Guesthouse vacation rentals in South Wairarapa District

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Top-rated guesthouse rentals in South Wairarapa District

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Top guest favorite
The cottage exterior features a light-colored wood facade with a covered porch. Two sets of chairs are positioned in front of large glass doors, providing a place to relax. Surrounding greenery and flower beds enhance the outdoor space, inviting a connection with nature.
Guesthouse in Upper Hutt
4.93 out of 5 average rating, 118 reviews

'The Cottage'

‘The Cottage’, is a cosy, self-contained cottage situated in the lovely Kaitoke countryside, a 40 minute drive from Wellington; 20 from the Wairarapa and 10 from Upper Hutt. 'The Cottage', is also the perfect location for access to the Rimutaka Incline Trail and Aston Norwood Gardens & Cafe. It is a modern two-bedroomed cottage, which could accommodate up to four guests. From the lounge, you can enjoy watching the animals play in the paddock below or the birds fluttering around in the trees.

Top guest favorite
The exterior of the house showcases a single-story structure with a light grey facade. A spacious carport is visible, providing sheltered parking. A small wooden deck extends from the front entrance, inviting access to the garden area, which features well-maintained grass and landscaping.
Guesthouse in Upper Hutt
4.98 out of 5 average rating, 157 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
The exterior of the guest unit is visible, featuring a sleek, modern design with large glass sliding doors. A gravel pathway leads to the entrance, surrounded by minimal landscaping. The background showcases sprawling views of the Wairarapa countryside under a partly cloudy sky.
Guesthouse in Masterton
4.98 out of 5 average rating, 110 reviews

Self contained with spectacular views

This newly built self contained guest unit has uninterrupted beautiful views from the bedroom and private outside space. Located near Masterton golf club, you can be at Mt Bruce, Castlepoint, Riversdale, or Greytown and Martinborough for beaches, vineyards, tramping or boutique shopping within 20-45 minutes. Ideal for a couple or solo traveller there is a private outside BBQ and patio space, wifi and car parking on site. The unit is a 4km paved walk to The Queen Elizabeth Park and CBD

Top guest favorite
A spacious living and dining area features a comfortable dark sofa with decorative pillows. A glass coffee table sits on a textured rug, accompanied by a selection of books. A dining table with chairs is visible, and large windows allow natural light to fill the space.
Guesthouse in Carterton
4.99 out of 5 average rating, 179 reviews

White shed, modern rustic

Our rural shed is a spacious self-contained getaway with sun and views of the surrounding countryside. It is best suited for 2 guests, but can accomodate 4, with a queen size bed upstairs and a fold-out sofa in the living room. A fold out bed is available for children. We stock the kitchenette with free range eggs, locally made bread, homemade jam, butter, milk, tea and coffee. There’s a BBQ available. We’re 5 minutes walk to the Carterton shops and near the railway station.

Top guest favorite
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.
Guesthouse in Featherston
4.97 out of 5 average rating, 552 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 small dog (Lucy), sweet Huntaway (Ruby), donkeys (Phoebe, Anna & Lily) & August (cat). All very friendly.

Top guest favorite
A modern guest house is set against a clear blue sky, framed by lush greenery. The building features large glass doors leading to a welcoming interior. A neatly maintained lawn extends in the foreground, enhancing the outdoor setting.
Guesthouse in Martinborough
4.98 out of 5 average rating, 154 reviews

Amberley Guest House

Enjoy the best of both worlds! Amberley Guest House is a modern two bedroom self contained retreat nestled on two acres on the edge of Martinborough The guest house has its own entry meaning you can be completely private and independent It offers a welcoming and comfortable lounge, dining and kitchen area with two bedrooms and a modern bathroom Sit back and relax on the large deck with comfy couches and enjoy the setting sun in peace and quiet

Top guest favorite
Guesthouse in Waingawa
4.95 out of 5 average rating, 174 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 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, 195 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.

Top guest favorite
A heated pool is surrounded by a clean, tile deck and lush greenery, including trees and flowering shrubs. The pool area is fenced for privacy, with steps leading to the well-maintained grounds, creating an inviting outdoor space.
Guesthouse in Woodside
5 out of 5 average rating, 120 reviews

Cosy Cottage in Greytown

Escape to Pine Grove Cottage, a peaceful country retreat just 1.6km from Greytown village. Built-in 1865, this historic cottage offers a queen-sized bed, ensuite, living area, private patio, heat pump/air con, wifi, and a kitchenette (no cooking facilities). Enjoy a heated pool (Nov - April). Attached to the main house but with private access. Discover Greytown's charm and the beauty of Wairarapa. Book now for a serene getaway!

Guest favorite
A semi-detached studio features a separate entrance with a welcoming porch. Green potted plants adorn the steps leading to the door, which is framed by large windows. Two chairs are placed on the porch, inviting guests to enjoy the outdoors.
Guesthouse in Upper Hutt
4.84 out of 5 average rating, 220 reviews

Semi -Detached Studio

A bright sunny semi detached studio that has a separate entrance, its own kitchen and bathroom. The bed is a comfortable day bed ( king single) which coverts to a full King sized bed when two guests are welcomed. Double French doors open onto a sunny courtyard for guests to enjoy and relax in. The studio is next to the pool which is available for use in the summer. Full cooking facilities. No pets with guests please.

Top guest favorite
An open-plan living area features a comfortable white armchair and a woven side table. A compact kitchen is visible, equipped with essential appliances, including a coffee maker and refrigerator. Natural light floods the space through large windows, highlighting the light-colored walls and wooden flooring.
Guesthouse in Upper Hutt
4.97 out of 5 average rating, 119 reviews

The Pool Studio

Newly built 'pool house' in sunny Silverstream. Self contained unit separate from the main house with access to a salt water swimming pool. Nice and close to the train station, the supermarket and Silverstream Village plus venues like "Silverstream retreat" and St Patricks College. Luxury linen, towels and bathroom products. Continental breakfast is included, plus a Nespresso machine for your morning coffee.

Top guest favorite
A charming studio is nestled within a well-maintained country garden. Surrounding greenery features trees and shrubs, with a stone pathway leading to the entrance. A small seating area is visible outside, complementing the tranquil outdoor space.
Guesthouse in Martinborough
4.91 out of 5 average rating, 311 reviews

Studio 25 - A charming room in a garden setting.

Studio 25 is a charming room in a country garden setting. It is right next door to an accessible vineyard (with tasting room) and only 5 minutes stroll from town. Facilities include heat pump, TV, ensuite shower and toilet, and basic kitchen facilities (fridge, microwave, toaster, etc.) It is ideally situated as a venue from which you can experience Martinborough hospitality.

Popular amenities for South Wairarapa District guesthouse rentals