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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

$1,422 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 389 reviews

Top guest favourite

Home in Mittagong

Ardmoir Cottage

3 bedrooms, 3 king beds, 2 bathrooms

21–26 Sept

$2,952 SGD for 5 nights

5.0 out of 5 average rating, 75 reviews

Top guest favourite

Home in Woodlands

Cuttaway Cottage

3 bedrooms, 3 king beds, 2 bathrooms

5–10 Sept

4.97 out of 5 average rating, 67 reviews

Guest favourite

Home in Mittagong

Bimbadgen Cottage.

2 bedrooms, 3 beds, 1 bathroom

5–10 Sept

4.94 out of 5 average rating, 166 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

Top guest favourite

Home in Bowral

The Croft - Enchanting Bowral stone cottage

4 bedrooms, 4 beds, 2 bathrooms

12–17 Sept

$4,774 SGD for 5 nights

Free cancellation

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

5–10 Sept

$1,970 SGD for 5 nights

5.0 out of 5 average rating, 22 reviews

Guest favourite

Home in Mittagong

Highlands Escape | Sleeps 9 | Settlers Cottage

4 bedrooms, 5 beds, 2 bathrooms

5–10 Sept

$2,281 SGD for 5 nights

4.88 out of 5 average rating, 51 reviews

Home in Welby

Cheerful and peaceful cottage close to Bowral.

2 bedrooms, 2 beds, 1 bathroom

4–9 Sept

$1,241 SGD for 5 nights

New place to stay

Superhost

Home in Welby

A Cheerful 3 Bedroom, Newly Renovated Cottage

3 bedrooms, 5 beds, 1 bathroom

7–12 Sept

$2,127 SGD for 5 nights

4.9 out of 5 average rating, 318 reviews

Guest favourite

Home in Welby

Wine Country Cottage in the Southern Highlands

3 bedrooms, 3 queen beds, 1 bathroom

4–9 Sept

$2,055 SGD for 5 nights

4.96 out of 5 average rating, 123 reviews

Guest favourite

Home in Mittagong

Yambora ' Luxe Hideaway' Minutes to Bowral

3 bedrooms, 4 beds, 2 bathrooms

4–9 Sept

$3,649 SGD for 5 nights

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

$1,766 SGD for 5 nights

4.9 out of 5 average rating, 83 reviews

Guest favourite

Home in Willow Vale

Blossom. 4BR Southern Highlands Ideal for groups

4 bedrooms, 6 beds, 2.5 bathrooms

4–9 Sept

5.0 out of 5 average rating, 32 reviews

Guest favourite

Guest house in Mittagong

The Banksias - Stylish & Cosy Highlands Retreat

2 bedrooms, 2 beds, 1 bathroom

1–6 Nov

$1,390 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 261 reviews

Guest favourite

Guest house in Bowral

woodland retreat - guest studio

2 bedrooms, 3 beds, 1 bathroom

19–24 Oct

Free cancellation

4.88 out of 5 average rating, 914 reviews

Top guest favourite

Guest house in Bowral

Private 2 Bedroom Cottage

2 bedrooms, 2 queen beds, 1 bathroom

5–10 Dec

Free cancellation

4.89 out of 5 average rating, 245 reviews

Top guest favourite

Home in Bowral

Beautiful Bendooley Garden Cottage

4 bedrooms, 4 beds, 2.5 bathrooms

20–25 Sept

$3,371 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 93 reviews