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Guesthouse vacation rentals in South Wairarapa District

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in South Wairarapa District

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

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Top guest favorite
A cottage exterior presents a welcoming entrance, featuring a bench beneath hanging flower baskets. Glass double doors lead into the space, with a gray concrete porch providing access. The roof is sloped, and a grassy landscape is visible in the background.
Guesthouse in Tauwharenīkau
4.94 out of 5 average rating, 160 reviews

Gorgeous country cottage - 1 bedroom

Set amongst 3.3 hectares, surrounded by farmland and completely independent from our homestead, you will find a welcoming cottage to relax and restore. Perfectly positioned between Featherston (6 minutes), Greytown (9 minutes) and Martinborough (11 minutes), you are spoilt for choice. Whether it be vineyards, cafes and boutique shops you are after or bike trails, exploring the local lakes and landscape it’s all on your doorstep. There is good 4G cell-phone coverage. Check-in is by lock-box.

Top guest favorite
A two-story studio is nestled behind a cottage, featuring a welcoming wooden deck surrounded by lush greenery and colorful flowering plants. Double glass doors lead into the space, while a couple of outdoor chairs provide a relaxed seating area under a clear sky.
Guesthouse in Masterton
4.92 out of 5 average rating, 701 reviews

Studio 8

My place is close to restaurants and dining, family-friendly activities, public transport, shopping. You’ll love my place because of Its proximity to town, the studio is a short 2 min walk from the Queen St shopping precinct, great cafes and restaurants and only a casual 5 min stroll to QEll Park. The two storied Studio is tucked in behind the 1879 cottage with its own private deck, comfortably appointed for couples seeking a Wairarapa getaway or business travellers needing a central location.

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, 156 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.

Top 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, 105 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, 174 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.

Guest favorite
Guesthouse in Carterton
4.96 out of 5 average rating, 106 reviews

The Alchemist Retreat, Private Studio in Carterton

Welcome to the Alchemist Retreat, a sunny, uniquely modern studio with its own limestone meandering pathway entrance from the on-site free carpark. The studio is a separate dwelling from the host's house with its own access and deck within the garden’s mature trees. The Alchemist Retreat is an ideal getaway for couples looking for style, panache, peace and tranquillity. Working from home? The Alchemist has reliable wifi. Located near the town centre, railway station and Greytown.

Top guest favorite
The bedroom features a queen bed with a plush white comforter and two decorative pillows. Natural light streams through large windows adorned with white blinds. A small bedside table with a lamp is positioned next to the bed. A staircase leads up to a mezzanine area.
Guesthouse in Upper Hutt
4.95 out of 5 average rating, 168 reviews

Experience Heritage, Live Modern

This stunning cottage 🏡 set down from the main house is a beautiful 5 star, unique retreat! It is a beautiful 1 bdrm (Queen) fully self contained space with your own parking spot. So close to what you need in an Airbnb, 5 min walk to the train station 🚉 and SILVERSTREAM VILLAGE! 🍔💇‍♀️☕️ Wifi 🌐 Aircon ❄️ 🔥 Smartlock self check-in🔐 Washing machine/Dryer 🧺 Full Kitchen ☕️🍽🥣🧑‍🍳 Can make up the mezzanine floor w/ single bed on request (Extra $40p/n)

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, 546 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
The bedroom features a spacious bed adorned with neutral-toned linens. A desk and chair are positioned near a window, allowing natural light. Soft grey curtains frame the window, and an open doorway leads to a cozy sitting area with floral-patterned furniture.
Guesthouse in Greytown
4.97 out of 5 average rating, 162 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
The front patio of the cottage features seating arrangements with white wicker furniture, surrounded by vibrant flowers. The cottage showcases classic architecture with a corrugated metal roof and decorative eaves, and the entrance is accentuated by two windows with black curtains.
Guesthouse in Woodside
5 out of 5 average rating, 119 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 cruiser bikes and 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
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, 191 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
Guesthouse in Waingawa
4.94 out of 5 average rating, 162 reviews

Let the countryside recharge your soul

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

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