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Hotels in Winter Park
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2026-07-20
2026-07-21
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Chalets in Winter Park

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Hygge Hideaway

1240 Bear Trail, Winter Park, United States Show map

Located within 25 minutes' walk of the Cozens Ranch House Museum, the 4-bedroom Hygge Hideaway Villa Winter Park offers a patio with views of the mountain. More

From US$ 706 Book Now

Sky High Colorado

62 Ramble Lane, Winter Park, United States Show map

Sky High Colorado Villa Winter Park is located 4 km from the outdoor sports store "Colorado Adventure Park" and provides a hot tub. Located a short way from Winter Park Jazz Festival, this 4-bedroom… More

From US$ 582 Book Now

Apres Chalet

97 Ramble Lane, Winter Park, United States Show map

During the stay at Apres Chalet Winter Park, guests can indulge in a hot tub or visit the Main Street, located a 10-minute ride away. More

From US$ 394 Book Now

Gather & Glow

67 Ramble Lane, Winter Park, United States Show map

The 4-bedroom Gather & Glow Winter Park villa is located 3.7 km from the Winter Park Resort and provides a hot tub. The property features opportunities for horse riding in the area, about 10 minutes'… More

From US$ 1020 Book Now

Rocky Mountain Retreat

68 Ramble Lane, Winter Park, United States Show map

Offering a hot tub for a relaxing experience, Rocky Mountain Retreat Villa Winter Park is located 4 km from the outdoor sports store "Colorado Adventure Park". More

From US$ 1001 Book Now

Riverbend Chalet

688 Vasquez Road, Winter Park, United States Show map

Staying at Riverbend Chalet Winter Park, guests can visit Discovery, which is nearly a 10-minute ride away. Guests can enjoy horseback riding and fishing at the accommodation, located 3.8 km from the… More

From US$ 983 Book Now