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Search results; Over 1,000 homes

Guest favourite
Barn in Wingecarribee Shire Council
Farm stay unique barn in Southern Highlands
1 bedroom, 2 beds, 1 private bathroom
20–25 Jul
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4.91 out of 5 average rating, 88 reviews
Guest favourite
Home in Penrose
The Pavilion @ The Vale Penrose
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Top guest favourite
Place to stay in Fitzroy Falls
Japanese Studio Fitzroy Falls
4.99 out of 5 average rating, 627 reviews, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Farm stay in Kangaroo Valley
Budderoo @ Terrewah Farm
4.99 out of 5 average rating, 301 reviews, 2 bedrooms, 4 beds, 1 bathroom
10–15 Aug
Top guest favourite
Cottage in Gerringong
Infinity on Willowvale
4.93 out of 5 average rating, 555 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Home in Bowral
Chateau Bowral – Luxury Southern Highlands Estate
New place to stay, 4 bedrooms, 7 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Cottage in Sutton Forest
Fantoosh
4.99 out of 5 average rating, 157 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Tiny home in Penrose
The Hideaway at Sylvan Glen Estate
4.99 out of 5 average rating, 139 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Farm stay in Moss Vale
Luxury Country Escape at Colyersdale Cottage
5.0 out of 5 average rating, 230 reviews, 2 bedrooms, 2 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Villa in Penrose
The Villa @ The Vale Penrose
4.99 out of 5 average rating, 333 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Cottage in Fitzroy Falls
Converted Dairy Fitzroy Falls
4.98 out of 5 average rating, 443 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Tiny home in Razorback
Razor Ridge Retreat-Tiny House- Pet Friendly-Views
4.99 out of 5 average rating, 304 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Home in Berrima
Sant Feliu - A French-Inspired Country Estate
4.9 out of 5 average rating, 31 reviews, 3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
Farm stay in Avoca
The Grasshouse Cabins
2 bedrooms, 2 beds, 1 bathroom
21–26 Jul
Top guest favourite
Guest suite in Burradoo
Private Garden Suite | Burradoo Estate (1-2 beds)
5.0 out of 5 average rating, 17 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Farm stay in Kangaroo Valley
Carrialoo @ Terrewah Farm
4.99 out of 5 average rating, 275 reviews, 2 bedrooms, 4 beds, 1 bathroom
20–25 Jul
Guest favourite
Guest house in Burradoo
The Stables at Long Paddock
4.92 out of 5 average rating, 422 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
Guest favourite
Cottage in Exeter
Contemporary Country Experience
4.97 out of 5 average rating, 319 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Guest favourite
Flat in Bowral
2-Bedroom apartment located in the heart of Bowral
4.97 out of 5 average rating, 192 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Jul