Photo by 4WD Swagman

Penrose Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 10 - Oct 12
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21
In four months
Jan 16 - Jan 18

Vacation Rentals in Penrose

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

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

10.0 out of 10, Exceptional, (58)
" Lots of space, lovely views and lots to do at the house. "
Cosy cottage for groups up to 20. Gather under the stars with family and friends
The Sebel Bowral Heritage Park
BBQ/picnic area

The Sebel Bowral Heritage Park

4.0 star property
8.8 out of 10, Excellent, (275)
"Very enjoyable stay"
The price is ￥19,421
￥21,363 total
includes taxes & fees
Oct 12 - Oct 13
The Sebel Bowral Heritage Park
'Aminya' - Kangaroo Valley Homestead
Terrace/patio

'Aminya' - Kangaroo Valley Homestead

10.0 out of 10, Exceptional, (3)
"Beautiful property for a fantastic long weekend away! "
'Aminya' - Kangaroo Valley Homestead
A unique Southern Highlands experience
Property grounds

A unique Southern Highlands experience

9.8 out of 10, Exceptional, (236)
"Cute and cozy place to stay near Central Bowral. Beautiful gardens surrounding the yurt. Hosts very friendly and helpful. "
The price is ￥17,048
￥19,873 total
includes taxes & fees
Sep 26 - Sep 27
A unique Southern Highlands experience
Crabapple Cottage -Lovely self contained cottage on Heritage property
Terrace/patio

Crabapple Cottage -Lovely self contained cottage on Heritage property

9.8 out of 10, Exceptional, (188)
"Great location, lovely property so happy they accepted pets"
Crabapple Cottage -Lovely self contained cottage on Heritage property
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Interior

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

9.6 out of 10, Exceptional, (66)
"Lovely cosy Cottage, great location, grandaughter loved playing in park across the road, had everything we needed for our short break, would happily stay again! Phil and Anne were very welcoming and close by if needed."
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Unwind,work,rest and play here!
View from property

Unwind,work,rest and play here!

9.4 out of 10, Exceptional, (69)
"This is a beautiful little cottage ideal for the family chistmas in July style stay. Great position close to everything neat and tidy full of charm and character."
Unwind,work,rest and play here!
Iona Park, Moss Vale, Southern Highlands
Fridge, microwave, oven, stovetop

Iona Park, Moss Vale, Southern Highlands

9.0 out of 10, Wonderful, (2)
"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
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
Smart TV, fireplace, computer monitors

Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

9.6 out of 10, Exceptional, (7)
"We loved our stay at the Jean House. The house is very spacious and the games room is amazing. Host was very responsive."
The price is ￥62,689
￥71,262 total
includes taxes & fees
Oct 1 - Oct 2
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
Getawayz NSW - Scribbly Gum Cottage - Rustic, Picturesque, Romantic - Kangaroo Valley
Terrace/patio

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

9.6 out of 10, Exceptional, (40)
"Wonderful cottage for a weekend away, would have loved to stay longer. Beautifully decorated with everything you need and thoughtful complimentary additions. We loved our stay and would definitely stay here again. Thank you!"
The price is ￥15,315
￥22,237 total
includes taxes & fees
Oct 12 - Oct 13
Getawayz NSW - Scribbly Gum Cottage - Rustic, Picturesque, Romantic - Kangaroo Valley
Sauna Haus with Scandinavian design
Sauna

Sauna Haus with Scandinavian design

10.0 out of 10, Exceptional, (51)
"The most perfect night away with girlfriends. Relaxed, beautiful, stress free, bonus sauna :)"
The price is ￥24,355
￥36,240 total
includes taxes & fees
Oct 19 - Oct 20
Sauna Haus with Scandinavian design
Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.
6 bedrooms, iron/ironing board, travel crib, WiFi

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

10.0 out of 10, Exceptional, (207)
"Beautiful home, lots of living space, comfortable beds, close to activities, quiet and relaxing."
Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (174)
"Very snug in a cold winter’s night, lovely to come back to after a day exploring Bowral."
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
Willow Cottage – Historic Southern Highlands Retreat with Fireplace & Patio
Exterior

Willow Cottage – Historic Southern Highlands Retreat with Fireplace & Patio

10.0 out of 10, Exceptional, (1)
"If you love to step back in time, with comforts of today, this is for you. Set in adorable gardens so lovely that everywhere we went locally was disappointing compared to our cottage!! Nb better for older fam... high quality everywhere and without bath. Please let us come back!!! Kate and rob "
Willow Cottage – Historic Southern Highlands Retreat with Fireplace & Patio
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST
Fridge, microwave, oven, stovetop

Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST

8.6 out of 10, Excellent, (113)
"We had a lovely girls weekend here, close to everything.However, you will need to bring milk and tea and coffee if you don’t want to have to go to the supermarket on arrival.The house was very warm and cosy and we did not need to light the fire. Host was easy to communicate with. "
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST
Timbalah - a luxurious country retreat
Fridge, microwave, oven, stovetop

Timbalah - a luxurious country retreat

9.2 out of 10, Wonderful, (117)
"Good communication and flexibility from hosts to accomodate our group. "
Timbalah - a luxurious country retreat
Misty Pond – picturesque rural getaway
Property grounds

Misty Pond – picturesque rural getaway

10.0 out of 10, Exceptional, (1)
The price is ￥160,815
￥160,815 total
includes taxes & fees
Sep 29 - Sep 30
Misty Pond – picturesque rural getaway
Converted milking shed on a working horse stud
Exterior

Converted milking shed on a working horse stud

9.2 out of 10, Wonderful, (7)
"So nice and quiet. Great location. Room great and had everything we needed. Would stay again next time we're in the area."
Converted milking shed on a working horse stud
Burroo at Kangaroo Valley - Perfect Views - Outdoor Bath
Property grounds

Burroo at Kangaroo Valley - Perfect Views - Outdoor Bath

10.0 out of 10, Exceptional, (11)
"Cosy and beautiful stay"
The price is ￥70,069
￥70,069 total
includes taxes & fees
Oct 12 - Oct 13
Burroo at Kangaroo Valley - Perfect Views - Outdoor Bath
Lake David Lake House - Secluded Lakefront Escape | Pool - Jacuzzi - Luxe Living
Outdoor dining

Lake David Lake House - Secluded Lakefront Escape | Pool - Jacuzzi - Luxe Living

9.6 out of 10, Exceptional, (21)
"The property is absolutely beautiful and has everything you need for your stay. It was so hard to find a place that would work for a large group of adults as most places that fit this many people rely on bunk beds or multiple beds in a room, but this place was perfect. "
Lake David Lake House - Secluded Lakefront Escape | Pool - Jacuzzi - Luxe Living
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Penrose Hotel Reviews

Peppers Craigieburn

Peppers Craigieburn

10/10 Excellent
"Lovely"
Mohamad 1-night trip
Posted 15 hours ago
Peppers Craigieburn

Find out more about Penrose

Find out more about Penrose

Search for holiday rentals in Penrose on Expedia! You can easily find your home rentals, villas, holiday apartments in Penrose using one of the methods below:

  • View our selection of featured holiday rentals in Penrose
  • Use the map to find apartments and other holiday homes in the Penrose neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Penrose while they last

Look no further and take a look at our great range of rental properties in Penrose!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Penrose?

Yes, you can find vacation rentals close to top points of interest in Penrose, or you can select a secluded option if you're looking for a relaxing stay.

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

Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima: Visitors like this Penrose vacation home rental. It is located on a river and offers a fireplace, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Penrose?

Explore the area and family-friendly sights such as Bendooley Estate Book Barn, or get out into nature at a spot like Morton National Park. Other places in town to visit include Sylvan Glen Golf Course and Stingray Swamp Flora Reserve.

What are vacation rentals like in Penrose?

Vacation rentals are private accommodations you can stay in for a short or long stay in Penrose. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family gatherings.