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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, 67 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, 390 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
13–18 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
13–18 Sept
4.9 out of 5 average rating, 320 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, 10 reviews
Guest favourite
Farm stay in Berrima
Bendooley Farm Cottage
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Bowral
The Croft - Enchanting Bowral stone cottage
4 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.98 out of 5 average rating, 80 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
Home in Burradoo
Birchgrove | Entire Country Home & Loft
7 bedrooms, 10 beds, 5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 3 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
Guest favourite
Home in Welby
Wine Country Cottage in the Southern Highlands
3 bedrooms, 3 queen beds, 1 bathroom
12–17 Sept
4.96 out of 5 average rating, 124 reviews
Top guest favourite
Farm stay in Balaclava
Still Garden Retreat Romantic Pet-friendly Escape
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Guest house in Mittagong
La Casetta - New Designer Guest House Mittagong
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.97 out of 5 average rating, 123 reviews
Guest favourite
Guest house in Woodlands
Serene & Convenient Southern Highlands Retreat
1 bedroom, 1 bed, 1 bathroom
12–17 Sept
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Guest house in Bowral
Private 2 Bedroom Cottage
2 bedrooms, 2 queen beds, 1 bathroom
5–10 Dec
4.89 out of 5 average rating, 245 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