Masterton vacation rentals

An open deck area features a wooden table surrounded by various chairs, including a pink and blue Adirondack chair. Large glass doors provide a view into the inviting living area, which contains a light grey sofa and a decorative wall art piece, enhancing the bright atmosphere.

4.89 out of 5 average rating, 91 reviews

La Burgundy, your own private paradise

La Burgundy is a near new house that is part of a private subdivision about one kilometre from the square. Guests have the use of the communal 20 metre, salt water heated swimming pool (closed between Easter and Labour weekends) and tennis court and an enclosed trampoline, which are a two minute walk from the property. The open plan living area flows onto a large sunny deck, great for entertaining and relaxing with a glass of wine. Comes with heating/air con, wifi and a well equipped kitchen.

Apartment in Morison Bush

5 out of 5 average rating, 37 reviews

Moroa Boutique Apt, Greytown

This Boutique Apartment is the front half of one of Greytowns original farming Villas. The owners and 2 dogs live in the back half. Lovingly renovated, this adults only escape has kept the period details whilst bringing the villa up to date. Just 3 minutes’ drive from Greytown Village, the apartment offers all you would imagine to find in a luxury hotel suite. A large lounge with wall to wall books to read in front of the fire in Winter or open both sets of French doors to the garden in Summer.

4.92 out of 5 average rating, 13 reviews

A modern house sits amidst green lawns, featuring a large wooden deck that extends from the living space. Comfortable seating areas are arranged outdoors, framed by potted plants. The sleek architecture is complemented by large windows that reflect the surrounding natural scenery.

Home in Woodside

Luxury in Dark Sky Reserve!

Escape to our stunning 3-bedroom, 2-bathroom luxury house nestled just outside the charming town of Greytown, New Zealand. Perfectly positioned within the Wairarapa Dark Sky Reserve, our retreat offers an unparalleled stargazing views amidst breathtaking natural beauty. Indulge in the epitome of comfort and style as you step into our meticulously designed abode. The spacious open-plan layout boasts seamless indoor-outdoor flow, creating an inviting atmosphere for relaxation and entertainment.

Superhost

The exterior of a modern home is visible, framed by lush greenery and blooming cherry blossom trees. A gravel pathway leads to a welcoming entrance, complemented by a wooden deck and a landscaped garden featuring various plants and flowers.

Home in Greytown

4.85 out of 5 average rating, 110 reviews

Chris's Cabin (Sleeps 10) Private Garden and Deck

Large private, well equipped home in mature garden with a large sunny deck. Four bedrooms including King bed, 2 Queens, a Sofa bed, a King Single and Single bed. Unlimited hot water as on a gas infinity system. One shower, 2 toilets. Family friendly with free unlimited Wi-fi, Sky TV, a wide variety of DVD's, books, puzzles and games. A short walk from Greytown's boutique shops, restaurants and cafes. A base to explore the regions vineyards, festivals, and forest parks or to simply unwind.

A private outdoor area features a grey wicker seating arrangement with four armchairs and a spacious sofa. The surface is wooden decking, and large glass doors open into the interior. The sky is partly cloudy, providing a serene atmosphere.

5 out of 5 average rating, 12 reviews

Comfort on Princess

Welcome to our bright and spacious 4-bedroom, 2-bathroom townhouse, the ideal spot for your next getaway. This modern retreat offers a relaxed atmosphere and plenty of room to unwind. Located just minutes from the heart of town, renowned wineries, and beautiful vineyards, our townhouse offers both convenience and tranquility. Whether you’re exploring local attractions, sampling wines at nearby wineries, or simply relaxing at home, this location is the perfect base for your stay.

4.98 out of 5 average rating, 106 reviews

A bright living area features large windows that provide views of the surrounding greenery. Two comfortable sofas are arranged on a plush rug, while a glass coffee table sits in the center. Natural light floods the space, enhancing the warm wood paneling and accents.

Home in Ōtaki

The Punga Tree

3 brm 2 bathroom brand new lockwood home , Panoramic Views close to Beach Private home with Serene views of Kapiti island , surrounded by natural bush, Space Galore Nature at its best . Close to Otaki town and cafes , 5 min drive to Otaki beach and river. Bike or walk through private land down to the Otaki river picnic area which features beautiful walking tracks and nature reserve. Under a hour to Wellington and Palmerston North. Take a break and unwind at this peaceful oasis.

A modern kitchen is presented with sleek cabinetry and a grey countertop. Natural light streams in through multiple windows, highlighting the stainless-steel appliances, including an oven and kettle. A small dining area with wooden stools is situated at the counter, enhancing the open layout.

4.92 out of 5 average rating, 196 reviews

Escape to Venice - Martinborough Holiday Home

Escape to Venice is a comfortable and inviting 3-bedroom holiday home situated in the heart of Martinborough. It's prime location is within walking distance of the best Martinborough has to offer - cafes, restaurants and Memorial Square where the fair is held. The house sleeps 4-6 adults and 2-4 children, making it the perfect choice for a family holiday. Wine lovers are in luck too with an abundance of wineries in the area, many being within a 10 minute walk away.

4.97 out of 5 average rating, 200 reviews

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

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.

A modern home with a neutral color palette is featured, flanked by tidy garden beds and gravel pathways. The expansive wrap-around deck offers a blend of covered and open spaces, with large windows revealing glimpses of the welcoming interior and outdoor seating areas.

4.91 out of 5 average rating, 11 reviews

Regent Escape - Martinborough

Regent Escape offers the perfect mix of style and modern comfort, situated in the heart of Martinborough Village. The new two-bedroom home is ideally located, just a 10-minute walk from the Martinborough village, making it convenient to explore the local area on foot. The stunning wrap around covered deck provides shelter and privacy. This well appointed outdoor living has a Spa pool, BBQ, outdoor dining and lounge is the perfect place to enjoy a local wine or two.

An outdoor deck is presented with a wooden dining table surrounded by black chairs. French doors provide access to the interior living space, while a shaded area offers comfort. A grill is positioned nearby, and sunlight casts soft shadows across the flooring.

5 out of 5 average rating, 33 reviews

Regent Cottage

Regent Cottage is a French themed Villa located only a short stroll to the village. It's the perfect retreat for couples, family and friends. Entertaining is a breeze with the open plan living and dining area that opens through French doors to a spacious deck with a BBQ. The wood burner with heat transfer system will keep you warm in Winter and continuous gas hot water ensures you never run out. Breakfast provisions and a complementary bottle of wine are included.

A spacious outdoor area features a calm, clear pool lined with smooth gray tiles. Surrounded by lush greenery, the setting includes comfortable beanbag seating and a shaded area with a sleek structure. Cloudy skies provide a soft natural light over the scene.

4.96 out of 5 average rating, 118 reviews

Odyssey

Experience the Odyssey! Hot tub spa / Pool table / Beanbags / Cornhole & Outdoor games! This stylish place is perfect for group trips. Featuring four queen beds and ample room in the lounge and dining areas to chill out and socialise with friends. Our place is modern and well equipped with everything you might need to dine in, entertain or simply relax. Booking with us gives you access to shared facilities including, Swimming Pool, Tennis Court and Trampoline.

4.97 out of 5 average rating, 183 reviews

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.

Home in Masterton

5 o’clock Somewhere: Simply the Best

Stunning contemporary, modern escape on 1 ha of gorgeous woodland, 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, this stunning spot is just for you.

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Popular amenities for Masterton vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Masterton's top sights

The Clareville Bakery26 locals recommend

The Screening Room20 locals recommend

Aratoi Wairarapa Museum of Art and History18 locals recommend

Ten O'clock Cookie Bakery Cafe10 locals recommend

Don Luciano Cafe & Coffee Roastery9 locals recommend

Henley Lake Park8 locals recommend

Other great vacation rentals in Masterton

4.93 out of 5 average rating, 322 reviews

A heated spa pool is situated next to a wooden deck, offering a space for relaxation. Flowering plants and greenery frame the area, while a gravel path leads to the cottage entrance. The exterior features a modern, light-colored building with multiple windows.

Cottage in Upper Plain

Autumn is here. Enjoy the last traces of summer.

4.98 out of 5 average rating, 117 reviews

A charming exterior view of the house highlights a well-maintained garden with lush greenery and colorful plants. A pathway leads to the entrance, bordered by neatly trimmed hedges and flower beds. The covered porch offers a welcoming space surrounded by nature.

Home in Carrington

peaceful place to stay and minutes from the action

4.94 out of 5 average rating, 33 reviews

Villa in Masterton

Large vineyard villa with pool, spa & yoga studio

Superhost

A welcoming porch features a white wicker seating area surrounded by lush greenery. A stone pathway leads to the entrance, framed by supportive pillars. Large windows invite natural light, connecting the indoor space with the garden views.

Bungalow in Greytown

4.86 out of 5 average rating, 51 reviews

3 Bedroom bungalow, set in spacious garden

A spacious house with a modern design is surrounded by well-maintained greenery. The building features a light-colored exterior and a gray metal roof. Outdoor seating is available at a wooden table with chairs, complemented by gravel pathways and views of the surrounding landscape.

4.97 out of 5 average rating, 93 reviews

Hidden Valley Getaway

Place to stay in East Taratahi

A compact self-contained pod is set amidst a green landscape, featuring large glass windows and a deck. A wooden barrel and a small plant pot are placed on either side, while a backdrop of olive groves enhances the rural setting.

4.91 out of 5 average rating, 35 reviews

Memory Grove pods is set in-between Olive trees

4.95 out of 5 average rating, 21 reviews

A well-maintained garden features a large flowering tree, offering ample shade. Two white chairs are positioned on the lush green lawn, inviting relaxation. The neighboring house is visible in the background, surrounded by greenery, with a clear sky overhead.

Guesthouse in Masterton

Tui Cottage