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Penrose Vacation Rentals

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Vacation Rentals in Penrose

Cosy cottage for groups up to 20. Gather under the stars with family and friends
10.0 out of 10, Exceptional, (60)
" Lots of space, lovely views and lots to do at the house. "
Christine P.
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, (276)
"Very enjoyable stay"
John
$129 nightly
The price is $141
Oct 20 - Oct 21
Total with taxes and fees
The Sebel Bowral Heritage Park
A unique Southern Highlands experience
9.8 out of 10, Exceptional, (238)
"Enjoyed the stay greatly, thanks for such a pleasant place"
James L.
$132 nightly
The price is $132
Oct 20 - Oct 21
Total with taxes and fees
A unique Southern Highlands experience
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
9.8 out of 10, Exceptional, (175)
"Very snug in a cold winter’s night, lovely to come back to after a day exploring Bowral."
Meredith
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
'Aminya' - Kangaroo Valley Homestead
10.0 out of 10, Exceptional, (3)
"Beautiful property for a fantastic long weekend away! "
Katherine M.
'Aminya' - Kangaroo Valley Homestead
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
9.6 out of 10, Exceptional, (67)
"We loved the cottage and especially loved the location.we wanted to use the outdoor fire pit but we weren't sure how to use it so we text the owner but we got no reply. It was a lovely getaway but more suitable for a couple getaway."
Donna P.
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Crabapple Cottage -Lovely self contained cottage on Heritage property
9.8 out of 10, Exceptional, (191)
"Great location, lovely property so happy they accepted pets"
Mary Ann B.
Crabapple Cottage -Lovely self contained cottage on Heritage property
Timbalah - a luxurious country retreat
9.2 out of 10, Wonderful, (118)
"Good communication and flexibility from hosts to accomodate our group. "
Rebecca C.
Timbalah - a luxurious country retreat
That Pink House! – pets welcome
9.2 out of 10, Wonderful, (13)
"Our family of four had a lovely stay at this comfortable and clean property. The surrounding area is beautiful and we will definitely be back!"
Toni M.
$670 nightly
The price is $670
Oct 20 - Oct 21
Total with taxes and fees
That Pink House! – pets welcome
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!"
Adam S.
Iona Park, Moss Vale, Southern Highlands
Belle in Bowral - walk to town
9.8 out of 10, Exceptional, (60)
"Fantastic stay. Spotless, comfortable and walkable to Bowral centre with all it's cafes, shops, restaurants. Welcoming wine, coffee, milk and many other condiments available. We had a lovely time and would definitely book again for next time. "
Katarina
$254 nightly
The price is $271
Oct 20 - Oct 21
Total with taxes and fees
Belle in Bowral - walk to town
Saint Eloi - Le studio
9.2 out of 10, Wonderful, (17)
"Was as the photos suggested Hosts were great and on site but out of sight Close to town Warm and cosy Great for a couples weekend away "
Bryn
$300 nightly
The price is $300
Oct 20 - Oct 21
Total with taxes and fees
Saint Eloi - Le studio
Unwind,work,rest and play here!
9.4 out of 10, Exceptional, (70)
"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."
Mark W.
Unwind,work,rest and play here!
Self Contained Cottage in Bowral with Fireplace
10.0 out of 10, Exceptional, (39)
"Everything about the cottage was absolutely perfect. "
Ian
Self Contained Cottage in Bowral with Fireplace
Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.
10.0 out of 10, Exceptional, (208)
"Beautiful home, lots of living space, comfortable beds, close to activities, quiet and relaxing."
Susan B.
Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.
Misty Pond – picturesque rural getaway
10.0 out of 10, Exceptional, (1)
$1,064 nightly
The price is $1,064
Oct 20 - Oct 21
Total with taxes and fees
Misty Pond – picturesque rural getaway
Greenview Bowral Southern Highlands
10.0 out of 10, Exceptional, (92)
"The perfect house to celebrate my husband’s 60th - loads of space to hang around the kitchen cooking and drinking and dancing. Couldnt fault it!"
Sue L.
Greenview Bowral Southern Highlands
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 :)"
Emma M.
$248 nightly
The price is $248
Oct 19 - Oct 20
Total with taxes and fees
Sauna Haus with Scandinavian design
Secret Garden - historic charm meets Bowral vibe
10.0 out of 10, Exceptional, (2)
"Wonderful place to stay"
Lara H.
$1,743 nightly
The price is $1,743
Oct 20 - Oct 21
Total with taxes and fees
Secret Garden - historic charm meets Bowral vibe
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 "
kate
Willow Cottage – Historic Southern Highlands Retreat with Fireplace & Patio
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

Find out more about Penrose

Everything you need to know about Penrose vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Penrose vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Penrose vacation 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 low season months. For more hustle and bustle, you may prefer to visit Penrose in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Penrose rentals

At Expedia, we put the best Penrose vacation 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 vacation.

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.

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 has a fireplace, a balcony, and air-conditioning to put you at ease 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.