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Penrose Holiday Rentals

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Holiday Rentals in Penrose

Property grounds
Cosy cottage for groups up to 20. Gather under the stars with family and friends
10.0 out of 10, Exceptional, (54)
"Great place for a weekend with mates to relax and enjoy."
Cosy cottage for groups up to 20. Gather under the stars with family and friends
BBQ/picnic area
The Sebel Bowral Heritage Park
4.0 star property
8.8 out of 10, Excellent, (254)
"Great accommodation, great location. Good size for families. "
The price is NZ$247
per night
2 Jun - 3 Jun
The Sebel Bowral Heritage Park
Studio, 1 Double Bed | Living area
Mittagong Caravan Park
3.5 star property
9.0 out of 10, Wonderful, (140)
"Perfect for an overnight stop and could self cater, thanks "
Mittagong Caravan Park
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Terrace/patio
Crabapple Cottage -Lovely self contained cottage on Heritage property
9.8 out of 10, Exceptional, (149)
"Wonderful property, we had a beautiful time with our dog. She absolutely loved it."
Crabapple Cottage -Lovely self contained cottage on Heritage property
Property grounds
A unique Southern Highlands experience
9.8 out of 10, Exceptional, (205)
"I really enjoyed my stay in this beautiful spot, the cottage had all I could ask for, in a lovely garden and the hosts were friendly and helpful. It is a little further out of town, I enjoyed the walk but some might prefer to travel by car. I was there for parkrun after all, which was only another 1km up the road in the Botanic gardens, so I was perfectly placed 🙂"
The price is NZ$221
per night
27 Jun - 28 Jun
A unique Southern Highlands experience
Property grounds
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
9.8 out of 10, Exceptional, (20)
"We loved our Berrima getaway. The cottage was perfect for us and our little dog Coco. Would definitely return."
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Fridge, microwave, oven, stovetop
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
9.8 out of 10, Exceptional, (131)
"A lovely house in beautiful Bowral. Very clean and homely."
Fabulous Villa in central Bowral, all modern conveniences with fenced yard
Fridge, microwave, oven, dishwasher
Casa Antica, 200m walk to Bowral Township, family friendly
8.8 out of 10, Excellent, (82)
"Had a lovely stay here. Perfect for a cosy girls weekend"
Casa Antica, 200m walk to Bowral Township, family friendly
Fridge, microwave, oven, stovetop
Windermere – Stay 3 Pay 2
10.0 out of 10, Exceptional, (6)
"We enjoyed our stay at Windermere. It was comfortable, clean and spacious with a well equipped kitchen. Highly recommend"
The price is NZ$1,398
per night
28 May - 29 May
Windermere – Stay 3 Pay 2
Terrace/patio
Eden Farm – luxurious farmhouse accommodation with an abundance of space and charm
The price is NZ$2,425
per night
28 May - 29 May
Eden Farm – luxurious farmhouse accommodation with an abundance of space and charm
Fridge, microwave, oven, stovetop
Timbalah - a luxurious country retreat
9.4 out of 10, Exceptional, (91)
"We loved the character of the property and thoroughly enjoyed our stay on a very rainy weekend to celebrate several birthdays across a group of families. The layout of the living spaces was really comfortable and conducive to us all gathering together at one time or splitting into smaller groups to chat or play a game. There were a few leaks which wasn't totally surprising given the weather but none of them affected our stay. The fireplace was lovely, at times we found it a little challenging to...
Timbalah - a luxurious country retreat
Terrace/patio
Martha's Villa - panoramic, peaceful location
10.0 out of 10, Exceptional, (44)
"We arrived to a welcoming warm softly lit cabin which was appreciated after our long drive. Beautifully decorated, there was everything we needed for a comfortable stay. Sitting on the deck with a hot drink we enjoyed the peace and beauty of the misty mountains and lush green pastures where kangaroos and wombats grazed. What a magical place to recharge the batteries after city living. The bed was comfortable and the shower had plenty of hot water with a good strong flow. We enjoyed breakfast in...
The price is NZ$322
per night
28 May - 29 May
Martha's Villa - panoramic, peaceful location
Pool
Lake David Luxury Lake House set on 44 acres - Sleeps 18
9.6 out of 10, Exceptional, (12)
"Would highly recommend for big groups"
Lake David Luxury Lake House set on 44 acres - Sleeps 18
Interior
Greenview Bowral Southern Highlands
10.0 out of 10, Exceptional, (77)
"Amazing house. Perfect for our extended family. Only wish we could have stayed longe!"
Greenview Bowral Southern Highlands
Property grounds
Stately Bowral Designer Home
9.6 out of 10, Exceptional, (39)
"Lovely home, comfortable, easy to find and central location."
The price is NZ$787
per night
2 Jun - 3 Jun
Stately Bowral Designer Home
Smart TV, fireplace, DVD player, offices
Loch Lomond Lodge – central and charming
10.0 out of 10, Exceptional, (1)
"The place was spacious well maintained. Safely fenced in and great space for our pets. Conveniently located to supermarkets and short distance to Bowral city centre."
The price is NZ$1,614
per night
28 May - 29 May
Loch Lomond Lodge – central and charming
6 bedrooms, iron/ironing board, cots/infant beds, WiFi
10 Acres, Magnificant Views, Indoor Heated Pool
10.0 out of 10, Exceptional, (194)
"The house was perfect for a family of 10, six bedrooms and four bathrooms. Great for adults and kids with the stunning location and views through to chickens, heated pool, entertaining area, bike riding, log fire in the middle of the lake and open fires inside to stay family cosy and celebrate a fantastic 70th Birthday. Everything was there to enjoy the weekend, kitchen well catered for dinners and huge dining area inside. Even the weather gave it all, sunshine, no wind and morning wonderful...
10 Acres, Magnificant Views, Indoor Heated Pool
Property grounds
Verwood Estates: heated pool/spa, sauna, tennis, billiards, cellardoor
9.2 out of 10, Wonderful, (19)
"Natalie was an amazing, friendly host and my group had the greatest time. We had additional people after making the initial booking and she was so helpful in helping us accomodate the new changes. The facilities at Verwood Estate were beautiful and well looked after. Would definitely come back."
Verwood Estates: heated pool/spa, sauna, tennis, billiards, cellardoor
Fridge, microwave, oven, stovetop
Heart of the Southern Highlands, 14 to 16 guests. Specialising in large groups.
9.8 out of 10, Exceptional, (106)
"Property was very well appointed, convenient location, great entertainment and living area with plenty of bathrooms for everyone."
Heart of the Southern Highlands, 14 to 16 guests. Specialising in large groups.
View from property
StellaAnn, where eccentric charm meets peace. Unwind,work,rest and play here!
9.2 out of 10, Wonderful, (56)
"We have stayed here previously and loved it so much we came back. Short walk to the village for shopping, cafes and the pub. The house is dog friendly and so is the pub which is great for us."
StellaAnn, where eccentric charm meets peace. Unwind,work,rest and play here!
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See all available properties in Penrose
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.

Other types of properties in Penrose you may be interested in

Property grounds
Historic homestead on 60 acres, private golf course, Sleeps 40+
10.0 out of 10, Exceptional, (3)
"Best stay ever"
The price is NZ$4,433
per night
29 May - 30 May
Historic homestead on 60 acres, private golf course, Sleeps 40+
Indoor pool, outdoor pool
Park Proxi Gibraltar Bowral
3.5 star property
8.6 out of 10, Excellent, (917)
"Great overall experience.. staff are amazing!! Tho cleanliness is questionable overall.. The pool had some stuff in there that looked discussing and they can just make sure its always clean."
The price is NZ$248
per night
28 May - 29 May
Park Proxi Gibraltar Bowral
Courtyard Executive Family Room
Berrima Bakehouse Motel
3.5 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful setting, very quiet and convenient"
The price is NZ$190
per night
28 May - 29 May
Berrima Bakehouse Motel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Penrose holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Penrose. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Penrose. Seeing all the best attractions is bound to make you fall in love with Penrose. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Penrose short-term rentals, that won’t be hard to do.

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 equipped with a fireplace, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Bendooley Estate Book Barn, or get out into nature at a spot like Morton National Park. Glow Worm Glen and Southern Highland Wines are a couple of places you'll find in the wider area.

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.

Recent reviews of Penrose properties
Expedia verified reviews