Family-friendly holiday rentals in Greytown

4.99 out of 5 average rating, 293 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.

Indoor spacesFamilyComfort

4.94 out of 5 average rating, 477 reviews

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

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'!

Indoor spacesKitchenQuiet

4.95 out of 5 average rating, 142 reviews

Greytown Cottage: Fixed Fiber, Sky TV, Linen.

Refurbished and fully insulated 1950's 2 Bedroom 100sqm Cottage located in central Greytown. Just a 3 minute walk from the main shops. Cleaning and Airbnb fees are now incorporated into our base fee. The 'Occupancy Fee's is a NZ Government tax. Quality Bed Linen/Towels provided and included in rate. All beds made up prior to guest arrival. Fully equipped kitchen and laundry. Air-Con for the hot summer days. HeatPump to keep warm in winter. Two bikes available for use and included in rate.

FamilyIndoor spacesLong stay

A spacious living area features a cozy leather sofa and two red armchairs, arranged around a central coffee table. Sliding glass doors open to a private outdoor space, framed by lush greenery. Soft lighting from overhead fixtures complements the inviting interior design.

4.93 out of 5 average rating, 340 reviews

A-Frame. Price now includes all service fees.

The house for all seasons, occasions and ages. Double glazed with new thermal curtains. Heat pump and log burner in downstairs living room and heatpump in upstairs bedroom to keep you cosy in winter and cool in summer. The grounds are spacious and private. Great for playing games, BBQ and evening drinks on the sun-drenched deck or in front of the outdoor fireplace. Toys, board games, bikes and sports equipment are provided. Fully fenced. Dog friendly - $25 per stay. Please include in booking

KitchenFamilyBarbecue

5.0 out of 5 average rating, 107 reviews

An outdoor deck features a dining table surrounded by wooden chairs, shaded by a large umbrella. Rolling green fields and distant hills provide a scenic backdrop under a clear blue sky with scattered clouds.

Home in Ahiaruhe

The View

On a plateau overlooking the Ruamahanga river valley is our cosy two bedroom fully self contained cottage. The views are jaw dropping, backdropped by the Tararua Ranges. On the river flats below, summer crops form a patchwork of different colours. Above, the big sky can be an endless blue or filled with rolling banks of cloud and truly spectacular sunsets. At night the wondrous canopy of stars is why the region is an official International Dark Sky Reserve. It’s all utterly peaceful.

KitchenFamilyBarbecue

4.99 out of 5 average rating, 262 reviews

Cottage in Waihakeke

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.

Indoor spacesFamilyBiking

4.98 out of 5 average rating, 127 reviews

The exterior of a charming cottage with a light blue facade is shown. Two small tables with chairs are positioned on the front porch, while neatly trimmed hedges and a decorative lemon tree adorn the garden, complemented by a pathway leading to the entrance.

Cottage in Greytown

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!

Indoor spacesFamilyPool

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.

4.91 out of 5 average rating, 114 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.

FamilyIndoor spacesDecor

4.97 out of 5 average rating, 230 reviews

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

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.

KitchenFamilyBathroom

4.91 out of 5 average rating, 434 reviews

A spacious bedroom features a patterned headboard and soft bedding. Nightstands with lamps sit on either side of the bed, and a natural fiber rug lies beneath. Warm lighting complements the neutral tones and creates a calming ambiance.

Guest suite in Greytown

Suite 22

100% ROMANCE GUARANTEE - Suite 22 is a 2 room self-contained suite in the front of a lovely Greytown villa. Ideal for couples wanting a romantic getaway or singles wanting a study break or some alone time. Privacy is assured. Large double bedroom & ensuite w/ shower. Separate living room & tiny kitchenette. Your own verandah & garden. A secluded outside clawfoot bath for soaking in the sun or under the stars.

KitchenFamilyBathroom

A one-level house is shown, featuring a green metal roof and a white exterior. Colorful flowering bushes frame the front yard, with lush green grass extending across the property. Large windows provide ample natural light, and a chimney adds character to the structure.

4.94 out of 5 average rating, 115 reviews

Central Cosy Kiwiana Greytown House with Garage

Cute whole house in the heart of Greytown. Literally a two minute walk to the centre of the Greytown shopping village and cafe gems. Comfortably sleeps four people, can sleep six with the use of the couch bed. 1960's style house, with some jazzy wallpaper. One level with two bedrooms - one queen bed, one double bed. Sofa-bed is a cosy double. There are a couple of stairs at both front and rear doors.

KitchenIndoor spacesNearby

4.78 out of 5 average rating, 324 reviews

The bathroom features a modern en-suite layout, including a toilet and sleek sink with a mirror above. A walk-in shower with glass doors is visible, and natural light filters through a large window with frosted glass. Two gray mat rugs are positioned on the tiled floor.

Guest suite in Greytown

Woodside Suite: peaceful semi-rural life

You’ll love our location, enjoy the peace and quiet. We are rural but with all the benefits of being within walking distance of town, just 10 minutes. We are also located on the road that leads to Woodside railway station. Our home is good for couples or travelers who are looking for a bit of rest and relaxation. We have also set up a Guidebook for some local pointers.

Indoor spacesKitchenHospitality

Popular amenities for Greytown family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 276 reviews

Home in Masterton

5 o'clock Somewhere: Premium Wairarapa Escape

Indoor spacesKitchenLocation

4.93 out of 5 average rating, 508 reviews

A two-story house, colored in natural tones, is surrounded by lush greenery and native trees. A welcoming front porch with white railings leads to the entrance. Multiple windows allow natural light to illuminate the interior, blending the structure harmoniously with its forest setting.

Home in Featherston

Birdsong Cottage - native forest retreat

KitchenIndoor spacesCleanliness

Guesthouse in Featherston

A compact cabin is set against a captivating night sky filled with stars, including the Milky Way. The cabin features large windows that reflect the celestial view. A grassy area surrounds it, adding to the peaceful ambiance of the surroundings.

Cosy Cabin ~outdoor bath~stars~donkeys

FamilyKitchenHiking

4.97 out of 5 average rating, 597 reviews

Guesthouse in Western Lake

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.

Tui Suite at Wairarapa's Lakeview Lodge

KitchenIndoor spacesParks

4.99 out of 5 average rating, 246 reviews

4.96 out of 5 average rating, 454 reviews

An outdoor bath is positioned on a wooden deck, overlooking rolling green hills under a soft sunset glow. Fresh linens are draped nearby, and a glass is placed on the edge, complementing the serene atmosphere of the expansive landscape.

Cabin in Dyerville

The Hut

Indoor spacesFamilyCleanliness

Cabin in South Wairarapa District

A rustic log cabin is displayed, featuring a broad front porch with seating set against expansive glass doors. Flanked by trees and flowering plants, the cabin's exterior showcases a natural wooden facade and a peaked metal roof.

Galtimore

Indoor spacesFamilySolo travel

4.84 out of 5 average rating, 684 reviews

A sweeping view of the vineyard stretches out under a clear blue sky, showcasing rows of grapevines with autumn leaves. The distant Tararua Ranges are visible, providing a stunning backdrop to the lush, green grass area in the foreground.

4.99 out of 5 average rating, 186 reviews

Total relaxation

FamilyKitchenTV

4.98 out of 5 average rating, 128 reviews

A bright living area features polished wooden floors and a blend of comfortable seating. Two sofas, one with a patterned throw, face each other, while a wooden table and a chair are positioned nearby. Artwork adorns the walls, complemented by soft lighting from pendant fixtures.

Cottage in Pirinoa

Pirinoa Homestead Cottage

KitchenIndoor spacesCondition

Family- and pet-friendly home rentals

4.85 out of 5 average rating, 109 reviews

The charming exterior of the cottage is framed by vibrant pink flowers and lush greenery. A well-maintained lawn leads to the entrance, highlighted by a red door. The cottage features a classic roofline under a bright blue sky, offering a serene and inviting appearance.

Cottage in Carterton

1890s Charming Country Cottage with garden

KitchenIndoor spacesComfort

4.98 out of 5 average rating, 114 reviews

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

Bumblebee Cottage Greytown

Indoor spacesKitchenQuiet

A wooden sideboard with woven cabinet doors is positioned against a white wall. A plant stands beside it, and a round woven rug is placed on the floor. Above the sideboard, a framed photo depicting a serene landscape is displayed.

4.95 out of 5 average rating, 137 reviews

The Little White Bach

Indoor spacesKitchenComfort

Cottage in Morrisons Bush

Taraview Cottage

Indoor spacesKitchenAmenities

4.94 out of 5 average rating, 149 reviews

A brightly lit dining area features a pink table paired with blue and red seating. A bowl filled with colorful fruits sits at the center, while sheer white curtains gently diffuse natural light from the outside, creating a serene and inviting space.

4.95 out of 5 average rating, 111 reviews

Homer: play, gather & ground

FamilyKitchenAmenities

4.96 out of 5 average rating, 351 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

KitchenIndoor spacesCheckout

An open-plan living area features a wooden dining table surrounded by white chairs. A cozy sectional sofa is visible in the background, complemented by colorful cushions. Natural light enters through multiple windows, highlighting polished wooden flooring and a decorative wall piece.

5.0 out of 5 average rating, 217 reviews

Come & Stay at Blackbird House!

KitchenFamilyAccuracy

4.92 out of 5 average rating, 400 reviews

A bright and modern living area features a cozy lounge setting with a black couch and a wooden coffee table. A dining table with four chairs is positioned nearby. Large glass doors provide access to the outdoor deck, with natural light filling the space.

Cottage in Martinborough

Tui Cottage - cosy, light, and central

FamilyIndoor spacesBarbecue

Family-friendly home rentals with a pool

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.

4.98 out of 5 average rating, 121 reviews

Hidden Valley Getaway

FamilyKitchenCondition

4.98 out of 5 average rating, 627 reviews

Yurt in Greytown

Greytown Yurts - Luxurious Glamping Experience

FamilyIndoor spacesLocation

A spacious outdoor dining area features a large wooden table surrounded by yellow chairs, set for eight. A hot tub spa is located nearby, with lush green grass and a wooden fence providing privacy. The sky is bright with scattered clouds, inviting relaxation.

4.95 out of 5 average rating, 182 reviews

Odyssey

Indoor spacesKitchenView

4.99 out of 5 average rating, 259 reviews

The cottage features a light-colored exterior, with large windows allowing ample natural light. A welcoming outdoor deck is framed by low shrubs, leading to a gravel pathway. The peaceful vineyard setting is visible in the background, enhancing the serene environment.

Cottage in Dyerville

Hamden Estate Cottage

FamilyKitchenHeating

Shipping container in Martinborough

Contemporary Country Stay close to Town Centre

Indoor spacesKitchenWalkability

4.94 out of 5 average rating, 135 reviews

An open living area features a dining table with black chairs positioned near a cozy sitting area. A modern wood-burning stove adds warmth, while large glass doors lead to an outdoor deck, inviting natural light into the space.

4.89 out of 5 average rating, 104 reviews

Luxurious Martinborough Home

Indoor spacesKitchenAmenities

4.92 out of 5 average rating, 352 reviews

A spacious swimming pool is framed by wood decking, surrounded by a secure fence and sun loungers. Lush greenery and a large tree provide a serene backdrop, with the cottage visible in the distance under a partly cloudy sky.

Cottage in Upper Plain

Spring is here

Indoor spacesFamilyBathroom

A wooden dining table is positioned on a patio, overlooking lush green hills in the background. A large outdoor pool glistens under a clear blue sky, while a potted plant adds a touch of nature to the table. Sunlight illuminates the serene outdoor space.