Holiday rentals in Medway

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Top-rated holiday rentals in Medway

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

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Top guest favourite
Tiny home in Razorback
4.99 out of 5 average rating, 304 reviews

Razor Ridge Retreat-Tiny House- Pet Friendly-Views

PET FRIENDLY!!! "RAZOR RIDGE RETREAT" / "A LITTLE SLICE OF AUSTRIA" is the first of its kind in the Razorback area. It's a cosy, luxury "Tiny House" located in an idyllic bush setting on a 5 acre property in the Razorback ranges, about an hour's drive from Sydney. The tiny house is nestled safely on the edge of a ridge where day & night, spectacular uninterrupted views to the Sydney skyline can be enjoyed by you with magical sunrises and sunsets seen from your bed and also the wild birdlife.

Guest favourite
A modern gray structure is set against green pastures and distant hills. Large windows reflect natural light and provide views of the surrounding landscape. A wooden deck leads to a lawn area, featuring a firepit and seating, ideal for outdoor relaxation.
Cottage in Gerringong
4.93 out of 5 average rating, 555 reviews

Infinity on Willowvale

Gorgeous boutique stay in Gerringong. Custom-built for a couple, Infinity on Willowvale has a king-size bed, bath for two, private firepit, and a huge deck to take in the views and sunsets. Everything is designed for relaxation. Infinity is set among the rolling green hills on the idyllic Willowvale Road, which boasts dairy farms and the stunning Crooked River Winery. Ten minutes to Kiama and Berry on the NSW South Coast. Just 5 minutes from the beach, you'll feel a million miles from anywhere.

Top guest favourite
A Hampton’s style cottage is showcased, surrounded by lush green landscaping. The white exterior features a dark roof and a stone fireplace. A spacious veranda runs along the front, providing shaded areas for relaxation amid the scenic countryside.
Farm stay in Moss Vale
5 out of 5 average rating, 230 reviews

Luxury Country Escape at Colyersdale Cottage

Set on a 350 acre cattle property 10 minutes from Moss Vale you will find this purpose built, luxurious Hampton’s style cottage. With a 2 car connected garage and indoor/outdoor sandstone fireplace, it comprises 2 large king bedrooms each with a walk-in robe and ensuite. There is ducted air conditioning, fully appointed kitchen, open plan living dining, concealed laundry, outdoor dining terrace, swinging seat and BBQ. Perfect for 2 couples or a family of 4 or 5. Message me for longer stays.

Top guest favourite
Two individuals sit in chairs around an outdoor fire pit, with flickering flames providing warmth and light. A small table holds flowers, surrounded by a backdrop of dense trees and foliage, creating an intimate atmosphere in the evening setting.
Cabin in Sutton Forest
4.95 out of 5 average rating, 160 reviews

Unique'Danglestone' Couples Hideaway in the Forest

Awe inspiring views surrounded by nature. Nestled in the lush greenery of a private forest this modern architecturally designed cabin is luxury at its best. With the warmth of the heated floor & indoor gas fire you will be toasty warm all year round. Sutton Forest is very near several vineyards and villages. An ideal location to escape the city. PETS allowed but please disclose when booking- Max 2 people only (not suitable for infants) 1 Queen bed only MASSAGE available nearby (plse ask)

Top guest favourite
A cozy cabin is surrounded by a well-maintained garden featuring a grassy area. Several wooden Adirondack chairs are arranged near a fire pit, while natural stone pathways lead to the entrance. Lush trees and hedges provide a serene backdrop under a partly cloudy sky.
Tiny home in Berrima
4.97 out of 5 average rating, 175 reviews

Kangaroo Cabin - Luxurious Simplicity in Berrima

A peaceful retreat that’s only a 5 minute walk to the centre of Berrima, 3 minute drive to Bendooley Estate and 6 min’s to Centennial Vineyards. It’s a space that’s been designed to help you relax, and get away from it all, although you’ll still find every modern convenience you could possibly need. It also feels surprisingly large for a tiny home, with light streaming in the windows from your own private garden and the bushland beyond. And, yes, there are Kangaroos out there, all the time.

Top guest favourite
Cottage in Berrima
5 out of 5 average rating, 118 reviews

Lyre's Cottage | Private Berrima Escape

Beautifully appointed, Lyre’s Cottage is the perfect retreat in the idyllic Southern Highlands. The spacious studio features a generous living area, a secluded queen sleeping area, well-equipped kitchenette, slow-combustion fireplace, and private garden with an outdoor fire pit. Just a short stroll from the historic pubs, restaurants and cafés of Berrima village, Lyre’s Cottage offers the best of both worlds—village convenience in a peaceful bush setting, surrounded by native birdlife.

Top guest favourite
A wide view of a lush green field under a dramatic sky is presented, featuring a vibrant rainbow arching across the horizon. Dense trees line the edges, and distant hills are partially visible, with varying shades of green and gold from the sunlight filtering through the clouds.
Cottage in Woodlands
4.94 out of 5 average rating, 380 reviews

"The Burrow", Mittagong, Southern Highlands, NSW

“The Burrow” is a self-contained cottage on a 100 acre wildlife sanctuary just 5km from the centre of Mittagong. Once you arrive, it's just you and a few hundred kangaroos and a wombat or two. We invite you to take in nature at your own pace in this peaceful & private setting. “The Burrow” is a hand-built, mud-brick cottage set on the Southern Highlands of NSW. It's quirky yet very comfortable. With nature & wildlife all around we want you to feel like you're 1000 miles from anywhere.

Top guest favourite
A charming cottage is framed by lush greenery, featuring a distinctive round window and a warm wooden exterior. A welcoming outdoor seating area is set around a firepit, where smoke gently rises. Soft light reflects off the exterior, enhancing the tranquil atmosphere.
Cottage in Sutton Forest
4.99 out of 5 average rating, 158 reviews

Fantoosh

Welcome to your blissful getaway! This beautifully designed picture-perfect cottage is nestled in the heart of Sutton Forest, the ideal fit for anyone looking to relax and unwind. Enjoy the heated floors and an Internal fire at the press of a button. Firepit outside awaits, sizzle a steak or toast marshmallows under the stars. Snuggle up on the couch, stream a movie you never got to see or work on the super fast internet. Take a walk along the country lanes and enjoy the fresh air.

Guest favourite
The cottage features a modern design with a welcoming entrance. A stone chimney complements the black exterior, while a covered porch invites relaxation. Lush greenery surrounds the property, which overlooks open fields with grazing animals in the distance, framed by tall trees.
Cottage in Bundanoon
4.97 out of 5 average rating, 319 reviews

Contemporary Country Experience

Contemporary country experience Enjoy the simplicity and restoration that rural peace offers without getting your hands dirty (*unless you want to!). This design inspired cottage provides a place for up to 6 people to take in the sunset sitting by the open fire, then wake to collect fresh eggs and watch the horses, cows and kangaroos graze, or wander down to the creek for a picnic. The cottage is fully enclosed in a fenced area 800m2. We have changed the fencing so none is electric.

Top guest favourite
A lush garden path is flanked by vibrant pink flowering trees, leading through a well-maintained landscape. Green grass and neatly trimmed hedges create an inviting space surrounded by various plants and trees, providing a serene natural environment.
Guest house in Bowral
5 out of 5 average rating, 473 reviews

Buskers End

This cottage is nestled in a breathtaking 2.5 acre established garden. It is perfect for couples wanting to retreat from the world or it is close to Bowral and surrounding attractions including golf clubs and vineyards. The cottage is well appointed with all necessities, such as tea, coffee and toiletries. Large bathroom with spa bath and separate shower. Fully equipped kitchen Wifi Gas fire Air conditioning We would love you to wander and enjoy this beautiful property.

Top guest favourite
A charming cottage is nestled among mature trees and lush greenery. A welcoming porch is visible, framed by garden beds and wooden fencing. The sloped roof and white exterior contribute to a peaceful, inviting ambiance in this tranquil garden setting.
Cottage in Berrima
4.98 out of 5 average rating, 474 reviews

Ardleigh Cottage in Berrima Village

Situated in the heart of historic Berrima, Ardleigh Cottage offers the discerning traveller all of the comforts of home in a tranquil and relaxing garden setting. Quiet yet very close to the many attractions of Berrima, this private abode is the perfect place for your Highlands stay. A historic pub, a cellar door, galleries, speciality shops, cafes, restaurants, historical places of interest and beautiful bush walks are all within walking distance from the cottage.

Top guest favourite
A couple stands closely together in a lush garden, surrounded by vibrant greenery and decorative stone features. In the background, a charming glass structure with a gabled roof is nestled among the trees, contributing to the serene atmosphere of the setting.
Place to stay in Fitzroy Falls
4.99 out of 5 average rating, 627 reviews

Japanese Studio Fitzroy Falls

Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding & ceremonies We also have 'The Dairy' which is a 1 bedroom (1 queen bed) cottage with a kitchen and fireplace. Strictly Non smoking. STRA 6648

Popular amenities for Medway holiday rentals