A canyon with prominent rock formations and dense forest.

Winmalee Holiday Rentals

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Our top choices for Winmalee holiday rentals

1. Quest Penrith

Quest Penrith
4.5 star property
Penrith
9.0 out of 10, Wonderful, (369 reviews)
"Very close to everything, bed was comfortable and room was spotlessly clean"
Australia
Jennifer
The price is NZ$259
includes taxes & fees
16 Oct - 17 Oct
Quest Penrith

2. Astina Suites

Astina Suites
3.5 star property
Penrith
9.6 out of 10, Exceptional, (274 reviews)
"Amazing stay"
Australia
Thomas
The price is NZ$355
includes taxes & fees
11 Nov - 12 Nov
Astina Suites

3. Littomore Suites Kingswood

Littomore Suites Kingswood
3.5 star property
Kingswood
9.6 out of 10, Exceptional, (234 reviews)
"Good place to stay"
Australia
mary
The price is NZ$214
includes taxes & fees
18 Oct - 19 Oct
Littomore Suites Kingswood

4. Madison's Mountain Retreat

Madison's Mountain Retreat
3.5 star property
Kurrajong Heights
9.0 out of 10, Wonderful, (102 reviews)
"Room was pretty spacious and clean. Anne the manager was lovely and friendly."
Australia
Les
The price is NZ$429
includes taxes & fees
19 Oct - 20 Oct
Madison's Mountain Retreat

5. Luxury Mountain Retreat, 6 Bedroom, 3 Bathroom with Gym and Heated Swimming Pool

Luxury Mountain Retreat, 6 Bedroom, 3 Bathroom with Gym and Heated Swimming Pool
Springwood
8.0 out of 10, Very good, (7 reviews)
"Spacious six-bedroom home, ideal for some of our extended family for the weekend of our son's wedding. Lovely outdoor deck overlooking a stunning bush setting. We did not have time to take full advantage of the pool and gym. "
Australia
Barbara D.
The price is NZ$830
includes taxes & fees
21 Oct - 22 Oct
Luxury Mountain Retreat, 6 Bedroom, 3 Bathroom with Gym and Heated Swimming Pool

6. Falls Mountain Retreat

Falls Mountain Retreat
4.5 star property
Wentworth Falls
9.2 out of 10, Wonderful, (733 reviews)
"Great classic hotel beautiful views and comfortable"
Australia
Enver
The price is NZ$289
includes taxes & fees
28 Oct - 29 Oct
Falls Mountain Retreat

7. Modern Cottage amongst nature

Modern Cottage amongst nature
Castlereagh
10.0 out of 10, Exceptional, (1 review)
"Lovely cottage, quiet and private location. Visit coincided with a heatwave and the cottage was an oasis of cool. Host was very friendly and helpful, would definitely stay again."
United States
Elizabeth M.
The price is NZ$388
includes taxes & fees
18 Oct - 19 Oct
Modern Cottage amongst nature

8. Garden Studio cabin Self contained with external bathroom

Garden Studio cabin Self contained with external bathroom
Glenbrook
9.2 out of 10, Wonderful, (23 reviews)
"Lovely place with old school charm"
Australia
Greg
The price is NZ$193
includes taxes & fees
16 Oct - 17 Oct
Garden Studio cabin Self contained with external bathroom

9. Glenbrook Bluegum Hideaway (sleeps 6) - pet friendly. Your home away from home

Glenbrook Bluegum Hideaway (sleeps 6) - pet friendly. Your home away from home
Glenbrook
10.0 out of 10, Exceptional, (5 reviews)
"Such a beautiful place to stay. A great location and the house was lovely with everything you could ever need. The beds were like sleeping in fluffy clouds. The backyard was perfect for my dog; nice and secure. I loved sitting out the back with my coffee, listening to the birds and watching him explore the garden. Great communication from the host. I cannot recommend this place enough."
United States
Sarah H.
The price is NZ$547
includes taxes & fees
1 Nov - 2 Nov
Glenbrook Bluegum Hideaway (sleeps 6) - pet friendly. Your home away from home

10. Leisure Inn Spires

Leisure Inn Spires
3.5 star property
Leura
8.4 out of 10, Very good, (1,018 reviews)
"Well maintained."
United States
James
The price is NZ$198
includes taxes & fees
14 Oct - 15 Oct
Leisure Inn Spires

11. Bedford Cottage - Cosy mountain bush retreat.

Bedford Cottage - Cosy mountain bush retreat.
Hazelbrook
10.0 out of 10, Exceptional, (110 reviews)
"We had an amazing time here, such a cosy cottage and a relaxing place to stay. "
Australia
Ashleigh H.
The price is NZ$339
includes taxes & fees
14 Oct - 15 Oct
Bedford Cottage - Cosy mountain bush retreat.

12. Nepean Hospital 3BR pet-friendly home + parking

Nepean Hospital 3BR pet-friendly home + parking
Kingswood
9.2 out of 10, Wonderful, (5 reviews)
"The location was convenient for us."
United States
Emeterio D.
The price is NZ$389
includes taxes & fees
14 Oct - 15 Oct
Nepean Hospital 3BR pet-friendly home + parking

13. Nepean 4BR Retreat Near Hospital & Blue Mtns

Nepean 4BR Retreat Near Hospital & Blue Mtns
Kingswood
8.8 out of 10, Excellent, (3 reviews)
"Great accommodation, very clean and tdiy"
Australia
Kathryn J.
The price is NZ$440
includes taxes & fees
20 Oct - 21 Oct
Nepean 4BR Retreat Near Hospital & Blue Mtns

14. KozyGuru | Penrith | Spacious Ground Floor Gem

KozyGuru | Penrith | Spacious Ground Floor Gem
Penrith
The price is NZ$555
includes taxes & fees
20 Oct - 21 Oct
KozyGuru | Penrith | Spacious Ground Floor Gem

15. Modern Apartment in Penrith | Close to Shops

Modern Apartment in Penrith | Close to Shops
Penrith
The price is NZ$620
includes taxes & fees
5 Nov - 6 Nov
Modern Apartment in Penrith | Close to Shops

16. Idyllic Family Getaway on a farm - Blue Mountain

Idyllic Family Getaway on a farm - Blue Mountain
Bowen Mountain
9.2 out of 10, Wonderful, (14 reviews)
"great home, comfortable with many creature comforts. peaceful and great views. would highly recommend and would visit again"
Australia
goran t.
The price is NZ$1,083
includes taxes & fees
19 Oct - 20 Oct
Idyllic Family Getaway on a farm - Blue Mountain

17. Tiny Inja 1 by Tiny Away

Tiny Inja 1 by Tiny Away
East Kurrajong
9.8 out of 10, Exceptional, (6 reviews)
"Easy to find, owners were lovely and very cute accommodation close to the village!"
Australia
Anneke
The price is NZ$226
includes taxes & fees
18 Oct - 19 Oct
Tiny Inja 1 by Tiny Away

18. Tiny Inja 2 by Tiny Away

Tiny Inja 2 by Tiny Away
East Kurrajong
9.4 out of 10, Exceptional, (24 reviews)
"Amazing place and they were very flexible and friendly. Special thanks to James for been very helpful."
Australia
Yasintha P.
The price is NZ$226
includes taxes & fees
18 Oct - 19 Oct
Tiny Inja 2 by Tiny Away

19. Entire house, 4 BR, Secure backyard, free wifi,

Entire house, 4 BR, Secure backyard, free wifi,
Kingswood
8.6 out of 10, Excellent, (8 reviews)
"Spacious, clean, quiet and comfortable beds."
United States
Mary B.
The price is NZ$508
includes taxes & fees
21 Oct - 22 Oct
Entire house, 4 BR, Secure backyard, free wifi,

20. Kurrajong Trails and Cottages

Kurrajong Trails and Cottages
3.0 star property
Wheeny Creek
9.4 out of 10, Exceptional, (29 reviews)
"Really lovely spot. The cabins feel authentic and comfortable. Would stay again. "
Australia
Jennifer
The price is NZ$351
includes taxes & fees
23 Oct - 24 Oct
Kurrajong Trails and Cottages
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 Winmalee Hotel Reviews

Find out more about Winmalee

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 Winmalee 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 Winmalee. 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 Winmalee. Seeing all the best attractions is bound to make you fall in love with Winmalee. 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 Winmalee short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Winmalee?

Yes, there are holiday rentals close to the most popular sights in Winmalee, 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 Winmalee has to offer?

Beautiful acreage and recently renovated house, sure to delight! : This holiday home rental outside of Winmalee is located in a rural location, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Winmalee?

Explore the area and family-friendly sights such as Aqua Golf, or get out into nature at a spot like Blue Mountains National Park. In the wider area, you’ll find Sydney International Regatta Centre and Cables Wake Park.

What are holiday rentals like in Winmalee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winmalee. Holiday rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.