Southern Highlands Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Southern Highlands holiday rentals

1. The Sebel Bowral Heritage Park

The Sebel Bowral Heritage Park
4.0 star property
Bowral
8.8 out of 10, Excellent, (287 reviews)
"The unit was clean and spacious and was close to the city center. It was a perfect stop for my family of 5 during our roadtrip."
United States
lori
The price is HK$1,121
HK$1,233 total
includes taxes & fees
15 Nov - 16 Nov
The Sebel Bowral Heritage Park

2. A unique Southern Highlands experience

A unique Southern Highlands experience
Bowral
9.8 out of 10, Exceptional, (287 reviews)
"Very cosy for a winter stay"
United States
Patricia L.
The price is HK$1,017
HK$1,114 total
includes taxes & fees
7 Dec - 8 Dec
A unique Southern Highlands experience

3. Burradoo Loft with king size bed. Close to Southern Highlands wineries.

Burradoo Loft with king size bed. Close to Southern Highlands wineries.
Burradoo
10.0 out of 10, Exceptional, (13 reviews)
"We had a lovely stay, it was cozy and the beds comfortable. It was close to town and we were able to easily get to lots of great places to eat. The included breakfast, fruit and choccies were all appreciated."
United States
vanessa k.
The price is HK$1,319
HK$1,433 total
includes taxes & fees
12 Nov - 13 Nov
Burradoo Loft with king size bed. Close to Southern Highlands wineries.

4. Banyula Annex - superb contemporary styling and modern amenities

Banyula Annex - superb contemporary styling and modern amenities
Burradoo
9.6 out of 10, Exceptional, (22 reviews)
"We have stayed here before and love the place!!!!"
Australia
Janelle B.
The price is HK$4,109
HK$4,109 total
includes taxes & fees
12 Nov - 13 Nov
Banyula Annex - superb contemporary styling and modern amenities

5. Belle in Bowral - walk to town

Belle in Bowral - walk to town
Bowral
9.8 out of 10, Exceptional, (75 reviews)
"Overall best place of this type i have ever stayed at. "
Australia
PETER B.
The price is HK$1,900
HK$2,692 total
includes taxes & fees
24 Nov - 25 Nov
Belle in Bowral - walk to town

6. Romantic Stone Cottage Overlooking Pond. 5mins to Town

Romantic Stone Cottage Overlooking Pond. 5mins to Town
Burradoo
9.8 out of 10, Exceptional, (8 reviews)
"The cottage was lovely & cosy"
Australia
Louise
The price is HK$3,365
HK$3,653 total
includes taxes & fees
11 Nov - 12 Nov
Romantic Stone Cottage Overlooking Pond. 5mins to Town

7. Saint Eloi - Le studio

Saint Eloi - Le studio
Bowral
8.8 out of 10, Excellent, (19 reviews)
"Was as the photos suggested Hosts were great and on site but out of sight Close to town Warm and cosy Great for a couples weekend away "
Australia
Bryn
The price is HK$3,045
HK$3,045 total
includes taxes & fees
17 Nov - 18 Nov
Saint Eloi - Le studio

8. Bluebell – centrally located apartment

Bluebell – centrally located apartment
Bowral
9.2 out of 10, Wonderful, (13 reviews)
"Highly recommend Bluebell as a location to stay if you are travelling down to Bowral/Southern Highlands. Very clean property and great hosts."
Australia
Kevin C.
The price is HK$4,575
HK$4,575 total
includes taxes & fees
11 Nov - 12 Nov
Bluebell – centrally located apartment

9. Little Possum Retreat | Spa, Fire, Pet Friendly & Walkable

Little Possum Retreat | Spa, Fire, Pet Friendly & Walkable
Moss Vale
10.0 out of 10, Exceptional, (1 review)
"Super little cottage in Moss Vale. Every little thing needed for both humans and dogs has been carefully considered. Great outdoor dining area with BBQ and firepit, spa and fully fenced garden.Excellent communication and easy access.If in the area we would definitely stay again."
Australia
Angela I.
The price is HK$1,702
HK$2,462 total
includes taxes & fees
11 Nov - 12 Nov
Little Possum Retreat | Spa, Fire, Pet Friendly & Walkable

10. Centennial View Apartment – stylish comfort and stunning scenery for the perfect holiday escape

Centennial View Apartment – stylish comfort and stunning scenery for the perfect holiday escape
Bowral
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful accommodation. Beautiful location and very peaceful. The host Susan was very friendly and welcoming. I would definitely stay here again."
Australia
Liz B.
The price is HK$2,258
HK$2,258 total
includes taxes & fees
9 Dec - 10 Dec
Centennial View Apartment – stylish comfort and stunning scenery for the perfect holiday escape

11. Time2Reflect - the most relaxing Bowral getaway!

Time2Reflect - the most relaxing Bowral getaway!
Bowral
The price is HK$1,869
HK$3,823 total
includes taxes & fees
11 Nov - 12 Nov
Time2Reflect - the most relaxing Bowral getaway!

12. Spacious private Idaho, close to wineries, waterfalls, walks and wedding venues

Spacious private Idaho, close to wineries, waterfalls, walks and wedding venues
Moss Vale
The price is HK$1,235
HK$1,343 total
includes taxes & fees
8 Dec - 9 Dec
Spacious private Idaho, close to wineries, waterfalls, walks and wedding venues

13. Wedding central. Close to caves, canyons, winery's, waterfalls & vineyards

Wedding central. Close to caves, canyons, winery's, waterfalls & vineyards
Moss Vale
9.4 out of 10, Exceptional, (3 reviews)
"Beautifully appointed- had everything one would need. The best stay. We enjoyed the time and will certainly book again. "
Australia
Heather R.
The price is HK$1,927
HK$2,334 total
includes taxes & fees
11 Nov - 12 Nov
Wedding central. Close to caves, canyons, winery's, waterfalls & vineyards

14. Family, Pet & EV Friendly Home in Bowral Centre

Family, Pet & EV Friendly Home in Bowral Centre
Bowral
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic location with a wonderful view. Very spacious bedrooms and the property had all the amenities required for a wonderful stay. Host was very responsive and able to assist with all my enquiries. "
Australia
Luisa S.
The price is HK$2,687
HK$3,978 total
includes taxes & fees
11 Nov - 12 Nov
Family, Pet & EV Friendly Home in Bowral Centre

15. 8 on Clarence - perfectly located in the centre of town

8 on Clarence - perfectly located in the centre of town
Moss Vale
9.4 out of 10, Exceptional, (3 reviews)
"Close to restaurants good for kids"
Australia
Robert L.
The price is HK$4,021
HK$4,021 total
includes taxes & fees
8 Dec - 9 Dec
8 on Clarence - perfectly located in the centre of town

16. Blue Hen – A charming and central cottage

Blue Hen – A charming and central cottage
Mittagong
8.0 out of 10, Very good, (4 reviews)
"One of the cleanest place "
Australia
Vladyslav
The price is HK$3,826
HK$3,826 total
includes taxes & fees
30 Nov - 1 Dec
Blue Hen – A charming and central cottage

17. Craftsman Stone and Wood Cottage. Family Farm Stay at MaddOx Farm in Burrawang

Craftsman Stone and Wood Cottage. Family Farm Stay at MaddOx Farm in Burrawang
Burrawang
10.0 out of 10, Exceptional, (12 reviews)
"Amazing place, a wonderful experience to rest and recover."
Australia
Anna R.
The price is HK$1,873
HK$2,546 total
includes taxes & fees
19 Nov - 20 Nov
Craftsman Stone and Wood Cottage. Family Farm Stay at MaddOx Farm in Burrawang

18. French Boutique The Loft Apartment @Chapmans+Pets+B'fast

French Boutique The Loft Apartment @Chapmans+Pets+B'fast
Moss Vale
8.6 out of 10, Excellent, (8 reviews)
"Place was very clean, comfortable and had all the amenities you need. We were in the "loft" upstairs with the downstairs and upstairs areas considered separate listings however the hallways could still be accessible by anyone staying downstairs that should be considered when booking."
Australia
Stuart D.
The price is HK$969
HK$2,019 total
includes taxes & fees
19 Nov - 20 Nov
French Boutique The Loft Apartment @Chapmans+Pets+B'fast

19. Designer Guesthouse

Designer Guesthouse
Berrima
The price is HK$1,710
HK$2,448 total
includes taxes & fees
11 Nov - 12 Nov
Designer Guesthouse

20. The Willows Circa 1917 | Historic Bowral Cottage

The Willows Circa 1917 | Historic Bowral Cottage
Bowral
The price is HK$1,365
HK$3,265 total
includes taxes & fees
11 Nov - 12 Nov
The Willows Circa 1917 | Historic Bowral Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find holiday rentals that suit your style

Explore a world of travel with Expedia