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Search results; Over 1,000 homes in Woodlands

Top guest favourite
Home in Woodlands
Cuttaway Cottage
3 bedrooms, 3 beds, 2 private bathrooms
26 Sept – 1 Oct
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4.97 out of 5 average rating, 68 reviews
Top guest favourite
Cottage in Woodlands
"The Burrow", Mittagong, Southern Highlands, NSW
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.95 out of 5 average rating, 392 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
Chateau Bowral – Luxury Southern Highlands Estate
4 bedrooms, 7 beds, 3 bathrooms
25–30 Oct
5.0 out of 5 average rating, 12 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
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
Guest favourite
Home in Welby
A Cheerful 3 Bedroom, Newly Renovated Cottage
3 bedrooms, 5 beds, 1 bathroom
11–16 Oct
4.9 out of 5 average rating, 322 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
Top guest favourite
Guest house in Berrima
Couple’s Retreat - Close to wedding venues
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 26 reviews
Superhost
Farm stay in Bowral
Entire 13 acre property in Bowral, 2.5km from town
5 bedrooms, 8 beds, 3 bathrooms
7–12 Nov
4.81 out of 5 average rating, 102 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
Top guest favourite
Home in Mittagong
Yambora ' Luxe Hideaway' Minutes to Bowral
3 bedrooms, 4 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 12 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 Willow Vale
Blossom. 4BR Southern Highlands Ideal for groups
4 bedrooms, 6 beds, 2.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 33 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
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
Home in Colo Vale
Whitebark - Countryside Retreat
8 bedrooms, 9 beds, 4 bathrooms
21–26 Sept
4.94 out of 5 average rating, 18 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
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