Vacation rentals with outdoor seating in Masterton District

A charming exterior view showcases a well-maintained brick home surrounded by vibrant flower beds. The garden features a variety of colorful blooms, enhancing the inviting atmosphere. In the background, a separate white building is visible, contributing to the overall landscape.

4.97 out of 5 average rating, 126 reviews

Executive 4 Bedroom home. Out door dining area

Heating and cooling heat pumps. Deck with shade sail for outside dining. Two double bedrooms with double beds, one with ensuite, and one with two single beds. Small bedroom with king single bed. Linen supplied. Weber barbecue. Portable cot and high chair available. Separate bathroom with shower over spa bath. Walking distance to Copthorne Hotel and other local restaurants. 10 minutes to Masterton town Centre. On the South end of Masterton giving easy access to Martinborough and Greytown.

4.99 out of 5 average rating, 272 reviews

A wooden platter is arranged with a selection of cheeses, crackers, and dried fruits, complemented by a bottle of Pinot Noir and two glasses of red wine. A cozy fire burns in the background, adding warmth to the inviting scene.

Cottage in Woodside

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.

4.99 out of 5 average rating, 139 reviews

The studio is set within a landscaped garden, featuring lush greenery and blooming plants. Its modern exterior showcases a metal roof and large glass doors that invite natural light. Rolling hills can be seen in the background, enhancing the rural setting.

Cabin in Carterton

Serene Pvt Studio: Rural Views, Garden, Wineries!

Sira's Studio - Welcome to your serene Wairarapa escape! ➤ Private Getaway: • Rural experience in an insulated & double-glazed studio • Ideal for Couples/Friends or a work retreat ➤ Amenities: • Unwind in a Comfy queen bed & an ensuite bathroom • Well equipped Kitchenette • Free parking, Wi-Fi, Heat Pump & Smart TV ➤ Attractions: • 7 mins to Carterton - Explore Wairarapa's charm with popular Restaurants/Sightseeing • On clear nights, Stargaze in the Dark Sky Reserve, a world-renowned spot

A charming 1920s cottage is shown with a light green exterior, surrounded by various shrubbery and trees. Flowering plants frame the entrance, which has a dark door and window accents. A wooden fence is visible, providing a clear boundary for the front yard.

4.91 out of 5 average rating, 136 reviews

Cosy cottage retreat

A 1920's cottage, that is light and warm with plenty of sunny spots, especially on the back porch. Open plan, with easy indoor/outdoor flow. Private and restful. You will love its cosy homeliness and be able to relax in its beautiful setting. With unfenced section it is unsuitable for a family with under two year olds. Easy walking distance to small supermarket, cafe, fish and chip shop and other Essentials. Two playgrounds around the corner. Or stay home with books, puzzles, games.

A renovated home is depicted behind a white wooden fence, framed by lush trees. The structure features a covered porch area and a sloped roof. The setting includes a paved driveway and a clear blue sky, highlighting a serene suburban environment.

4.95 out of 5 average rating, 176 reviews

Central 2-bedroom serenity in Masterton

Enjoy a renovated, fully-equipped & stylish 2-bedroom home (with queen-sized luxury beds) in close proximity to Masterton's centre. From a relaxing retreat for up to four; to an easy-living space for a small family; to an urban pad to base yourself after a hard day's work or shift, this place has it all. Off-street parking, private outdoor spaces for dining and access to across-the-road spa facilities or a pool in Summer (on request) are on offer. See all photos. Breakfast supplies provided.

The exterior of a charming cottage is shown, featuring a front porch with wooden railings and a bench. Lush green grass surrounds the entryway, while trees provide gentle shading. The house's grey walls and white trim are highlighted by warm sunlight, creating an inviting entrance.

4.93 out of 5 average rating, 202 reviews

Cole St Cottage- centrally located 1902 cottage

Cole st Cottage is just a five minute walk to town on the very popular Cole st. A beautifully restored, cute as a button 1902 house with a front and back deck to relax on. A cosy log burner for Winter stays and a sunny back area in Summer. The house has two rooms with queen beds and one room with two single beds. We offer the perfect stay for work trips, couples or up to 6 guests. Bring the family and explore New Zealand's most beautiful small city and the surrounding Wairarapa region.

4.96 out of 5 average rating, 273 reviews

The lounge area features a mix of seating options, including a white couch adorned with colorful cushions and two accent chairs. A vibrant area rug lies on the carpeted floor, and large windows allow natural light to fill the space, complemented by soft drapes.

Cottage in Masterton

Walnut Cottage, a rural idyll

Relax 10 minutes from town in a charming country cottage with all mod cons. Close enough to amenities to explore town but quiet enough to see and hear the tui's, kereru and Ruru (morepork owls) at night. There is a creek running through the bottom paddock for kids to splash in or explore for eels while you enjoy the sun on the patio. It is a great spot for a romantic getaway or a family break in the country. There are lots of walks around, animals to see and the tranquility is unbeatable.

A cozy living area features hardwood floors and natural light from windows. Two sofas with plaid throws sit opposite each other. A small coffee table rests in the center, surrounded by greenery. A flat-screen TV is mounted on the wall above a decorative fireplace.

4.94 out of 5 average rating, 170 reviews

Cosy & Cheerful Townhouse With Sunny Deck & Patio

A cosy 3 bedroom stand alone house (85sq meters). Centrally located to Kuripuni, Masterton. Restaurants, cafes, cinema, and super market within 5-10 minutes walk. Deck and patio catch all the morning and day time sun. A great place to enjoy your morning coffee, afternoon vino, or summer dinners with family or friends. The house is well equiped with kitchen essentials for cooking & dining, washing machine and washing line, books and board games as well as unlimited fibre and Netflix.

4.93 out of 5 average rating, 135 reviews

Several ducks and mute swans gather near a tranquil pond surrounded by lush greenery. The calm water reflects the surrounding landscape, providing a serene setting. A gravel shore separates the pond from a manicured lawn, enhancing the natural atmosphere.

Cottage in Masterton

Swan Lake Gardens Country Cottage.

This cottage is situated in the country in a farm setting.We are 2 kms from the Airport and on the road to Gladstone vineyard . It is a 5 min drive to the Kuripuni shopping complex with many restaurants, a movie theatre and a supermarket on hand . The gardens are open to our guests where you will enjoy seeing the mute swans and other birds including a pet peacock. This cottage is not suitable for young children we have farm machinery and large open water spaces on the property.

4.97 out of 5 average rating, 128 reviews

The property is set in a scenic rural landscape, featuring a modern single-story house surrounded by lush greenery. Rolling hills and fields extend into the distance, under a clear blue sky. A gravel driveway leads up to the residence, enhancing the property’s inviting atmosphere.

Farm stay in Masterton

Spacious B&B suite on a lifestyle (7 acre)property

You can be as involved as you wish on this family-friendly lifestyle block property. You can feed the chooks and pigs, walk through our paddocks mingling with the pet sheep and collect fresh eggs and veggies from the garden or just relax in the tranquil setting of our "Tui Suite" and enjoy the view of the Tararua ranges and we'll let you just be. Well equiped self-contained suite - suits maximum of 2 adults and 2 children, comfortable beds and hearty breakfast provisions provided.

An outdoor dining area features a wooden table surrounded by chairs, with a warm fire burning in a modern fireplace nearby. The exterior of the home showcases two sets of glass doors, offering a view into the interior, against a backdrop of a colorful sunset.

4.97 out of 5 average rating, 189 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.