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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
10–15 Jul
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4.91 out of 5 average rating, 88 reviews
Top guest favourite
Place to stay in Fitzroy Falls
Japanese Studio Fitzroy Falls
4.99 out of 5 average rating, 626 reviews, 2 beds, 1 bathroom
12–17 Jul
Guest favourite
Home in Penrose
The Pavilion @ The Vale Penrose
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Home in Bowral
Chateau Bowral – Luxury Southern Highlands Estate
New place to stay, 4 bedrooms, 7 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Tiny home in Razorback
Razor Ridge Retreat-Tiny House- Pet Friendly-Views
4.99 out of 5 average rating, 300 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Villa in Penrose
The Villa @ The Vale Penrose
4.99 out of 5 average rating, 331 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
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
Farm stay in Moss Vale
Luxury Country Escape at Colyersdale Cottage
5.0 out of 5 average rating, 229 reviews, 2 bedrooms, 2 beds, 2 bathrooms
24–29 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
Farm stay in Picton
Chic Farm Stay at Gigi’s Shed in Picton
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
10–15 Jul
Superhost
Farm stay in Exeter
Kerloch Estate - The Manor House & The Guest House
4.88 out of 5 average rating, 58 reviews, 6 bedrooms, 9 beds, 4.5 bathrooms
19–24 Jul
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
Home in Kangaroo Valley
Nalya Kangaroo Valley - Stunning house & views
4.98 out of 5 average rating, 104 reviews, 4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Cottage in Bowral
Highlands Country Cottage
4.98 out of 5 average rating, 88 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
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
Top guest favourite
Cottage in Berrima
Ardleigh Cottage in Berrima Village
4.98 out of 5 average rating, 472 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Aug
Guest favourite
Cottage in Gerringong
Infinity on Willowvale
4.93 out of 5 average rating, 553 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Jul
Guest favourite
Cottage in Mittagong
Oluf's beautiful garden cottage
4.92 out of 5 average rating, 50 reviews, 2 bedrooms, 3 beds, 1 bathroom
18–23 Jul
Top guest favourite
Cottage in Kangaroo Valley
The Rectory Park Cottage
5.0 out of 5 average rating, 641 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Sept