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Penrose Holiday Rentals

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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Holiday 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 AU$218
includes taxes & fees
12 Oct - 13 Oct
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 AU$207
includes taxes & fees
29 Sept - 30 Sept
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 AU$725
includes taxes & fees
14 Oct - 15 Oct
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 AU$223
includes taxes & fees
30 Sept - 1 Oct
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 AU$375
includes taxes & fees
12 Oct - 13 Oct
Sauna Haus with Scandinavian design
Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.
6 bedrooms, iron/ironing board, travel cot, 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 AU$1,641
includes taxes & fees
29 Sept - 30 Sept
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 AU$715
includes taxes & fees
12 Oct - 13 Oct
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.
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Top Penrose Hotel Reviews

Peppers Craigieburn

Peppers Craigieburn

10/10 Excellent
"Lovely"
Mohamad 1-night trip
Posted 3 days ago
Peppers Craigieburn

Find out more about Penrose

Find out more about Penrose

Everything you need to know about Penrose holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Penrose holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Penrose holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Penrose holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Penrose. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Penrose holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Penrose holiday rentals we have selected for you start as low as AU$207 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Penrose rentals

At Expedia, we put the best Penrose holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Penrose rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Penrose holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Penrose. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima: This holiday home rental outside of Penrose 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 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.