Vacation rentals in Medway

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Top-rated vacation rentals in Medway

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Top guest favorite
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, 207 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 favorite
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
4.96 out of 5 average rating, 131 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 favorite
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
4.98 out of 5 average rating, 124 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.

Top guest favorite
A spacious studio room is highlighted by a large queen bed and a single bed. Two bedside tables with lamps flank the queen bed. A floral artwork adorns the wall above the bed, complementing the neutral tones of the decor. Soft lighting creates a cozy ambiance.
Cabin in Berrima
4.92 out of 5 average rating, 263 reviews

Studio 12

Our home is on half an acre of beautiful gardens, with our house on one side and Studio 12 on the other. Studio 12 is studio style accommodation and is one large room that accommodates up to 3 people, and includes a queen and single bed. Tastefully decorated, the kitchenette has microwave, kettle, toaster, bar fridge, electric wok and grill. Linen and towels are supplied. Double french doors open out onto the large garden that separates this accommodation from the main residence.

Top guest favorite
The exterior of a modern cottage is displayed, featuring a dark wood panel façade and a red roof. A spacious deck with a seating area is positioned in front, while gravel landscaping and a wooden fence distinguish the surroundings. Large windows invite natural light into the interior.
Cabin in Moss Vale
4.97 out of 5 average rating, 357 reviews

Black Barn Cottage 1 @ Waterfell

Black Barn Cottages are part of the wing of the main house Waterfell. Two brand new cottages with private entrances are situated on 6 acres. Free parking onsite and 2 minutes drive from Moss Vale and 8 minutes from Bowral. A popular wedding destination and Strictly suited to couples only. Unfortunately no children allowed due to the comfort of other guests on the property. A peaceful location where we asks our guests to be mindful of other guests and keep noise at a minimum.

Top guest favorite
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.
Guesthouse in Bowral
5 out of 5 average rating, 429 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 favorite
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, 406 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 favorite
Several kangaroos are visible in a grassy paddock, with a mix of adults and young joeys. The landscape features a soft blurred background of trees and meadows, enhancing the serene rural setting.
Bungalow in High Range
4.97 out of 5 average rating, 397 reviews

Wombiombi Cottage

Free standing one bedroom cottage with large windows overlooking paddocks dotted with kangaroos. Situated 10 minutes from Berrima and Bowral - very handy for wedding guests. On the Southern Highlands Wine Trail. A quiet and tranquil getaway. Compressed/recycled cement driveway, suitable for all cars. Native Ducks, Kookaburra's, Eastern and Crimson Rosellas, Kangaroos and Wombats in abundance. Wood fired heating or air conditioned and wi-fi (Star Link) connected.

Top guest favorite
A cottage is framed by a wooden fence and lush greenery, featuring a light-colored exterior and a sloped roof. Large windows invite natural light, while outdoor seating and garden areas enhance the landscape. Surrounding native bushland adds to the serene atmosphere.
Guesthouse in Berrima
4.99 out of 5 average rating, 159 reviews

The Snug in Historic Berrima. Couples only.

Welcome to “The Snug” nestled privately into the corner of our secured property. The Snug is situated on the Wingecarribee river in Berrima and is surrounded by native bushland and landscaped gardens. Come and escape the bustle of the city to unwind and relax. The Snug is perfectly located within walking distance to the historic village of Berrima giving you great dining options, local wineries, the oldest licensed country pub, antiques, arts, cafes and shops.

Top guest favorite
A metal sign reading 'Back o' the Moon' is mounted on a post, positioned alongside a grassy area. The backdrop features a winding road that leads into the distance, bordered by trees and open fields, under a cloudy sky.
Guest suite in Moss Vale
4.89 out of 5 average rating, 389 reviews

The Little House - Pet friendly*/Mid-week special!

While 'house' might be a stretch for this cosy studio-style room, it does have separate facilities. There's a separate "kitchenette", shower and toilet. IT HAS ONE KING SIZE BED and ONE SOFABED. The sofabed is charged at an additional $20/night. The Little House has everything you need for a short stay in The Highlands! * The property welcomes gentle, well socialised pups. The Little House backyard is also shared by my super friendly dog and ewe!

Guest favorite
A historic cottage is partially obscured by lush greenery, featuring a classic corrugated iron roof. A well-maintained garden surrounds the property, showcasing established trees and shrubs. The front yard includes a grassy area with a vibrant yellow flowering bush, creating a natural and inviting setting.
Home in Berrima
4.89 out of 5 average rating, 225 reviews

'Rosevilla' at Berrima.

Built in 1883, this gorgeous historic cottage is right in the heart of Berrima village, within easy walking distance of exceptional restaurants and cafes, quaint local shops, historic buildings, the beautiful river and Australia's oldest continually licensed inn. Bendooley Estate is only a 5-minute drive away, making the cottage an ideal choice for wedding guests. Numerous wineries and Berkelouw Book Barn are all close by.

Top guest favorite
A large, mature tree provides shade beside a rustic stone wall, which curves along the landscape. Lush green grass covers the ground, and soft sunlight illuminates the scene, highlighting the textures of the tree bark and the stone wall.
Guesthouse in Sutton Forest
4.95 out of 5 average rating, 177 reviews

Kate’s Cottage with spectacular countryside views

Peaceful studio cottage adjacent to the homestead, with scenic country views on a tranquil 20-acre property featuring treelined walks and stunning drystone walls. Enjoy alfresco cooking under a covered outdoor BBQ area. Just minutes from Moss Vale (6.3 km) and Sutton Forest (5.6 km), this charming retreat on beautiful Oldbury Road is perfect for a relaxing country escape.

Popular amenities for Medway vacation rentals