Holiday rentals in Wingecarribee Shire Council

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Top-rated holiday rentals in Wingecarribee Shire Council

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Guest favourite
A modern cabin features a wooden exterior set among tall, lush trees. A spacious deck with outdoor seating is visible, complemented by a barbecue grill nearby. A path of stepping stones leads through a grassy area to the entrance, enhancing a connection with nature.
Guest house in Bowral
4.97 out of 5 average rating, 224 reviews

Bespoke Highlands Cabin

Newly refurbished self-contained cabin combining the beauty of country with the comforts of town. Enjoy trees, abundant bird life, cosy fireplace, luxurious king bed, kitchenette, bath and tv. Exclusive use tennis court; Bowral's best walks at your doorstep; and 5 min drive to fine restaurants, pubs and great shopping. Easy access to Milton Park; Bong Bong Racecourse; Ngununggula Regional Art Gallery; Bradman Museum and Corbett Gardens. Private, cosy and beautiful, it's Bowral's hidden gem.

Top guest favourite
A spacious covered verandah features a large polished concrete table surrounded by comfortable seating. Lush greenery and panoramic views of rolling hills are visible in the background, providing a serene setting for relaxation.
Cabin in Kangaroo Valley
4.98 out of 5 average rating, 155 reviews

Nostalgia Retreat- Panoramic Views

Take in the extraordinary views from our comfortable one bedroom cabin adjoining the stunning Kangaroo Valley Golf Course. Nostalgia Retreat has a new queen size bed with quality bed linen ,wall mounted TV and claw foot bath.There is a separate shower, Air conditioning ,Foxtel and parking for two cars wifi Swimming pool ,tennis courts and restaurant are available for guests enjoyment . Kangaroos and wombats are on your doorstep . 5 Mins drive from KV village,cafes ,shops and historic bridge.

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, 214 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
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, 151 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 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, 138 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
The exterior of a charming residence is visible, framed by manicured gardens. A symmetrical layout showcases two vibrant trees with red foliage, while the building features light-colored walls, a metal roof, and inviting entry doors. Surrounding greenery adds to the serene atmosphere.
Guest suite in Bowral
4.95 out of 5 average rating, 152 reviews

Arcadia at Hopewood House

Situated near to the original Hopewood Residence, lies ‘Arcadia’. Self-contained with private entry from the garden - ‘Arcadia’ - perfect for a couples escape. Set on the beautiful, private estate of one of Australia's most renowned landscape artists, this is truly a unique opportunity to explore the grounds of curated sculptures, artwork and rare botanicals. If you would like to visit the private Hopewood Gallery of Tim Storrier while you are staying please contact Janet .

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, 446 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.

Guest favourite
The cottage exterior is framed by an array of seasonal foliage, with vibrant autumn leaves scattered across the gravel pathway. Potted plants line the entrance, adding a welcoming touch to the white brick facade and large windows that bring in natural light.
Guest house in Burradoo
4.96 out of 5 average rating, 259 reviews

Coppins Cottage - Your Southern Highlands Stay

A cosy cottage perfect for a weekend away. The cottage sleeps four people but more comfortably two and is separate to the main house, perfectly set up for your privacy. We are walking distance from Bowral centre and a 10-15 minute drive to all the wineries the Southern Highlands has to offer. We are here to make your weekend one to remember, indulge in our cosy cottage, sit back and watch TV and have a glass of wine from your complimentary bottle of wine on arrival.

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, 437 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, 314 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 cottage is nestled among lush greenery, highlighted by a staircase bordered with flowering plants. A large tree stands prominently, while manicured lawns and a backdrop of vibrant gardens enhance the peaceful outdoor setting.
Cottage in Fitzroy Falls
4.98 out of 5 average rating, 427 reviews

Converted Dairy Fitzroy Falls

The Dairy sits within approximately 9 acres of beautiful ,private gardens on a 29 acre property . The one bedroom cottage is light and bright with a small kitchen, a wood burning fire, reverse cycle airconditioning, ceiling fans and gas heating. There is additional accommodation in the Japanese Studio . NOT suitable for children or pets..20 mins to Bowral and Moss Vale Linen provided. Strictly non smoking property. STRA PID -6648

Guest favourite
A tranquil landscape featuring a mix of native Australian trees and shrubs. The scene captures a clear sky and soft morning light, highlighting the varied greens of the vegetation. In the background, gentle hills are visible, creating a sense of serene wilderness.
Flat in Berrima
4.96 out of 5 average rating, 571 reviews

Magpie Haven Berrima

Magpie Haven is a north facing independent studio with king size bed, in a separate pod of our architect designed, contemporary home. We are on 1.5 acres overlooking the Wingecarribee River, the village of Berrima and beyond. It is 1 km into Berrima where you will find cafes, restaurants and specialty shops and close to Bendooley Estate and other wedding venues.

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