Holiday rentals near Southern Highland Wines
We found 533 holiday rentals — enter your dates for availability
If you'd like to stay close to Southern Highland Wines, scroll through and discover holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the amenities that you expect and more, which might include Wi-Fi and a hot tub. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Southern Highland Wines
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$1,832
S$1,832
S$262 per night
includes taxes & fees
Image gallery for Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.
1010 out of 10 rating
Exceptional
(206 reviews)
Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.
Kangaroo Valley, NSW
8% off
Price is S$10,838
S$10,838
S$1,548 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$1,877
S$1,877
S$268 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$5,076
S$5,076
S$725 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$2,744
S$2,744
S$392 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$2,184
S$2,184
S$312 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$1,252
S$1,252
S$179 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$3,435
S$3,435
S$491 per night
includes taxes & fees
Image gallery for Elysium Cottage - A Cosy Retreat with Water Views
1010 out of 10 rating
Exceptional
(36 reviews)
Elysium Cottage - A Cosy Retreat with Water Views
Fitzroy Falls, NSW
9% off
Price is S$1,763
S$1,763
S$252 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$2,326
S$2,326
S$332 per night
includes taxes & fees
Image gallery for Historic homestead on 60 acres, private golf course, Sleeps 40+
1010 out of 10 rating
Exceptional
(5 reviews)
Historic homestead on 60 acres, private golf course, Sleeps 40+
Penrose, NSW
13% off
Price is S$22,232
S$22,232
S$3,176 per night
includes taxes & fees
Image gallery for Misty Pines 8 - A Relaxing Country Escape
1010 out of 10 rating
Exceptional
(25 reviews)
Misty Pines 8 - A Relaxing Country Escape
Mittagong, NSW
9% off
Price is S$3,352
S$3,352
S$479 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$4,110
S$4,110
S$587 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$3,248
S$3,248
S$464 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$3,938
S$3,938
S$563 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$7,353
S$7,353
S$1,050 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$8,272
S$8,272
S$1,182 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$2,163
S$2,163
S$309 per night
includes taxes & fees
Image gallery for Jimmy’s ….
1010 out of 10 rating
Exceptional
(41 reviews)
Jimmy’s ….
Kangaroo Valley, NSW
9% off
Price is S$2,225
S$2,225
S$318 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$4,369
S$4,369
S$624 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$3,072
S$3,072
S$439 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$3,492
S$3,492
S$499 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$2,527
S$2,527
S$361 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$1,433
S$1,433
S$205 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Southern Highland Wines
Fentons Run, High Range, Southern Highlands
Sleeps 14 · 7 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Southern Highlands Finest!
Sleeps 14 · 6 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
The Hideaway at Sutton Forest Retreat
Sleeps 20 · 9 bedrooms · 6 bathrooms
8.88.8 out of 10
Excellentexcellent
5 reviews(5 reviews)
Cosy cottage for groups up to 20. Gather under the stars with family and friends
Sleeps 18 · 6 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
58 reviews(58 reviews)
Highlands Escape Moss Vale
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Pindari, Glenquarry, Southern Highlands
Sleeps 16 · 7 bedrooms · 3+ bathrooms
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