Search Cottages in Winter Park

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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 17 Cottages in Winter Park with updated reviews, rates, and availability.

Cozy Fraser Cabin w/ Views & Moose Sightings!
Exterior

Cozy Fraser Cabin w/ Views & Moose Sightings!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great little cabin, nice and cozy. The location is tucked away so it feels like you’re out in the woods, and it’s newly built with a modern feel. Would recommend. "
Cozy Fraser Cabin w/ Views & Moose Sightings!
Grand Fraser Escape w/ Private Deck & Hot Tub
House (5 Bedrooms) | Living area | TV, fireplace, video-game console, DVD player

Grand Fraser Escape w/ Private Deck & Hot Tub

3.0 star property
Grand Fraser Escape w/ Private Deck & Hot Tub
Luxury 4 BR Cabin: 2 King Suites on Shuttle Route
House (4 Bedrooms) | Interior

Luxury 4 BR Cabin: 2 King Suites on Shuttle Route

3.0 star property
Luxury 4 BR Cabin: 2 King Suites on Shuttle Route
Winter Park Area Cabin, Hot Tub & Mountain Views!
Interior

Winter Park Area Cabin, Hot Tub & Mountain Views!

3.0 star property
Winter Park Area Cabin, Hot Tub & Mountain Views!
Mountainside Winter Park Ski Home w/ Hot Tub
Interior

Mountainside Winter Park Ski Home w/ Hot Tub

3.0 star property
Mountainside Winter Park Ski Home w/ Hot Tub
'rendezvous Buckhorn Cabin' By Hiking Trails
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

'rendezvous Buckhorn Cabin' By Hiking Trails

3.0 star property
'rendezvous Buckhorn Cabin' By Hiking Trails
Winter Park Cabin - Walk to Main Street & Downtown
Interior

Winter Park Cabin - Walk to Main Street & Downtown

3.0 star property
Winter Park Cabin - Walk to Main Street & Downtown
Sprawling Fraser Cabin w/ Private Hot Tub & Deck!
Outdoor spa tub

Sprawling Fraser Cabin w/ Private Hot Tub & Deck!

3.0 star property
Sprawling Fraser Cabin w/ Private Hot Tub & Deck!
Mtn-view Fraser Home w/ Hot Tub - Near Skiing!
House (4 Bedrooms) | Interior

Mtn-view Fraser Home w/ Hot Tub - Near Skiing!

3.0 star property
Mtn-view Fraser Home w/ Hot Tub - Near Skiing!
Updated Cabin w/ Hot Tub ~ 11 Mi to Winter Park!
Interior

Updated Cabin w/ Hot Tub ~ 11 Mi to Winter Park!

3.0 star property
Updated Cabin w/ Hot Tub ~ 11 Mi to Winter Park!
Mountain Home ~ 5 Mi to Winter Park Resort!
House (4 Bedrooms) | Interior

Mountain Home ~ 5 Mi to Winter Park Resort!

3.0 star property
Mountain Home ~ 5 Mi to Winter Park Resort!
Family-friendly Fraser Home: Private Hot Tub!
Terrace/patio

Family-friendly Fraser Home: Private Hot Tub!

3.0 star property
Family-friendly Fraser Home: Private Hot Tub!
Quiet Fraser Family Escape: Hot Tub & Front Porch!
House (5 Bedrooms) | Interior

Quiet Fraser Family Escape: Hot Tub & Front Porch!

3.0 star property
Quiet Fraser Family Escape: Hot Tub & Front Porch!
6 Mi to Winter Park Resort: Secluded Mtn Haven!
Interior

6 Mi to Winter Park Resort: Secluded Mtn Haven!

3.0 star property
6 Mi to Winter Park Resort: Secluded Mtn Haven!
Updated Mtn Home ~ 6 Mi to Winter Park Resort
Interior

Updated Mtn Home ~ 6 Mi to Winter Park Resort

3.0 star property
Updated Mtn Home ~ 6 Mi to Winter Park Resort
5 Mi to Winter Park: Spacious Fraser Family Home
Interior

5 Mi to Winter Park: Spacious Fraser Family Home

3.0 star property
5 Mi to Winter Park: Spacious Fraser Family Home
6 Mi to Winter Park Resort: Spacious Family Cabin
House (5 Bedrooms) | Interior

6 Mi to Winter Park Resort: Spacious Family Cabin

3.0 star property
6 Mi to Winter Park Resort: Spacious Family Cabin
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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Frequently asked questions

How much do cottages in Winter Park cost?
Cottages in Winter Park range between and per night. These properties offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Winter Park?
Select from multiple cottages in Winter Park with a total average guest review rating of 0.0. The Atrium Haven Winter Park Cabin Hot Tub is a superb place to rest and put your feet up between adventures. This 3.5-star cottage also features a fireplace and WiFi. Icebox Bend Luxury 6 Bedroom 6 Bedroom Home is another top option with travelers visiting this area. It has a 3-star rating and amenities including miniature golfing and a sauna.
How many cottages are there in Winter Park?
Enjoy the beauty of nature in one of the 17 cottages waiting for you in Winter Park. To help you reserve an ideal property, make use of our filters to search for amenities or perks you prefer.