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Vacation rentals in Medway

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Top-rated vacation rentals in Medway

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

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Guest favourite
A tiny house with a wooden and metal exterior is positioned beside a tranquil dam. A small white boat floats on the water's surface, surrounded by grasses and trees. The peaceful landscape features a view of rolling hills in the background.
Tiny homes in Razorback
4.99 out of 5 average rating, 290 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 circular plunge pool sits on a wooden deck, reflecting the mountain views under a soft sunset sky. Surrounding the pool, potted plants add greenery to the space. A wooden chair is positioned nearby, inviting relaxation amidst the serene landscape.
Guesthouse in High Range
4.98 out of 5 average rating, 101 reviews

Farm stay at Melaleuca cottage

Escape to our cozy cottage on a 100-acre farm, where mountain views greet you at every turn. Cool off in the plunge pool or soak in the wood-fired hot tub under open skies. As the sun sets, gather around the fire pit and enjoy the tranquility of the starlit night. Surrounded by Nattai National Park, you’ll be immersed in nature – with birdsong, fresh air, and stunning scenery. Whether you're after adventure or a peaceful retreat, this setting offers the perfect blend of comfort and relaxation.

Top guest favourite
The welcoming exterior of a cottage features a red front door, framed by a porch with a seating area. Pathways lined with gravel lead to the entrance, surrounded by natural landscaping and tall trees in the backdrop, with a soft glow from the setting sun.
Cottage in Berrima
5 out of 5 average rating, 111 reviews

Lyre's Cottage | Private Berrima Escape

This recently completed, beautifully appointed, spacious studio cottage is the perfect retreat in the idyllic Southern Highlands. It features a full-size living room, dedicated bedroom area with queen-size bed, spacious kitchenette, slow-combustion indoor fireplace, and private outdoor garden with patio fire pit. Lyre's Cottage is close enough to walk to the historic pubs, restaurants, and cafes of Berrima village but tucked away from the hustle and bustle of town in a tranquil bush setting.

Top guest favourite
Farm stay in Moss Vale
5 out of 5 average rating, 227 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.

Guest favourite
Cabin in Sutton Forest
4.95 out of 5 average rating, 156 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 living area features a wood-burning stove providing warmth, complemented by two leather sofas arranged around a square coffee table. Large windows showcase views of the surrounding nature, allowing natural light to fill the space.
Cottage in Woodlands
4.95 out of 5 average rating, 372 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 exterior is framed by lush landscaping, featuring wooden pathways and subtle outdoor lighting. The entrance showcases an oval window, enhancing the inviting façade. A casual seating area on the deck invites relaxation surrounded by greenery.
Cottage in Sutton Forest
4.99 out of 5 average rating, 149 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 favourite
Cottage in Berrima
4.98 out of 5 average rating, 463 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 spacious living area is featured, characterized by large glass doors that provide views of the expansive landscape. A cozy leather couch and armchairs are positioned around a central coffee table, while a dining table complements the room. The fireplace offers warmth, creating a welcoming environment.
Villa in Penrose
4.99 out of 5 average rating, 328 reviews

The Villa @ The Vale Penrose

Set on five acres of beautifully landscaped grounds in the Southern Highlands, The Villa @ The Vale Penrose is a refined country escape designed for couples seeking space, privacy, and understated luxury. Part of The Vale Penrose—an established boutique farm stay welcoming guests since 2019—the Villa offers a balance of contemporary design and rural tranquillity, with expansive interiors and uninterrupted views over rolling hills.

Guest favourite
Home in Berrima
4.9 out of 5 average rating, 250 reviews

'Rosevilla' in 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.

Superhost
A warm interior space features a comfortable seating area with plush cushions. Bi-fold doors open to reveal a scenic view of trees and the outdoors. A wooden floor extends towards a private deck, while a small round table and a pouf provide additional seating options.
Tiny homes in Exeter
4.85 out of 5 average rating, 215 reviews

Southern Highlands Vineyard Cabin by Outpost

Welcome to our premium country cabin nestled within the picturesque wineries of the Southern Highlands! Set amongst the vines of Exeter Vineyard & Cellar Door, our cosy, private retreat offers a unique experience where you can unwind, sip local wines, and bask in the breath-taking beauty of the Australian countryside. Please Note: We offer a discounted nightly rate for mid-week bookings (Sun-Thurs).

Top guest favourite
Tiny homes in Penrose
4.99 out of 5 average rating, 136 reviews

The Hideaway at Sylvan Glen Estate

Romantic couples retreat | Outdoor bath | Southern Highlands escape Escape to your own private retreat in the Southern Highlands. Wake up to birdsong, soak in the outdoor bath under the stars, and spend cozy evenings by the fire pit overlooking the countryside. Less than two hours from Sydney and Canberra, it’s the perfect countryside getaway for a romantic weekend, anniversary or relaxing escape.

Popular amenities for Medway vacation rentals