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Compare 57 Cottages in Penrose with updated reviews, rates, and availability.

Crabapple Cottage -Lovely self contained cottage on Heritage property

9.8 out of 10, Exceptional, (172)
"This was our second stay at Crabapple Cottage, we love it! Phil and Anne are wonderful hosts and our little dog Indi loves their backyard. Lovely sitting on the back porch and watching the birdlife."
Crabapple Cottage -Lovely self contained cottage on Heritage property

Coppin Cottage Country Retreat🦜

9.8 out of 10, Exceptional, (109)
"We had a lovely weekend with friends in this homely cottage. The garden was beautiful and well kept.We highky recommend this home to retreat and revive."
Coppin Cottage Country Retreat🦜

Unwind at "Woodbury Lodge"

9.8 out of 10, Exceptional, (73)
"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"

Centennial Cottage 2 Botanica - walk to town

9.4 out of 10, Exceptional, (13)
"Quiet, clean and welcoming cottage close to town. Loved the overhead “rain shower” except for the noisy ventilation fan which spoiled the experience."
Centennial Cottage 2 Botanica - walk to town

Bimbadgen Cottage. 10 mins from town.

10.0 out of 10, Exceptional, (126)
"Great place! Warm, clean, comfortable, and with friendly hosts. We were there for a concert at Centennial Vineyards - this place was perfect for proximity to that and the surrounding towns. "
Bimbadgen Cottage. 10 mins from town.

Special this weekend 40%less on nightly rate. Unwind,work,rest and play here!

9.2 out of 10, Wonderful, (62)
"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 "
Special this weekend 40%less on nightly rate. Unwind,work,rest and play here!

Character cottage, simple with Fire.

9.6 out of 10, Exceptional, (30)
"Lock box a bit hard to operate, and neighbouring property a construction site dump; would put a curtain across to hide, otherwise a lovely quiet stay.Berrima does need a shop to sell newspapers"
Character cottage, simple with Fire.

Charming converted country stable located on a 120 acre horse property

10.0 out of 10, Exceptional, (23)
"Fantastic family experience. Beautifully appointed stable style villa with all mod cons included. Quiet, spacious and peaceful environment amongst the horses and paddocks. Very friendly and helpful hosts provide a perfect rural experience. Couldn’t fault it in any way."
Charming converted country stable located on a 120 acre horse property

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

9.8 out of 10, Exceptional, (33)
"Nice accommodation, close to town. Great games room with we enjoyed some afternoon drinks. "
☘️"KILMEEDY" Take time to smell the roses🌹 in Bowral-Walk to town-Pet friendly.

Pet Friendly Cottage on 10 fantastic acres

10.0 out of 10, Exceptional, (74)
"We had a short little weekend getaway while attending a wedding. The property was fantastic, great for our little boy to see the animals. We loved going for walks around the property with him.We took our dog along too, she loved playing with Tim! Alan and Jeannette’s dog. He is such a friendly pup. Jeannette Was so welcoming when we arrived and gave us more information about the property and animals they have.We would highly recommend staying at this property!"
Pet Friendly Cottage on 10 fantastic acres

Old Bowral History in the heart of town xx

9.8 out of 10, Exceptional, (58)
"We stayed 3 nights in the week before Christmas. We arrived on a hot day to air conditioned comfort, gorgeous decorations, and everything we could possibly need. Our poodle was welcome and that made it perfection for us. Absolutely loved the sumptuous linens, soft bds, extra throws and divine pillows to snuggle in. We loved our stay and intend to return, thank you Greg and Jo! "
Old Bowral History in the heart of town xx

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

10.0 out of 10, Exceptional, (4)
"Amazing property!! All the basics supplied and so very comfortable. We felt at home as soon as we walked in the door. Extremely private and the semi dual outdoor shower is to die for. A bedroom and bathroom upstairs and downstairs. Watch the sheep, cows, goats and alpacas doing their thing from the rustic timber deck whilst eating breakfast. Top notch appliances throughout the property and a great comfy lounge. Also a great little Thai restaurant 8min up the road in Robertson for takeaway dinner...
Craftsman Stone and Wood Cottage. Family Farm Stay at MaddOx Farm in Burrawang

Cosy cottage for groups up to 20. Gather under the stars with family and friends

10.0 out of 10, Exceptional, (57)
"Large space even for our group of 18, close by to SydneyFun spaces for everyone to relax/socialiseOwner is really easy to contact if need Absolutely would recommend "
Cosy cottage for groups up to 20. Gather under the stars with family and friends

Romantic Stone Cottage Overlooking Pond. 5mins to Town

9.0 out of 10, Wonderful, (2)
The price is SAR 1,360
SAR 1,538 total
includes taxes & fees
23 Mar - 24 Mar
Romantic Stone Cottage Overlooking Pond. 5mins to Town

COTTAGE IN THE BUSH

9.8 out of 10, Exceptional, (57)
"Tranquil Clear instructions Warm Cozy Awesome fireplace Would be nice to have some lighting around bush at night as it was pitch black "
COTTAGE IN THE BUSH

Saint Eloi - Le studio is a French inspired luxe 1-bedroom studio in Bowral

9.0 out of 10, Wonderful, (16)
"We loved our stay at this property. We could feel the amazing energy as soon as you walk through the door. Extremely unique, clean, comfortable and relaxing. A perfect romantic getaway. Thank you to our wonderful hosts Pete and Shelly for sharing your property with us and making us feel extremely welcome. We will be back 😁"
The price is SAR 1,102
SAR 1,102 total
includes taxes & fees
24 Mar - 25 Mar
Saint Eloi - Le studio is a French inspired luxe 1-bedroom studio in Bowral

Privacy space comfort. Visit Bundanon Stay at Heron's Rest @ Tapitallee Lodges

9.8 out of 10, Exceptional, (97)
"Trevor's hospitality really made this trip - he has wonderful communication and I was welcomed with a warm loaf of fresh bread and other goodies. The place was serene and beautiful. Can't wait to visit again."
Privacy space comfort. Visit Bundanon Stay at Heron's Rest @ Tapitallee Lodges

Space privacy comfort Visit Bundanon The Stables @Tapitallee Lodges

10.0 out of 10, Exceptional, (74)
"Wonderful hosts who provided a hearty welcome with fresh bread, wine and cheese. The cottage was comfortable, private and surrounded by nature. Wake up to the whip birds, watch the wombat wander across the lawn . The house was 40-60 mins from good kayak spots. "
Space privacy comfort Visit Bundanon The Stables @Tapitallee Lodges

Self Contained Cottage in Bowral with Fireplace

10.0 out of 10, Exceptional, (31)
"Wow everything about our stay was excellent and exceeded all our expectations. Would definitely stay again "
Self Contained Cottage in Bowral with Fireplace

Newly Refurbished Country Cottage - Kangaroo Valley

9.8 out of 10, Exceptional, (72)
"Thanks for sharing your lovely home with us. "
Newly Refurbished Country Cottage - Kangaroo Valley
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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Other property types in Penrose

Cosy cottage for groups up to 20. Gather under the stars with family and friends

10.0 out of 10, Exceptional, (57)
"Large space even for our group of 18, close by to SydneyFun spaces for everyone to relax/socialiseOwner is really easy to contact if need Absolutely would recommend "
Cosy cottage for groups up to 20. Gather under the stars with family and friends

Mittagong Caravan Park

3.5 star property
9.0 out of 10, Wonderful, (153)
"Nicely organised. Loved it "
The price is SAR 376
SAR 420 total
includes taxes & fees
31 Mar - 1 Apr
Mittagong Caravan Park

Tiny house with acres of views.

10.0 out of 10, Exceptional, (46)
"Spotlessly clean like new. Felt instantly comfortable. Loved the fresh eggs left for us. And the names of the chickens that laid them. Nice touch 😌"
The price is SAR 549
SAR 701 total
includes taxes & fees
21 Mar - 22 Mar
Tiny house with acres of views.
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.