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 rentals

A wooden cabin with a metal roof, surrounded by lush greenery and flowering plants.

1. A unique Southern Highlands experience

A unique Southern Highlands experience
Bowral
9.8 out of 10, Exceptional, (281 reviews)
"Very cosy for a winter stay"
United States
Patricia L.
The price is CA $173
CA $202 total
includes taxes & fees
Oct 6 - Oct 7
A unique Southern Highlands experience

2. The Sebel Bowral Heritage Park

The Sebel Bowral Heritage Park
4.0 star property
Bowral
8.8 out of 10, Excellent, (286 reviews)
"Large one bedroom apartment a short drive to town. I was impressed that the sofa bed was made up for the third person without me having to request this."
Australia
Deborah
The price is CA $256
CA $282 total
includes taxes & fees
Oct 20 - Oct 21
The Sebel Bowral Heritage Park
A two-story building with a green roof, surrounded by a well-maintained lawn and flowering plants.

3. Burradoo Loft with king size bed. Close to Southern Highlands wineries.

Burradoo Loft with king size bed. Close to Southern Highlands wineries.
Burradoo
10.0 out of 10, Exceptional, (12 reviews)
"We had a lovely stay, it was cozy and the beds comfortable. It was close to town and we were able to easily get to lots of great places to eat. The included breakfast, fruit and choccies were all appreciated."
United States
vanessa k.
The price is CA $219
CA $249 total
includes taxes & fees
Oct 5 - Oct 6
Burradoo Loft with king size bed. Close to Southern Highlands wineries.
A garden with a stone pathway, various shrubs, and trees.

4. French Boutique The Loft Apartment @Chapmans+Pets+B'fast

French Boutique The Loft Apartment @Chapmans+Pets+B'fast
Moss Vale
8.6 out of 10, Excellent, (8 reviews)
"Place was very clean, comfortable and had all the amenities you need. We were in the "loft" upstairs with the downstairs and upstairs areas considered separate listings however the hallways could still be accessible by anyone staying downstairs that should be considered when booking."
Australia
Stuart D.
The price is CA $178
CA $391 total
includes taxes & fees
Oct 15 - Oct 16
French Boutique The Loft Apartment @Chapmans+Pets+B'fast
A modern living room with a grey sofa, a dining area, and a kitchen with stainless steel appliances.

5. 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 $449 total
includes taxes & fees
Oct 14 - Oct 15
Belle in Bowral - walk to town
A wooden console table with a book titled 'RALPH LAUREN,' a candle holder, and a basket with magazines.

6. Designer Guesthouse

Designer Guesthouse
Berrima
The price is CA $312
CA $467 total
includes taxes & fees
Oct 5 - Oct 6
Designer Guesthouse
A bedroom with a bed, a dresser, a television, and a cabinet.

7. Saint Eloi - Le studio

Saint Eloi - Le studio
Bowral
8.8 out of 10, Excellent, (19 reviews)
"Was as the photos suggested Hosts were great and on site but out of sight Close to town Warm and cosy Great for a couples weekend away "
Australia
Bryn
The price is CA $556
CA $556 total
includes taxes & fees
Sep 30 - Oct 1
Saint Eloi - Le studio
A modern kitchen with white cabinets, a stainless steel refrigerator, and a wooden island with stools.

8. 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.

9. 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 field of purple flowers with trees in the background.

10. Misty farm possum cottage surrounding farmland

Misty farm possum cottage surrounding farmland
Robertson
10.0 out of 10, Exceptional, (2 reviews)
"We very much enjoyed sitting under the stars next to the fire"
Australia
Adrian B.
The price is CA $268
CA $398 total
includes taxes & fees
Sep 26 - Sep 27
Misty farm possum cottage surrounding farmland
A modern kitchen with wooden cabinets, a central island with bar stools, and a laptop on a table.

11. Violet's cottage

Violet's cottage
Bowral
9.0 out of 10, Wonderful, (2 reviews)
"What a gem—Noah’s charming little cottage is beautifully furnished and impeccably maintained, with all the modern comforts.Can't wait to be back !"
Australia
Bruce V.
The price is CA $386
CA $442 total
includes taxes & fees
Sep 28 - Sep 29
Violet's cottage

12. Craftsman Stone and Wood Cottage. Family Farm Stay at MaddOx Farm in Burrawang

Craftsman Stone and Wood Cottage. Family Farm Stay at MaddOx Farm in Burrawang
Burrawang
10.0 out of 10, Exceptional, (12 reviews)
"Amazing place, a wonderful experience to rest and recover."
Australia
Anna R.
The price is CA $345
CA $469 total
includes taxes & fees
Oct 19 - Oct 20
Craftsman Stone and Wood Cottage. Family Farm Stay at MaddOx Farm in Burrawang
A covered outdoor seating area with a wooden bench, a table with bowls and a candle, and a clock on the wall.

13. Highland Heart Cottage, Newly Renovated, Spacious & Family Friendly

Highland Heart Cottage, Newly Renovated, Spacious & Family Friendly
Bowral
10.0 out of 10, Exceptional, (4 reviews)
"Beautifully presented accommodation. Had everything you need for a comfortable stay. Would definitely stay again."
Australia
Deborah C.
Highland Heart Cottage, Newly Renovated, Spacious & Family Friendly
A spacious living area with a high ceiling, wooden beams, and a large window.

14. '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 spacious living room with a large sofa, a dining table with chairs, and a fireplace.

15. Banyula Annex - superb contemporary styling and modern amenities

Banyula Annex - superb contemporary styling and modern amenities
Burradoo
9.6 out of 10, Exceptional, (20 reviews)
"We have stayed here before and love the place!!!!"
Australia
Janelle B.
The price is CA $750
CA $750 total
includes taxes & fees
Oct 26 - Oct 27
Banyula Annex - superb contemporary styling and modern amenities
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.

16. 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

17. 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 two-story house with a blue roof, a front porch with columns, and a driveway leading to a garage.

18. 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
A wooden house with a covered porch, a sliding glass door, and a view of a garden.

19. Centennial View Apartment – stylish comfort and stunning scenery for the perfect holiday escape

Centennial View Apartment – stylish comfort and stunning scenery for the perfect holiday escape
Bowral
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful accommodation. Beautiful location and very peaceful. The host Susan was very friendly and welcoming. I would definitely stay here again."
Australia
Liz B.
The price is CA $430
CA $430 total
includes taxes & fees
Oct 14 - Oct 15
Centennial View Apartment – stylish comfort and stunning scenery for the perfect holiday escape
A dining table set with white plates, glasses, and a vase with green leaves.

20. 8 on Clarence - perfectly located in the centre of town

8 on Clarence - perfectly located in the centre of town
Moss Vale
9.4 out of 10, Exceptional, (3 reviews)
"Close to restaurants good for kids"
Australia
Robert L.
The price is CA $741
CA $741 total
includes taxes & fees
Oct 19 - Oct 20
8 on Clarence - perfectly located in the centre of town
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 4 hours ago
Sage Hotel Wollongong

Find out more about Southern Highlands

Everything you need to know about Southern Highlands vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Highlands vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southern Highlands vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southern Highlands vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southern Highlands. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southern Highlands vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southern Highlands vacation rentals we have selected for you start as low as CA $186 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southern Highlands rentals

At Expedia, we put the best Southern Highlands vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southern Highlands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southern Highlands vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southern Highlands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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