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Penrose Vacation Rentals

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Vacation Rentals in Penrose

Our top choices for Penrose vacation rentals

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

4.0 star property
8.8 out of 10, Excellent, (275)
"Everything is of the highest quality. Absolutely superbe."
The price is CA $219
CA $240 total
includes taxes & fees
Sep 2 - Sep 3
The Sebel Bowral Heritage Park

A unique Southern Highlands experience

9.8 out of 10, Exceptional, (231)
"Cute and cozy place to stay near Central Bowral. Beautiful gardens surrounding the yurt. Hosts very friendly and helpful. "
The price is CA $157
CA $183 total
includes taxes & fees
Sep 5 - Sep 6
A unique Southern Highlands experience

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

9.8 out of 10, Exceptional, (171)
"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

'Aminya' - Kangaroo Valley Homestead

10.0 out of 10, Exceptional, (3)
"Beautiful property for a fantastic long weekend away! "
'Aminya' - Kangaroo Valley Homestead

Timbalah - a luxurious country retreat

9.2 out of 10, Wonderful, (114)
"Good communication and flexibility from hosts to accomodate our group. "
Timbalah - a luxurious country retreat

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

8.6 out of 10, Excellent, (107)
"We had a wonderful stay in this beautiful home! Very central to town centre walking distance to everything! Would definitely recommend this place!"
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST

Studio Rouge in heart of old Bowral only minutes walk to shops and restaurants

10.0 out of 10, Exceptional, (118)
"Great stay in Bowral. The property was really well presented and comfortable. Easy walk to the Main Street. Will definitely stay there again. "
Studio Rouge in heart of old Bowral only minutes walk to shops and restaurants

Luxury Heritage Cottage In The Heart Of Town

10.0 out of 10, Exceptional, (170)
"We had a very enjoyable holiday. The cottage was cosy and comfortable and beautifully renovated. Even though we couldn't enjoy the grounds due to the weather they looked amazing. Great location close to shops, cafes and the lake"
Luxury Heritage Cottage In The Heart Of Town

Unwind,work,rest and play here!

9.4 out of 10, Exceptional, (68)
"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 "
Unwind,work,rest and play here!

Crabapple Cottage -Lovely self contained cottage on Heritage property

9.8 out of 10, Exceptional, (185)
"Pet friendly premises. Quiet and relaxing"
Crabapple Cottage -Lovely self contained cottage on Heritage property

Secret Garden – Stay 3, Pay 2!

The price is CA $2,428
CA $2,428 total
includes taxes & fees
Sep 3 - Sep 4
Secret Garden – Stay 3, Pay 2!

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

Sauna Haus with Scandinavian design

9.8 out of 10, Exceptional, (50)
"Wonderful property, stayed short weekend. Perfect location."
The price is CA $224
CA $344 total
includes taxes & fees
Sep 2 - Sep 3
Sauna Haus with Scandinavian design

Greenview Bowral Southern Highlands

10.0 out of 10, Exceptional, (91)
"The entire process from booking to the actual stay was seamless. There was plenty of room for our 20 guests, the hosts have thought of everything and the property manager was excellent. It made our wedding weekend fabulous!"
Greenview Bowral Southern Highlands

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

9.6 out of 10, Exceptional, (64)
"Cottage was absolutely great for what we needed to stay two nights in BerrimaCottage very cleanBackyard to the river was lovely,it even had a pond for ducks The Hosts were absolutely so helpful and very friendly "
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

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.

Duncraig House –open fireplace, spa, pet friendly

9.4 out of 10, Exceptional, (19)
"Lovely house, well equipped (only issue was empty bbq gas bottles) beautiful surrounds. Slept 10 adults comfortably. Highly recommend. "
The price is CA $1,669
CA $1,669 total
includes taxes & fees
Sep 1 - Sep 2
Duncraig House –open fireplace, spa, pet friendly

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

9.8 out of 10, Exceptional, (6)
"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 CA $565
CA $642 total
includes taxes & fees
Sep 2 - Sep 3
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Cooinda - Stay 3, Pay 2

9.2 out of 10, Wonderful, (16)
"Good for large groups except only fault is that there was only two toilets."
The price is CA $1,749
CA $1,749 total
includes taxes & fees
Sep 2 - Sep 3
Cooinda - Stay 3, Pay 2
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

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, 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 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Penrose vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Penrose vacation rentals we have selected for you start as low as CA $157 per night. Entering your travel dates in the search wizard 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?

Timbalah - a luxurious country retreat: Visitors like this Penrose vacation home rental. It is located next to a golf course and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.