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Penrose Holiday Rentals

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4 Sept - 5 Sept
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5 Sept - 6 Sept
This weekend
5 Sept - 7 Sept
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12 Sept - 14 Sept

Holiday Rentals in Penrose

Our top choices for Penrose holiday rentals

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
A unique Southern Highlands experience
Property grounds

A unique Southern Highlands experience

9.8 out of 10, Exceptional, (233)
"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
6 Sept - 7 Sept
A unique Southern Highlands experience
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$268
includes taxes & fees
9 Sept - 10 Sept
The Sebel Bowral Heritage Park
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, (109)
"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
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, (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
Timbalah - a luxurious country retreat
Fridge, microwave, oven, stovetop

Timbalah - a luxurious country retreat

9.2 out of 10, Wonderful, (115)
"Good communication and flexibility from hosts to accomodate our group. "
Timbalah - a luxurious country retreat
Unwind,work,rest and play here!
View from property

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!
'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
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, (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
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
Greenview Bowral Southern Highlands
Interior

Greenview Bowral Southern Highlands

10.0 out of 10, Exceptional, (91)
"The house is amazing with plenty of room for our 13 ladies. Heaps of beds, great kitchen and living area. Gas fire and AC kept us warm but found the house very cosy without all the heating. Highly recomment"
Greenview Bowral 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$859
includes taxes & fees
8 Sept - 9 Sept
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
Martha's Villa - panoramic, peaceful location
Terrace/patio

Martha's Villa - panoramic, peaceful location

10.0 out of 10, Exceptional, (59)
"This was the perfect location for a quiet few days."
The price is AU$345
includes taxes & fees
8 Sept - 9 Sept
Martha's Villa - panoramic, peaceful location
Studio Rouge in heart of old Bowral only minutes walk to shops and restaurants
Smart TV, DVD player, books, video library

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

10.0 out of 10, Exceptional, (119)
"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
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)
"Great cottage and lovely spot"
The price is AU$263
includes taxes & fees
25 Sept - 26 Sept
Getawayz NSW - Scribbly Gum Cottage - Rustic, Picturesque, Romantic - Kangaroo Valley
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, (186)
"Pet friendly premises. Quiet and relaxing"
Crabapple Cottage -Lovely self contained cottage on Heritage property
Sauna Haus with Scandinavian design
Sauna

Sauna Haus with Scandinavian design

9.8 out of 10, Exceptional, (50)
"Wonderful property, stayed short weekend. Perfect location."
The price is AU$386
includes taxes & fees
9 Sept - 10 Sept
Sauna Haus with Scandinavian design
<br> The only property in the village with your own pool and river access
Property grounds

<br> The only property in the village with your own pool and river access

10.0 out of 10, Exceptional, (79)
"My family spent a night here for my husbands and our only regret is we didn’t have more time. Karen went above and beyond leaving lots of little goodies for us. Close to Kangaroo Valley shops and plenty to do. Can’t wait to come back. "
The price is AU$515
includes taxes & fees
7 Sept - 8 Sept
<br> The only property in the village with your own pool and river access
York Cottage. A Country Retreat, Close to Bowral
Property grounds

York Cottage. A Country Retreat, Close to Bowral

8.4 out of 10, Very good, (15)
"Wonderful weekend in a historical home. Thank yoi"
York Cottage. A Country Retreat, Close to Bowral
Grey Gums - feel the serenity
Terrace/patio

Grey Gums - feel the serenity

10.0 out of 10, Exceptional, (144)
"What a stunning property in a perfect location. We didn’t have much time to use all facilities as we had a wedding, but this property definitely had everything and there is no need to leave to do activities as everything is right there inc pool table and table tennis. Great cooking facilities. Great showers, beds comfy. And the fireplace inside is lovely in winter. Highly recommend this property."
Grey Gums - feel the serenity
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 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?

Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST : This holiday home rental outside of Penrose is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

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.