Holiday rentals near Southern Highland Wines
We found 545 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:26 Sept - 3 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$2,368
NZ$2,368
NZ$338 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$3,547
NZ$3,547
NZ$507 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
5% off
Price is NZ$1,703
NZ$1,703
NZ$243 per night
includes taxes & fees
Image gallery for Coppin Cottage Country Retreat🦜
9.89.8 out of 10 rating
Exceptional
(115 reviews)
Coppin Cottage Country Retreat🦜
Mittagong, NSW
15% off
Price is NZ$1,568
NZ$1,568
NZ$224 per night
includes taxes & fees
Image gallery for Lake David Luxury Lakehouse-"Winter Special" stay 2 nights get 3rd Night 50% Off
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Lake David Luxury Lakehouse-"Winter Special" stay 2 nights get 3rd Night 50% Off
Kangaroo Valley, NSW
5% off
Price is NZ$22,919
NZ$22,919
NZ$3,274 per night
includes taxes & fees
Image gallery for Quarry Hill Cottage, 1 minute walk into Berrima.
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Quarry Hill Cottage, 1 minute walk into Berrima.
Bowral, NSW
9% off
Price is NZ$3,556
NZ$3,556
NZ$508 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$2,860
NZ$2,860
NZ$409 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$4,747
NZ$4,747
NZ$678 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$3,003
NZ$3,003
NZ$429 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$5,079
NZ$5,079
NZ$726 per night
includes taxes & fees
Image gallery for Expansive Hamptons home on acreage, with pool, spa, gym, tennis court & views.
1010 out of 10 rating
Exceptional
(35 reviews)
Expansive Hamptons home on acreage, with pool, spa, gym, tennis court & views.
Kangaloon, NSW
9% off
Price is NZ$24,797
NZ$24,797
NZ$3,542 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$1,789
NZ$1,789
NZ$256 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$2,709
NZ$2,709
NZ$387 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$2,360
NZ$2,360
NZ$337 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$13,215
NZ$13,215
NZ$1,888 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$2,302
NZ$2,302
NZ$329 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$1,932
NZ$1,932
NZ$276 per night
includes taxes & fees
Image gallery for Cosy country stay in beautiful Berrima.
1010 out of 10 rating
Exceptional
(5 reviews)
Cosy country stay in beautiful Berrima.
Bowral, NSW
8% off
Price is NZ$5,131
NZ$5,131
NZ$733 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$4,595
NZ$4,595
NZ$656 per night
includes taxes & fees
Image gallery for Elysium Cottage - A Cosy Retreat with Water Views
1010 out of 10 rating
Exceptional
(33 reviews)
Elysium Cottage - A Cosy Retreat with Water Views
Fitzroy Falls, NSW
9% off
Price is NZ$2,279
NZ$2,279
NZ$326 per night
includes taxes & fees
Image gallery for Lark Cottage - relaxing retreat
9.69.6 out of 10 rating
Exceptional
(52 reviews)
Lark Cottage - relaxing retreat
Burrawang, NSW
16% off
Price is NZ$2,512
NZ$2,512
NZ$359 per night
includes taxes & fees
Image gallery for OLD BAKERY GUEST HOUSE
1010 out of 10 rating
Exceptional
(21 reviews)
OLD BAKERY GUEST HOUSE
Robertson, NSW
8% off
Price is NZ$1,625
NZ$1,625
NZ$232 per night
includes taxes & fees
Image gallery for The Lair, Kangaroo Valley. Luxurious retreat with stunning Valley views
1010 out of 10 rating
Exceptional
(28 reviews)
The Lair, Kangaroo Valley. Luxurious retreat with stunning Valley views
Kangaroo Valley, NSW
9% off
Price is NZ$7,259
NZ$7,259
NZ$1,037 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$4,730
NZ$4,730
NZ$676 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: 26 Sept - 29 Sept
Carinya, Berrima, Southern Highlands
Sleeps 12 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
The current price is NZ$10,581
NZ$10,581
for 3 nights, 1 home
NZ$3,527 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 NZ$6,185
NZ$6,185
for 3 nights, 1 home
NZ$2,062 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 NZ$3,010
NZ$3,010
for 3 nights, 1 home
NZ$1,003 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 NZ$2,371
NZ$2,371
for 3 nights, 1 home
NZ$790 per night
includes taxes & fees
Ben Huon Manor Luxury House for 10 - Robertson NSW - Magnificent Gardens & Views
Sleeps 10 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The current price is NZ$4,149
NZ$4,149
for 3 nights, 1 home
NZ$1,383 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 NZ$2,661
NZ$2,661
for 3 nights, 1 apartment
NZ$887 per night
includes taxes & fees
Top rated rentals - Southern Highland Wines
Tranquility
1010 out of 10
Exceptionalexceptional
253 reviews(253 reviews)
Short summer stay
1010 out of 10
Exceptionalexceptional
196 reviews(196 reviews)
Excellent & comfortable
1010 out of 10
Exceptionalexceptional
169 reviews(169 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