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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
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 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
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
Home in Mittagong
Ardmoir Cottage
3 bedrooms, 3 king beds, 2 bathrooms
10–15 Oct
5.0 out of 5 average rating, 77 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
Guest favourite
Cottage in Berrima
Heavenly Hurdle Cottage - Berrima
3 bedrooms, 10 beds, 2 bathrooms
9–14 Oct
4.94 out of 5 average rating, 156 reviews
Home in Moss Vale
Iona Park | Southern Highlands Country Estate
8 bedrooms, 15 beds, 5 bathrooms
7–12 Dec
Top guest favourite
Home in Berrima
'Rosevilla' in Berrima.
3 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 271 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
Top guest favourite
Cottage in Berrima
Ardleigh Cottage in Berrima Village
1 bedroom, 1 bed, 1 bathroom
28 Dec – 2 Jan
4.98 out of 5 average rating, 488 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
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, 13 reviews
Guest favourite
Guest house in Bowral
woodland retreat - guest studio
2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
4.88 out of 5 average rating, 917 reviews
Guest favourite
Guest house in Woodlands
Convenient Tulip Time Southern Highlands Retreat
1 bedroom, 1 bed, 1 bathroom
16–21 Sept
4.9 out of 5 average rating, 10 reviews
Guest favourite
Farm stay in Berrima
Bendooley Farm Cottage
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 22 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
Home in Burradoo
The Riverside House Country Estate
7 bedrooms, 9 beds, 5.5 bathrooms
23–28 Nov
5.0 out of 5 average rating, 23 reviews