Holiday rentals in South Wairarapa District

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Top-rated holiday rentals in South Wairarapa District

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

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Top guest favourite
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.
Guest house in Western Lake
4.99 out of 5 average rating, 234 reviews

Tui Suite at Wairarapa's Lakeview Lodge

Welcome to our 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 kitchenette and covered BBQ are available. Same day check in may be available. ** not suitable for children or pets **

Top guest favourite
Cottage in Carterton
4.95 out of 5 average rating, 465 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'!

Superhost
A bright red train exterior is visible, featuring multiple windows and doors. Outdoor seating includes wooden benches and a rectangular dining table, positioned on a paved surface. Lush greenery surrounds the area, creating a serene rural atmosphere.
Train in Upper Hutt
4.86 out of 5 average rating, 409 reviews

Tiny House Train-Eco stay

Thank you for renting the train as this really helps me. The train runs on solar power, all your water is spring water and is a great example of up cycling and recycling. The tiny house train is located on a 10 acre/4.2 hectare organic blueberry farm and was restored in 2018 and turned into a tiny house in May 2019. There is a cozy log burner plus electric blanket and heat pumps. There is a smart TV Netflix supplied . Wifi is Starlink with laptop friendly kitchen table. Self checkin after 2pm.

Top guest favourite
Home in Masterton
4.98 out of 5 average rating, 264 reviews

​5 o'clock Somewhere: Private High-End Woodland

Awesome | Woodland Retreat ​exquisite Architecture, quiet and situated on a private hectare of mature forest, 7 minutes from Masterton. High-spec, contemporary escape secluded with all-season comfort. ​The Space: Clean, minimalist interiors with three bedrooms and two bathrooms (master ensuite). Light-filled rooms and curated design ​The Experience: Terraced gardens changing with the seasons. Lazy evenings in the spa under the Wairarapa Dark Sky or by the outdoor fire with a glass of wine

Guest favourite
A wooden deck features four black chairs surrounding a circular wooden table, with a picturesque view of mist-covered paddocks. The sun rises in the distance, casting a warm glow over the landscape, framed by lush greenery and tall trees.
Cottage in Martinborough
4.92 out of 5 average rating, 163 reviews

The Gatehouse - vintage cottage with rural views

Relax on the window seat with views over farmland in this charming vintage cottage. The deck is a sunny peaceful spot for morning coffee and, at night, for taking in the stars of the internationally renowned Wairarapa Dark Sky. The plumpy fireside sofa is 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, a kitchen/dining space and bathroom with high pressure shower.

Top guest favourite
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, 254 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 favourite
Guest suite in Moonshine Valley
4.98 out of 5 average rating, 291 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 favourite
Home in Martinborough
4.95 out of 5 average rating, 129 reviews

The Little White Bach

1960s fully renovated home in the heart of Martinborough. Perfect getaway for a couple, family or friends to explore the local boutique wineries or the many attractions the Wairarapa has to offer. We have two queen size rooms and one king single, all bedrooms have good size wardrobes. We have two beautiful large decks one south facing out front and one in the back for all day and evening entertainment. We have new radiator heating to keep you warm in cooler months.

Guest favourite
Large glass doors open to reveal stunning ocean views, with gentle waves reflecting sunlight. Lush greenery is visible outside, complementing the interior seating area featuring comfortable cushions and a textured rug. A dining table is set with simple chairs, enhancing the serene atmosphere.
Home in Paraparaumu
4.94 out of 5 average rating, 232 reviews

Seascapes Waterfront 3

Luxury, one of a kind beach front accomodation Breathe, relax and marvel at the expansive views of the ocean on your doorstep and majestic Kapiti Island. Close the door and its your own private getaway. Watch the moonlit ocean and stars on the horizon. Perhaps this just is heaven ! Enjoy this haven with someone you love, or take the solitude, and space to escape This studio has its own walk in shower with rain head and a private spa for your exclusive use.

Top guest favourite
A compact cabin is set against a captivating night sky filled with stars, including the Milky Way. The cabin features large windows that reflect the celestial view. A grassy area surrounds it, adding to the peaceful ambiance of the surroundings.
Guest house in Featherston
4.97 out of 5 average rating, 584 reviews

Cosy Cabin ~outdoor bath~stars~donkeys

Our self-contained, double-glazed, fully insulated compact cabin is well appointed. It stands alone on our lifestyle property, private from our house with fabulous views to the Remutakas. There is an outdoor covered BBQ area. Relax in the ~bath~ under the stars. We have a small dog (Lucy), sweet barky Huntaway (Ruby), donkeys (Phoebe, Anna & Lily) & August (cat). All very friendly. One small fur baby allowed. Please advise when booking.

Top guest favourite
A sheltered patio area features two chairs and a small table, surrounded by blooming orange flowers. A pot with a plant is positioned on the table, and large glass sliding doors provide a view into the cottage's interior.
Guest house in Waingawa
4.96 out of 5 average rating, 213 reviews

Let the countryside recharge your soul

A little slice of country just 5 minutes from Masterton. A cosy cottage with rural views across to the Tararua ranges. Sit on the patio and enjoy the dark sky views. Perfect weekend escape to enjoy all that the Wairarapa has to offer. A short drive to the Star Safari observatory, Mount Holdsworth, Carterton, Greytown and half an hour to Martinborough's wineries. If you are travelling for work, we are only a minute off the main highway.

Top guest favourite
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, 447 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

Popular amenities for South Wairarapa District holiday rentals