Vacation rentals in Southern Highlands

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Top-rated vacation rentals in Southern Highlands

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

Guest favourite
Guesthouse in Bowral
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.
Jun. 23 – 30
$220 CAD per night
4.98 out of 5 average rating, 136 reviews
Guest favourite
Guesthouse in Burradoo
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.
May 7 – 14
$297 CAD per night
4.94 out of 5 average rating, 278 reviews
Guest favourite
Cottage in Mittagong
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!
May 12 – 19
$249 CAD per night
4.99 out of 5 average rating, 162 reviews

Popular amenities for Southern Highlands vacation rentals

Other great vacation rentals in Southern Highlands

Guest favourite
Guest suite in Moss Vale
Orchard Cottage & Gardens
Aug. 3 – 10
$148 CAD per night
4.97 out of 5 average rating, 247 reviews
Guest favourite
Guesthouse in Bowral
The Shed @ Bowral
May 16 – 23
$142 CAD per night
4.97 out of 5 average rating, 319 reviews
Guest favourite
Home in Burradoo
Arafel Park - Luxury Bowral Estate
Jul. 26 – Aug. 2
$946 CAD per night
4.89 out of 5 average rating, 243 reviews
Guest favourite
Cottage in Exeter
Southern Highlands - "Woodbury" Lodge Exeter
Oct. 9 – 16
$259 CAD per night
4.96 out of 5 average rating, 296 reviews
Guest favourite
Farm stay in Moss Vale
Luxury Country Escape at Colyersdale Cottage
Jun. 4 – 11
$394 CAD per night
4.99 out of 5 average rating, 152 reviews
Guest favourite
Place to stay in Fitzroy Falls
Japanese Studio Fitzroy Falls
Aug. 18 – 25
$202 CAD per night
4.99 out of 5 average rating, 496 reviews
Guest favourite
Cottage in Burrawang
The Folly
Apr. 19 – 26
$313 CAD per night
4.99 out of 5 average rating, 216 reviews
Guest favourite
Cottage in Berrima
Ardleigh Cottage in Berrima Village
Dec. 16 – 23
$187 CAD per night
4.98 out of 5 average rating, 276 reviews
Guest favourite
Cottage in Exeter
Contemporary Country Experience
Mar. 11 – 18
$422 CAD per night
4.98 out of 5 average rating, 202 reviews
Guest favourite
Guesthouse in Berrima
Magpie Retreat Berrima
Oct. 6 – 13
$134 CAD per night
4.94 out of 5 average rating, 250 reviews
Guest favourite
Guesthouse in Bowral
Dunrana Cottage Bowral
Aug. 19 – 26
$154 CAD per night
4.86 out of 5 average rating, 263 reviews
Guest favourite
Farm stay in Exeter
Roseanna Cottage
Aug. 11 – 18
$346 CAD per night
4.96 out of 5 average rating, 114 reviews

Destinations to explore