Vacation rentals in South Wairarapa District

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Top-rated vacation rentals in South Wairarapa District

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Guest favorite

Chalet in Featherston

4.96 out of 5 average rating, 239 reviews

Unbelievable Peace at Underhill Cottage B+B

You’ll love my place - the peacefulness of the setting, comfy bed and tranquility of the countryside. Wake to native birds singing. Close to parks, public swimming baths, walks & the train. 15 Minute walk from Featherston Township with its quirky shops, cafes and famous Cheese Shop. Designed for couples seeking a quiet retreat, or overseas guests seeking a touch of country life. Also caters for up to 2 additional guests using the bedsettee (additional charge applies). English + German spoken

Guest favorite

Cottage in Carterton RD1

4.95 out of 5 average rating, 369 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 favorite

Cottage in Woodside

4.99 out of 5 average rating, 254 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.

Guest favorite

Place to stay in Ruakōkoputuna

4.94 out of 5 average rating, 115 reviews

Te Ngahere Romantic Couple Retreat!

In Ruakokoputuna Martinborough, lies this unique space, a magical rural retreat. Explore the views of the bush and the night sky while on your private patio right in the centre of Wairarapa's new Dark Sky Reserve. Wake up to the Tui's bird song, the fantail chatter and the river echoing through the valley. Relax in the quiet surrounds take in natures medicine while walking through the bush past the historical Totara down to the river. Relax unwind and connect with each other and nature.

Guest favorite

Home in Martinborough

5 out of 5 average rating, 124 reviews

Cute Character Cottage

Our recently relocated cute character cottage is located in our wonderful wine village of South Wairarapa, it offers a cozy and comfortable retreat for guests to enjoy. The cottage features two bedrooms and is fully equipped with everything you need for a pleasant stay. As a separate dwelling located at the back of your family home, it offers privacy and a peaceful atmosphere. The full wrap-around sunny deck is a great addition, providing a lovely space to relax and enjoy the outdoors.

Guest favorite

Cottage in Dyerville

4.99 out of 5 average rating, 193 reviews

Hamden Estate Cottage

Enjoy a stay on our Martinborough vineyard. The cottage is nestled amongst the vines and offers a peaceful retreat from the city. We are 8 kilometres from the centre of Martinborough heading south on the way to Lake Ferry. You can enjoy a leisurely wine tasting at our cellar door with David who is always happy to talk wine. We will also transport you to Martinborough so that you can spend the day investigating local wineries or dine at one of the town's fine restaurants.

Guest favorite

Guesthouse in Featherston

4.97 out of 5 average rating, 507 reviews

Cosy Cabin ~outdoor bath~stars~donkeys

Our self-contained, double-glazed, fully insulated compact cabin is well appointed. It stands alone on our 3 acre lifestyle property, private from our house with fabulous views to the Remutakas. There is an outdoor dining area with a BBQ. Relax in the ~outdoor bath~ under the stars in front of the wee fire (kindling & wood supplied). We have a kune kune pig (Sophie), puppy (Lucy), gentle teddy bear choc lab (Harley), donkeys (Phoebe, Anna & Zeb) and August the cat.

Guest favorite

Cottage in Martinborough

4.91 out of 5 average rating, 113 reviews

The Gatehouse - vintage cottage with rural views

Relax on the sunny window seat with views over surrounding paddocks in this charming vintage cottage. The deck is a sunny peaceful spot for morning coffee and the plumpy fireside sofa perfect for sinking into with a glass of wine. The Gatehouse is only six minutes drive from Martinborough and 11 minutes to Greytown. It has two bedrooms with queen beds, one a four poster, a kitchen/dining space and new bathroom with shower (high pressure system installed Oct 2022).

Guest favorite

Cottage in Greytown

4.97 out of 5 average rating, 173 reviews

Country Bliss Historic Character Cottage

Country Bliss Cottage is an original historic Greytown cottage its origins dating back to the 1880's . The cottage still retains its original character and charm but with modern day comforts. The garden is private and sunny with an abundance of bird life, mature fruit trees and cottage garden flowers. The decor is a mixture of vintage and new with quality furnishings throughout . A roaring log-fire with all firewood supplied makes for a cosy winter retreat.

Guest favorite

Guesthouse in Western Lake

4.99 out of 5 average rating, 153 reviews

Tui Suite at Wairarapa's Lakeview Lodge

Welcome to our luxury 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 kitchen and BBQ are available for self-catering.

Guest favorite

Cabin in Dyerville

4.95 out of 5 average rating, 345 reviews

Tia Hut

Take in the views of the South Wairarapa Valley while enjoying our brand new Tia Hut. Located on our sheep and beef farm just minutes out of Martinborough . Open the doors right up on a nice day and enjoy the fresh air or cozy up with a blanket on the couch in front of the fire when the weather makes you want to bunker down. The outdoor bath is the icing on the cake to allow you to take in the views while relaxing in the tub

Guest favorite

Tiny home in Ruakōkoputuna

4.97 out of 5 average rating, 117 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.