Search Vacation Homes in Southern Highlands

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Compare Vacation Homes in Southern Highlands with updated reviews, rates, and availability.

Property grounds
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
9.8 out of 10, Exceptional, (16)
"Daphne cottage was perfect, cozy with everything you could need for a weekend getaway. Walking distance to town and across the road from the Market Place which has beautiful meals."
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Fridge, microwave, oven, dishwasher
Casa Antica, 200m walk to Bowral Township, family friendly
8.8 out of 10, Excellent, (82)
"Had a lovely stay here. Perfect for a cosy girls weekend"
Casa Antica, 200m walk to Bowral Township, family friendly
Property grounds
Stately Bowral Designer Home
9.6 out of 10, Exceptional, (39)
"Lovely home, comfortable, easy to find and central location."
The price is ¥41,149
per night
May 21 - May 22
Stately Bowral Designer Home
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Outdoor dining
Luxury Heritage Cottage In The Heart Of Town
10.0 out of 10, Exceptional, (127)
"A lovely place to stay, very clean, welcoming and homely, loved the organic fresh eggs left. Nice and close to shops but plenty of privacy. Would love to stay again if we're ever back in the area."
Luxury Heritage Cottage In The Heart Of Town
Fridge, microwave, oven, stovetop
Windermere – Stay 3 Pay 2
10.0 out of 10, Exceptional, (5)
"A stunning property with beautiful gardens and everything we could have needed … very spacious and comfortable. A wonderful experience we will always remember!"
The price is ¥133,014
per night
May 15 - May 16
Windermere – Stay 3 Pay 2
Exterior
Kerriedancer House, Southern Highlands
8.0 out of 10, Very Good, (1)
"This property was lovely, however there was an issue in that the listing was a little misleading, on the top is says sleeps 10 which is what we needed. When we arrived there was only beds for 9 eventually we found a trundle but it wasn’t made up, managed to work out a solution with sheets and doona. However another surprising thing was no extra towels. Overall generally a positive experience"
Kerriedancer House, Southern Highlands
Outdoor dining
Sasarfras, Robertson
10.0 out of 10, Exceptional, (106)
"We had a lovely weekend at Sassafras. The farmhouse was welcoming. On arriving the rooms were all heated and the woodfire had been lit. Thank you for taking care of us Jess"
Sasarfras, Robertson
Fridge, microwave, oven, stovetop
Heart of the Southern Highlands, 14 to 16 guests. Specialising in large groups.
9.8 out of 10, Exceptional, (104)
"We stayed here for 4 nights for my daughter’s wedding in Bowral. We had family and friends stay with us and everyone loved the property. There were plenty of spaces for people to socialise or find a quiet spot to read and relax. Communication with Carol the host was fantastic."
The price is ¥66,867
per night
May 21 - May 22
Heart of the Southern Highlands, 14 to 16 guests. Specialising in large groups.
Outdoor dining
Romantic Apple Tree Lane
8.8 out of 10, Excellent, (3)
"Delightful cottage located close to all you need in Bowral. Cosy and comfortable."
The price is ¥21,603
per night
May 21 - May 22
Romantic Apple Tree Lane
Exterior
www.arafelpark.com.au
9.8 out of 10, Exceptional, (32)
"For our son's wedding, we stayed with our family in the main house and my son stayed in the cottage onsite with his groomsmen. Being December, the pool was a handy spot to cool off. The house and grounds were perfect for pre- wedding photographs. Overall, we couldn't have chosen a better place. Very happy with everything."
www.arafelpark.com.au
Property grounds
Quiet Southern Highland Cottage
10.0 out of 10, Exceptional, (34)
"Melissa was very accommodating as we had asked to check in a tad early to let our son nap at the property. She had set the heater to go on an hr before we arrived so that the house is nice and toasty when we entered. The property was perfect, very neat, had everything we needed and the heated bathroom floors were a bonus!"
Quiet Southern Highland Cottage
Fridge, microwave, oven, stovetop
Forest Brae – pet friendly and walk to town
The price is ¥110,897
per night
May 16 - May 17
Forest Brae – pet friendly and walk to town
Interior
Greenview Bowral Southern Highlands
10.0 out of 10, Exceptional, (77)
"Amazing house. Perfect for our extended family. Only wish we could have stayed longe!"
Greenview Bowral Southern Highlands
Living area
York Cottage. A Country Retreat, Close to Bowral
8.0 out of 10, Very Good, (10)
"Such a great character filled house and garden. Great for the train enthusiasts. The house was well set up. Some of us found the trains a bit loud but others loved it and didn’t hear them. Thanks again such a great place. Oh and tennis was fun!"
York Cottage. A Country Retreat, Close to Bowral
Property grounds
Verwood Estates: heated pool/spa, sauna, tennis, billiards, cellardoor
9.2 out of 10, Wonderful, (19)
"4 families - 8 adults, 8 kids. Plenty of room and lots of fun activities for the kids. Pasta maker worked real good and the sparkling wine was delicious. Thanks!"
Verwood Estates: heated pool/spa, sauna, tennis, billiards, cellardoor
TV, fireplace, DVD player, table tennis
Shepherd's Lea - luxury stay
9.6 out of 10, Exceptional, (13)
"Very happy will be back"
Shepherd's Lea - luxury stay
Property grounds
Home among the Gum Trees
The price is ¥163,979
per night
May 21 - May 22
Home among the Gum Trees
Fridge, microwave, oven, stovetop
Rockwall - Pet-Friendly - Fire Pit
9.8 out of 10, Exceptional, (26)
"Very well appointed. Had everything and more than I needed. Would be ideal for a family or 2 families"
Rockwall - Pet-Friendly - Fire Pit
Terrace/patio
The Stables ~ Peace, Tranquility, Nature, Horses.
10.0 out of 10, Exceptional, (9)
"We had an amazing stay. Such a warm welcome from Soo the host. We felt at home with all the thoughtful details. I highly recommend this divine property. Feeling so blessed for this unique experience surrounded by nature and animals. "
The Stables ~ Peace, Tranquility, Nature, Horses.
Outdoor dining
Highlands Escape Moss Vale
9.4 out of 10, Exceptional, (28)
"Good clean nice place 👍"
Highlands Escape Moss Vale
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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.

Other property types in Southern Highlands

Studio, 1 Double Bed | Living area | Flat-screen TV
Mittagong Caravan Park
3.5 star property
9.0 out of 10, Wonderful, (140)
"Perfect for an overnight stop and could self cater, thanks "
Mittagong Caravan Park
BBQ/picnic area
The Sebel Bowral Heritage Park
4.0 star property
8.8 out of 10, Excellent, (254)
"Great accommodation, great location. Good size for families. "
The price is ¥25,064
per night
May 16 - May 17
The Sebel Bowral Heritage Park
Property grounds
A unique Southern Highlands experience
9.8 out of 10, Exceptional, (203)
"I really enjoyed my stay in this beautiful spot, the cottage had all I could ask for, in a lovely garden and the hosts were friendly and helpful. It is a little further out of town, I enjoyed the walk but some might prefer to travel by car. I was there for parkrun after all, which was only another 1km up the road in the Botanic gardens, so I was perfectly placed 🙂"
The price is ¥18,003
per night
May 16 - May 17
A unique Southern Highlands experience
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.