Southern Highlands Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Southern Highlands vacation rentals

Exterior

1. The Sebel Bowral Heritage Park

The Sebel Bowral Heritage Park
4.0 star property
Bowral
8.8 out of 10, Excellent, (287 reviews)
"The unit was clean and spacious and was close to the city center. It was a perfect stop for my family of 5 during our roadtrip."
United States
lori
The price is CA $202
CA $222 total
includes taxes & fees
Nov 18 - Nov 19
The Sebel Bowral Heritage Park
A wooden cabin with a metal roof, surrounded by lush greenery and flowering plants.

2. A unique Southern Highlands experience

A unique Southern Highlands experience
Bowral
9.8 out of 10, Exceptional, (287 reviews)
"Very cosy for a winter stay"
United States
Patricia L.
The price is CA $183
CA $201 total
includes taxes & fees
Nov 10 - Nov 11
A unique Southern Highlands experience
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, (13 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 $236
CA $255 total
includes taxes & fees
Nov 10 - Nov 11
Burradoo Loft with king size bed. Close to Southern Highlands wineries.
A spacious living room with a large sofa, a dining table with chairs, and a fireplace.

4. Banyula Annex - superb contemporary styling and modern amenities

Banyula Annex - superb contemporary styling and modern amenities
Burradoo
9.6 out of 10, Exceptional, (22 reviews)
"We have stayed here before and love the place!!!!"
Australia
Janelle B.
The price is CA $736
CA $736 total
includes taxes & fees
Nov 12 - Nov 13
Banyula Annex - superb contemporary styling and modern amenities
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 $340
CA $482 total
includes taxes & fees
Nov 24 - Nov 25
Belle in Bowral - walk to town
A spacious living area with a high ceiling, wooden beams, a sofa, armchairs, a coffee table, and a kitchen in the background.

6. Romantic Stone Cottage Overlooking Pond. 5mins to Town

Romantic Stone Cottage Overlooking Pond. 5mins to Town
Burradoo
9.8 out of 10, Exceptional, (8 reviews)
"The cottage was lovely & cosy"
Australia
Louise
The price is CA $601
CA $653 total
includes taxes & fees
Nov 10 - Nov 11
Romantic Stone Cottage Overlooking Pond. 5mins to Town
An outdoor dining area with a wooden table and chairs, surrounded by greenery.

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 $545
CA $545 total
includes taxes & fees
Nov 10 - Nov 11
Saint Eloi - Le studio
A balcony with green cushioned seating, a grill, and a view of neighboring houses.

8. Bluebell – centrally located apartment

Bluebell – centrally located apartment
Bowral
9.2 out of 10, Wonderful, (13 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 $819
CA $819 total
includes taxes & fees
Nov 10 - Nov 11
Bluebell – centrally located apartment
A room with a fireplace, a window, and a view of trees outside.

9. Little Possum Retreat | Spa, Fire, Pet Friendly & Walkable

Little Possum Retreat | Spa, Fire, Pet Friendly & Walkable
Moss Vale
10.0 out of 10, Exceptional, (1 review)
"Super little cottage in Moss Vale. Every little thing needed for both humans and dogs has been carefully considered. Great outdoor dining area with BBQ and firepit, spa and fully fenced garden.Excellent communication and easy access.If in the area we would definitely stay again."
Australia
Angela I.
The price is CA $304
CA $440 total
includes taxes & fees
Nov 10 - Nov 11
Little Possum Retreat | Spa, Fire, Pet Friendly & Walkable
A wooden house with a covered porch, a sliding glass door, and a view of a garden.

10. 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 $404
CA $404 total
includes taxes & fees
Dec 9 - Dec 10
Centennial View Apartment – stylish comfort and stunning scenery for the perfect holiday escape
A modern living room with a grey sofa, patterned armchair, and a coffee table.

11. Time2Reflect - the most relaxing Bowral getaway!

Time2Reflect - the most relaxing Bowral getaway!
Bowral
The price is CA $334
CA $683 total
includes taxes & fees
Nov 10 - Nov 11
Time2Reflect - the most relaxing Bowral getaway!
A porch with wicker furniture, including a swing chair and a bench, and a sign for 'SAXONVALE QUARTER HORSES'.

12. Spacious private Idaho, close to wineries, waterfalls, walks and wedding venues

Spacious private Idaho, close to wineries, waterfalls, walks and wedding venues
Moss Vale
The price is CA $223
CA $240 total
includes taxes & fees
Nov 10 - Nov 11
Spacious private Idaho, close to wineries, waterfalls, walks and wedding venues
A modern kitchen with white cabinets, a stainless steel refrigerator, and a wooden island with stools.

13. Wedding central. Close to caves, canyons, winery's, waterfalls & vineyards

Wedding central. Close to caves, canyons, winery's, waterfalls & vineyards
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 $344
CA $438 total
includes taxes & fees
Nov 10 - Nov 11
Wedding central. Close to caves, canyons, winery's, waterfalls & vineyards
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.

14. 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 $480
CA $711 total
includes taxes & fees
Nov 10 - Nov 11
Family, Pet & EV Friendly Home in Bowral Centre
A dining table set with white plates, glasses, and a vase with green leaves.

15. 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 $725
CA $725 total
includes taxes & fees
Nov 17 - Nov 18
8 on Clarence - perfectly located in the centre of town
A wicker tray with breakfast items on a bed, including a cup, a glass of orange juice, and some pastries.

16. Blue Hen – A charming and central cottage

Blue Hen – A charming and central cottage
Mittagong
8.0 out of 10, Very good, (4 reviews)
"One of the cleanest place "
Australia
Vladyslav
The price is CA $686
CA $686 total
includes taxes & fees
Nov 30 - Dec 1
Blue Hen – A charming and central cottage
Terrace/patio

17. 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 $338
CA $459 total
includes taxes & fees
Nov 10 - Nov 11
Craftsman Stone and Wood Cottage. Family Farm Stay at MaddOx Farm in Burrawang
A garden with a stone pathway, various shrubs, and trees.

18. 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 $175
CA $364 total
includes taxes & fees
Nov 12 - Nov 13
French Boutique The Loft Apartment @Chapmans+Pets+B'fast
A wall-mounted hat rack with two hats and a woven basket.

19. Designer Guesthouse

Designer Guesthouse
Berrima
The price is CA $306
CA $438 total
includes taxes & fees
Nov 10 - Nov 11
Designer Guesthouse
A bedroom with a bed, bedside tables, a wardrobe, and a sliding glass door leading to an outdoor area.

20. The Willows Circa 1917 | Historic Bowral Cottage

The Willows Circa 1917 | Historic Bowral Cottage
Bowral
The price is CA $244
CA $584 total
includes taxes & fees
Nov 10 - Nov 11
The Willows Circa 1917 | Historic Bowral Cottage
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

A bedroom with a wooden bed, a window, and a view of greenery.
The Laurels B&B Kangaroo Valley

The Laurels B&B Kangaroo Valley

The Laurels B&B Kangaroo Valley
Barrengarry

10/10 Excellent

This was our first time to Kangaroo Valley and the highlight of our visit to Australia. The charm, character and hospitality above any Bed and Breakfast I’ve ever experienced. Our hosts were so warm and genuine. Their suggestions for where to visit made our visit equally as special.Our room was beautifully appointed as was the entire property. Breakfast was Exquisite. A 10/10 experience and would recommend without question. The Best ! Thank you!
Canada
Michele
Reviewed October 22, 2025
The Laurels B&B Kangaroo Valley

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 $174 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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