Vacation rentals in Greytown

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Top-rated vacation rentals in Greytown

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Top guest favorite
A rustic wooden table is set with two glasses of red wine and a bottle, accompanied by a freshly baked cake on a cutting board. The background showcases a verdant landscape, with hills and trees partially shrouded in mist, creating a serene outdoor scene.
Cottage in Carterton
4.94 out of 5 average rating, 428 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
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
4.99 out of 5 average rating, 281 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.

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
Vacation home in Greytown
4.98 out of 5 average rating, 120 reviews

Cosy Greytown Retreat

Take a break and unwind in picturesque Greytown. There is something to see and do, whatever the season. Nestled in a quiet cul-de-sac, this two bedroom unit is perfect for a couple looking to enjoy some quiet time away. After a day of shopping or taking a bike ride along the rail trail come back to the log fire which makes for a perfect setting to sit back, relax, read a book or watch a favourite movie. Offering two bedrooms - one queen bed and one double bed for a comfortable stay.

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.

Top guest favorite
A spacious bed is neatly made with white linens and a textured cream blanket. Decorative pillows in burnt orange and beige complement the neutral tones. A floral artwork is displayed above the bed, and natural light enters through a nearby window adorned with blinds.
Guest suite in Greytown
4.98 out of 5 average rating, 143 reviews

Potager B&B - Woodside - Greytown

On the edge of beautiful Greytown but within walking distance of coffee shops, restaurants and shops, we have created the perfect retreat. Our beautiful purpose built B&Bs are set in their own courtyard gardens within our potager garden. We supply breakfast museli, fruit, orange juice, milk, a loaf of local Ciabatta bread, butter, marmalade, jam, tea & coffee for you to enjoy at your leisure. There are views across the farmland to the Taurua Ranges and amazing night skies.

Guest favorite
A light blue house with a welcoming yellow door is framed by a white picket fence. The porch is adorned with a bench and features multiple windows, allowing natural light to illuminate the entrance. A tall tree is visible beside the home.
Home in Greytown
4.91 out of 5 average rating, 102 reviews

Picture Perfect in the heart of the Greytown

From the front gate to the rear sunny garden, this beautifully appointed villa is near the heart of Greytown Village situated on the main road, perfect for couples, family and friends. A three bedroom 2 bathroom house on a private spacious fully fenced property, with on-site parking. Just a casual stroll away is Greytown's Village with its renowned cafes, restaurants, bars and boutique shopping. A roaring log-fire with all firewood supplied plus Wi-Fi and 2 smart TV's.

Guest favorite
A charming cottage features a rustic exterior adorned with greenery, set against a vibrant sunset sky. Warm light glows from the windows, while a gravel pathway leads to a welcoming front entrance surrounded by manicured hedges and colorful plants.
Cottage in Greytown
4.97 out of 5 average rating, 210 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
A charming studio is surrounded by a private garden featuring lush greenery and blooming white flowers. A stone pathway leads to the entrance, which is shaded by overhanging branches. An outdoor seating area is visible, providing a serene retreat within the gardens.
Tiny home in Greytown
4.88 out of 5 average rating, 288 reviews

6 Wood Street Studio Greytown.

A very small studio located a minutes walk to Greytown supermarket, cafes, restaurants and boutique shopping. Steeped in early Aotearoa, NewZealand history, Greytown was one of the earliest towns in NZ to be settled. Magnificent stands of old trees, and beautiful gardens, Greytown is the character town of the Wairarapa and beyond. Within seven minutes you can be at Woodside railway station making access to Wellington easy as you can leave your vehicle for the return.

Top guest favorite
A serene outdoor area features lush green foliage and cascading white flowers. A round blue-tiled table is surrounded by black chairs, creating an inviting spot to sit. Overhead, a transparent cover provides shade, while planters and blooms add color to the garden setting.
Guest suite in Greytown
4.97 out of 5 average rating, 105 reviews

Apt Le Petit. Ideal for a quiet getaway.

Very private and petit but centrally located with a 2 minute walk to the Greytown shops. Ideal for dining out or that morning brunch, with all restaurants and cafes within strolling distance. Perfect location for wedding 'bus pick ups' Although attached to the main house, you have your own separate entry to the apartment which is situated in lovely garden surrounds. There is plenty of off street parking and if you’re feeling energetic there are 2 bikes available.

Top guest favorite
The cottage exterior features a light gray facade with white decorative trim and a bright yellow door. Surrounding gardens are lush with greenery and vibrant flowers. The entrance is framed by soft foliage, creating a welcoming atmosphere in a serene outdoor setting.
Cottage in Greytown
4.97 out of 5 average rating, 197 reviews

Country Bliss : charming historic cottage

Country Bliss Cottage is an original historic Greytown cottage its origins dating back to the 1880's . The cottage still retains its original character and charm but with modern day comforts. The garden is private and sunny with an abundance of bird life, mature fruit trees and cottage garden flowers. The decor is a mixture of vintage and new with quality furnishings throughout . A roaring log-fire with all firewood supplied makes for a cosy winter retreat.

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.

Popular amenities for Greytown vacation rentals

Quick stats about vacation rentals in Greytown

  • Total rentals

    100 properties

  • Nightly prices starting at

    G$6,274 GYD before taxes and fees

  • Total number of reviews

    7.3K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Your guide to Greytown

All About Greytown

Located on the southern tip of North Island one hour from Wellington, Greytown is the oldest town in the Wairarapa region of New Zealand. You can feel some of that history in the restored Victorian buildings that line the main street of this rural town, which is surrounded by wineries offering a selection of cabernet sauvignon, pinot gris, riesling, and other popular varieties. Strolling through Greyton’s charming storefronts and eateries, you’ll find shops focused on the art of the craft, such as a handmade bicycle outlet and sustainable fashion boutiques, and many of the restaurants source fresh ingredients from nearby farms.

Greytown was the first inland town to be founded in New Zealand in 1854. You can learn about its rich past as the region’s largest market center during a visit to the Cobblestones Museum. The pastoral landscape around the town is popular for birdwatching, hiking, biking, and simply strolling through groves of trees. Greytown runs a historic tree register that catalogs and protects English Oaks and Peruvian Peppercorn, among other species.


The best time to stay in a vacation rental in Greytown

The warmest time to visit Greytown is in the summer months (December through March), when the streets fill up with shoppers browsing the town’s independent boutiques in the settled sunshine. The cooler days of autumn mark wine harvest time in the surrounding Wairarapa wine region, while winter can bring frosty temperatures, so you’ll need warm clothing. Springtime (September through November) is marked by mild temperatures and fewer visitors, and you should be prepared for strong winds coming off the Tararua Range.

One of the most thrilling times to stay in Greytown is during the annual balloon festival held in April, when competitors from all over New Zealand take to the skies in brightly colored and bizarrely shaped hot air balloons. The changing shades along the Greytown Heritage Tree Trail also make a scenic wander in the crisp autumn air.


Top things to do in Greytown

Soldiers Memorial Park

Soldiers Memorial Park is both a World War I memorial and city park. In 1922, 117 lime trees were planted here to commemorate 117 fallen soldiers. Today, the avenue of lush lime trees is a main draw for photographers. This Greytown park is within walking distance of the main street. It has a playground and plenty of shade, making it a great place for an afternoon picnic.

Cobblestones Museum

The Cobblestones Museum comprises buildings from the 19th and early 20th centuries, which were carefully restored by volunteers. You can visit the fire station, the old Hastwell stables, Wairarapa's first hospital, and a Wesleyan Church here. Experience a school from the 1900s here as well, complete with a cloakroom hung with leather school bags, and classrooms with blackboards and chalk dust.

Greytown-Woodside Trail

If you're seeking stunning views of the Wairarapa countryside, look no further than the three mile Greytown-Woodside Trail. The pathway is ideal for walking and cycling, with no steep inclines, winding its way from the center of Greytown to the Waiohine River, eventually ending up at Woodside railway station.

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Greytown?

    Four-legged friends are welcome in Greytown. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Greytown have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Greytown. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Greytown?

    Greytown has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Greytown vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Greytown, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in guesthouse rentals in Greytown?

    Experience the best of Greytown with our guesthouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Greytown have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Greytown. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greytown have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Greytown. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Guesthouse Rentals in Greytown?

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Greytown?

    Yes! Work meets play with ease at over 30 vacation rentals in Greytown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Greytown have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Greytown. Enjoy a tailored experience with all the comforts you desire.

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