Holiday rentals near Destination Southern Highlands
We found 448 holiday rentals — enter your dates for availability
If you are looking to stay near Destination Southern Highlands, take a look at private holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Destination Southern Highlands
Showing deals for:19 Sept - 26 Sept
Image gallery for The Coach House at The Rift Estate
1010 out of 10 rating
Exceptional
(8 reviews)
The Coach House at The Rift Estate
Bowral, NSW
9% off
Price is AU$8,628
AU$8,628
AU$1,233 per night
includes taxes & fees
Image gallery for The Hidden Door Bowral Villa - the Heart of Bowral
9.89.8 out of 10 rating
Exceptional
(63 reviews)
The Hidden Door Bowral Villa - the Heart of Bowral
Bowral, NSW
8% off
Price is AU$3,677
AU$3,677
AU$525 per night
includes taxes & fees
Image gallery for Cherrywood - Luxury retreat - with complimentary EV charging
1010 out of 10 rating
Exceptional
(17 reviews)
Cherrywood - Luxury retreat - with complimentary EV charging
Exeter, NSW
18% off
Price is AU$4,948
AU$4,948
AU$707 per night
includes taxes & fees
Image gallery for Fairview luxury Hamptons style home in Bowral's exclusive Retford Park Estate
1010 out of 10 rating
Exceptional
(16 reviews)
Fairview luxury Hamptons style home in Bowral's exclusive Retford Park Estate
Bowral, NSW
14% off
Price is AU$5,330
AU$5,330
AU$761 per night
includes taxes & fees
Image gallery for Hathaway - resort style getaway
1010 out of 10 rating
Exceptional
(24 reviews)
Hathaway - resort style getaway
Bowral, NSW
22% off
Price is AU$7,896
AU$7,896
AU$1,128 per night
includes taxes & fees
Image gallery for Mainhouse @ The Farm
1010 out of 10 rating
Exceptional
(5 reviews)
Mainhouse @ The Farm
Bowral, NSW
9% off
Price is AU$12,966
AU$12,966
AU$1,852 per night
includes taxes & fees
Image gallery for Villa 6 Milton Park situated in the beautiful & historic Milton Park Grounds
9.69.6 out of 10 rating
Exceptional
(29 reviews)
Villa 6 Milton Park situated in the beautiful & historic Milton Park Grounds
Bowral, NSW
9% off
Price is AU$4,523
AU$4,523
AU$646 per night
includes taxes & fees
Image gallery for Misty Pines 8 - A Relaxing Country Escape
1010 out of 10 rating
Exceptional
(22 reviews)
Misty Pines 8 - A Relaxing Country Escape
Mittagong, NSW
9% off
Price is AU$3,993
AU$3,993
AU$570 per night
includes taxes & fees
Image gallery for Pet Friendly Cottage on 10 fantastic acres
1010 out of 10 rating
Exceptional
(76 reviews)
Pet Friendly Cottage on 10 fantastic acres
Bowral, NSW
9% off
Price is AU$3,269
AU$3,269
AU$467 per night
includes taxes & fees
Image gallery for Bluebird Escape, Southern Highlands Bush Luxury
1010 out of 10 rating
Exceptional
(38 reviews)
Bluebird Escape, Southern Highlands Bush Luxury
Canyonleigh, NSW
18% off
Price is AU$3,712
AU$3,712
AU$530 per night
includes taxes & fees
Image gallery for Secluded Country Home
1010 out of 10 rating
Exceptional
(17 reviews)
Secluded Country Home
Kangaroo Valley, NSW
14% off
Price is AU$5,790
AU$5,790
AU$827 per night
includes taxes & fees
Image gallery for TAJMABARN, 3 Bedrooms 40 ACRE Farmstay at Fullcircle Farm. Private Getaway.
9.89.8 out of 10 rating
Exceptional
(30 reviews)
TAJMABARN, 3 Bedrooms 40 ACRE Farmstay at Fullcircle Farm. Private Getaway.
Wilton, NSW
19% off
Price is AU$2,906
AU$2,906
AU$415 per night
includes taxes & fees
Image gallery for The perfect getaway from the hustle and bustle of civilisation.
1010 out of 10 rating
Exceptional
(33 reviews)
The perfect getaway from the hustle and bustle of civilisation.
High Range, NSW
8% off
Price is AU$1,658
AU$1,658
AU$237 per night
includes taxes & fees
Image gallery for Lark Cottage - relaxing retreat
9.69.6 out of 10 rating
Exceptional
(52 reviews)
Lark Cottage - relaxing retreat
Burrawang, NSW
16% off
Price is AU$2,316
AU$2,316
AU$331 per night
includes taxes & fees
Image gallery for The River Cottage - Idyllic river side cottage
1010 out of 10 rating
Exceptional
(23 reviews)
The River Cottage - Idyllic river side cottage
Joadja, NSW
9% off
Price is AU$2,602
AU$2,602
AU$372 per night
includes taxes & fees
Image gallery for Relaxing. Elegant. Impressive views in a semi-rural setting!
1010 out of 10 rating
Exceptional
(60 reviews)
Relaxing. Elegant. Impressive views in a semi-rural setting!
Wollongong, NSW
9% off
Price is AU$1,802
AU$1,802
AU$257 per night
includes taxes & fees
Image gallery for OLD BAKERY GUEST HOUSE / THE BIG PART
1010 out of 10 rating
Exceptional
(14 reviews)
OLD BAKERY GUEST HOUSE / THE BIG PART
Robertson, NSW
9% off
Price is AU$2,961
AU$2,961
AU$423 per night
includes taxes & fees
Image gallery for Donegal - Contemporary country home with pool. 4pm check-out Sunday’s
1010 out of 10 rating
Exceptional
(11 reviews)
Donegal - Contemporary country home with pool. 4pm check-out Sunday’s
Bowral, NSW
9% off
Price is AU$4,691
AU$4,691
AU$670 per night
includes taxes & fees
Image gallery for Quarry Hill Cottage, 1 minute walk into Berrima.
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Quarry Hill Cottage, 1 minute walk into Berrima.
Bowral, NSW
9% off
Price is AU$3,279
AU$3,279
AU$468 per night
includes taxes & fees
Image gallery for Luxury Off-Grid Tiny House in the beautiful Southern Highlands
1010 out of 10 rating
Exceptional
(7 reviews)
Luxury Off-Grid Tiny House in the beautiful Southern Highlands
Joadja, NSW
9% off
Price is AU$1,704
AU$1,704
AU$243 per night
includes taxes & fees
Image gallery for Jan/Feb avails (3 nights for price of 2. Rate to be manually adjusted)
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Jan/Feb avails (3 nights for price of 2. Rate to be manually adjusted)
Bundanoon, NSW
28% off
Price is AU$15,860
AU$15,860
AU$2,266 per night
includes taxes & fees
Image gallery for The Cottage
9.89.8 out of 10 rating
Exceptional
(15 reviews)
The Cottage
Bowral, NSW
9% off
Price is AU$2,769
AU$2,769
AU$396 per night
includes taxes & fees
Image gallery for Historic Sandstone cottage fully appointed for all needs & pet friendly as well
9.49.4 out of 10 rating
Exceptional
(60 reviews)
Historic Sandstone cottage fully appointed for all needs & pet friendly as well
Mittagong, NSW
9% off
Price is AU$2,074
AU$2,074
AU$296 per night
includes taxes & fees
Image gallery for Luxury Off-Grid Tiny House in the beautiful Southern Highlands
1010 out of 10 rating
Exceptional
(9 reviews)
Luxury Off-Grid Tiny House in the beautiful Southern Highlands
Joadja, NSW
9% off
Price is AU$1,704
AU$1,704
AU$243 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Destination Southern Highlands
Stunning Highlands Manor-Accommodates 2-12 people
Sleeps 12 · 6 bedrooms · 3+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
YASAR FARMSTAY Marshall View Farmhouse
Sleeps 17 · 7 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Amber Cottage - a fun, comfy and clean country cottage in Bowral town.
Sleeps 9 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
Greenview Bowral Southern Highlands
Sleeps 24 · 9 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
Loch Lomond Lodge — Stay 3 Pay 2
Sleeps 12 · 6 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Aylmerton House + Cottage for 14, Southern Highlands
Sleeps 14 · 7 bedrooms · 4 bathrooms
9.29.2 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
Top rated rentals - Destination Southern Highlands
An absolutely beautiful stay in an absolutely beautiful part of the world
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Weekend away
1010 out of 10
Exceptionalexceptional
166 reviews(166 reviews)
ladies weekend
1010 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
Amazing
1010 out of 10
Exceptionalexceptional
191 reviews(191 reviews)
Fabulous in every way
1010 out of 10
Exceptionalexceptional
169 reviews(169 reviews)
The Perfect Stay
1010 out of 10
Exceptionalexceptional
138 reviews(138 reviews)
Fabulous
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Sheffield cottage gem
1010 out of 10
Exceptionalexceptional
98 reviews(98 reviews)
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All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
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