A golf course with a pond, trees, and distant mountains.

Southern Highlands Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Southern Highlands vacation homes

A modern living room with a grey sofa, a dining area, and a kitchen with stainless steel appliances.

1. Belle in Bowral - walk to town

Belle in Bowral - walk to town
Bowral
9.8 out of 10, Exceptional, (75 reviews)
"Overall best place of this type i have ever stayed at. "
Australia
PETER B.
The price is CA $296
CA $453 total
includes taxes & fees
Oct 19 - Oct 20
Belle in Bowral - walk to town
A modern kitchen with white cabinets, a stainless steel refrigerator, and a wooden island with stools.

2. Wedding central. Close to caves, canyons, winery's, waterfalls & exciting venues

Wedding central. Close to caves, canyons, winery's, waterfalls & exciting venues
Moss Vale
9.4 out of 10, Exceptional, (3 reviews)
"Beautifully appointed- had everything one would need. The best stay. We enjoyed the time and will certainly book again. "
Australia
Heather R.
The price is CA $322
CA $432 total
includes taxes & fees
Oct 25 - Oct 26
Wedding central. Close to caves, canyons, winery's, waterfalls & exciting venues
A garden with dense shrubbery and pink flowers.

3. Misty farm in the mist in the hills among the wild life and the stars at night

Misty farm in the mist in the hills among the wild life and the stars at night
Robertson
9.0 out of 10, Wonderful, (7 reviews)
"Bruce was very helpful in every way, the barbecue was amazing and the rooms were very clean! Would stay again."
Australia
Naratorn
The price is CA $268
CA $387 total
includes taxes & fees
Sep 26 - Sep 27
Misty farm in the mist in the hills among the wild life and the stars at night
A spacious living area with a high ceiling, wooden beams, and a large window.

4. 'Highgate' - As featured on the Cover of Highlife Magazine. World Class Highlands living.

'Highgate' - As featured on the Cover of Highlife Magazine. World Class Highlands living.
Bowral
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful and cozy. We enjoyed our stay."
Australia
Francesca G.
The price is CA $319
CA $1,153 total
includes taxes & fees
Sep 30 - Oct 1
'Highgate' - As featured on the Cover of Highlife Magazine. World Class Highlands living.
A table with a bottle of wine, a glass, and a wooden board with grapes and cheese on a balcony with a view of trees and hills.

5. Family, Pet & EV Friendly Home in Bowral Centre

Family, Pet & EV Friendly Home in Bowral Centre
Bowral
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic location with a wonderful view. Very spacious bedrooms and the property had all the amenities required for a wonderful stay. Host was very responsive and able to assist with all my enquiries. "
Australia
Luisa S.
The price is CA $392
CA $645 total
includes taxes & fees
Oct 19 - Oct 20
Family, Pet & EV Friendly Home in Bowral Centre
A two-story house with a blue roof, a front porch with columns, and a driveway leading to a garage.

6. Stately Bowral Designer Home

Stately Bowral Designer Home
Bowral
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful home in lovely quiet area of Bowral, minutes from shops, parks and local walks. "
Australia
Wayne H.
The price is CA $383
CA $657 total
includes taxes & fees
Sep 27 - Sep 28
Stately Bowral Designer Home

7. Bundanoon Garden Retreat, Stay at the bottom of the garden in Bundanoon.

Bundanoon Garden Retreat, Stay at the bottom of the garden in Bundanoon.
Bundanoon
9.4 out of 10, Exceptional, (3 reviews)
"Gorgeous little cottage. Very comfy, excellent amenities. Very quiet."
Australia
Joseph Z.
The price is CA $291
CA $291 total
includes taxes & fees
Sep 27 - Sep 28
Bundanoon Garden Retreat, Stay at the bottom of the garden in Bundanoon.
A house with a gravel pathway leading to a door, surrounded by greenery and a small table with chairs.

8. Saint Eloi - le jardin

Saint Eloi - le jardin
Burradoo
9.6 out of 10, Exceptional, (11 reviews)
"The property was lovely and provided great amenities so that we could relax and enjoy a break from the city. "
Australia
Cathy O.
The price is CA $715
CA $715 total
includes taxes & fees
Sep 28 - Sep 29
Saint Eloi - le jardin
A conservatory with wicker furniture, hanging planters, and a view of greenery outside.

9. Arafel Park - Southern Highlands

Arafel Park - Southern Highlands
Burradoo
9.8 out of 10, Exceptional, (43 reviews)
"This place is perfect for a special getaway with family or friends. The grounds are truly stunning and during our stay there were abundant roses flowering everywhere!"
Australia
Michelle J.
The price is CA $1,145
CA $1,245 total
includes taxes & fees
Oct 12 - Oct 13
Arafel Park - Southern Highlands
A balcony with green cushioned seating, a grill, and a view of neighboring houses.

10. Bluebell – centrally located apartment

Bluebell – centrally located apartment
Bowral
9.0 out of 10, Wonderful, (11 reviews)
"The apartment is well equipped and the soft furnishings make it a very comfortable stay. The location is ideal for a short walk or drive into the main shopping precinct and the fabulous eateries on offer in Bowral. Tee property managers are very responsive and easy to deal with. Highly recommend Bluebell for a restful stay in Bowral!"
Australia
Bron K.
The price is CA $836
CA $836 total
includes taxes & fees
Oct 26 - Oct 27
Bluebell – centrally located apartment
An outdoor patio with a table and chairs, a pergola with lights, and a barbecue grill.

11. Mirambeena - Welcoming retreat in Berrima with gardens, firepit & easy family comfort

Mirambeena - Welcoming retreat in Berrima with gardens, firepit & easy family comfort
Berrima
The price is CA $1,252
CA $1,252 total
includes taxes & fees
Sep 29 - Sep 30
Mirambeena - Welcoming retreat in Berrima with gardens, firepit & easy family comfort
A two-story building with a balcony, surrounded by well-manicured hedges and tall trees.

12. Windermere – stunning and garden setting

Windermere – stunning and garden setting
Burradoo
10.0 out of 10, Exceptional, (22 reviews)
"This property was beautiful inside and out. The finishes and furnishings are superior. Kept in immaculate condition."
Australia
Susan G.
The price is CA $1,340
CA $1,340 total
includes taxes & fees
Sep 29 - Sep 30
Windermere – stunning and garden setting
A modern building with a balcony, surrounded by well-maintained hedges and tall trees.

13. Albert Fields - stylish family-friendly retreat in the Southern Highlands

Albert Fields - stylish family-friendly retreat in the Southern Highlands
Bowral
10.0 out of 10, Exceptional, (1 review)
The price is CA $1,185
CA $1,185 total
includes taxes & fees
Oct 21 - Oct 22
Albert Fields - stylish family-friendly retreat in the Southern Highlands
A cozy living room with a leather armchair, a coffee table with snacks, and a view of a brick fireplace through a glass door.

14. Southrose Cottage – a secret garden

Southrose Cottage – a secret garden
Moss Vale
7.2 out of 10, Good, (5 reviews)
"Great location a lovely clean and spacious house with everything we needed to make our stay memorable."
Australia
Natasha G.
The price is CA $1,349
CA $1,349 total
includes taxes & fees
Sep 28 - Sep 29
Southrose Cottage – a secret garden

15. Pet-Friendly Highlands Home with Fireplace

Pet-Friendly Highlands Home with Fireplace
Bundanoon
10.0 out of 10, Exceptional, (2 reviews)
"Lovely bathrooms, a great wood heater all round very comfortable."
Australia
Kel S.
The price is CA $337
CA $686 total
includes taxes & fees
Oct 25 - Oct 26
Pet-Friendly Highlands Home with Fireplace
A covered patio with a grill, a dining table with chairs, and a small shed.

16. The Foldgarth – late Victorian era farmhouse

The Foldgarth – late Victorian era farmhouse
Burradoo
8.0 out of 10, Very good, (5 reviews)
"The house was great for our family getaway everything you needed was there plenty of room and luckily we had great weather and could use the pool "
Australia
Julianne H.
The price is CA $1,402
CA $1,402 total
includes taxes & fees
Sep 28 - Sep 29
The Foldgarth – late Victorian era farmhouse
A wooden deck with potted plants, a white railing, and a house with dark siding and white trim.

17. Amber Cottage - country cottage

Amber Cottage - country cottage
Bowral
10.0 out of 10, Exceptional, (57 reviews)
"Was a great location and overall the facilities were great."
Australia
Brian F.
The price is CA $1,429
CA $1,429 total
includes taxes & fees
Oct 14 - Oct 15
Amber Cottage - country cottage
A spacious living room with a large sofa, a coffee table, and a TV. There are large windows and a balcony with outdoor furniture.

18. Arcadia Cottage - spacious, stylish Highlands stay for families and groups near Bowral

Arcadia Cottage - spacious, stylish Highlands stay for families and groups near Bowral
Bowral
The price is CA $1,301
CA $1,301 total
includes taxes & fees
Oct 26 - Oct 27
Arcadia Cottage - spacious, stylish Highlands stay for families and groups near Bowral
A dining area with a wooden table set for six, surrounded by dark blue chairs.

19. Kookaburra Cottage – cosy and comfortable Highlands retreat

Kookaburra Cottage – cosy and comfortable Highlands retreat
Bowral
7.0 out of 10, Good, (2 reviews)
"The property was very cold on arrival which was a bit off putting . The dried /artificial flowers everywhere were totally unnecessary and actually left you feeling that it was all a bit soulless. Beds were clean and comfortable,but over all it was a bit disappointed"
Australia
Julie G.
The price is CA $1,100
CA $1,100 total
includes taxes & fees
Sep 28 - Sep 29
Kookaburra Cottage – cosy and comfortable Highlands retreat
A modern kitchen with white cabinetry, a central island, and a dining area with a wooden table and white chairs.

20. The Bunkhouse - quality, contemporary home

The Bunkhouse - quality, contemporary home
Exeter
8.8 out of 10, Excellent, (3 reviews)
"This was ideal for our weekend stay with friends, the house is beautiful, very clean, comfy beds, perfect. We would definitely stay there again. Thanks again."
Australia
Sandra C.
The price is CA $837
CA $837 total
includes taxes & fees
Oct 7 - Oct 8
The Bunkhouse - quality, contemporary home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southern Highlands Hotel Reviews

Sage Hotel Wollongong

Sage Hotel Wollongong

10/10 Excellent
"Every clean love to go back"
Michael 3-night trip
Posted 2 hours ago
Sage Hotel Wollongong

Find out more about Southern Highlands

Southern Highlands Vacation Homes information

Number of reviews
266
Accommodation
867 Vacation Homes
Lowest Price
CA $291
Highest Price
CA $1,429

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