Guesthouse vacation rentals in Wairarapa

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Top-rated guesthouse rentals in Wairarapa

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

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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, 698 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 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, 101 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

Guest favorite

A private outdoor area features a wooden deck leading to a hot tub, surrounded by lush greenery and flowering shrubs. A small black table and chairs are positioned nearby, inviting relaxation in a serene setting.

Guesthouse in Carterton

4.9 out of 5 average rating, 247 reviews

Kererū Rest Take time amongst nature

Kererū Rest is in a semi rural position, enjoy relaxing on the deck or in the private outside beautiful bath. There is a bar fridge/freezer, toaster and kettle. Breakfast selection provided eg: muesli, bread, butter, spreads, orange juice,milk, teas and fresh plunger coffee. This may work for travellers who don't plan on spending vacation time cooking although a gas barbeque is available (see photo) Greytown is five minutes away providing boutique shopping and a variety of dining.

Top guest favorite

The cottage exterior features dark wooden cladding and a sloped green metal roof. A small porch is visible, accompanied by potted plants and a gravel pathway leading to the entrance. Surrounding greenery and distant hills create a serene rural setting.

Guesthouse in Turitea

4.94 out of 5 average rating, 213 reviews

Self-contained cottage in the hills near Massey

Our cosy one bedroom cottage offers the tranquility of a rural retreat just 8 mins from Massey Uni and 15 mins from the city centre. Sleep in peace and wake to views of the Tararua foothills. The double-glazed cottage is cute, warm and spacious with a lounge, top quality Queen bed & bathroom with washing machine. Totally self-contained with hosts nearby if you need anything. Free wifi, + smart TV with freeview and DVD player. EV charger. Continental breakfast included for first two nights.

Top guest favorite

A modern two-story building is depicted, featuring large windows and a small balcony with wooden railing. A vehicle is parked beneath the elevated structure, which is accessible via an exterior staircase. Lush greenery is visible adjacent to the building.

Guesthouse in Carterton

4.99 out of 5 average rating, 105 reviews

The Loft

The Loft is situated in Carterton, in the beautiful Wairarapa. The Loft is a newly refurbished, modern, spacious first floor apartment - separate from the main house, with all day sun. Located above the garage, an easy walk up two flights of stairs brings you to your own private space. The space includes a separate bedroom with queen bed and ensuite and a lounge/dining area with kitchenette. A small balcony off the lounge allows guests to sit and enjoy a break with a view to the Tararuas.

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

A serene garden pathway is bordered by flowering cherry trees, creating a peaceful setting. A small table and chairs are placed on the vibrant green lawn, inviting relaxation under the clear blue sky.

Guesthouse in Opaki

4.98 out of 5 average rating, 176 reviews

Twin Elms - Semi Rural Yet Close to Town

Welcome to Twin Elms. This apartment is situated on our property but separate from the main house. We are positioned in a lovely rural location about a 7 minute drive to the centre of Masterton. You are more likely to wake to the sound of sheep and birds than traffic. Our popular beaches, Castlepoint and Riversdale, are only an hour drive away. Martinborough, famous for it's wines, is approximately 30 minutes drive. Tea & Coffee provided along with free internet and Netflix.

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, 158 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!

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, 190 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, 156 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.