Photo by 4WD Swagman

Holiday Rentals in Penrose

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Penrose

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

10.0 out of 10, Exceptional, (58)
"We had a wonderful stay here with a family of 20. It had all the facilities we could need and made for a great weekend away. "
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 €133
includes taxes & fees
11 Aug - 12 Aug
The Sebel Bowral Heritage Park

A unique Southern Highlands experience

9.8 out of 10, Exceptional, (231)
"Beautiful space, a snug little Yurt perfect to experience a southern highlands winter. Our hosts were extremely accomodating. Despite it being in their large backyard, the space felt very private! I will be coming back. "
The price is €118
includes taxes & fees
5 Aug - 6 Aug
A unique Southern Highlands experience

'Aminya' - Kangaroo Valley Homestead

10.0 out of 10, Exceptional, (2)
"Beautiful property for a fantastic long weekend away! "
'Aminya' - Kangaroo Valley Homestead

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

9.8 out of 10, Exceptional, (170)
"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

Cosy country stay in beautiful Berrima.

9.8 out of 10, Exceptional, (10)
Cosy country stay in beautiful Berrima.

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

Sauna Haus with Scandinavian design

9.8 out of 10, Exceptional, (49)
"Fantastic cozy space with the fireplace and jacuzzi."
The price is €219
includes taxes & fees
7 Aug - 8 Aug
Sauna Haus with Scandinavian design

Coppin Cottage Country Retreat🦜

9.8 out of 10, Exceptional, (119)
"My husband & I always stay there when in the Highlands.. it’s cozy, warm in winter and has a lovely big yard and the beautiful deciduous trees with the autumn colours were very prettyThe cottage is ideal for a short break away from busy life.. "
Coppin Cottage Country Retreat🦜

Unwind,work,rest and play here!

9.4 out of 10, Exceptional, (66)
"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!

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

10.0 out of 10, Exceptional, (117)
"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

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 €402
includes taxes & fees
5 Aug - 6 Aug
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Secret Garden – Stay 3, Pay 2!

The price is €1,544
includes taxes & fees
5 Aug - 6 Aug
Secret Garden – Stay 3, Pay 2!

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

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

Luxury Heritage Cottage In The Heart Of Town

10.0 out of 10, Exceptional, (169)
"Perfect location and beautiful home. "
Luxury Heritage Cottage In The Heart Of Town

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

Timbalah - a luxurious country retreat

9.2 out of 10, Wonderful, (112)
"This property is in a great location, easy to get to in the Southern Highlands. We were able to accommodate our whole family in the one location without being on top of each other. I think this will be a new trend for family get togethers on special occasions."
Timbalah - a luxurious country retreat

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

9.6 out of 10, Exceptional, (64)
"This was our fourth visit to Daphne Cottage. It was a terrific stay - the cottage is cosy and beautifully located and Phil, the owner, is excellent to deal with."
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

Belle in Bowral - walk to town

9.8 out of 10, Exceptional, (54)
"Great location. Perfect accommodation for a Centennial Vineyard concert short stay."
The price is €295
includes taxes & fees
4 Sept - 5 Sept
Belle in Bowral - walk to town
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Penrose Hotel Reviews

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?

Cosy country stay in beautiful Berrima.: This holiday home rental outside of Penrose offers a fireplace, a garden and air conditioning to help you feel perfectly comfortable 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. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Penrose?

Expedia has 3 holiday rentals for your stay in Penrose.

What can I see and do in Penrose?

Explore the area and family-friendly sights such as Shoalhaven River Gorge, 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.