Cottage vacation rentals in Masterton District

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Top-rated cottage rentals in Masterton District

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

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Top guest favorite
Cottage in Longbush
4.98 out of 5 average rating, 191 reviews

Wairarapa, Gladstone, Gobbler Country Cottage

Our tranquil, rural Gladstone cottage has gorgeous views of farmland and native bush from the sunny verandah. Enjoy the a wine from our nearby local vineyards and a BBQ outside in Summer and the warmth of a logfire inside during Winter. A 3 minute drive to the Gladstone Inn for breakfast, lunch or dinner, and 20 mins to either Masterton, Greytown or Martinborough. We also have a 6 hole golf course available (seasonally) onsite for our guests to enjoy, golf clubs for hire for a round or two.

Top guest favorite
Cottage in Ahiaruhe
4.94 out of 5 average rating, 345 reviews

The Greenkeeper's Cottage, Carterton area

The cottage is built for a couple to enjoy peace and relaxing comfort in the countryside. Play a little golf - putting green at your door; wander our rambling gardens and rolling countryside. Say hello to the friendly chickens, horses and sheep. A delightful retreat with full kitchen to create your gourmet feasts. Enjoy the comfy bed, cosy winter fireside reading or AC summer cooling, courtyard with views. A picturesque 15 minute drive to the restaurants of Greytown, Martinborough and Carterton.

Guest favorite
The cottage is framed by a lush garden, featuring seating areas and a picnic table on a grassy lawn. A separate Annexe with a blue roof is visible to the left. Mature trees and colorful flowers enhance the tranquil outdoor setting.
Cottage in Greytown
4.98 out of 5 average rating, 114 reviews

Bumblebee Cottage Greytown

We had this cottage purpose built 20 years ago and have furnished and appointed it with love and care. One queen bedroom, one king single bedroom and Annexe 3 m away with double bed, electricity and linking deck to Bumblebee. Town water, gas water heating, in a large tree-clad garden, you have privacy + space + parking. New heatpump. Water feature. GHD! Electric blankets. Unsuitable for children under 3. Dogs must be on leash outside as we are rural. No cleaning fees. All linen supplied.

Top guest favorite
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'!

Top guest favorite
Cottage in Woodside
4.99 out of 5 average rating, 288 reviews

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.

Superhost
Cottage in Tinui Valley
4.89 out of 5 average rating, 195 reviews

Escape to the country- The Sows Ear @ Rahui

Welcome to The Sows Ear @ Rahui đŸ·. 45 mins east of Masterton. A renovated cottage in the beautiful established Rahui gardens 🌾 You cant get much more rural than this. No phones, no wifi , just good old fashioned being 'present', hanging out with Mother Nature, listening to the birds, and enjoying the company you are with. Rahui has 3 houses on it, We are in the front house. You may see us walking about, or quad bikes. Rent the ebikes for a sweet as ride to the coast. Two great pubs near by

Top guest favorite
A comfortable lounge area features a white couch paired with colorful cushions, alongside a yellow armchair. A warm-colored rug lies on the floor, enhancing the space. Natural light filters through large windows covered with sheer curtains, illuminating a cozy wood stove and decorative elements.
Cottage in Masterton
4.96 out of 5 average rating, 336 reviews

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.

Top guest favorite
A rectangular swimming pool is visible, surrounded by a concrete patio and neatly trimmed grass. Two lounge chairs are arranged beside the pool, offering a space to relax. Lush greenery and trees provide a natural backdrop against a clear blue sky.
Cottage in Waihakeke
4.99 out of 5 average rating, 259 reviews

The Good End of the Shed.

A world away from the world -Just 5 mins from Greytown. Situated on a small organic farm in a beautiful garden. Super comfy bed, stylish, mid century decor. Wake up to birdsong, star-gaze from the outside bath while listening to the call of the Ruru. Loll by the pool or borrow the bikes to go exploring. Free breakfast of good coffee, homemade muesli & fruit, artisan bread and spreads. Free-range eggs & bacon available for you to cook for $25 pp. Drive on parking, heat pump, wifi & tv.

Top guest favorite
The exterior of Kowhai Cottage showcases a charming blue-grey facade with white trim, featuring large windows that invite natural light. A central decorative entrance is framed by inviting greenery and a neatly maintained garden, complete with low hedges leading to a pathway.
Cottage in Greytown
4.98 out of 5 average rating, 113 reviews

Historic Charm - Tranquil Setting - Walk to Town

Step into the historic charm of Kowhai Cottage, nestled in Greytown's tranquil settings. A stone's throw from the main street, this 1900s cottage offers a serene escape with a sunlit garden and shady outdoor settings, cosy fire, and tasteful furnishings. Perfect for families or groups, enjoy a fully-equipped modern kitchen, laundry and air-conditioning, all within walking distance of the town's delights, and a short drive to the nearby vineyards. The picture perfect getaway!

Guest favorite
A vibrant landscape features a pathway framed by neatly trimmed hedges and colorful autumn trees. Red and gold foliage contrasts with the clear blue sky, creating a serene outdoor space. In the distance, a decorative fountain is visible, enhancing the tranquil atmosphere of the property.
Cottage in Upper Plain
4.92 out of 5 average rating, 348 reviews

Autumn is here, winter is coming

Modern settler cottage on historic Wairarapa property. Hosted by Brigid and Richard. Sleeps up to 8, DIY breakfast. Well-equipped kitchen. Continuous hot water. Starlink Wifi (100mbs), gas barbie, spa pool, brazier pit, trampoline, swimming pool, Smart TV, boules, board games, small book/DVD collection. Wander the 40-acre estate - native and exotic trees, orchard, lawns and paddocks. 7 minutes to Masterton by car. EV charger on site. Quiet cottage in garden setting.

Top guest favorite
An outdoor dining area is set beneath a wooden pergola adorned with vibrant green grapevines. A spacious table is complemented by several chairs, with candles creating a soft glow. The cottage is partially visible in the background, surrounded by lush greenery.
Cottage in Greytown
4.97 out of 5 average rating, 222 reviews

Gorgeous Garden Cottage

Kew Cottage Idyllic character home nestled in a much loved cottage garden. Tasteful in decor the cozy living spaces flow seamlessly to the sun-drenched garden. Enjoy al fresco dining under the grapevines or finish the day with toasted marshmallows on the outdoor open fire. Comprising two bedrooms, one bathroom two heat pumps, large utility space and much more. This home away from home is centrally located and an easy walk to central Greytown- shops cafes and bars.

Guest favorite
The exterior of a charming cottage is presented under a vibrant sunset sky. A spacious deck extends from the house, which features large windows reflecting the evening light. A simple outdoor dining table is visible, enhancing the inviting outdoor space.
Cottage in Greytown
4.83 out of 5 average rating, 108 reviews

Greytown - The Railway Cottage

Located on a private 1/2 acre section close to town. Open plan design combined with character charm makes it an ideal weekender. Enjoy the wrap around deck in a private setting. Close enough to town by short walk or bike ride but tucked away to enjoy country location and privacy. The house is best suited for 1 or 2 couples or a small family up to 5 people. We can accommodate up to 6 on a case to case basis. Please read details listed before making an enquiry.

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