above the sideboard, a framed photo depicting a serene landscape is displayed.
Home in Martinborough
4.95 out of 5 average rating, 129 reviews

The Little White Bach

1960s fully renovated home in the heart of Martinborough. Perfect getaway for a couple, family or friends to explore the local boutique wineries or the many attractions the Wairarapa has to offer. We have two queen size rooms and one king single, all bedrooms have good size wardrobes. We have two beautiful large decks one south facing out front and one in the back for all day and evening entertainment. We have new radiator heating to keep you warm in cooler months.

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, 111 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 wooden deck area is featured outside the house, with two white chairs positioned on one side. Several wooden tables are arranged on the deck, surrounded by a well-kept lawn. Sunlight casts a warm glow over the inviting space.
Home in Martinborough
4.91 out of 5 average rating, 231 reviews

Escape to Venice - Martinborough Holiday Home

Escape to Venice is a comfortable and inviting 3-bedroom holiday home situated in the heart of Martinborough. It's prime location is within walking distance of the best Martinborough has to offer - cafes, restaurants and Memorial Square where the fair is held. The house sleeps 4-6 adults and 2-4 children, making it the perfect choice for a family holiday. Wine lovers are in luck too with an abundance of wineries in the area, many being within a 10 minute walk away.

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, 232 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.

Top guest favourite
A wooden tray sits on a polished table, holding decorative items including a small folding chair and a blue glass. Sunlight filters through large windows, illuminating the room filled with greenery and modern furnishings.
Home in Paraparaumu
4.99 out of 5 average rating, 144 reviews

Sea Salt on Manly

Sun-drenched coastal escape with stunning Kapiti Island views. This spacious second-floor apartment features two bedrooms, two bathrooms, and open-plan living flowing to a large deck—perfect for morning coffee or sunset drinks. Enjoy private beach access, a fully equipped kitchen, linen, Wi-Fi, gas heating, and affinity hot water. Off-street parking for two cars, just a 5-minute walk to Kena Kena shops. Ideal for couples or friends seeking a relaxing retreat.

Guest favourite
A modern home is nestled in a park-like setting, featuring a spacious wooden deck and patio area. Bright red seating options are arranged for outdoor relaxation, surrounded by lush greenery and mature trees. The picturesque landscape complements the architectural design of the house.
Home in Te Horo
4.88 out of 5 average rating, 147 reviews

Peaceful sanctuary with spa pool - place to unwind

Peaceful sanctuary in a park-like setting, just minutes from several great beaches & the Otaki Gorge/River. Equipped with a spa, this is the perfect place to unwind. The house is a modern architecturally-designed retreat with 3 bedrms (sleeps 6), 3 bathrms, kitchen, scullery & large garden with mature trees. A suntrap all year round & great for relaxation. The fireplace will keep you cozy in winter. No parties, smoking and guests.

Top guest favourite
A one-level house is shown, featuring a green metal roof and a white exterior. Colorful flowering bushes frame the front yard, with lush green grass extending across the property. Large windows provide ample natural light, and a chimney adds character to the structure.
Home in Greytown
4.94 out of 5 average rating, 112 reviews

Central Cosy Kiwiana Greytown House with Garage

Cute whole house in the heart of Greytown. Literally a two minute walk to the centre of the Greytown shopping village and cafe gems. Comfortably sleeps four people, can sleep six with the use of the couch bed. 1960's style house, with some jazzy wallpaper. One level with two bedrooms - one queen bed, one double bed. Sofa-bed is a cosy double. There are a couple of stairs at both front and rear doors.

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