Holiday rentals near Southern Highland Wines
We found 561 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:18 Jul - 25 Jul
Image gallery for Woodlands Holiday Retreat
1010 out of 10 rating
Exceptional
(64 reviews)
Woodlands Holiday Retreat
Woodlands, NSW
9% off
Price is NZ$13,338
NZ$13,338
NZ$1,905 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$1,742
NZ$1,742
NZ$249 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
(23 reviews)
Charming converted country stable located on a 120 acre horse property
Bowral, NSW
9% off
Price is NZ$3,737
NZ$3,737
NZ$534 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
13% off
Price is NZ$2,648
NZ$2,648
NZ$378 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$15,049
NZ$15,049
NZ$2,150 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
(27 reviews)
Villa 6 Milton Park situated in the beautiful & historic Milton Park Grounds
Bowral, NSW
9% off
Price is NZ$5,002
NZ$5,002
NZ$715 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$4,722
NZ$4,722
NZ$675 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$12,773
NZ$12,773
NZ$1,825 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$13,066
NZ$13,066
NZ$1,867 per night
includes taxes & fees
Image gallery for Belle in Bowral - walk to town
9.89.8 out of 10 rating
Exceptional
(53 reviews)
Belle in Bowral - walk to town
Bowral, NSW
13% off
Price is NZ$3,156
NZ$3,156
NZ$451 per night
includes taxes & fees
Image gallery for Secluded Country Home
1010 out of 10 rating
Exceptional
(17 reviews)
Secluded Country Home
Kangaroo Valley, NSW
14% off
Price is NZ$6,263
NZ$6,263
NZ$895 per night
includes taxes & fees
Image gallery for Self Contained Cottage in Bowral with Fireplace
1010 out of 10 rating
Exceptional
(32 reviews)
Self Contained Cottage in Bowral with Fireplace
Bowral, NSW
9% off
Price is NZ$1,885
NZ$1,885
NZ$269 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$1,289
NZ$1,289
NZ$184 per night
includes taxes & fees
Image gallery for Melross - The Rye House - has swimming pool
9.69.6 out of 10 rating
Exceptional
(63 reviews)
Melross - The Rye House - has swimming pool
Barrengarry, NSW
9% off
Price is NZ$6,111
NZ$6,111
NZ$873 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$5,126
NZ$5,126
NZ$732 per night
includes taxes & fees
Image gallery for The Tailor's Cottage, Kangaroo Valley
9.89.8 out of 10 rating
Exceptional
(71 reviews)
The Tailor's Cottage, Kangaroo Valley
Kangaroo Valley, NSW
17% off
Price is NZ$2,206
NZ$2,206
NZ$315 per night
includes taxes & fees
Image gallery for Lake David Luxury Lake House set on 44 acres - Sleeps 18
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Lake David Luxury Lake House set on 44 acres - Sleeps 18
Kangaroo Valley, NSW
5% off
Price is NZ$22,950
NZ$22,950
NZ$3,279 per night
includes taxes & fees
Image gallery for A unique Southern Highlands experience
9.89.8 out of 10 rating
Exceptional
(222 reviews)
A unique Southern Highlands experience
Bowral, NSW
9% off
Price is NZ$1,322
NZ$1,322
NZ$189 per night
includes taxes & fees
Image gallery for Cosy cottage for groups up to 20. Gather under the stars with family and friends
1010 out of 10 rating
Exceptional
(57 reviews)
Cosy cottage for groups up to 20. Gather under the stars with family and friends
Penrose, NSW
9% off
Price is NZ$12,814
NZ$12,814
NZ$1,831 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$4,601
NZ$4,601
NZ$657 per night
includes taxes & fees
Image gallery for Quarry Hill Cottage, 1 minute walk into Berrima.
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Quarry Hill Cottage, 1 minute walk into Berrima.
Bowral, NSW
9% off
Price is NZ$3,562
NZ$3,562
NZ$509 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$2,511
NZ$2,511
NZ$359 per night
includes taxes & fees
Image gallery for OLD BAKERY GUEST HOUSE / THE BIG PART
1010 out of 10 rating
Exceptional
(13 reviews)
OLD BAKERY GUEST HOUSE / THE BIG PART
Robertson, NSW
9% off
Price is NZ$3,212
NZ$3,212
NZ$459 per night
includes taxes & fees
Image gallery for 5 star couples hideaway in the country, enjoy privacy and space - w hot tub
1010 out of 10 rating
Exceptional
(9 reviews)
5 star couples hideaway in the country, enjoy privacy and space - w hot tub
Penrose, NSW
9% off
Price is NZ$3,888
NZ$3,888
NZ$555 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Southern Highland Wines
Carinya, Berrima, Southern Highlands
Sleeps 12 · 5 bedrooms · 4+ bathrooms
Marloo – beautifully styled & well finished home
Sleeps 8 · 4 bedrooms · 2 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
Ben Huon Manor Luxury House for 10 - Robertson NSW - Magnificent Gardens & Views
Sleeps 10 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Blackwood Manor Retreat - unforgettable moments for large families or groups.
Sleeps 26 · 11 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Modern, Iconic Million Dollar Views
Sleeps 11 · 7 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Top rated rentals - Southern Highland Wines
Short summer stay
1010 out of 10
Exceptionalexceptional
191 reviews(191 reviews)
Excellent & comfortable
1010 out of 10
Exceptionalexceptional
167 reviews(167 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