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Search results; Over 1,000 homes

Guest favourite
Farm stay in Wingecarribee Shire Council
Farm stay luxury home in Southern Highlands
4 bedrooms, 5 beds, 4 private bathrooms
19–24 Jul
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4.96 out of 5 average rating, 52 reviews
Guest favourite
Home in Penrose
The Pavilion @ The Vale Penrose
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Home in Bowral
Chateau Bowral – Luxury Southern Highlands Estate
New place to stay, 4 bedrooms, 7 beds, 3 bathrooms
19–24 Jul
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, 334 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 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
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
Home in Mittagong
Yambora ' Luxe Hideaway' Minutes to Bowral
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Jul
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
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
26–31 Jul
Top guest favourite
Cottage in Woodlands
"The Burrow", Mittagong, Southern Highlands, NSW
4.94 out of 5 average rating, 381 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Guest house in Bowral
Cosy Bowral Hideaway
4.97 out of 5 average rating, 455 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Sept
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
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
8–13 Sept
Top guest favourite
Cottage in Mittagong
Laurel Cottage, Southern Highlands
4.99 out of 5 average rating, 333 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Guest favourite
Cottage in Burradoo
Luxstowe Cottage
4.84 out of 5 average rating, 210 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Guest favourite
Cottage in Exeter
Contemporary Country Experience
4.97 out of 5 average rating, 320 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Farm stay in Exeter
Roseanna Cottage
4.98 out of 5 average rating, 179 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Guest favourite
Home in Bundanoon
Sage Cottage - all season stay!
4.99 out of 5 average rating, 71 reviews, 2 bedrooms, 2 beds, 2 bathrooms
30 Jul – 4 Aug