Vacation rentals in South Wairarapa District

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Top-rated vacation rentals in South Wairarapa District

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

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Top guest favorite

A rustic wooden table is set with two glasses of red wine and a bottle, accompanied by a freshly baked cake on a cutting board. The background showcases a verdant landscape, with hills and trees partially shrouded in mist, creating a serene outdoor scene.

Cottage in Carterton

4.94 out of 5 average rating, 420 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'!

Top guest favorite

A wooden platter is arranged with a selection of cheeses, crackers, and dried fruits, complemented by a bottle of Pinot Noir and two glasses of red wine. A cozy fire burns in the background, adding warmth to the inviting scene.

Cottage in Woodside

4.99 out of 5 average rating, 278 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

An inviting yurt interior features a spacious king-size bed with soft linens, situated near a wooden bedside table. Large windows allow natural light to filter in, highlighting the unique lattice structure of the walls. Comfortable seating is provided with two armchairs in one corner.

Yurt in Greytown

4.98 out of 5 average rating, 569 reviews

Greytown Yurts - Luxurious Glamping Experience

Greytown yurts is luxury accommodation with all the fun and appeal of glamping but with total comfort. There is a ducted heat pump to keep you comfortable all year round. The interior offers a luxurious and calming environment, with beautiful views across our garden. It has a very comfortable king size bed (183 * 203 cm), with superior linen, bedding, towels and robes. A one off cleaning fee and 20% service charge will be added to the price. You can also visit our Greytownyurts online.

Top guest favorite

An outdoor dining area features a wooden table surrounded by chairs, with a warm fire burning in a modern fireplace nearby. The exterior of the home showcases two sets of glass doors, offering a view into the interior, against a backdrop of a colorful sunset.

Home in Masterton

4.98 out of 5 average rating, 200 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.

Top guest favorite

The cottage features a light-colored exterior, with large windows allowing ample natural light. A welcoming outdoor deck is framed by low shrubs, leading to a gravel pathway. The peaceful vineyard setting is visible in the background, enhancing the serene environment.

Cottage in Dyerville

4.99 out of 5 average rating, 219 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.

Top guest favorite

A modern guesthouse exterior features a spacious deck with outdoor seating, overlooking rolling green hills and a clear blue sky. The surrounding landscape includes well-maintained grass and planting, providing a tranquil rural setting.

Guest suite in Moonshine Valley

4.99 out of 5 average rating, 252 reviews

Modern rural living

Described by a former guest as "a premium destination for those seeking beauty, comfort & a flawless experience" come see it for yourself. Situated high in the hills, kick back & relax in this calm, stylish space. Experience the isolation of rural living, but with the knowledge you are only 20-30 minutes from Porirua City, Hutt Valley & Wellington City. Built in 2021, the guesthouse has all the modern amenities you need including it's own carpark, lounge, kitchen & bathroom.

Top guest favorite

A cozy window seat is surrounded by soft cushions and paired with a round table adorned with flowers. Sunlight filters through the large windows, offering views of green paddocks and a wooden fence in the distance, creating a serene and inviting dining nook.

Cottage in Martinborough

4.93 out of 5 average rating, 136 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

An outdoor bathtub, with a rustic finish, is positioned on a wooden deck overlooking a valley. A bottle of champagne and a glass of orange juice rest on a wooden tray beside it. The scene is illuminated by warm sunlight, highlighting the surrounding hills.

Place to stay in Ruakōkoputuna

4.94 out of 5 average rating, 121 reviews

KP Cabin Martinborough

Relax and recharge at this unique and tranquil getaway. Amazing views, native bird song, sunset hikes and night sky spectacle from the comfort of your king bed. Stay in, explore the natural surroundings or take a lovely country drive into Martinborough township, visit local vineyards, short drive to Tora Coast or visit the lighthouse at Ngawi. Blue Earth Vineyard and Olive Grove is walking distance from cabin, bookings necessary.

Top guest favorite

The exterior view of the Tui Suite is highlighted by a softly illuminated patio with two woven chairs. Large glass doors provide a glimpse into the serene interior, with views of distant mountains and a tranquil evening sky in shades of blue.

Guesthouse in Western Lake

4.99 out of 5 average rating, 188 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

An aerial view captures a cabin surrounded by lush olive trees, set against a backdrop of rolling hills illuminated by golden sunlight. The terrain is dotted with greenery, illustrating the serene landscape of the property.

Tiny home in Ruakōkoputuna

4.97 out of 5 average rating, 146 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.

Guest favorite

An outdoor bath is positioned on a wooden deck, overlooking rolling green hills under a soft sunset glow. Fresh linens are draped nearby, and a glass is placed on the edge, complementing the serene atmosphere of the expansive landscape.

Cabin in Dyerville

4.96 out of 5 average rating, 394 reviews

The Hut

The hut is a beautifully crafted off the grid cabin located located on a sheep and beef farm, Daisybank, 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

Top guest favorite

A yurt is situated amidst lush greenery and open space, featuring a welcoming entrance with wooden steps and surrounding gardens. A vibrant sunset casts warm hues across the sky, enhancing the tranquil ambiance of the outdoor area.

Yurt in Martinborough

4.98 out of 5 average rating, 162 reviews

Yurt on York

Yurt on York is a unique eco-friendly property set on an acre block in Martinborough, NZ. It is the perfect getaway for couples who want an escape from the city. The yurt features a super king bed, fireplace, heat pump, outside bath, full kitchen and bathroom. A short walk or bike will get you into the heart of Martinborough Village, with charming cafes, restaurants, boutique shops and cinema.