Vacation rentals in Southern Highlands

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Top-rated accommodation in Southern Highlands

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guesthouse in Bowral

4.97 out of 5 average rating, 140 reviews

Bespoke Highlands Cabin

Newly refurbished self-contained cabin combining the beauty of country with the comforts of town. Enjoy trees, abundant bird life, cosy fireplace, luxurious king bed, kitchenette, bath and tv. Exclusive use tennis court; Bowral's best walks at your doorstep; and 5 min drive to fine restaurants, pubs and great shopping. Easy access to Milton Park; Bong Bong Racecourse; Ngununggula Regional Art Gallery; Bradman Museum and Corbett Gardens. Private, cosy and beautiful, it's Bowral's hidden gem.

17 – 24 Aug

$1,693 AUD total
Guest favourite

Place to stay in Fitzroy Falls

4.99 out of 5 average rating, 503 reviews

Japanese Studio Fitzroy Falls

Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding ceremonies or getaway. We also have 'The Dairy' which is a 1 bedroom cottage with a kitchen and fireplace. Strictly Non smoking. All guests to be COVID vaccinated. STRA 6648

1 – 8 Sept

$1,598 AUD total
Guest favourite

Cottage in Bundanoon

4.98 out of 5 average rating, 133 reviews

Pear Tree Cottage

Enjoy a peaceful country retreat in the heart of the Highlands surrounded by nature at its best. This spacious, newly renovated, two-bedroom cottage is a separate dwelling situated on 5 acres of parkland that can sleep up to 5 people. It has a kitchen (including washing machine), comfy lounge with a cosy warm fireplace for cold nights and is just a 5 minute drive to Bundanoon town centre. Pear Tree Cottage gets its name from the ornamental pear trees that line the driveway leading up to it.

24 Sept – 1 Oct

$1,552 AUD total

Popular amenities for Southern Highlands accommodation

Other great accommodation in Southern Highlands

Guest favourite

Tiny home in Kangaroo Valley

4.82 out of 5 average rating, 237 reviews

Avem Haven - A unique Tiny Cabin

13 – 20 Dec

$1,473 AUD total
Guest favourite

Cottage in Penrose

5.0 out of 5 average rating, 199 reviews

THE OLD ORCHARD COTTAGE - BUNDANOON

17 – 24 Sept

$1,798 AUD total
Guest favourite

Villa in Penrose

4.99 out of 5 average rating, 195 reviews

The Villa @ The Vale Penrose

29 July – 5 Aug

$5,493 AUD total
Guest favourite

Guest suite in Bowral

4.97 out of 5 average rating, 558 reviews

29 on Shepherd

3 – 10 Jan

$1,873 AUD total
Superhost

Guesthouse in Bowral

4.86 out of 5 average rating, 265 reviews

Dunrana Cottage Bowral

25 Feb – 4 Mar

$1,221 AUD total
Guest favourite

Guest suite in Welby

4.84 out of 5 average rating, 630 reviews

The Chapel at Welby Park Manor

27 May – 3 June

$922 AUD total
Guest favourite

Cabin in Moss Vale

4.94 out of 5 average rating, 238 reviews

Black Barn Cottage 2 @ Waterfell

2 – 9 Sept

$1,170 AUD total
Superhost

Home in Bowral

4.88 out of 5 average rating, 299 reviews

The Potting Shed at Bunya House Bowral

8 – 15 Aug

$1,826 AUD total
Guest favourite

Cottage in Burradoo

5.0 out of 5 average rating, 166 reviews

Little Rosewood - Charming Private Cottage Bowral

29 May – 5 June

$1,865 AUD total
Guest favourite

Cottage in Exeter

4.97 out of 5 average rating, 129 reviews

The Shack at Bimbimbi in semi rural Exeter.

20 – 27 Feb

$1,411 AUD total
Guest favourite

Home in Berrima

4.95 out of 5 average rating, 154 reviews

'Rosevilla' at Berrima.

31 Dec – 7 Jan

$1,764 AUD total
Guest favourite

Guest suite in Berrima

4.95 out of 5 average rating, 333 reviews

Spacious Unit on Horse Property

2 – 9 Jan

$1,139 AUD total

Destinations to explore