Vacation rentals in Upper Plain

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Top-rated vacation rentals in Upper Plain

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Guest favorite

Cottage in Carterton RD1

4.94 out of 5 average rating, 338 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'!

Oct 1 – 8

R1,593 ZAR per night

Guest favorite

Cottage in Upper Plain

4.93 out of 5 average rating, 313 reviews

Summer is here. Enjoy the pool, spa and barbecue.

Modern settler cottage on historic Wairarapa property. Sleeps up to 8 (4 queen double beds and 2 single beds across 4 spaces), DIY breakfast. Well-equipped kitchen. Continuous hot water. Unlimited Wifi, gas barbie, spa pool, swimming pool (heated) in season, Smart TV, boules, board games, small book/DVD collection, croquet. Wander the 40-acre estate - native and exotic trees, a fruit orchard, lawns and paddocks. 7 minutes to Masterton by car. Tesla Charging Station on site ($20 per charge).

Nov 1 – 8

R3,483 ZAR per night

Guest favorite

Home in Masterton

4.97 out of 5 average rating, 106 reviews

Executive 3 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.

Jun 1 – 8

R2,632 ZAR per night

Guest favorite

Guesthouse in Masterton

4.92 out of 5 average rating, 601 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.

Aug 28 – Sep 4

R1,517 ZAR per night

Guest favorite

Farm stay in Waingawa

4.87 out of 5 average rating, 164 reviews

Oden Estate -Self sufficient flat, minutes to town

Oden Estate is working farmlet, yet only 3 minutes to Masterton, 6 minutes to Carterton and gateway to Mt Holdsworth. Set in tranquil surroundings down a tree-lined drive, with the majestic Tararuas as a back drop, with a stream at your back door and it's just a few minutes walk to the river. Our philosophy is sustainability and thus the flat is totally off-grid with a composting toilet. Oden Estate is great for those wishing to relax and unwind or as a central base for the many activities.

May 19 – 26

R1,284 ZAR per night

Guest favorite

Apartment in Masterton

4.86 out of 5 average rating, 115 reviews

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.

Jan 10 – 17

R942 ZAR per night

Guest favorite

Cottage in Masterton

4.96 out of 5 average rating, 197 reviews

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.

Feb 2 – 9

R2,104 ZAR per night

Guest favorite

Home in Masterton

4.92 out of 5 average rating, 163 reviews

Cole St Cottage- centrally located 1902 cottage

Cole st Cottage is just a five minute walk to town on the very popular Cole st. A beautifully restored, cute as a button 1902 house with a front and back deck to relax on. A cosy log burner for Winter stays and a sunny back area in Summer. The house has two rooms with queen beds and one room with two single beds. We offer the perfect stay for work trips, couples or up to 6 guests. Bring the family and explore New Zealand's most beautiful small city and the surrounding Wairarapa region.

Feb 3 – 10

R2,506 ZAR per night

Guest favorite

Treehouse in Carterton

4.98 out of 5 average rating, 257 reviews

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 which is open for delicious pizza on Friday evenings. 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.

May 25 – Jun 1

R2,343 ZAR per night

Guest favorite

Guesthouse in Opaki

4.98 out of 5 average rating, 142 reviews

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.

Jul 2 – 9

R1,096 ZAR per night

Guest favorite

Home in Masterton

4.95 out of 5 average rating, 118 reviews

Cosy & Cheerful Townhouse With Sunny Deck & Patio

A cosy 3 bedroom stand alone house (85sq meters). Centrally located to Kuripuni in Masterton. Restaurants, cafes, cinema, and super market within 5-10 mins walk. Deck and patio catch all the morning and day time sun. A great place to enjoy your morning coffee, afternoon vino, or summer BBQs 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.

Jun 11 – 18

R1,940 ZAR per night

Guest favorite

Guesthouse in Western Lake

4.99 out of 5 average rating, 127 reviews

Tui Suite at Wairarapa's Lakeview Lodge

Welcome to our luxury peaceful bed & breakfast escape. 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 and relax. Tui Suite at Lakeview Lodge is just 60 minutes from Wellington. Single nights available weekdays, no cleaning fees, a continental breakfast is included, and a kitchen and BBQ are available for self-catering.

Aug 15 – 22

R3,363 ZAR per night