Holiday houses in Upper Plain

4.94 out of 5 average rating, 406 reviews

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'!

4.92 out of 5 average rating, 683 reviews

Studio 8

My place is close to restaurants and dining, family-friendly activities, public transport, shopping. You’ll love my place because of Its proximity to town, the studio is a short 2 min walk from the Queen St shopping precinct, great cafes and restaurants and only a casual 5 min stroll to QEll Park. The two storied Studio is tucked in behind the 1879 cottage with its own private deck, comfortably appointed for couples seeking a Wairarapa getaway or business travellers needing a central location.

4.99 out of 5 average rating, 139 reviews

Cabin in Carterton

Serene Pvt Studio: Rural Views, Garden, Wineries!

Sira's Studio - Welcome to your serene Wairarapa escape! ➤ Private Getaway: • Rural experience in an insulated & double-glazed studio • Ideal for Couples/Friends or a work retreat ➤ Amenities: • Unwind in a Comfy queen bed & an ensuite bathroom • Well equipped Kitchenette • Free parking, Wi-Fi, Heat Pump & Smart TV ➤ Attractions: • 7 mins to Carterton - Explore Wairarapa's charm with popular Restaurants/Sightseeing • On clear nights, Stargaze in the Dark Sky Reserve, a world-renowned spot

4.91 out of 5 average rating, 136 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.

4.95 out of 5 average rating, 175 reviews

Central 2-bedroom serenity in Masterton

Enjoy a renovated, fully-equipped & stylish 2-bedroom home (with queen-sized luxury beds) in close proximity to Masterton's centre. From a relaxing retreat for up to four; to an easy-living space for a small family; to an urban pad to base yourself after a hard day's work or shift, this place has it all. Off-street parking, private outdoor spaces for dining and access to across-the-road spa facilities or a pool in Summer (on request) are on offer. See all photos. Breakfast supplies provided.

4.84 out of 5 average rating, 238 reviews

Apartment in Masterton

Private Self contained sleepout with aircon& wi-fi

Kick back and relax in your own self contained space with your own sofa and large tv. Nice, modern accommodation for 2 with bathroom and kitchenette equipped with kettle, toaster & microwave. Make yourself a cuppa to finish or start the day. Fully insulated with a heat-pump. Family friendly with our pet dog in a large run when not at home(not running loose) Park outside the garage door. 1 set of towels provided per stay, some toiletries, Please check the check-in details for lockbox code.

4.96 out of 5 average rating, 272 reviews

Cottage in Masterton

Walnut Cottage, a rural idyll

Relax 10 minutes from town in a charming country cottage with all mod cons. Close enough to amenities to explore town but quiet enough to see and hear the tui's, kereru and Ruru (morepork owls) at night. There is a creek running through the bottom paddock for kids to splash in or explore for eels while you enjoy the sun on the patio. It is a great spot for a romantic getaway or a family break in the country. There are lots of walks around, animals to see and the tranquility is unbeatable.

4.94 out of 5 average rating, 170 reviews

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 fibre and Netflix.

4.93 out of 5 average rating, 134 reviews

Cottage in Masterton

Swan Lake Gardens Country Cottage.

This cottage is situated in the country in a farm setting.We are 2 kms from the Airport and on the road to Gladstone vineyard . It is a 5 min drive to the Kuripuni shopping complex with many restaurants, a movie theatre and a supermarket on hand . The gardens are open to our guests where you will enjoy seeing the mute swans and other birds including a pet peacock. This cottage is not suitable for young children we have farm machinery and large open water spaces on the property.

4.98 out of 5 average rating, 169 reviews

Guesthouse in Opaki

Twin Elms - Semi Rural Yet Close to Town

Welcome to Twin Elms. This apartment is situated on our property but separate from the main house. We are positioned in a lovely rural location about a 7 minute drive to the centre of Masterton. You are more likely to wake to the sound of sheep and birds than traffic. Our popular beaches, Castlepoint and Riversdale, are only an hour drive away. Martinborough, famous for it's wines, is approximately 30 minutes drive. Tea & Coffee provided along with free internet and Netflix.

4.97 out of 5 average rating, 188 reviews

#1 Guest Pick - 5 o’clock Somewhere

Contemporary and modern escape on 1 ha of gorgeous woodland, located just 7 mins from Masterton. Fully air-conditioned, this hidden gem has 3 spacious bedrooms 2 bathrooms, (master ensuite). Step outside to the terraced gardens bursting with colour - grab a cold one and lounge in the sun. Enjoy the spa pool under the stars or gather around the outdoor fire. Perfect for families, friends, or a quiet weekend away! 🍻 Book now, rarely available, this stunning spot is just for you.

4.93 out of 5 average rating, 324 reviews

Cottage in Upper Plain

Country warmth for the Matariki weekend

Modern settler cottage on historic Wairarapa property. Sleeps up to 8 (2 queen double beds and 2 single beds and 2 double sofa beds across 4 spaces), DIY breakfast. Well-equipped kitchen. Continuous hot water. Unlimited Wifi, gas barbie, spa pool, brazier pit, swimming pool, Smart TV, boules, board games, small book/DVD collection. Wander the 40-acre estate - native and exotic trees, orchard, lawns and paddocks. 7 minutes to Masterton by car. Tesla Charging Station on site.

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Other great holiday rentals in Upper Plain

4.92 out of 5 average rating, 37 reviews

Villa in Masterton

Large vineyard villa with pool, spa & yoga studio

NatashaRating, 5 stars2 weeks ago

We had a wonderful stay at the villa. The place was warm and cosy, with lots to do and space to spread out. Sarah was lovely to deal with - clear communication and instructions.

4.96 out of 5 average rating, 23 reviews

Tui Cottage

HarrietRating, 5 stars4 days ago

Rainsforth and Ian were such lovely hosts, providing local bacon and eggs for our morning and making sure the heat pump was on when we arrived. We really enjoyed our stay and meeting their family, including their gorgeous dog Millie!

4.95 out of 5 average rating, 20 reviews

Home in Muhunoa East

Little Paradise

LaurenRating, 5 stars3 weeks ago

George’s place is stunning – peaceful, private, and beautifully set up with everything you could possibly need. The garden is huge, and the remote location makes it the perfect spot to switch off and unwind. George’s hospitality was top-notch. I’d come back in a heartbeat.

4.99 out of 5 average rating, 76 reviews

Self contained with spectacular views (just built)

JanelRating, 5 stars1 week ago

Thank you for having me stay in your wonderful unit! I appreciated the communication throughout too. What a beautiful place to stay.

Superhost

4.67 out of 5 average rating, 27 reviews

Entire Guest house, pvt parking with self check in

DavidRating, 5 stars3 weeks ago

Great spot to stay very cozy and well kitted out. If you are in the area this is a great value stay.

4.89 out of 5 average rating, 18 reviews

Posh Paws Cottage

HarryRating, 5 stars2 weeks ago

My second time staying at Posh Paws Cottage, and I again thoroughly enjoyed my stay, thanks to Jules' generous, friendly and helpful hosting. I have no hesitation in recommending Jules and her Posh Paws Cottage to potential Airbnb guests.

Superhost

Villa in Masterton

4.94 out of 5 average rating, 50 reviews

The Victorian Villa - Masterton

TomRating, 5 stars3 months ago

Once again, this has to be one of the best places to stay in Masterton. Close to all the amenities and the house itself is very roomy and has everything you could want for a comfortable stay - even a swimming pool and barbecue. Highly Recommend.