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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
13–18 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, 13 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
Farm stay in Picton
Chic Farm Stay at Gigi’s Shed in Picton
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Jul
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
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
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
Tiny home in Penrose
The Hideaway at Sylvan Glen Estate
4.99 out of 5 average rating, 138 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Farm stay in Kangaroo Valley
Budderoo @ Terrewah Farm
4.99 out of 5 average rating, 300 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, 554 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Farm stay in Exeter
Family & pet friendly farmstay W animal activities
4.95 out of 5 average rating, 79 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Cabin in Sutton Forest
Unique'Danglestone' Couples Hideaway in the Forest
4.95 out of 5 average rating, 160 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
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
Top guest favourite
Guest house in Burradoo
Coppins Cottage - Your Southern Highlands Stay
4.96 out of 5 average rating, 273 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 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
Guest favourite
Home in Moss Vale
Mount Chapman Manor!
5.0 out of 5 average rating, 14 reviews, 4 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Barn in Exeter
Basil's Folly
4.97 out of 5 average rating, 181 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
Guest favourite
Cottage in Burradoo
Luxstowe Cottage
4.84 out of 5 average rating, 209 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Top guest favourite
Cottage in Kangaroo Valley
The Rectory Park Cottage
5.0 out of 5 average rating, 643 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Sept