Southern Highlands Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Southern Highlands

Property grounds
A unique Southern Highlands experience

A unique Southern Highlands experience

Bowral
9.8 out of 10, Exceptional, (246)
"Enjoyed the stay greatly, thanks for such a pleasant place"
Australia
James L.
$135 nightly
The price is $135
Dec 7 - Dec 8
Total with taxes and fees
A unique Southern Highlands experience
Smart TV
Stay and Relax 1 - Promotion snacks on arrival

Stay and Relax 1 - Promotion snacks on arrival

Colo Vale
10.0 out of 10, Exceptional, (3)
"Compact property, great facility, wonderful hosts. Undercover parking. Perfect for our needs over our week long stay!"
Australia
Jeannine H.
$187 nightly
The price is $187
Dec 7 - Dec 8
Total with taxes and fees
Stay and Relax 1 - Promotion snacks on arrival
Property grounds
French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets

French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets

Moss Vale
9.2 out of 10, Wonderful, (5)
"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.
$240 nightly
The price is $240
Dec 8 - Dec 9
Total with taxes and fees
French/Italian Style Boutique The Loft Apartment @Chapmans + Breakfast + Pets
Property grounds
Romantic Stone Cottage Overlooking Pond. 5mins to Town

Romantic Stone Cottage Overlooking Pond. 5mins to Town

Burradoo
9.8 out of 10, Exceptional, (6)
"We all enjoyed the unique charm of The Cottage. The fireplace was appreciated during our chilly winter’s night. The picturesque surrounds and an attentive host capped off a memorable weekend getaway."
Australia
Adam V.
$428 nightly
The price is $428
Dec 7 - Dec 8
Total with taxes and fees
Romantic Stone Cottage Overlooking Pond. 5mins to Town
Outdoor dining
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, (3)
"Highly recommended,few minutes drive into Bowral,and presentation warm and inviting."
Australia
Stephen F.
$162 nightly
The price is $162
Dec 7 - Dec 8
Total with taxes and fees
Burradoo Loft with king size bed. Close to Southern Highlands wineries.
1 bedroom, desk, iron/ironing board, free WiFi
Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre

Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre

Exeter
10.0 out of 10, Exceptional, (10)
"It was so warm and cozy. A great private getaway "
Australia
Trudy C.
$343 nightly
The price is $343
Dec 15 - Dec 16
Total with taxes and fees
Spacious, quiet, private loft studio 7 minutes walk to Exeter village centre
Sauna
Sauna Haus with Scandinavian design

Sauna Haus with Scandinavian design

Bowral
10.0 out of 10, Exceptional, (53)
"A beautiful property in a beautiful setting, perfect for single or couple. "
Australia
Linda
$253 nightly
The price is $253
Dec 7 - Dec 8
Total with taxes and fees
Sauna Haus with Scandinavian design
Property grounds
Misty farm possum cottage surrounding farmland

Misty farm possum cottage surrounding farmland

Robertson
10.0 out of 10, Exceptional, (2)
"We very much enjoyed sitting under the stars next to the fire"
Australia
Adrian B.
$249 nightly
The price is $267
Dec 6 - Dec 7
Total with taxes and fees
Misty farm possum cottage surrounding farmland
Property grounds
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
10.0 out of 10, Exceptional, (3)
"Once you get down the long dirt track, it’s a nice, peaceful location."
Australia
Mark B.
$242 nightly
The price is $260
Dec 6 - Dec 7
Total with taxes and fees
Misty farm in the mist in the hills among the wild life and the stars at night
Living area
Stylish Tiny Home With Fire Pit - Central Moss Vale

Stylish Tiny Home With Fire Pit - Central Moss Vale

Moss Vale
8.0 out of 10, Very Good, (1)
$231 nightly
The price is $231
Dec 7 - Dec 8
Total with taxes and fees
Stylish Tiny Home With Fire Pit - Central Moss Vale
BBQ/picnic area
The Sebel Bowral Heritage Park

The Sebel Bowral Heritage Park

4.0 star property
Bowral
8.8 out of 10, Excellent, (280)
"Very enjoyable stay"
Australia
John
$155 nightly
The price is $170
Dec 16 - Dec 17
Total with taxes and fees
The Sebel Bowral Heritage Park
Terrace/patio
Saint Eloi - Le studio

Saint Eloi - Le studio

Bowral
8.8 out of 10, Excellent, (18)
"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
$305 nightly
The price is $305
Dec 9 - Dec 10
Total with taxes and fees
Saint Eloi - Le studio
Microwave, oven, stovetop, dishwasher
Beautiful 2-bedroom garden cottage in Bowral. Family friendly!

Beautiful 2-bedroom garden cottage in Bowral. Family friendly!

Bowral
10.0 out of 10, Exceptional, (1)
"The place was new, clean, functional and comfortable. Our dog loves the big back garden. We would highly recommend this place! "
United States
Carrie K.
$413 nightly
The price is $413
Dec 8 - Dec 9
Total with taxes and fees
Beautiful 2-bedroom garden cottage in Bowral. Family friendly!
Outdoor dining
Belle in Bowral - walk to town

Belle in Bowral - walk to town

Bowral
9.8 out of 10, Exceptional, (62)
"Ultra convenient, cosy and neat house to stay in. Has everything you need and we had a lovely and memorable time. "
Australia
Laura G.
$260 nightly
The price is $277
Dec 8 - Dec 9
Total with taxes and fees
Belle in Bowral - walk to town
Exterior
Luxurious, Cosy & Relaxed Apartment with Spa

Luxurious, Cosy & Relaxed Apartment with Spa

Robertson
9.2 out of 10, Wonderful, (20)
"Ideal for getting to Robertson, Kiama, Fitzroy Falls. Accommodation was modern, everything you need is there. Wood burning fire was a hit with everyone - thanks Ben for lighting it for our arrival! Hot tub is actually on hosts’ deck (not directly outside the accommodation) so not available to use whenever - that said, they were very accommodating and let us all use it one afternoon. Would happily return! "
Australia
Morag B.
$262 nightly
The price is $262
Dec 15 - Dec 16
Total with taxes and fees
Luxurious, Cosy & Relaxed Apartment with Spa
Smart TV, books, stereo
Family, Pet & EV Friendly Home in Bowral Centre

Family, Pet & EV Friendly Home in Bowral Centre

Bowral
10.0 out of 10, Exceptional, (16)
"We all really enjoyed our day, the listing was very accurate and Ian was fantastic"
Australia
Jess d.
$394 nightly
The price is $394
Dec 7 - Dec 8
Total with taxes and fees
Family, Pet & EV Friendly Home in Bowral Centre
Terrace/patio
Eden Farm – luxurious farmhouse accommodation with an abundance of space and charm

Eden Farm – luxurious farmhouse accommodation with an abundance of space and charm

Exeter
10.0 out of 10, Exceptional, (5)
"Absolutely stunning property, well appointed and beautifully styled."
Australia
Fiona T.
$1,607 nightly
The price is $1,607
Dec 11 - Dec 12
Total with taxes and fees
Eden Farm – luxurious farmhouse accommodation with an abundance of space and charm
Fridge, microwave, oven, stovetop
Rockwall - Pet-Friendly - Fire Pit

Rockwall - Pet-Friendly - Fire Pit

Bundanoon
9.6 out of 10, Exceptional, (29)
"We enjoyed our stay. The house was clean and well appointed and the yard fenced for our little dogs"
Australia
Robyn V.
$464 nightly
The price is $464
Dec 9 - Dec 10
Total with taxes and fees
Rockwall - Pet-Friendly - Fire Pit
Pool
Burrawang House - luxurious, immaculately presented country retreat

Burrawang House - luxurious, immaculately presented country retreat

Burrawang
10.0 out of 10, Exceptional, (1)
"It was so nice to have such an open area to relax in . I loved the kitchen as it was well equipped.I will be rebooking this beautiful place. "
Australia
Sharon R.
$2,335 nightly
The price is $2,335
Dec 8 - Dec 9
Total with taxes and fees
Burrawang House - luxurious, immaculately presented country retreat
Smart TV, fireplace
The Hideaway at Sutton Forest Retreat

The Hideaway at Sutton Forest Retreat

Sutton Forest
9.0 out of 10, Wonderful, (7)
"We had a lovely stay at the Hideaway for a work offsite event, the house was big enough to comfortable sleep everyone, lots of living space that was clean and warm and the house was well stocked and had so many things for us to do to keep busy, it provided a wonderful weekend for us all! "
Australia
Monique H.
$1,270 nightly
The price is $1,270
Dec 7 - Dec 8
Total with taxes and fees
The Hideaway at Sutton Forest Retreat
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

Park Ridge Retreat

Park Ridge Retreat

10/10 Excellent
"Great place to stay and the staff are exceptional "
Dwayne 2-night trip
Posted 2 days ago
Park Ridge Retreat

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Southern Highlands in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $135 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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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