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Search results; Over 1,000 homes in Woodlands

Top guest favourite
Farm stay in Woodlands
Unique, Peaceful Stables Conversion Woodlands
2 bedrooms, 5 beds, 2 bathrooms
20–25 Oct
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4.99 out of 5 average rating, 73 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, 388 reviews
Top guest favourite
Home in Mittagong
Ardmoir Cottage
3 bedrooms, 3 king beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 75 reviews
Guest favourite
Home in Mittagong
Bimbadgen Cottage.
2 bedrooms, 3 beds, 1 bathroom
4–9 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
4–9 Sept
4.97 out of 5 average rating, 67 reviews
Top guest favourite
Home in Bowral
Chateau Bowral – Luxury Southern Highlands Estate
4 bedrooms, 7 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Welby
Wine Country Cottage in the Southern Highlands
3 bedrooms, 3 queen beds, 1 bathroom
3–8 Sept
4.96 out of 5 average rating, 123 reviews
Superhost
Home in Welby
A Cheerful 3 Bedroom, Newly Renovated Cottage
3 bedrooms, 5 beds, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 318 reviews
Top guest favourite
Home in Bowral
The Croft - Enchanting Bowral stone cottage
4 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.97 out of 5 average rating, 79 reviews
Guest favourite
Farm stay in Berrima
Bendooley Farm Cottage
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Mittagong
Yambora ' Luxe Hideaway' Minutes to Bowral
3 bedrooms, 4 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Villa in Bowral
JezOmi Hideaway - Private, spacious, close to town
2 bedrooms, 2 queen beds, 2 bathrooms
6–11 Sept
4.9 out of 5 average rating, 83 reviews
Home in Bowral
Coniston Cottage in Central Bowral. Historic.
5 bedrooms, 6 beds, 3 bathrooms
11–16 Sept
New place to stay
Guest favourite
Guest house in Mittagong
The Banksias - Stylish & Cosy Highlands Retreat
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.94 out of 5 average rating, 260 reviews
Guest favourite
Home in Willow Vale
Blossom. 4BR Southern Highlands Ideal for groups
4 bedrooms, 6 beds, 2.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Mittagong
Highlands Escape | Sleeps 9 | Settlers Cottage
4 bedrooms, 5 beds, 2 bathrooms
4–9 Sept
4.88 out of 5 average rating, 51 reviews
Guest favourite
Guest house in Bowral
woodland retreat - guest studio
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.88 out of 5 average rating, 914 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
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