Holiday rentals near Southern Highland Wines
We found 546 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:3 Oct - 10 Oct
Image gallery for Contemporary B&B with Ensuite, Kitchenette and Separate Entrance
9.69.6 out of 10 rating
Exceptional
(35 reviews)
Contemporary B&B with Ensuite, Kitchenette and Separate Entrance
Mittagong, NSW
18% off
Price is AU$1,226
AU$1,226
AU$175 per night
includes taxes & fees
Image gallery for A unique Southern Highlands experience
9.89.8 out of 10 rating
Exceptional
(229 reviews)
A unique Southern Highlands experience
Bowral, NSW
9% off
Price is AU$1,236
AU$1,236
AU$177 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 AU$1,468
AU$1,468
AU$210 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 AU$1,545
AU$1,545
AU$221 per night
includes taxes & fees
Image gallery for A cosy winter's escape to the country for couples.
1010 out of 10 rating
Exceptional
(10 reviews)
A cosy winter's escape to the country for couples.
Robertson, NSW
13% off
Price is AU$1,559
AU$1,559
AU$223 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 AU$1,593
AU$1,593
AU$228 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 AU$1,680
AU$1,680
AU$240 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 AU$1,720
AU$1,720
AU$246 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 AU$1,736
AU$1,736
AU$248 per night
includes taxes & fees
Image gallery for The Bower @ Nanny Goat Hill
9.89.8 out of 10 rating
Exceptional
(18 reviews)
The Bower @ Nanny Goat Hill
Kangaroo Valley, NSW
9% off
Price is AU$1,824
AU$1,824
AU$261 per night
includes taxes & fees
Image gallery for ☘️"KILMEEDY" Take time to smell the roses🌹 in Bowral-Walk to town-Pet friendly.
9.89.8 out of 10 rating
Exceptional
(34 reviews)
☘️"KILMEEDY" Take time to smell the roses🌹 in Bowral-Walk to town-Pet friendly.
Bowral, NSW
32% off
Price is AU$1,825
AU$1,825
AU$261 per night
includes taxes & fees
Image gallery for Unwind at "Woodbury Lodge"
9.89.8 out of 10 rating
Exceptional
(76 reviews)
Unwind at "Woodbury Lodge"
Exeter, NSW
17% off
Price is AU$1,854
AU$1,854
AU$265 per night
includes taxes & fees
Image gallery for Luxury Off-Grid Tiny House in the beautiful Southern Highlands
1010 out of 10 rating
Exceptional
(11 reviews)
Luxury Off-Grid Tiny House in the beautiful Southern Highlands
Joadja, NSW
9% off
Price is AU$1,899
AU$1,899
AU$271 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$1,899
AU$1,899
AU$271 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$1,899
AU$1,899
AU$271 per night
includes taxes & fees
Image gallery for Nanny Goat Hill - a spacious kangaroo valley escape
1010 out of 10 rating
Exceptional
(28 reviews)
Nanny Goat Hill - a spacious kangaroo valley escape
Kangaroo Valley, NSW
8% off
Price is AU$1,965
AU$1,965
AU$281 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 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 AU$2,121
AU$2,121
AU$303 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
14% off
Price is AU$2,174
AU$2,174
AU$311 per night
includes taxes & fees
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 AU$2,181
AU$2,181
AU$312 per night
includes taxes & fees
Image gallery for Martha's Villa - panoramic, peaceful location
1010 out of 10 rating
Exceptional
(59 reviews)
Martha's Villa - panoramic, peaceful location
Kangaroo Valley, NSW
9% off
Price is AU$2,210
AU$2,210
AU$316 per night
includes taxes & fees
Image gallery for Luxurious, Cosy & Relaxed Apartment with Spa
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Luxurious, Cosy & Relaxed Apartment with Spa
Robertson, NSW
9% off
Price is AU$2,235
AU$2,235
AU$319 per night
includes taxes & fees
Image gallery for Country Escape, Southern Highlands, Cottage at 31, Bundanoon, NSW
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Country Escape, Southern Highlands, Cottage at 31, Bundanoon, NSW
Bundanoon, NSW
9% off
Price is AU$2,298
AU$2,298
AU$328 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 AU$2,320
AU$2,320
AU$331 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Southern Highland Wines
Showing deals for: 2 Oct - 5 Oct
Carinya, Berrima, Southern Highlands
Sleeps 12 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
The current price is AU$9,813
AU$9,813
for 3 nights, 1 home
AU$3,271 per night
includes taxes & fees
Aylmerton House + Cottage for 14, Southern Highlands
Sleeps 14 · 7 bedrooms · 4 bathrooms
9.29.2 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
The current price is AU$5,736
AU$5,736
for 3 nights, 1 home
AU$1,912 per night
includes taxes & fees
Banyula Annex - superb contemporary styling and modern amenities
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
The current price is AU$1,500
AU$1,500
for 3 nights, 1 apartment
AU$500 per night
includes taxes & fees
'Bundaleer' - Among the Trees
Sleeps 10 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is AU$2,529
AU$2,529
for 3 nights, 1 home
AU$843 per night
includes taxes & fees
Satinwood — Stay5 Pay 4
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The current price is AU$2,249
AU$2,249
for 3 nights, 1 home
AU$750 per night
includes taxes & fees
Stunning accommodation in a Private Members' Venue in the Southern Highlands
Sleeps 5 · 3 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
3 reviews(3 reviews)
The current price is AU$3,044
AU$3,044
for 3 nights, 1 apartment
AU$1,015 per night
includes taxes & fees
Top rated rentals - Southern Highland Wines
Perfect weekend getaway
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
House and location perfect. We stayed with a group of 6 for 2 nights . The house is beautifully presented, clean and had everything we needed for a comfortable stay along with plenty of firewood to keep us warm! Close to town with some great wineries close by.
Amanda W.
Stayed June 2025
Lovely family weekend
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The hosts were very welcoming and answered queries promptly. The property was clean and spacious with comfortable beds and warm inside, great for a lovely winter weekend family stay. The property was in a quiet area, but within walking distance to the shopping area and well located to explore the surrounding southern highlands area.
Sarah-Jane L.
Stayed June 2025
Great place and location
1010 out of 10
Exceptionalexceptional
167 reviews(167 reviews)
The house was fabulous with a lovely garden, cosy lounge room and comfortable beds. The location is perfect with most things accessible without driving: we rode to the Welby mountain bike trails, walked to Lake Alexandra, went on a hike from the house, walked to cafes, restaurants and the pub. We only drove to go to the bakery and the Mittagong mushroom tunnels. The train station is in walking distance too. Everything was well organised and easy. Adam and Nat we'll be back.
Denise T.
Stayed June 2025
ladies weekend
1010 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
The house is amazing with plenty of room for our 13 ladies. Heaps of beds, great kitchen and living area. Gas fire and AC kept us warm but found the house very cosy without all the heating. Highly recomment
judy b.
Stayed May 2025
Amazing
1010 out of 10
Exceptionalexceptional
191 reviews(191 reviews)
This is my second time staying at this gorgeous house I will be back and so will my adult daughters with their partners Nothing not to like ( maybe a second toilet but that’s a big ask ! )
leonie M.
Stayed May 2025
Wonderful retreat
1010 out of 10
Exceptionalexceptional
205 reviews(205 reviews)
Beautiful home, lots of living space, comfortable beds, close to activities, quiet and relaxing.
Susan B.
Stayed May 2025
Fabulous in every way
1010 out of 10
Exceptionalexceptional
169 reviews(169 reviews)
I can’t rate this place highly enough. We will be back,
Stacey H.
Stayed May 2025
The Perfect Stay
1010 out of 10
Exceptionalexceptional
138 reviews(138 reviews)
Property was amazing for our group of 9. Teen kids loved playing games on the lawn, marshmallows on the campfire. The house catered for everything you need to host a large group. Was super convenient for the town and all the attractions. Dennis was there on arrival to help us with any questions and share recommendations. Amazing stay.
Rob C.
Stayed Apr 2025
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