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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Southern Highlands

Crabapple Cottage -Lovely self contained cottage on Heritage property
Property grounds

Crabapple Cottage -Lovely self contained cottage on Heritage property

9.8 out of 10, Exceptional, (185)
"Pet friendly premises. Quiet and relaxing"
Crabapple Cottage -Lovely self contained cottage on Heritage property
Coppin Cottage Country Retreat🦜
Exterior

Coppin Cottage Country Retreat🦜

9.8 out of 10, Exceptional, (119)
"My husband & I always stay there when in the Highlands.. it’s cozy, warm in winter and has a lovely big yard and the beautiful deciduous trees with the autumn colours were very prettyThe cottage is ideal for a short break away from busy life.. "
Coppin Cottage Country Retreat🦜
Unwind,work,rest and play here!
View from property

Unwind,work,rest and play here!

9.4 out of 10, Exceptional, (66)
"What a gorgeous cottage with so many touches from the past (crockery, nick nacks) but also modern comforts (air con, comfortable beds). Different spaces to relax in, short walk to the shops and cafes "
Unwind,work,rest and play here!
The Drawing Rooms of Berry
Rainforest Lodge | Living area

The Drawing Rooms of Berry

4.0 star property
9.6 out of 10, Exceptional, (22)
"Beautiful villa in the hills, "
The Drawing Rooms of Berry
Broughton Studio - On 5 pristine acres just 5klm/5 minutes easy drive from Berry
Property grounds

Broughton Studio - On 5 pristine acres just 5klm/5 minutes easy drive from Berry

10.0 out of 10, Exceptional, (80)
"Very peaceful and loved the breakfast provisions "
The price is AU$324
includes taxes & fees
14 Aug - 15 Aug
Broughton Studio - On 5 pristine acres just 5klm/5 minutes easy drive from Berry
Back Forest Retreat Sunrise Cottage
Property grounds

Back Forest Retreat Sunrise Cottage

9.2 out of 10, Wonderful, (44)
"Lovely location and hosts "
Back Forest Retreat Sunrise Cottage
Space privacy comfort Visit Bundanon The Stables @Tapitallee Lodges
Exterior

Space privacy comfort Visit Bundanon The Stables @Tapitallee Lodges

10.0 out of 10, Exceptional, (75)
"Amazing stay loved being out there amazing views"
The price is AU$253
includes taxes & fees
23 Aug - 24 Aug
Space privacy comfort Visit Bundanon The Stables @Tapitallee Lodges
Peppergrove Cottage
Outdoor dining

Peppergrove Cottage

10.0 out of 10, Exceptional, (78)
"Me and my friends went for a little getaway. We really loved the place and the area. We loved everything about the place. I recommend this place to anyone trying to visit berry."
The price is AU$407
includes taxes & fees
21 Aug - 22 Aug
Peppergrove Cottage
Watta Cottage - Kangaroo Valley
Outdoor dining

Watta Cottage - Kangaroo Valley

9.0 out of 10, Wonderful, (6)
"A beautifully quiet and scenic location we loved the basic simplicity of the house. We slept like logs in the comfy bed. The rain forest walk to the waterfall was magnificent only marred by being attacked by dozens of leeches!,Thank you for providing such a perfect unique retreat"
The price is AU$464
includes taxes & fees
14 Aug - 15 Aug
Watta Cottage - Kangaroo Valley
Pet Friendly Cottage on 10 fantastic acres
Exterior

Pet Friendly Cottage on 10 fantastic acres

10.0 out of 10, Exceptional, (79)
"Hosts were friendly and warm. Place is central and lovely surroundings. Family friendly and able to feed goats on the property. Hosts gave us some veggies from their farm too. A wonderful stay overall."
Pet Friendly Cottage on 10 fantastic acres
☘️"KILMEEDY" Take time to smell the roses🌹 in Bowral-Walk to town-Pet friendly.
Outdoor dining

☘️"KILMEEDY" Take time to smell the roses🌹 in Bowral-Walk to town-Pet friendly.

9.8 out of 10, Exceptional, (35)
"A lovely house, well appointed, warm and comfortable with a great garden for the dogs. A great location, just 15min walk into town and close to dog friendly parks - one being directly opposite the house. Would highly recommend staying here."
☘️"KILMEEDY" Take time to smell the roses🌹 in Bowral-Walk to town-Pet friendly.
Lucindale lovely cottage garden
Property grounds

Lucindale lovely cottage garden

9.8 out of 10, Exceptional, (77)
"Beautiful gardens, great location, cute cottage walking distance to town ! Peaceful and quiet surrounds!"
Lucindale lovely cottage garden
The River Cottage - Idyllic river side cottage
Exterior

The River Cottage - Idyllic river side cottage

10.0 out of 10, Exceptional, (23)
"Calm and elegant home with outstanding natural environment, secluded and safe"
The River Cottage - Idyllic river side cottage
Little Kingsley farmstay, cottage on a little farm 1hr from Sydney & Wollongong
Outdoor dining

Little Kingsley farmstay, cottage on a little farm 1hr from Sydney & Wollongong

10.0 out of 10, Exceptional, (72)
"We enjoyed our stay here. Highly recommend "
Little Kingsley farmstay, cottage on a little farm 1hr from Sydney & Wollongong
Broughton Cottage - Pudding Hill Farm, Berry
Exterior

Broughton Cottage - Pudding Hill Farm, Berry

9.8 out of 10, Exceptional, (140)
"What a beautiful part of the south coast .Really enjoyed the view .The wine , cheese and breakfast were a lovely additional to our stay .Highly recommend .We would stay here again Ian and Mandie "
Broughton Cottage - Pudding Hill Farm, Berry
Newly Refurbished Country Cottage - Kangaroo Valley
Property grounds

Newly Refurbished Country Cottage - Kangaroo Valley

9.8 out of 10, Exceptional, (73)
"We enjoy the cottage its so peaceful, we love the atmosphere, its beautiful "
Newly Refurbished Country Cottage - Kangaroo Valley
Saddleback Cottage - Hill Pudding Farm
Exterior

Saddleback Cottage - Hill Pudding Farm

10.0 out of 10, Exceptional, (189)
"Beautiful little property tucked away in Foxground. Close enough to Nowra/Kiama to still wander around as well. Very much worth a weekend stay! "
Saddleback Cottage - Hill Pudding Farm
Unwind at "Woodbury Lodge"
Exterior

Unwind at "Woodbury Lodge"

9.8 out of 10, Exceptional, (79)
"A gorgeous place to stay in a beautiful garden setting. The windows all round let in so much light and we spent a lovely afternoon relaxing outside. All the attractions of the Southern Highlands are easily accessible from Woodbury Lodge. "
Unwind at "Woodbury Lodge"
Cherry Cottage Bowral
Exterior

Cherry Cottage Bowral

10.0 out of 10, Exceptional, (2)
"It was a beautifully presented property, modern but retaining its beautiful old world weatherboard charm , well-appointed throughout with an eclectic mix of quality furnishings in a great location in easy walking distance to Bowral’s main street, we could not have been happier or more comfortable and look forward to visiting again. Thank you to Greg for this lovely property 10/10."
Cherry Cottage Bowral
The Gardener's Cottage-romantic, eclectic, rustic
Exterior

The Gardener's Cottage-romantic, eclectic, rustic

6.0 out of 10, (2)
"A lovely spot, and it has all the appointments if you enjoy a comprehensive self-contained stay."
The Gardener's Cottage-romantic, eclectic, rustic
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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Frequently asked questions

How much do cottages in Southern Highlands cost?
Cottages in Southern Highlands range between AU$253 and AU$464 per night. These stays offer a chance to touch base with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southern Highlands?
Check out our 102 cottages in Southern Highlands and then book your favourite. Whether you're arranging a family escape or a break with friends, your ideal stay is just a few clicks away with Expedia.
What is there to do in Southern Highlands near my cottage?
You'll discover almost endless ways to spend your time in Southern Highlands. If you're visiting Bowral, be sure to look around Centennial Vineyards, Artemis Wines and International Cricket Hall of Fame. Planning an escape in Berrima? Centennial Vineyards, Berrima Courthouse and Harpers Mansion are top attractions in this city.