Holiday rentals near Destination Southern Highlands
We found 445 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:3 Oct - 10 Oct
Image gallery for Getaway from the city and retreat to our picturesque cozy farm cottage
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Getaway from the city and retreat to our picturesque cozy farm cottage
High Range, NSW
9% off
Price is NZ$2,374
NZ$2,374
NZ$339 per night
includes taxes & fees
Image gallery for Pet Friendly Cottage on 10 fantastic acres
1010 out of 10 rating
Exceptional
(77 reviews)
Pet Friendly Cottage on 10 fantastic acres
Bowral, NSW
9% off
Price is NZ$3,557
NZ$3,557
NZ$508 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$14,698
NZ$14,698
NZ$2,100 per night
includes taxes & fees
Image gallery for Coppin Cottage Country Retreat🦜
9.89.8 out of 10 rating
Exceptional
(117 reviews)
Coppin Cottage Country Retreat🦜
Mittagong, NSW
15% off
Price is NZ$1,573
NZ$1,573
NZ$225 per night
includes taxes & fees
Image gallery for Self Contained Cottage in Bowral with Fireplace
1010 out of 10 rating
Exceptional
(35 reviews)
Self Contained Cottage in Bowral with Fireplace
Bowral, NSW
9% off
Price is NZ$1,887
NZ$1,887
NZ$270 per night
includes taxes & fees
Image gallery for Twin Oaks Cottage - Fitzroy Falls
9.89.8 out of 10 rating
Exceptional
(137 reviews)
Twin Oaks Cottage - Fitzroy Falls
Fitzroy Falls, NSW
13% off
Price is NZ$2,366
NZ$2,366
NZ$338 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 NZ$2,529
NZ$2,529
NZ$361 per night
includes taxes & fees
Image gallery for Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre
1010 out of 10 rating
Exceptional
(8 reviews)
Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre
Exeter, NSW
9% off
Price is NZ$1,654
NZ$1,654
NZ$236 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 NZ$3,011
NZ$3,011
NZ$430 per night
includes taxes & fees
Image gallery for Fabulous Villa in central Bowral, all modern conveniences with fenced yard
9.89.8 out of 10 rating
Exceptional
(166 reviews)
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
Bowral, NSW
9% off
Price is NZ$1,869
NZ$1,869
NZ$267 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 NZ$5,181
NZ$5,181
NZ$740 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 NZ$2,064
NZ$2,064
NZ$295 per night
includes taxes & fees
Image gallery for Luxury 1870's sandstone cottage, 2 bedrooms, 5 star kitchen & bathroom, garden
1010 out of 10 rating
Exceptional
(17 reviews)
Luxury 1870's sandstone cottage, 2 bedrooms, 5 star kitchen & bathroom, garden
Mittagong, NSW
5% off
Price is NZ$2,868
NZ$2,868
NZ$410 per night
includes taxes & fees
Image gallery for Farm Getaway, Southern Highlands, Pet Friendly,Scottish Highland cattle, alpacas
1010 out of 10 rating
Exceptional
(6 reviews)
Farm Getaway, Southern Highlands, Pet Friendly,Scottish Highland cattle, alpacas
High Range, NSW
9% off
Price is NZ$2,717
NZ$2,717
NZ$388 per night
includes taxes & fees
Image gallery for Crabapple Cottage -Lovely self contained cottage on Heritage property
9.89.8 out of 10 rating
Exceptional
(184 reviews)
Crabapple Cottage -Lovely self contained cottage on Heritage property
Bowral, NSW
9% off
Price is NZ$1,826
NZ$1,826
NZ$261 per night
includes taxes & fees
Image gallery for The Carriage House - ask for a discount for 4 or more days
9.69.6 out of 10 rating
Exceptional
(18 reviews)
The Carriage House - ask for a discount for 4 or more days
Bowral, NSW
18% off
Price is NZ$16,103
NZ$16,103
NZ$2,300 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$5,093
NZ$5,093
NZ$728 per night
includes taxes & fees
Image gallery for Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
9.69.6 out of 10 rating
Exceptional
(60 reviews)
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Bowral, NSW
9% off
Price is NZ$2,523
NZ$2,523
NZ$360 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 NZ$3,216
NZ$3,216
NZ$459 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$8,164
NZ$8,164
NZ$1,166 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
8% off
Price is NZ$4,608
NZ$4,608
NZ$658 per night
includes taxes & fees
Image gallery for Stanhope Bowral - Luxury Home with 360 Views
1010 out of 10 rating
Exceptional
(56 reviews)
Stanhope Bowral - Luxury Home with 360 Views
Bowral, NSW
9% off
Price is NZ$13,252
NZ$13,252
NZ$1,893 per night
includes taxes & fees
Image gallery for A great place to stay, relax or smell the Roses and enjoy the Southern Highlands
1010 out of 10 rating
Exceptional
(16 reviews)
A great place to stay, relax or smell the Roses and enjoy the Southern Highlands
Mittagong, NSW
9% off
Price is NZ$2,309
NZ$2,309
NZ$330 per night
includes taxes & fees
Image gallery for *Farm Escape* stunning Southern Highlands Views, Pet Friendly, private
1010 out of 10 rating
Exceptional
(5 reviews)
*Farm Escape* stunning Southern Highlands Views, Pet Friendly, private
High Range, NSW
9% off
Price is NZ$4,743
NZ$4,743
NZ$678 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Destination Southern Highlands
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)
Aylmerton House + Cottage for 14, Southern Highlands
Sleeps 14 · 7 bedrooms · 4 bathrooms
9.29.2 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
Dixieland Estate - Country Retreat with Hot Tub + Games Room
Sleeps 16 · 8 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
20 reviews(20 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)
Top rated rentals - Destination Southern Highlands
Tranquility
1010 out of 10
Exceptionalexceptional
253 reviews(253 reviews)
It was a beautiful place to stay. The owners are lovely to deal with and super helpful and welcoming. Would definitely go back.
Nicholas B.
Stayed May 2025
Short summer stay
1010 out of 10
Exceptionalexceptional
197 reviews(197 reviews)
We were pleasantly surprised to discover this property and the incredible views it provides. Eventhough it was raining and a bit cold for the season, it was very comfortable and the fireplace made quick work of the humidity. The breakfast supplies and little extras were just the cherry on top! Highly recommended!
Daniel M.
Stayed Jan 2025
Location
1010 out of 10
Exceptionalexceptional
116 reviews(116 reviews)
We really enjoyed our stay here. It was nicely located for the walks we did and only a short walk to town and shops.
Gail W.
Stayed Sept 2024
Excellent & comfortable
1010 out of 10
Exceptionalexceptional
169 reviews(169 reviews)
Easy process and everything measured up to expectations. Highly recommend
Andrea L.
Stayed Sept 2022
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