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Winter Park Vacation Rentals

Hot Tub, Fire Pit, Outdoor Fireplace, Game Room, and Million Dollar Views, less than 10 minutes Door-to-Door to Winter Park Ski Resort

4 Bedrooms
4½ Bathrooms
US$200 / night
(excl. fees & taxes)

Relax in your own private retreat nestled in the trees

2 Bedrooms
2 Bathrooms
US$150 / night
(excl. fees & taxes)

Riverfront, Singletrack from Front Door, Private Hot Tub

3 Bedrooms
2 Bathrooms
24
US$499 / night
(excl. fees & taxes)

Cozy home with hardwood floors, 3 bedrooms, 2.5 baths with laundry room, wireless gigabit internet, and pet friendly! Close to skiing and the train!

3 Bedrooms
2½ Bathrooms
26
US$195 - US$299 / night
(excl. fees & taxes)

Endless Views, Perfect Ski In/Ski Out Location, SANITIZED

1 Bedroom
1 Bathroom
96
US$70 - US$175 / night
(excl. fees & taxes)

WOW! Fully Updated Condo w/ Beautiful Mountain Views - Ski, Hike, Bike & More!

2 Bedrooms
2 Bathrooms
19
US$169 / night
(excl. fees & taxes)

Mountain Chalet in heart of town -longer stays of 30 days or more available

4 Bedrooms
4 Bathrooms
11
US$110 / night
(excl. fees & taxes)

Cabin in Historic Ward. Piano, Hot Tub & Snowshoes

1 Bedroom
1 Bathroom
US$145 - US$175 / night
(excl. fees & taxes)

Come up to the mountains and unplug at Wits End!

0 Bedroom
1 Bathroom
13
US$104 / night
(excl. fees & taxes)

Snow Life - 2bed/2bath Walk to Ski + Pool/Hot Tub

2 Bedrooms
2 Bathrooms
63
US$667 - US$800 / night
(excl. fees & taxes)

GreatRentalKeystone at the Gateway in Keystone, is a perfect vacation condo for all your activities.

4 Bedrooms
4 Bathrooms
3 Guides
68
US$399 - US$1599 / night
(excl. fees & taxes)

Great Romantic Gateway. Fireplace. Pool. Hot Tub. Steps to the lift.

1 Bedroom
1 Bathroom
US$179 - US$803 / night
(excl. fees & taxes)

King Master Suite-Private: Hot Tub, Garage & Laundry-Walk to Lift-Free WIFI

3 Bedrooms
3 Bathrooms
86
US$222 - US$1101 / night
(excl. fees & taxes)

Peaceful condo facing trees, river and mountains. Hot Tubs. Walk to the lift.

2 Bedrooms
2 Bathrooms
US$134 - US$990 / night
(excl. fees & taxes)

Love our Lakeside! 5 Min 2 Keystone Slopes! Hot Tub, Pool, Views of Open Space and Lake, Wood Fireplace, Lots of space. Trails and River out back.

0 Bedroom
1 Bathroom
336
US$125 / night
(excl. fees & taxes)

Best Location- Incredible Views- Off Season Rates- Walk to Lakeside Village.

2 Bedrooms
2½ Bathrooms
35
US$236 - US$245 / night
(excl. fees & taxes)

Dillon Condominium - 15 Minutes to Keystone!

1 Bedroom
1 Bathroom
97
US$100 - US$275 / night
(excl. fees & taxes)

NEW Modern Mountain Home w/ Lake & Mountain VIEWS in prestigious Summit Sky Ranch. PRIVATE Hot Tub + community amenities. Only 13 miles to Keystone.

5 Bedrooms
4½ Bathrooms
16
US$425 - US$759 / night
(excl. fees & taxes)

Vibrant lake-view condo w/ large patio & grill

1 Bedroom
1 Bathroom
8
US$135 / night
(excl. fees & taxes)

Fully Renovated, Gorgeous Lake & Mountain View!

2 Bedrooms
2 Bathrooms
41
US$177 - US$437 / night
(excl. fees & taxes)
1 – 20 Rentals