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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
17–22 Sept
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4.96 out of 5 average rating, 53 reviews
Top guest favourite
Home in Bowral
Chateau Bowral – Luxury Southern Highlands Estate
4 bedrooms, 7 beds, 3 bathrooms
25–30 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest house in Bowral
Contemporary Rural Luxury in Lush Garden
2 bedrooms, 2 double beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 181 reviews
Top guest favourite
Cottage in Bundanoon
Pear Tree Cottage
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.95 out of 5 average rating, 418 reviews
Top guest favourite
Guest house in Bowral
Private 2 Bedroom Cottage
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Jan
4.89 out of 5 average rating, 247 reviews
Top guest favourite
Guest suite in Moss Vale
Orchard Cottage & Gardens
1 bedroom, 1 queen bed, 1 bathroom
18–23 Dec
4.98 out of 5 average rating, 374 reviews
Top guest favourite
Home in Mittagong
Pet-Friendly Home in Mittagong
3 bedrooms, 3 queen beds, 1.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 74 reviews
Guest favourite
Home in Berrima
Sant Feliu - A French-Inspired Country Estate
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.92 out of 5 average rating, 36 reviews
Top guest favourite
Cottage in Moss Vale
Moss Vale 2 Bed Cottage
2 bedrooms, 2 beds, 1 bathroom
23–28 Nov
4.98 out of 5 average rating, 121 reviews
Guest favourite
Home in Mittagong
Stunning Highlands Manor-Accommodates 2-12 people
6 bedrooms, 6 beds, 3.5 bathrooms
21–26 Sept
4.94 out of 5 average rating, 104 reviews
Top guest favourite
Home in Woodlands
Cuttaway Cottage
3 bedrooms, 3 king beds, 2 bathrooms
26 Sept – 1 Oct
4.97 out of 5 average rating, 68 reviews
Guest favourite
Flat in Berrima
Magpie Haven Berrima
1 bedroom, 1 king bed, 1 bathroom
26–31 Oct
4.96 out of 5 average rating, 612 reviews
Guest favourite
Home in Moss Vale
Mount Chapman Manor!
4 bedrooms, 4 beds, 2 bathrooms
23–28 Nov
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Guest suite in Mittagong
Unique Southern Highlands Cottage
2 bedrooms, 4 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Mittagong
Highlands Escape | Sleeps 9 | Settlers Cottage
4 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
4.88 out of 5 average rating, 52 reviews
Guest favourite
Home in Bundanoon
Kalamunda Estate with Pool, Fire Pit & BBQ Deck
5 bedrooms, 8 beds, 3 bathrooms
22–27 Nov
4.91 out of 5 average rating, 170 reviews
Luxe
Home in Sutton Forest
“Southern Highlands Estate”, Private Rural Oasis.
4 bedrooms, 4 beds, 4 bathrooms
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Mittagong
Laurel Cottage, Southern Highlands
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 344 reviews
Top guest favourite
Home in Colo Vale
The Highland House
5 bedrooms, 10 beds, 4 bathrooms
18–23 Oct
4.92 out of 5 average rating, 241 reviews