Photo by 4WD Swagman

Penrose Holiday Rentals

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Holiday Rentals in Penrose

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

10.0 out of 10, Exceptional, (56)
"We had a wonderful stay here with a family of 20. It had all the facilities we could need and made for a great weekend away. "
Cosy cottage for groups up to 20. Gather under the stars with family and friends

The Sebel Bowral Heritage Park

4.0 star property
8.8 out of 10, Excellent, (265)
"Easy check in, friendliness of staff, property was clean and spacious in the studio room with all the amenities. Close to Bowral town center. Will stay again."
The price is AU$188
includes taxes & fees
8 Dec - 9 Dec
The Sebel Bowral Heritage Park

Mittagong Caravan Park

3.5 star property
9.0 out of 10, Wonderful, (149)
"The property was a well run, clean basic accomodation. The shower was OK. The beds and sheets where very comfortable. Excellent budget no frills option"
The price is AU$180
includes taxes & fees
25 Nov - 26 Nov
Mittagong Caravan Park

A unique Southern Highlands experience

9.8 out of 10, Exceptional, (218)
"We had a one night stay and found it peaceful and quiet. The Yurt is cozy. Host gave us privacy. Close to all Bowral has to offer. Thanks for taking our booking. "
The price is AU$207
includes taxes & fees
1 Dec - 2 Dec
A unique Southern Highlands experience

Crabapple Cottage -Lovely self contained cottage on Heritage property

9.8 out of 10, Exceptional, (163)
"Gorgeous little cottage, beautiful fully fenced backyard for our dog, confortable bed and friendly and helpful hosts. "
Crabapple Cottage -Lovely self contained cottage on Heritage property

Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.

10.0 out of 10, Exceptional, (199)
"The property was ao gorgeous and well maintained and comfortable. I wanted to live there forever. The chickens with their fresh eggs was such a cute additional touch. The communication was amazing and they were understanding when the payment notice accidentally went to my junk causing me to initially miss the deadline. I would highly recommended."
Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.

Greenview Bowral Southern Highlands

10.0 out of 10, Exceptional, (82)
"Better than even the pictures suggest. Perfect for our friends and family gathering for a wedding."
Greenview Bowral Southern Highlands

Lake David Luxury Lake House set on 44 acres - Sleeps 18

9.8 out of 10, Exceptional, (16)
"We celebrated our dad’s 90th birthday at Lake David and the whole family had a great weekend. The house and facilities are exactly like the photos and the available activities meet everyone’s needs from the more adventurous like kayaking or simply relaxing beside the pool or open fire. The kitchen is well equipped with 2 fridges, 2 cooktops with under bench ovens, and 2 dishwashers. A few minor maintenance issues such as sticky door handles, lamps missing light bulbs and no batteries in some TV...
Lake David Luxury Lake House set on 44 acres - Sleeps 18

Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

9.6 out of 10, Exceptional, (44)
"It was our second stay at Daphne Cottage and we can't wait to return. Phil (and no doubt, Annie) is an excellent host - full of suggestions and very convivial. The cottage is in a very quiet, central position in the town and is spotless. The atmosphere is charming."
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

Fabulous Villa in central Bowral, all modern conveniences with fenced yard

9.8 out of 10, Exceptional, (151)
"Very accommodating and clean house. A quick drive to the main Bowral town. We loved staying here. Thank you :) "
Fabulous Villa in central Bowral, all modern conveniences with fenced yard

Sherwood Park - A rural atmosphere in town / set on 2 acres

9.4 out of 10, Exceptional, (178)
"Very cosy and comfortable. Enjoyed the delicious carrot cake"
Sherwood Park - A rural atmosphere in town / set on 2 acres

Iona Park, Moss Vale, Southern Highlands

10.0 out of 10, Exceptional, (1)
"We had a large group of friends staying at Iona Park for a reunion and we were all absolutely blown away. From the moment you arrive, the facilities are jaw dropping. Both the inside, especially the pool room and library, and outside (double tennis court!) were stunning. The kitchen was well stocked and plenty big enough to accommodate all of us. The check-in process was very smooth and the hosts were a pleasure to deal with. I can’t recommend this stay highly enough!"
Iona Park, Moss Vale, Southern Highlands

'Yarrowfells' - Rural Escape

9.6 out of 10, Exceptional, (114)
"The gardens are amazing, and the layout of the house suited us perfectly. The amenities were great, and the rooms were large and accommodating. The kitchen was excellent. We loved it."
'Yarrowfells' - Rural Escape

Expansive Hamptons home on acreage, with pool, spa, gym, tennis court & views.

10.0 out of 10, Exceptional, (33)
"Had a great stay, house was amazing and the host is fantastic."
Expansive Hamptons home on acreage, with pool, spa, gym, tennis court & views.

Tiny house with acres of views.

10.0 out of 10, Exceptional, (41)
"Place was beautiful and so peaceful. Communication was excellent and would happily stay again! Looking forward to the next time, thank you so much Felicity!"
The price is AU$324
includes taxes & fees
25 Nov - 26 Nov
Tiny house with acres of views.

Timbalah - a luxurious country retreat

9.2 out of 10, Wonderful, (102)
"The property was perfect for us. It was large airy and bright. The kitchen was well appointed with everything one could possible need. The beds were comfortable. The showers were great. My only criticism is that I felt the house could have been freshly cleaned before we arrived. Some surfaces were sticky and the pots and pans were not very well cleaned as well. But upon saying that property is very liveable and we will return in thefuture wasn’t "
Timbalah - a luxurious country retreat

Getawayz NSW - Scribbly Gum Cottage - Rustic, Picturesque, Romantic - Kangaroo Valley

9.6 out of 10, Exceptional, (30)
"Thoroughly enjoyed our stay at the cottage. Well worth diverting from the Hume hwy to stay at Scribbly Gum cottage and explore the beautiful Kangaroo Valley. onveniently located to the lttle village."
The price is AU$272
includes taxes & fees
25 Nov - 26 Nov
Getawayz NSW - Scribbly Gum Cottage - Rustic, Picturesque, Romantic - Kangaroo Valley

Character cottage, simple with Fire.

9.8 out of 10, Exceptional, (26)
"Nice property. Shower not ideal, but not a deal breaker."
Character cottage, simple with Fire.

Plum Tree Cottage –pets welcome, WiFi

8.6 out of 10, Excellent, (31)
"The house was perfect for our large group. Short walk to shops, pubs and restaurants. The beds were comfy. The house was warm. Beautiful back garden to enjoy the sunshine. It had everything we needed."
Plum Tree Cottage –pets welcome, WiFi

Hope - SPECIAL OFFER! 3rd night FREE!

6.6 out of 10, (8)
"It’s good place to stay but the carpet needs to change"
The price is AU$2,487
includes taxes & fees
25 Nov - 26 Nov
Hope - SPECIAL OFFER! 3rd night FREE!
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 types of properties in Penrose you may be interested in

Historic homestead on 60 acres, private golf course, Sleeps 40+

10.0 out of 10, Exceptional, (4)
"Matt was a 10/10 host. The property was exceptional. Would highly recommend the property for events and group stays. "
The price is AU$4,191
includes taxes & fees
25 Nov - 26 Nov
Historic homestead on 60 acres, private golf course, Sleeps 40+

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

10.0 out of 10, Exceptional, (56)
"We had a wonderful stay here with a family of 20. It had all the facilities we could need and made for a great weekend away. "
Cosy cottage for groups up to 20. Gather under the stars with family and friends

Park Proxi Gibraltar Bowral

3.5 star property
8.6 out of 10, Excellent, (969)
"One of the most comfortable beds, beautiful clean rooms"
The price is AU$230
includes taxes & fees
16 Dec - 17 Dec
Park Proxi Gibraltar Bowral
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Penrose?

Yes, there are holiday rentals close to the most popular sights in Penrose, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Penrose has to offer?

Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.: This holiday home rental outside of Penrose is located in a rural location, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Penrose?

Expedia has 3 holiday rentals for your stay in Penrose.

What can I see and do in Penrose?

Morton National Park and Penrose Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Sylvan Glen Golf Course and Stingray Swamp Flora Reserve.

What are holiday rentals like in Penrose?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Penrose. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family trips or small group gatherings.