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Our top choices for Winter Park vacation homes

10.0 out of 10, Exceptional, (1 review)
"Perfect place to stay with young kids. Very baby friendly with all the essentials. Great communication with hosts. Has everything you need for your stay. Highly recommend! "
United States
Ashley L.
The price is ¥29,354
¥72,064 total
includes taxes & fees
Jan 28 - Jan 29
Family-Friendly 3BR/3BA Near Winter Park - Hot Tub
9.2 out of 10, Wonderful, (5 reviews)
"It was a good location. It was nice and clean. "
United States
Andria C.
The price is ¥19,463
¥45,563 total
includes taxes & fees
Jan 28 - Jan 29
Split interior 2 bedroom, comfortable family rental
9.6 out of 10, Exceptional, (5 reviews)
"Great location and house!! Trouble communicating with the property though. We tried calling a couple times and have had questions about our deposit since and can’t get anyone to reach out to us. "
United States
Matthew K.
The price is ¥36,808
¥100,928 total
includes taxes & fees
Jan 26 - Jan 27
3 Level Townhome, Ski Shuttle, Views, Hot tub!
9.6 out of 10, Exceptional, (7 reviews)
"Our host was a great communicator."
United States
Bernie B.
The price is ¥23,199
¥57,688 total
includes taxes & fees
Jan 28 - Jan 29
Close to slopes-Walk to Downtown Winter Park!
10.0 out of 10, Exceptional, (2 reviews)
"Nicely decorated little condo w/ 2 bedrooms, perfect for a family. Hot tub was icing on the cake and great views."
United States
Sheri D.
The price is ¥21,660
¥58,476 total
includes taxes & fees
Jan 27 - Jan 28
Private Hot Tub, Garage + EV Charger, On Bus Line!
10.0 out of 10, Exceptional, (1 review)
"Stayed here for our trip to Winter Park. Layout of the home was my favorite! It was the perfect location. We loved it and hope to come back."
United States
Crystal F.
The price is ¥29,190
¥88,237 total
includes taxes & fees
Jan 26 - Jan 27
Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.
10.0 out of 10, Exceptional, (1 review)
"Great place, plenty of room for our party of 5."
United States
ann b.
The price is ¥60,256
¥114,024 total
includes taxes & fees
Jan 26 - Jan 27
Incredible sunset views, private deck, master suite in Fraser

Vacation Home in Grand Park

5 BDR Home, Ski, Hot tub, Shuttle
10.0 out of 10, Exceptional, (21 reviews)
"Highly recommend for big groups 15+. It was clean, had plenty of space, and lots to do nearby. We had a wonderful time!"
United States
Jess T.
The price is ¥37,499
¥98,365 total
includes taxes & fees
Jan 27 - Jan 28
5 BDR Home, Ski, Hot tub, Shuttle
The price is ¥15,106
¥68,464 total
includes taxes & fees
Jan 27 - Jan 28
NEW! Cozy Winter Park Ski & Bike Retreat - Walkable to Shops, Dining, & Bus Stop
The price is ¥29,643
¥67,204 total
includes taxes & fees
Jan 25 - Jan 26
Lovely and spacious 3 bedroom family condo
9.0 out of 10, Wonderful, (2 reviews)
"Very clean, well-equipped property convenient to town. Would stay here again."
United States
Jan S.
The price is ¥31,919
¥71,384 total
includes taxes & fees
Feb 11 - Feb 12
Mountain escape, minutes from Winter Park resort and town. Hot tub access.
10.0 out of 10, Exceptional, (1 review)
"Property was new,clean and had everything you needed. All the bedrooms had a bathroom attached. The bottom floor bunk room was very spacious, sanctuary for three teenagers with a hot tub on the patio. This property is close to everything. It was Easter so we went to church in the neighborhood. Owner was great to work with. Checkin/checkout process was easy and self explanatory. Having 2 garages was definitely a plus. Will stay there again. "
United States
Sonja B.
The price is ¥57,860
¥130,267 total
includes taxes & fees
Jan 26 - Jan 27
Luxury Ski and Bike Townhome with Hot Tub
9.8 out of 10, Exceptional, (55 reviews)
"The house was very clean and located in an excellent location with great views of the mountains! Property managers/owners were great to work with. Would definitely stay here again!"
United States
Anonymous traveler
The price is ¥31,704
¥124,760 total
includes taxes & fees
Feb 2 - Feb 3
Rustic meets contemporary in this gorgeous Townhome w/ private hot tub
10.0 out of 10, Exceptional, (1 review)
"Great place to stay for a ski trip. 4min walk to bus stop. Almost like a SISO."
United States
Diaw N.
The price is ¥54,495
¥118,731 total
includes taxes & fees
Feb 17 - Feb 18
Gorgeous Luxury Cabin walking distance to downtown and shuttle.
8.8 out of 10, Excellent, (6 reviews)
"The property was amazing the view from the deck of the mountains had a spectacular sunset view. The home is very comfortable and welcoming we had a great evening making dinner and playing board games, the night we didn't cook there were plenty of great places a walk or short drive away, we highly recommend this place for your next stay and adventure at winter park."
United States
Steve P.
The price is ¥35,406
¥73,015 total
includes taxes & fees
Feb 11 - Feb 12
Wonderful Fraser 2 bedroom, pet friendly, large yard
10.0 out of 10, Exceptional, (4 reviews)
"Solid property with great view. Hot tub worked fine, laundry stocked, everything needed was there. Be great if winter Park resort showed the green line shuttle on it's app so you could better time the walk to the shuttle stop, but that's on the resort"
United States
Nathan F.
The price is ¥38,769
¥132,163 total
includes taxes & fees
Feb 11 - Feb 12
Hot Tub MTN Views | Free Shuttle | Central WP
10.0 out of 10, Exceptional, (181 reviews)
"This house was perfect for our stay and we would definitely rent it again! The house is bigger than photos suggest and had wonderful touches to make it comfortable. The location was easy for hikes and local restaurants/shops. We loved it! "
United States
Ashley W.
The price is ¥39,630
¥98,991 total
includes taxes & fees
Feb 16 - Feb 17
Luxurious Home,1 acre,6mile-W.Park,Hot tub,33miles-RMNP, 2 Masters, Steam Shower

Vacation Home in Bear Crossing

Bear Trail 3 Bedroom Townhouse by RedAwning
3.5 star property
The price is ¥37,044
¥162,613 total
includes taxes & fees
Jan 26 - Jan 27
Bear Trail 3 Bedroom Townhouse by RedAwning
The price is ¥32,386
¥120,986 total
includes taxes & fees
Feb 1 - Feb 2
4BR Mountain Escape Family Friendly, Sleeps 10
10.0 out of 10, Exceptional, (3 reviews)
"Really nice place "
Canada
Davonne K.
The price is ¥42,122
¥103,804 total
includes taxes & fees
Jan 26 - Jan 27
Hot Tub & Fireplace Mountain Retreat | 5 minutes to Winter Park Resort
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 Winter Park Hotel Reviews

Find out more about Winter Park

Winter Park Vacation Homes information

Number of reviews
265
Accommodation
710 Vacation Homes
Lowest Price
¥46,388
Highest Price
¥162,613