Holiday rentals near Southern Highland Wines
We found 567 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:15 Aug - 22 Aug
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 NZ$9,808
NZ$9,808
NZ$1,401 per night
includes taxes & fees
Image gallery for Woodlands Holiday Retreat
1010 out of 10 rating
Exceptional
(64 reviews)
Woodlands Holiday Retreat
Woodlands, NSW
9% off
Price is NZ$13,439
NZ$13,439
NZ$1,920 per night
includes taxes & fees
Image gallery for The Grange country retreat, with a birds eye view!
1010 out of 10 rating
Exceptional
(12 reviews)
The Grange country retreat, with a birds eye view!
Mittagong, NSW
8% off
Price is NZ$7,580
NZ$7,580
NZ$1,083 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 NZ$14,795
NZ$14,795
NZ$2,114 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 NZ$3,526
NZ$3,526
NZ$504 per night
includes taxes & fees
Image gallery for Architecturally designed Brand New Hamptons Luxury with lift
1010 out of 10 rating
Exceptional
(15 reviews)
Architecturally designed Brand New Hamptons Luxury with lift
Bowral, NSW
9% off
Price is NZ$15,163
NZ$15,163
NZ$2,166 per night
includes taxes & fees
Image gallery for Charming converted country stable located on a 120 acre horse property
1010 out of 10 rating
Exceptional
(24 reviews)
Charming converted country stable located on a 120 acre horse property
Bowral, NSW
9% off
Price is NZ$3,765
NZ$3,765
NZ$538 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 NZ$5,970
NZ$5,970
NZ$853 per night
includes taxes & fees
Image gallery for Dixieland Estate - Country Retreat with Hot Tub + Games Room
1010 out of 10 rating
Exceptional
(20 reviews)
Dixieland Estate - Country Retreat with Hot Tub + Games Room
Bowral, NSW
13% off
Price is NZ$13,165
NZ$13,165
NZ$1,881 per night
includes taxes & fees
Image gallery for Villa 6 Milton Park situated in the beautiful & historic Milton Park Grounds
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Villa 6 Milton Park situated in the beautiful & historic Milton Park Grounds
Bowral, NSW
9% off
Price is NZ$5,040
NZ$5,040
NZ$720 per night
includes taxes & fees
Image gallery for The Cozy Cottage - private hot tub, breakfast & a bottle of local wine.
1010 out of 10 rating
Exceptional
(5 reviews)
The Cozy Cottage - private hot tub, breakfast & a bottle of local wine.
Mittagong, NSW
18% off
Price is NZ$1,755
NZ$1,755
NZ$251 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 NZ$4,450
NZ$4,450
NZ$636 per night
includes taxes & fees
Image gallery for The Tailor's Terrace Kangaroo valley. Modern spacious home with amazing views.
1010 out of 10 rating
Exceptional
(37 reviews)
The Tailor's Terrace Kangaroo valley. Modern spacious home with amazing views.
Kangaroo Valley, NSW
9% off
Price is NZ$4,291
NZ$4,291
NZ$613 per night
includes taxes & fees
Image gallery for Guesthouse southern highlands sleeps 40 with functions up to 60 in large grounds
1010 out of 10 rating
Exceptional
(19 reviews)
Guesthouse southern highlands sleeps 40 with functions up to 60 in large grounds
Bundanoon, NSW
47% off
Price is NZ$13,607
NZ$13,607
NZ$1,944 per night
includes taxes & fees
Image gallery for The Cottage at Arcadia - Luxurious Country Escape.
1010 out of 10 rating
Exceptional
(21 reviews)
The Cottage at Arcadia - Luxurious Country Escape.
Mittagong, NSW
9% off
Price is NZ$2,530
NZ$2,530
NZ$361 per night
includes taxes & fees
Image gallery for Pet Friendly Cottage on 10 fantastic acres
1010 out of 10 rating
Exceptional
(75 reviews)
Pet Friendly Cottage on 10 fantastic acres
Bowral, NSW
9% off
Price is NZ$3,578
NZ$3,578
NZ$511 per night
includes taxes & fees
Image gallery for Luxury Farm Getaway, stunning Southern Highlands Views
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Luxury Farm Getaway, stunning Southern Highlands Views
High Range, NSW
9% off
Price is NZ$9,145
NZ$9,145
NZ$1,306 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 NZ$5,308
NZ$5,308
NZ$758 per night
includes taxes & fees
Image gallery for Allambie Gums Kangaroo Valley
9.89.8 out of 10 rating
Exceptional
(66 reviews)
Allambie Gums Kangaroo Valley
Kangaroo Valley, NSW
9% off
Price is NZ$1,299
NZ$1,299
NZ$186 per night
includes taxes & fees
Image gallery for A unique Southern Highlands experience
9.89.8 out of 10 rating
Exceptional
(225 reviews)
A unique Southern Highlands experience
Bowral, NSW
9% off
Price is NZ$1,332
NZ$1,332
NZ$190 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 NZ$4,060
NZ$4,060
NZ$580 per night
includes taxes & fees
Image gallery for Belle in Bowral - walk to town
9.89.8 out of 10 rating
Exceptional
(54 reviews)
Belle in Bowral - walk to town
Bowral, NSW
13% off
Price is NZ$3,180
NZ$3,180
NZ$454 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 NZ$5,125
NZ$5,125
NZ$732 per night
includes taxes & fees
Image gallery for Getaway from the city and retreat to our picturesque cozy farm cottage
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Getaway from the city and retreat to our picturesque cozy farm cottage
High Range, NSW
9% off
Price is NZ$2,390
NZ$2,390
NZ$341 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Southern Highland Wines
Southern Highlands Finest!
Sleeps 14 · 6 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
Carinya, Berrima, Southern Highlands
Sleeps 12 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
Villa Luita – luxurious country retreat with an incredible pool house
Sleeps 10 · 5 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Lauretana House & Cottage -Grand Homestead w/ Multiple Entertaining Areas, Pool, Moments from Bowral
Sleeps 12 · 5 bedrooms · 3+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
'Bundaleer' - Among the Trees
Sleeps 10 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
Satinwood - Stay 3 Pay 2
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Top rated rentals - Southern Highland Wines
Short summer stay
1010 out of 10
Exceptionalexceptional
194 reviews(194 reviews)
Excellent & comfortable
1010 out of 10
Exceptionalexceptional
168 reviews(168 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