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Holiday houses in Medway

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Top-rated holiday rentals in Medway

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Top Guest favourite
An aerial view showcases a modern retreat featuring a striking combination of dark and warm exterior tones. The outdoor area includes a seating space near a firepit, with landscaping enhancing the natural surroundings. A deck extends from the side, integrating outdoor living with the serene setting.
Tiny home in Penrose
4.99 out of 5 average rating, 125 reviews

The Hideaway at Sylvan Glen Estate

Unique and stylish, The Hideaway is located within Sylvan Glen Estate, privately situated between The Homestead and The Cottage. It's a couple's only retreat, with luxurious finishes including full kitchen, 72sq/m living area, deck, firepit and even a wood fired outdoor bathtub. Airconditioning, king bed with Egyptian linens, 16 sq/m ensuite with double shower, sun deck overlooking the Estate's 7th fairway. It's a special place for special memories - quiet countryside with city inclusions -enjoy

Top Guest favourite
A cozy tiny house is set against a natural backdrop, featuring wooden accents and a gravel path. Outdoor seating is positioned to offer scenic views, while the surrounding vegetation enhances the tranquil atmosphere. The structure is designed to blend harmoniously with the landscape.
Tiny home in Razorback
4.99 out of 5 average rating, 274 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.

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, 612 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 or getaway. We also have 'The Dairy' which is a 1 bedroom cottage with a kitchen and fireplace. Strictly Non smoking. All guests to be COVID vaccinated. STRA 6648

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, 217 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, 147 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, 154 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
A cozy living area features two plush gray sofas adorned with various patterned cushions. A round, textured coffee table sits at the center, surrounded by a soft area rug. A decorative wall piece enhances the ambiance, complemented by a standing lamp and a mirror reflecting the space.
Home in Moss Vale
4.99 out of 5 average rating, 160 reviews

Completely Renovated, Cosy Home

A Beautifully styled, newly renovated home with the assurance of cleanliness and comfort. Your family will be close to everything when you stay at this centrally located home. All amenities and essentials are provided with 'Hampton' styled interior finishes and an eye for detail. Just a short walk to the town centre and a short drive to Nearby Wineries and Wedding Venues. All bed linen and bath towels provided, Smart TV's and complimentary WiFi make this property a very enjoyable stay.

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, 139 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
A tiny home is illuminated under a vast starry sky, showcasing large glass doors that open to a wooden deck. A fire pit surrounded by gravel is visible in the foreground, while natural grasses frame the cabin, creating a serene atmosphere.
Tiny home in Moss Vale
4.88 out of 5 average rating, 204 reviews

Hideout 2.0 - Luxury Off Grid Tiny Home

NOTE- Please check our profile for more available tiny homes on the property. Hideout 2.0 is set on a working horse farm in the Southern Highlands of New South Wales. The tiny home is architecturally designed featuring white washed birch plywood, concrete style panels and brushed nickel fixtures. Our large deck and awning allows you to sit out and enjoy the fresh air regardless of the weather. The views span across the rolling highland hills and paddocks filled with horses.

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, 447 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 weathered wooden dock extends over still water, bordered by lush greenery and distant trees. Reflections on the water create a serene atmosphere, while a steel railing leads towards the edge, inviting moments of contemplation surrounded by nature.
Cottage in Mittagong
5 out of 5 average rating, 318 reviews

Sedalia Farm Cottage - stunning rural retreat

Enjoy the serenity and truly picturesque backdrop of captivating rural vistas at this unique charming, private stand alone cottage that sits separately from the main farm house. It is only a short ten minute drive to Bowral or Mittagong. Wake up to the sounds of nature and enjoy the lush gardens that provides a quiet sanctuary in an incredibly tranquil location. Sedalia Farm has 3 Alpacas, 1 horse, 1 miniature donkey and 2 Huskies who all live on the property!

Top Guest favourite
A charming entrance is framed by lush greenery, featuring a decorative gate that opens onto a pathway. The cottage, with a light exterior, is partially visible through the foliage, along with a cozy seating area beneath the trees, inviting relaxation.
Cottage in Berrima
4.98 out of 5 average rating, 248 reviews

"The Birdsnest Cottage" Berrima

"The Birdsnest" is located in the heart of the historic Berrima Village. "The Birdsnest" is an 1890s heritage listed building. The cottage is a calm and relaxing space with two bedrooms and two bathrooms. The cottage is located near popular Southern Highland wedding/function venues. Bendooley Estate is a 10 minute drive away. Peppergreen is a neighbour. The “Birdsnest”is perfectly located to explore Berrima and the Southern Highlands.

Popular amenities for Medway holiday rentals