
Holiday houses in Upper Plain
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Upper Plain
Guests agree: these stays are highly rated for location, cleanliness and more.

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 **
FamilyLocationBeach

Private Self contained sleepout with aircon& wi-fi
Relax in your own private, self-contained studio with comfortable sofa and large TV. Modern accommodation for two, featuring a private bathroom and kitchenette with kettle, toaster, hotplate and microwave-perfect for starting or ending the day with a cuppa. Fully insulated and warm year-round with a heat pump. Family friendly; our pet dog is securely kept in a large run when not at home. Easy secure parking directly outside the garage door. One set of towels and basic toiletries provided.
FamilyValueLong stay

Cosy & Cheerful Townhouse With Sunny Deck & Patio
A cosy 3 bedroom stand alone house (85sq meters). Centrally located to Kuripuni, Masterton. Restaurants, cafes, cinema, and super market within 5-10 minutes walk. Deck and patio catch all the morning and day time sun. A great place to enjoy your morning coffee, afternoon vino, or summer dinners with family or friends. The house is well equiped with kitchen essentials for cooking & dining, washing machine and washing line, books and board games as well as unlimited wireless internet and Netflix.
ValueLocationQuiet

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'!
FamilyValueAccuracy

Executive 4 Bedroom home. Out door dining area
Heating and cooling heat pumps. Deck with shade sail for outside dining. Two double bedrooms with double beds, one with ensuite, and one with two single beds. Small bedroom with king single bed. Linen supplied. Weber barbecue. Portable cot and high chair available. Separate bathroom with shower over spa bath. Walking distance to Copthorne Hotel and other local restaurants. 10 minutes to Masterton town Centre. On the South end of Masterton giving easy access to Martinborough and Greytown.
FamilyValueAmenities

Cottage nestled in estate
A fully self contained, 2 bedroom newly renovated cottage set amongst the grounds of an original 1900’s homestead with established gardens and equestrian facilities. For comfort, the cottage has air-conditioning & heating with master bedroom fitted with a ceiling fan. Underfloor heating in the bathroom and a washing machine and dishwasher in the kitchen, Weber BBQ, Nespresso coffee machine and Starlink wifi making your stay easy and comfortable. Equine facilities are available $20/day/horse.
FamilyValueTV

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.
FamilyLocationComfort

Surrounded by Nature
The Tree House is a perfect, off-the-grid retreat for nature lovers, where you can listen to birdsong, see the sunrise from the deck and hear the river flowing in the valley. Two minutes walk and you come to The Watermill Bakery serving delicious pizza on Friday evenings, except during winter. The Tree House is close to a small productive lavender farm, Lavender magic, who sell cut flowers in season, and Mount Holdsworth, where you will be able to access a wide variety of walking tracks.
ValueFamilyLayout

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
ValueFamilyOutdoor spaces

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.
LocationFamilyDecor

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.
ValueLocationOutdoor spaces

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!
FamilyLocationWalkability
Popular amenities for Upper Plain holiday rentals
Other great holiday rentals in Upper Plain

Halford Hideaway
LocationValueAccess

Sunrise Vista
LocationFamilyLayout

Tui Cottage (Love Shack)
ValueFamilySleep quality

The Hut
FamilyLocationIndoor spaces

The Dollshouse Apartment, Masterton
LocationFamilyCheckout

Swan Lake Gardens Country Cottage.
LocationValueLayout

Luxury Getaway
LocationFamilyHeating

Galtimore
LocationFamilyTV
Destinations to explore
- Wellington Cable Car
- Museum of New Zealand Te Papa Tongarewa
- Sky Stadium
- Otari-Wilton's Bush Native Botanic Garden
- Wellington Waterfront
- Staglands Wildlife Reserve
- Pūkaha National Wildlife Centre
- Cape Palliser Lighthouse
- City Gallery Wellington
- Wellington Museum
- Mount Victoria Lookout
- Southward Car Museum
- The Weta Cave





