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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 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
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, 11 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 Mittagong
Bimbadgen Cottage.
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 166 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
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
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
Room in Welby
Django Lodge
1 queen bed, 1 bathroom
16–21 Sept
4.98 out of 5 average rating, 90 reviews
Top guest favourite
Guest suite in Mittagong
La Goichère AirBnB
1 bedroom, 3 beds, 1 bathroom
18–23 Oct
4.91 out of 5 average rating, 365 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
Home in Moss Vale
Iona Park | Southern Highlands Country Estate
8 bedrooms, 15 beds, 5 bathrooms
24–29 Oct
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, 270 reviews
Guest favourite
Home in Bowral
Heathwood Gardens Bowral
4 bedrooms, 4 beds, 3 bathrooms
24–29 Oct
4.92 out of 5 average rating, 13 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
Top guest favourite
Home in Mittagong
Views, 4/5 queen bedrooms and a boutique vibe
5 bedrooms, 5 queen beds, 4 bathrooms
8–13 Dec
5.0 out of 5 average rating, 112 reviews
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, 266 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