
Vacation rentals in Wingecarribee Shire Council
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Top-rated vacation rentals in Wingecarribee Shire Council
Guests agree: these stays are highly rated for location, cleanliness, and more.

Luxstowe Cottage
Luxstowe House is a historic cottage surrounded by wild, sprawling gardens on acres of land hidden just 5 mins drive from Bowral. Brimming with beautiful artworks and an abundance of books - it's a home you will never want to leave! The sweet country cottage is set at the bottom of a tree-lined drive and below an old barn once used as a sculpture studio and now as a tree nursery. Only 1.5 hours from Sydney, it will transport you to another world so you can relax & recharge on your next getaway.
ValueFamilyCheck-in
4.84 out of 5 average rating, 212 reviews
2-Bedroom apartment located in the heart of Bowral
Located in the heart of Bowral, this charming 2-bedroom home is perfectly positioned within walking distance to the town centre, local cafes and shopping as well as renowned Bradman Oval. Offering a timeless contemporary feel, the space features a relaxing living area with accompanying fireplace, modern kitchen, sun soaked deck, 2 bathrooms and spacious dining area. The home is surrounded by a beautiful, mature and private garden and is a short distance walk to the town's Cherry Tree walk.
ValueLocationQuiet
4.97 out of 5 average rating, 203 reviews
29 on Shepherd
29 On Shepherd is a small original 1940’s , cosy cottage within easy walking distance to the centre of Bowral. The owner lives in the back 2 storey extension connected by a solid door with total privacy for both and is often away. Noise is not an issue! The two guest bedrooms have one king and 2 king single very comfortable beds, reverse cycle air conditioning, overhead fans, and wardrobe space. A full bathroom with bath, shower and toilet + powder room. Kitchenette, eating area and lounge.
FamilyLocationShared spaces
4.97 out of 5 average rating, 751 reviews
Clanoc Cottage a cosy, rustic, Highlands Retreat
Welcome to Clanoc Cottage a 5-minute stroll from the heart of Berrima Village. An ideal base for couples, friends, or families wanting to relax, explore, and enjoy the charm of historic Berrima and the Southern Highlands. The cottage features two Queen beds and a King Single with trundle—each made up with lovely linen and electric blankets for cosy comfort. Enjoy a brand-new bathroom, a well-equipped kitchen perfect for cooking and entertaining, & a spacious yard ideal for relaxing outdoors.
FamilyLocationAmenities
4.98 out of 5 average rating, 104 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.
FamilyLocationBreakfast
5.0 out of 5 average rating, 240 reviews
Laurel Cottage, Southern Highlands
Experience this private stylish new two bedroom cottage nestled in a spacious park like setting. King and Queen beds, chef's kitchen, and comfy lounges. Relax by the fire with expansive views across rolling pasture to Gibbergunyah Nature Reserve. Located a short drive from Bowral, Berrima, Moss Vale and all the restaurants, shops, wineries with bush walks and bike tracks nearby. Your neighbours will be the local mob of kangaroos or newborn calves in the paddock adjacent to Laurel Cottage.
ValueFamilyKitchen
4.99 out of 5 average rating, 344 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.
LocationValueHeating
4.97 out of 5 average rating, 186 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.
FamilyValueGrill
4.95 out of 5 average rating, 392 reviews
The Stables at Long Paddock
The Stables is a self contained guesthouse situated on our family property in beautiful Burradoo. Suited to either a family of up to four or two couples, the guesthouse is fully equipped for a weekend away in the countryside. Located midway between Bowral and Moss Vale, the Stables is set on 10 picturesque acres and surrounded by unspoilt farmland, with views to Oxley Hill and surrounds - yet Bowral’s boutiques, homewares stores, restaurants and cafes are just 5 minutes away.
ValueLocationBreakfast
4.92 out of 5 average rating, 435 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.
ValueLocationAmenities
5.0 out of 5 average rating, 484 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.
ValueFamilyHospitality
4.98 out of 5 average rating, 489 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
LocationValueView
4.98 out of 5 average rating, 450 reviewsPopular amenities for Wingecarribee Shire Council vacation rentals
Other great vacation rentals in Wingecarribee Shire Council

Lyre's Cottage | Private Berrima Escape
FamilyLocationAccess
5.0 out of 5 average rating, 128 reviews
Highlands Country Cottage
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The Carriage House at Welby Park Manor
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Coppins Cottage - Your Southern Highlands Stay
FamilyLocationDecor
4.96 out of 5 average rating, 286 reviews
Contemporary Country Experience
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4.97 out of 5 average rating, 328 reviews
Cottage on Kings
LocationFamilyBreakfast
4.91 out of 5 average rating, 128 reviewsDestinations to explore
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- Wollongong Beach
- Coledale Beach
- Windang Beach
- Wombarra Beach
- Jamberoo Action Park
- Sea Cliff Bridge
- Killalea Beach
- Bombo Beach
- Kangaroo Valley Golf And Country Retreat
- Merribee
- Jones Beach
- Ocean Farm
- Fo Guang Shan Nan Tien Temple
- Minnamurra Rainforest Centre
- Shoalhaven Zoo
- Stanwell Park Beach
- The International Cricket Hall of Fame
- Figure Eight Pools
- Fitzroy Falls
- Mount Annan Botanic Garden
- Shellharbour North Beach
- Kiama Surf Beach
- Hars Aviation Museum
- Carrington Falls Picnic Area





