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Search results; Over 1,000 homes in Woodlands

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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
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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
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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
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Top guest favourite
Farm stay in Woodlands
Unique, Peaceful Stables Conversion Woodlands
2 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
4.99 out of 5 average rating, 74 reviews
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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
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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
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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
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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
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Guest favourite
Guest house in Woodlands
Convenient Tulip Time Southern Highlands Retreat
1 bedroom, 1 bed, 1 bathroom
18–23 Sept
4.9 out of 5 average rating, 10 reviews
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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
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Home in Moss Vale
Iona Park | Southern Highlands Country Estate
8 bedrooms, 15 beds, 5 bathrooms
7–12 Dec
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Superhost
Home in Welby
Stylish and family friendly with a cozy fireplace
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.83 out of 5 average rating, 24 reviews
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Top guest favourite
Farm stay in Balaclava
Still Garden Retreat Romantic Pet-friendly Escape
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 17 reviews
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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
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Guest favourite
Home in Bowral
Retro on Ascot
3 bedrooms, 4 beds, 1.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Farm stay in Berrima
Bendooley Farm Cottage
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 22 reviews
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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
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Guest favourite
Cottage in Burradoo
Luxstowe Cottage
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.84 out of 5 average rating, 212 reviews
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Top guest favourite
Guest house in Mittagong
Alpha Cottage - Mittagong Escape
1 queen bed, 1 bathroom
22–27 Nov
4.93 out of 5 average rating, 1001 reviews