Holiday rentals near Destination Southern Highlands
We found 438 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:7 Nov - 14 Nov
Image gallery for Getaway from the city and retreat to our picturesque cozy farm cottage
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Getaway from the city and retreat to our picturesque cozy farm cottage
High Range, NSW
9% off
Price is S$1,820
S$1,820
S$260 per night
includes taxes & fees
Image gallery for Lucindale lovely cottage garden
9.89.8 out of 10 rating
Exceptional
(76 reviews)
Lucindale lovely cottage garden
Burrawang, NSW
9% off
Price is S$1,865
S$1,865
S$266 per night
includes taxes & fees
Image gallery for Wrenmallee in The Southern Highlands - Stunning Homestead on 100 acres
1010 out of 10 rating
Exceptional
(110 reviews)
Wrenmallee in The Southern Highlands - Stunning Homestead on 100 acres
Joadja, NSW
13% off
Price is S$5,044
S$5,044
S$721 per night
includes taxes & fees
Image gallery for Pet Friendly Cottage on 10 fantastic acres
1010 out of 10 rating
Exceptional
(79 reviews)
Pet Friendly Cottage on 10 fantastic acres
Bowral, NSW
9% off
Price is S$2,727
S$2,727
S$390 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 S$2,170
S$2,170
S$310 per night
includes taxes & fees
Image gallery for Converted milking shed on a working horse stud
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Converted milking shed on a working horse stud
Bowral, NSW
9% off
Price is S$1,244
S$1,244
S$178 per night
includes taxes & fees
Image gallery for Romantic 1890s Abode - Special Event Accommodation
1010 out of 10 rating
Exceptional
(7 reviews)
Romantic 1890s Abode - Special Event Accommodation
Wollongong, NSW
9% off
Price is S$1,659
S$1,659
S$237 per night
includes taxes & fees
Image gallery for Timbalah - a luxurious country retreat
9.29.2 out of 10 rating
Wonderful
(112 reviews)
Timbalah - a luxurious country retreat
Fitzroy Falls, NSW
23% off
Price is S$3,228
S$3,228
S$461 per night
includes taxes & fees
Image gallery for Martha's ......... Your hideaway in the highlands.
1010 out of 10 rating
Exceptional
(8 reviews)
Martha's ......... Your hideaway in the highlands.
Bowral, NSW
26% off
Price is S$3,413
S$3,413
S$488 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
18% off
Price is S$4,142
S$4,142
S$592 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 S$2,311
S$2,311
S$330 per night
includes taxes & fees
Image gallery for Misty Pines 8 - A Relaxing Country Escape
1010 out of 10 rating
Exceptional
(24 reviews)
Misty Pines 8 - A Relaxing Country Escape
Mittagong, NSW
9% off
Price is S$3,330
S$3,330
S$476 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 S$3,912
S$3,912
S$559 per night
includes taxes & fees
Image gallery for York Cottage. A Country Retreat, Close to Bowral
8.48.4 out of 10 rating
Very good
(15 reviews)
York Cottage. A Country Retreat, Close to Bowral
Bowral, NSW
9% off
Price is S$4,084
S$4,084
S$583 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
26% off
Price is S$7,306
S$7,306
S$1,044 per night
includes taxes & fees
Image gallery for Stanhope Bowral - Luxury Home with 360 Views
1010 out of 10 rating
Exceptional
(58 reviews)
Stanhope Bowral - Luxury Home with 360 Views
Bowral, NSW
9% off
Price is S$8,219
S$8,219
S$1,174 per night
includes taxes & fees
Image gallery for Hillside Cottage - historic 1843 attached cottage in an AWARD WINNING village
1010 out of 10 rating
Exceptional
(27 reviews)
Hillside Cottage - historic 1843 attached cottage in an AWARD WINNING village
Bowral, NSW
9% off
Price is S$3,470
S$3,470
S$496 per night
includes taxes & fees
Image gallery for Quiet Location That's Family & Group Friendly
1010 out of 10 rating
Exceptional
(5 reviews)
Quiet Location That's Family & Group Friendly
Bowral, NSW
18% off
Price is S$3,125
S$3,125
S$446 per night
includes taxes & fees
Image gallery for "Deer Valley" Large Farmhouse in Illawarra with lake and ocean views on 50 acres
9.89.8 out of 10 rating
Exceptional
(6 reviews)
"Deer Valley" Large Farmhouse in Illawarra with lake and ocean views on 50 acres
Wollongong, NSW
9% off
Price is S$3,709
S$3,709
S$530 per night
includes taxes & fees
Image gallery for Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST
8.68.6 out of 10 rating
Excellent
(107 reviews)
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST
Bowral, NSW
13% off
Price is S$2,149
S$2,149
S$307 per night
includes taxes & fees
Image gallery for Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
Bundanoon, NSW
22% off
Price is S$4,341
S$4,341
S$620 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 S$2,511
S$2,511
S$359 per night
includes taxes & fees
Image gallery for Mossy Cottage
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Mossy Cottage
Bowral, NSW
8% off
Price is S$1,330
S$1,330
S$190 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 S$1,424
S$1,424
S$203 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Destination Southern Highlands
Melross - The Rye House - has swimming pool
Sleeps 10 · 5 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
YASAR FARMSTAY Marshall View Farmhouse
Sleeps 17 · 7 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
York Cottage. A Country Retreat, Close to Bowral
Sleeps 10 · 5 bedrooms · 2 bathrooms
8.48.4 out of 10
Very goodvery good
15 reviews(15 reviews)
Greenview Bowral Southern Highlands
Sleeps 24 · 9 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
91 reviews(91 reviews)
Coachwood Cottage —Stay 3, Pay 2!
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Secluded Country Home
Sleeps 10 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value