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Our top choices for Winter Park vacation homes

Family-Friendly 3BR/3BA Near Winter Park - Hot Tub

Family-Friendly 3BR/3BA Near Winter Park - Hot Tub
Downtown
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 ¥29,886
¥73,370 total
includes taxes & fees
Jan 28 - Jan 29
Family-Friendly 3BR/3BA Near Winter Park - Hot Tub

Split interior 2 bedroom, comfortable family rental

Split interior 2 bedroom, comfortable family rental
Hideaway Village
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 ¥19,815
¥46,388 total
includes taxes & fees
Jan 28 - Jan 29
Split interior 2 bedroom, comfortable family rental

3 Level Townhome, Ski Shuttle, Views, Hot tub!

3 Level Townhome, Ski Shuttle, Views, Hot tub!
Downtown
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!

Close to slopes-Walk to Downtown Winter Park!

Close to slopes-Walk to Downtown Winter Park!
Winter Park
9.6 out of 10, Exceptional, (7 reviews)
"Our host was a great communicator."
United States
Bernie B.
Close to slopes-Walk to Downtown Winter Park!

Private Hot Tub, Garage + EV Charger, On Bus Line!

Private Hot Tub, Garage + EV Charger, On Bus Line!
Fraser
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!

Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.

Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.
Fraser
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.

Incredible sunset views, private deck, master suite in Fraser

Incredible sunset views, private deck, master suite in Fraser
Fraser
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 ¥61,347
¥116,089 total
includes taxes & fees
Feb 4 - Feb 5
Incredible sunset views, private deck, master suite in Fraser

5 BDR Home, Ski, Hot tub, Shuttle

5 BDR Home, Ski, Hot tub, Shuttle
Grand Park
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

NEW! Cozy Winter Park Ski & Bike Retreat - Walkable to Shops, Dining, & Bus Stop

NEW! Cozy Winter Park Ski & Bike Retreat - Walkable to Shops, Dining, & Bus Stop
Winter Park
The price is ¥21,797
¥76,475 total
includes taxes & fees
Feb 24 - Feb 25
NEW! Cozy Winter Park Ski & Bike Retreat - Walkable to Shops, Dining, & Bus Stop

Lovely and spacious 3 bedroom family condo

Lovely and spacious 3 bedroom family condo
Fraser
The price is ¥29,643
¥67,204 total
includes taxes & fees
Jan 25 - Jan 26
Lovely and spacious 3 bedroom family condo

Mountain escape, minutes from Winter Park resort and town. Hot tub access.

Mountain escape, minutes from Winter Park resort and town. Hot tub access.
Winter Park
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 ¥32,814
¥73,034 total
includes taxes & fees
Jan 27 - Jan 28
Mountain escape, minutes from Winter Park resort and town. Hot tub access.

Luxury Ski and Bike Townhome with Hot Tub

Luxury Ski and Bike Townhome with Hot Tub
Rendezvous
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

Rustic meets contemporary in this gorgeous Townhome w/ private hot tub

Rustic meets contemporary in this gorgeous Townhome w/ private hot tub
Winter Park
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

Gorgeous Luxury Cabin walking distance to downtown and shuttle.

Gorgeous Luxury Cabin walking distance to downtown and shuttle.
Winter Park
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.
Gorgeous Luxury Cabin walking distance to downtown and shuttle.

Wonderful Fraser 2 bedroom, pet friendly, large yard

Wonderful Fraser 2 bedroom, pet friendly, large yard
Downtown
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 ¥36,047
¥74,338 total
includes taxes & fees
Jan 25 - Jan 26
Wonderful Fraser 2 bedroom, pet friendly, large yard

Hot Tub MTN Views | Free Shuttle | Central WP

Hot Tub MTN Views | Free Shuttle | Central WP
Winter Park
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 ¥38,996
¥132,872 total
includes taxes & fees
Feb 9 - Feb 10
Hot Tub MTN Views | Free Shuttle | Central WP

Luxurious Home,1 acre,6mile-W.Park,Hot tub,33miles-RMNP, 2 Masters, Steam Shower

Luxurious Home,1 acre,6mile-W.Park,Hot tub,33miles-RMNP, 2 Masters, Steam Shower
Fraser
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

Bear Trail 3 Bedroom Townhouse by RedAwning

Bear Trail 3 Bedroom Townhouse by RedAwning
3.5 star property
Bear Crossing
The price is ¥37,715
¥165,556 total
includes taxes & fees
Jan 26 - Jan 27
Bear Trail 3 Bedroom Townhouse by RedAwning

4BR Mountain Escape Family Friendly, Sleeps 10

4BR Mountain Escape Family Friendly, Sleeps 10
Winter Park
The price is ¥32,386
¥120,986 total
includes taxes & fees
Feb 1 - Feb 2
4BR Mountain Escape Family Friendly, Sleeps 10

Hot Tub & Fireplace Mountain Retreat | 5 minutes to Winter Park Resort

Hot Tub & Fireplace Mountain Retreat | 5 minutes to Winter Park Resort
Winter Park
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
¥165,556