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Search results; Over 1,000 homes

Guest favourite
Farm stay in Wingecarribee Shire Council
Farm stay luxury home in Southern Highlands
4 bedrooms, 5 beds, 4 private bathrooms
17–22 Sept
,
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Home in Bowral
The Croft - Enchanting Bowral stone cottage
4 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 80 reviews
Luxe
Home in Sutton Forest
“Southern Highlands Estate”, Private Rural Oasis.
4 bedrooms, 4 beds, 4 bathrooms
13–18 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Mittagong
Yambora ' Luxe Hideaway' Minutes to Bowral
3 bedrooms, 4 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 12 reviews
Home in Burradoo
Birchgrove | Entire Country Home & Loft
7 bedrooms, 10 beds, 5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 3 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, 67 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
Top guest favourite
Home in Sutton Forest
Sutton View - Sweeping Hilltop Views
4 bedrooms, 7 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 11 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
Top guest favourite
Home in Burradoo
Open Country Homestead - New Luxury accommodation
5 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
4.98 out of 5 average rating, 50 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
Cottage in Bundanoon
Pear Tree Cottage
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.95 out of 5 average rating, 416 reviews
Guest favourite
Barn in Exeter
Vineyard Stay, Designer Barn
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 128 reviews
Top guest favourite
Farm stay in Exeter
CosyCottage Horse farm firepit Dog friendly
2 bedrooms, 3 beds, 1 bathroom
2–7 Nov
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Guest suite in Mittagong
Unique Southern Highlands Cottage
2 bedrooms, 4 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Earthen home in Bundanoon
The Artist's House, Bundanoon NSW
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Oct
4.96 out of 5 average rating, 329 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
Top guest favourite
Tiny home in Moss Vale
Woodvilla
2 bedrooms, 4 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 46 reviews
Guest favourite
Home in Mittagong
Country Cottage Charm
3 bedrooms, 3 queen beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 7 reviews