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Search results; Over 1,000 homes in Woodlands

Top guest favourite
Cottage in Woodlands
"The Burrow", Mittagong, Southern Highlands, NSW
2 bedrooms, 3 beds, 2 private bathrooms
16–21 Aug
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4.95 out of 5 average rating, 387 reviews
Guest favourite
Home in Bowral
Chateau Bowral – Luxury Southern Highlands Estate
4 bedrooms, 7 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Mittagong
Ardmoir Cottage
3 bedrooms, 3 king beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 72 reviews
Top guest favourite
Home in Woodlands
Cuttaway Cottage
3 bedrooms, 3 king beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 66 reviews
Guest favourite
Home in Penrose
The Pavilion @ The Vale Penrose
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Farm stay in Kangaroo Valley
Budderoo @ Terrewah Farm
2 bedrooms, 4 beds, 1 bathroom
12–17 Sept
4.99 out of 5 average rating, 304 reviews
Top guest favourite
Guest house in Berrima
Couple’s Retreat - Close to wedding venues
1 bedroom, 1 queen bed, 1 bathroom
14–19 Aug
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Cottage in Berrima
Ardleigh Cottage in Berrima Village
1 bedroom, 1 bed, 1 bathroom
31 Oct – 5 Nov
4.98 out of 5 average rating, 481 reviews
Guest favourite
Cottage in Welby
The Chapel at Welby Park Manor
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.84 out of 5 average rating, 831 reviews
Top guest favourite
Guest house in Bowral
Contemporary Rural Luxury in Lush Garden
2 bedrooms, 2 double beds, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 174 reviews
Tiny home in Glenquarry
Romantic Luxury Tiny Home in an Idyllic Setting
1 bedroom, 1 double bed, 1 bathroom
31 Aug – 5 Sept
4.77 out of 5 average rating, 279 reviews
Top guest favourite
Guest house in Burradoo
Coppins Cottage - Your Southern Highlands Stay
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.96 out of 5 average rating, 279 reviews
Tiny home in Colo Vale
The Tiny House - Colo Vale
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Place to stay in Fitzroy Falls
Japanese Studio Fitzroy Falls
1 queen bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 631 reviews
Superhost
Home in Welby
A Cheerful 3 Bedroom, Newly Renovated Cottage
3 bedrooms, 5 beds, 1 bathroom
16–21 Aug
4.9 out of 5 average rating, 317 reviews
Guest favourite
Flat in Bowral
Centennial Cottage 2 - Botanica
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Guest suite in Mittagong
La Goichère AirBnB
1 bedroom, 3 beds, 1 bathroom
20–25 Aug
4.91 out of 5 average rating, 360 reviews
Top guest favourite
Train in Fitzroy Falls
Farm Escape at Redleaf Carriage 1238
2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
4.91 out of 5 average rating, 223 reviews
Top guest favourite
Guest house in Mittagong
The Treehouse Studio
1 bedroom, 1 queen bed, 1 bathroom
30 Nov – 5 Dec
4.99 out of 5 average rating, 215 reviews