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Holiday rentals in Homewood

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Top-rated holiday rentals in Homewood

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

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Top guest favourite
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.
Guest house in Masterton
4.99 out of 5 average rating, 145 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 hospital and golf club, you can be at 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 favourite
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
4.95 out of 5 average rating, 455 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 favourite
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
4.96 out of 5 average rating, 323 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 favourite
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
4.97 out of 5 average rating, 239 reviews

#1 Guest Pick - 5 o’clock Somewhere

5 o’clock Somewhere is a modern, contemporary escape on 1 hectare of gorgeous mature deciduous woodland, located only 7 mins from Masterton. Fully air-conditioned, this hidden gem has 3 spacious bedrooms with 2 bathrooms, (the master is ensuite). Step outside to the mature terraced gardens are bursting with colour - grab a cold one and lounge in the sun or enjoy the spa pool under the stars and gather around the outdoor fire. Perfect for families, friends, or a quiet weekend away! 🍻

Guest favourite
A spacious wooden deck features an outdoor dining area with a round table and four white metal chairs. Large glass doors lead into the interior space, while lush greenery and gardens are visible in the background under a shaded canopy.
Home in Dalefield
4.83 out of 5 average rating, 226 reviews

Rose End Escape

This peaceful abode is set amongst beautiful gardens and luscious farming plains, making for the perfect spot for a break away from the city. With only a hop, skip and a jump, you are a short 5 minute drive from shopping till you drop in Greytown, and wandering the beautiful daffodil fields of Carterton. If nature is more your thing, within a few minutes drive you could also find yourself trekking the picturesque tracks of the Waiohine Gorge or visiting the vineyards of Martinborough.

Top guest favourite
A wooden sign displays 'TI TREE RURAL ESCAPE' in bold lettering, positioned against a backdrop of greenery. The sign contributes to the rustic charm of the location, with surrounding natural elements enhancing the rural atmosphere.
Guest suite in Kaiwhata
4.99 out of 5 average rating, 125 reviews

Ti Tree Rural Escape

If you need to relax and have a restorative break away then Ti Tree is the place to come. This is an unknown part of the country that has ancient geology and astounding beauty. A walk to the river mouth weather permitting and depending on tides is where you will experience 7000 year old Totara Tree stumps . There are amazing rock formations at the mouth of the Kaiwhata river also. In evening you can relax under the night sky in the private spa pool which is right outside you door.

Top guest favourite
Guest suite in Greytown
4.99 out of 5 average rating, 100 reviews

Potager B&B - Waiohine - 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 of 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.

Top guest favourite
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.
Home in Martinborough
4.94 out of 5 average rating, 120 reviews

The Little White Bach

1960s fully renovated home in the heart of Martinborough. Perfect getaway for a couple, family or friends to explore the local boutique wineries or the many attractions the Wairarapa has to offer. We have two queen size rooms and one king single, all bedrooms have good size wardrobes. We have two beautiful large decks one south facing out front and one in the back for all day and evening entertainment. We have new radiator heating to keep you warm in cooler months.

Top guest favourite
A round dining table is set with two glasses of rosé and a bottle of wine, accompanied by a vase of flowers. Natural light fills the space through large windows, highlighting a cozy seating area with a blue couch and a television in the background.
Cottage in Longbush
4.98 out of 5 average rating, 188 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.

Top guest favourite
A cozy lounge area is presented with a mix of seating options, including a grey sofa, a vibrant red couch, and a leather chair. Decorative wall art adds color, while natural light filters in through the windows, creating a bright and inviting ambiance.
Flat in Masterton
4.96 out of 5 average rating, 209 reviews

Fresh oasis near the heart of Masterton

This spacious self-contained apartment is central for Masterton and the Wairarapa region. Town is 800m away & within 20-45mins you can be at Mt Bruce, Castlepoint, Riversdale, or Greytown & Martinborough for vineyards & boutique shopping. Ideal for a couple; with the addition of a king single sofa-bed in the lounge. The bathroom is accessed via the bedroom. Convenient carparking is right on the street, with the option for off-street parking by request.

Top guest favourite
Guest house in Waingawa
4.95 out of 5 average rating, 198 reviews

Let the countryside recharge your soul

A little slice of country just 5 minutes from Masterton. A cosy cottage with rural views across to the Tararua ranges. Sit on the patio and enjoy the dark sky views. Perfect weekend escape to enjoy all that the Wairarapa has to offer. A short drive to the Star Safari observatory, Mount Holdsworth, Carterton, Greytown and half an hour to Martinborough's wineries. If you are travelling for work, we are only a minute off the main highway.

Guest favourite
Home in Riversdale
4.94 out of 5 average rating, 152 reviews

RIVERSDALE BEACH FRONT A FRAME - Welcome

This quirky beach side A frame sits right on the sand dunes. Great outdoor furniture on both sides of the house, double BBQ, fire for the winter, dishwasher, washing machine, and only steps from the beach. Perfect for families in the summer or a romantic getaway for a couple in the winter. The view from your bed upstairs is gorgy! . Sorry, not suitable for under 5's because of the spiral stairs. No parties or groups thanks.

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