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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
11–16 Oct
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4.95 out of 5 average rating, 392 reviews
Guest favourite
Home in Mittagong
Bimbadgen Cottage.
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 166 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
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, 12 reviews
Top guest favourite
Home in Mittagong
Ardmoir Cottage
3 bedrooms, 3 king beds, 2 bathrooms
10–15 Oct
5.0 out of 5 average rating, 77 reviews
Top guest favourite
Home in Bowral
The Croft - Enchanting Bowral stone cottage
4 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 81 reviews
Guest favourite
Home in Berrima
Sant Feliu - A French-Inspired Country Estate
3 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
4.92 out of 5 average rating, 36 reviews
Top guest favourite
Farm stay in Woodlands
Unique, Peaceful Stables Conversion Woodlands
2 bedrooms, 5 beds, 2 bathrooms
12–17 Oct
4.99 out of 5 average rating, 74 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
Guest favourite
Home in Welby
Wine Country Cottage in the Southern Highlands
3 bedrooms, 3 queen beds, 1 bathroom
19–24 Oct
4.96 out of 5 average rating, 124 reviews
Guest favourite
Guest house in Burradoo
The Stables at Long Paddock
2 bedrooms, 2 king beds, 1 bathroom
18–23 Oct
4.92 out of 5 average rating, 435 reviews
Guest favourite
Home in Bowral
Where beauty & nature meet magic
3 bedrooms, 5 beds, 1.5 bathrooms
7–12 Dec
4.97 out of 5 average rating, 58 reviews
Guest favourite
Guest house in Bowral
Elm Cottage. Self-contained garden studio.
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.97 out of 5 average rating, 30 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
Luxe
Home in Sutton Forest
“Southern Highlands Estate”, Private Rural Oasis.
4 bedrooms, 4 beds, 4 bathrooms
16–21 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Bowral
The Cottage: luxury & Heritage in Bowral's heart
3 bedrooms, 3 king beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 153 reviews
Guest favourite
Farm stay in Moss Vale
Contemporary country 89 acre farm home with pool
4 bedrooms, 5 beds, 3 bathrooms
5–10 Oct
4.87 out of 5 average rating, 84 reviews
Guest favourite
Villa in Bowral
JezOmi Hideaway - Private, spacious, close to town
2 bedrooms, 2 queen beds, 2 bathrooms
6–11 Nov
4.9 out of 5 average rating, 83 reviews
Top guest favourite
Home in Bowral
Beautiful Bendooley Garden Cottage
4 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 93 reviews