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

The exterior of Laurel Cottage showcases a welcoming entrance with a wooden door framed by large windows. A manicured hedge and a flower pot add greenery, while the wooden deck is complemented by a neat pathway leading to the garden area.

Home in Carterton

4.98 out of 5 average rating, 397 reviews

1 brm cottage, quiet garden setting, full kitchen

If you're wanting peace and comfort, Laurel Cottage won't disappoint…. “Charming cottage with a very serene ambience that makes for an idyllic getaway to explore the Wairarapa. Very clean and has everything you need for your stay. Very well planned & maintained.” A wee ‘home away from home’, the cottage is set in an 'oasis of a garden', a short walk away from our village cafes/restaurants. Your hosts enjoy a chat & are available for advice if needed but will usually leave you to enjoy the quiet.

Top guest favorite

A wooden deck features a spacious outdoor dining table surrounded by six woven chairs. Green grass stretches beyond the deck, complemented by lush, colorful foliage from nearby trees and planters. Clear skies with scattered clouds add to the serene outdoor atmosphere.

Guest suite in Upper Hutt

4.93 out of 5 average rating, 352 reviews

Chatsworth Retreat

Nestled amongst native trees in iconic Chatsworth Road, this accommodation provides privacy in a standalone location. Located next to our home, this is a separate suite and bathroom which has TV, bar fridge, some kitchenette amenities and a heater. Great overnight location after work commitments, a family occasion or for a weekend away. This is a very quiet location with a short drive or ten-minute walk to Silverstream Village, Supermarket, Railway Station, restaurants and a local Gastro pub.

Guest favorite

The spacious bathroom features a large corner bathtub and a dual-sink vanity, both surrounded by wooden accents. A small window allows natural light to enter, and greenery is present, creating a calming atmosphere. Textiles are neatly arranged on the vanity for convenience.

Cottage in Carterton

4.94 out of 5 average rating, 406 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

The image captures open French doors that frame a view of a gravel pathway leading through landscaped gardens. White flowering bushes and neatly trimmed trees enhance the natural setting, creating an inviting entrance to the cottage.

Cottage in Woodside

4.99 out of 5 average rating, 272 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.

Top guest favorite

A white fence encloses the property, providing privacy and security. The gate is visible, allowing access to the driveway. The front yard features greenery, with a glimpse of the house in the background, showing a simple roof and well-maintained exterior.

Guesthouse in Upper Hutt

4.98 out of 5 average rating, 154 reviews

Poets Block Haven in Upper Hutt

Enjoy our 1 bedroom house that is 5 min drive from the Upper Hutt city centre with quick access to the motorway to Wellington City. Open plan full kitchen, dining room and lounge with everything you would need to cook a meal. Separate bedroom with a new queen bed. If required a single bed can be added to the lounge to provide extra guest. Bathroom with new shower, toilet and vanity. Washing machine and dryer in the bathroom and a clothes line. Off street parking for two cars. Pet friendly.

Guest favorite

Cottage in Ruakōkoputuna

4.95 out of 5 average rating, 218 reviews

The Glade

Looking to blend seclusion with luxury, surrounded by native trees, with your own stream, then this is for you. Whether its to relax, romance or re-invigorate "The Glade" is perfect. Nestled in the peaceful Ruakokoputuna valley, just 20kms from Martinborough wine village. Appointed with every amenity, come chill with nature, wander through 4 aches of native bush and feed the eels. Cozy up on the couch by the fire, relax in the spa or enjoy a wine by the stream. You won't be disappointed

Guest favorite

An outdoor seating area features comfortable chairs and a wooden deck, surrounded by a decorative panel with leaf patterns. The adjacent pod showcases a cozy interior with floral bedding and large windows framed by soft curtains, providing a view of the natural landscape.

Place to stay in Ruakōkoputuna

4.95 out of 5 average rating, 141 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.

Top guest favorite

A contemporary home is showcased in the glow of sunset, with spacious outdoor steps leading up to a welcoming porch. Soft lighting highlights the exterior, and a hot tub can be seen on the deck, surrounded by landscaped gardens and lush greenery.

Home in Masterton

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.

Top guest favorite

A swimming pool is situated beside a modern cottage, surrounded by the vineyard. The pool area features lounge chairs for relaxation, and a patio umbrella for shade. Lush greenery lines the perimeter, while clear blue skies create a peaceful outdoor setting.

Cottage in Dyerville

4.99 out of 5 average rating, 216 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, 243 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 private outdoor space is revealed through open french doors, featuring a small green table and two folding chairs. Lattice fencing can be seen in the background, surrounded by vibrant flowers and greenery, creating a serene retreat.

Guesthouse in Greytown

4.97 out of 5 average rating, 147 reviews

Boutique Greytown cottage

Nestled in the back garden of a century-old house, is a sunny, self-contained, private cottage. Two sets of french doors open into a private garden. The cottage is 3 minutes walk to the vibrant centre of Greytown with cafes and boutique shops. A continental breakfast is provided. Discounts are provided for longer stays. A small foldaway bed is available at an additional fee for one child under 12. Otherwise the maximum number of guests is two.

Top guest favorite

A private suite showcases a covered outdoor area with a hot tub, positioned amidst a scenic landscape. The suite's expansive glass doors reveal a cozy interior illuminated by soft lighting. A glass of red wine rests on a surface beside a chair, inviting relaxation.

Guesthouse in Western Lake

4.99 out of 5 average rating, 181 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.