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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
20–25 Sept
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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
23–28 Aug
5.0 out of 5 average rating, 6 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, 73 reviews
Top guest favourite
Home in Woodlands
Cuttaway Cottage
3 bedrooms, 3 king beds, 2 bathrooms
18–23 Aug
4.97 out of 5 average rating, 67 reviews
Top guest favourite
Cottage in Mittagong
Farm Escape • Fireplace • Near Bowral
1 bedroom, 1 king bed, 1.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 359 reviews
Top guest favourite
Guest house in Berrima
Couple’s Retreat - Close to wedding venues
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Guest house in Bowral
Buskers End
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 477 reviews
Top guest favourite
Guest house in Mittagong
Alpha Cottage - Mittagong Escape
1 queen bed, 1 bathroom
6–11 Sept
4.93 out of 5 average rating, 993 reviews
Guest favourite
Cottage in Welby
The Chapel at Welby Park Manor
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
4.84 out of 5 average rating, 833 reviews
Top guest favourite
Guest suite in Mittagong
La Goichère AirBnB
1 bedroom, 3 beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 361 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
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, 482 reviews
Guest favourite
Home in Welby
Wine Country Cottage in the Southern Highlands
3 bedrooms, 3 queen beds, 1 bathroom
17–22 Aug
4.96 out of 5 average rating, 122 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, 280 reviews
Home in Sutton Forest
Sutton View - views, fire pit, BBQ
4 bedrooms, 7 beds, 2 bathrooms
11–16 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest house in Willow Vale
The Cottage
1 bedroom, 1 queen bed, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Guest house in Woodlands
Serene & Convenient Southern Highlands Retreat
1 bedroom, 1 bed, 1 bathroom
18–23 Aug
4.9 out of 5 average rating, 10 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
Superhost
Home in Welby
A Cheerful 3 Bedroom, Newly Renovated Cottage
3 bedrooms, 5 beds, 1 bathroom
23–28 Aug
4.9 out of 5 average rating, 318 reviews