Title: Winter Park Cottages from CA $422 | Expedia.ca [Hotels in Winter Park](https://expedia.ca/Winter-Park-Hotels.d10819.Travel-Guide-Hotels)[Vacation Rentals in Winter Park](https://expedia.ca/Winter-Park-Vacation-Rentals.d10819.Travel-Guide-VacationRentals)[Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Park.d10819.Car-Rental-Guide)[Winter Park Vacation Packages](https://expedia.ca/Winter-Park.d10819.Destination-Travel-Guides) ![Winter Park featuring night scenes, snow and a luxury hotel or resort](https://images.trvl-media.com/place/10819/2eb72d3f-04a3-4473-823e-2ee4d8aa5148.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Winter Park Resort ![](https://images.trvl-media.com/place/10819/2eb72d3f-04a3-4473-823e-2ee4d8aa5148.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=10819&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=10819&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=10819&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=10819&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Park cottages ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94450000/94446500/94446406/90a1e040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94450000/94446500/94446406/3c213517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94450000/94446500/94446406/07a4a998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94450000/94446500/94446406/d5b8d9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Breckenridge Cabin: 6 Mi to Ski Resort! [](https://www.expedia.ca/Breckenridge-Hotels-Cozy-Breckenridge-Cabin-Ski.h94446406.Hotel-Information) Northside Breck 9.4/10 Exceptional (3 reviews) "No problems " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $100 CA $422 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Breckenridge-Hotels-Cozy-Breckenridge-Cabin-Ski.h94446406.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121240000/121237000/121236927/8b7c63e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121240000/121237000/121236927/6f5785c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121240000/121237000/121236927/7982ac2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121240000/121237000/121236927/8f663d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Clubhouse-Your Cozy Cabin Stay [](https://www.expedia.ca/Frisco-Hotels-The-Mountain-Clubhouse-Your-Cozy-Cabin-Stay.h121236927.Hotel-Information) The Village CA $104 CA $564 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Frisco-Hotels-The-Mountain-Clubhouse-Your-Cozy-Cabin-Stay.h121236927.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119670000/119662100/119662007/ad4a2826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119670000/119662100/119662007/38d385ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119670000/119662100/119662007/0a020d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/120000000/119670000/119662100/119662007/abceb7cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanting 3-bedroom cottage in Frisco [](https://www.expedia.ca/Frisco-Hotels-Enchanting-3-Bedroom-Cottage-In-Frisco.h119662007.Hotel-Information) Frisco 8.0/10 Very good (4 reviews) "This house is so well located - on a quiet side street but truly walking distance to three major supermarkets, restaurants, and the transit center from which you can get transportation to most of the major ski areas. The house is quiet and has nice views. The host was responsive and flexible. You'll have everything you need for a pleasant stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sofija J. CA $686 CA $1,361 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Frisco-Hotels-Enchanting-3-Bedroom-Cottage-In-Frisco.h119662007.Hotel-Information) ![House (4 Bedrooms) | Exterior](https://images.trvl-media.com/lodging/58000000/57720000/57719100/57719022/a02a66dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Exterior](https://images.trvl-media.com/lodging/58000000/57720000/57719100/57719022/489dcc62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Exterior](https://images.trvl-media.com/lodging/58000000/57720000/57719100/57719022/7d1af522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Exterior](https://images.trvl-media.com/lodging/58000000/57720000/57719100/57719022/f7d5e8d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 217 Summerwood Drive by Summit County Mountain Retreats [](https://www.expedia.ca/Keystone-Hotels-217-Summerwood-Drive-By-Summit-County-Mountain-Retreats.h57719022.Hotel-Information) Dillon CA $8,749 CA $11,328 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Keystone-Hotels-217-Summerwood-Drive-By-Summit-County-Mountain-Retreats.h57719022.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94337400/94337323/e3093c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94337400/94337323/914c11b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94337400/94337323/6d72ee3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94340000/94337400/94337323/18d84363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deck, Fire Pit & Grill: Log Cabin in Black Hawk [](https://www.expedia.ca/Black-Hawk-Hotels-Secluded-Black-Hawk-Log-Cabin-W-Fire-Pit.h94337323.Hotel-Information) Black Hawk CA $269 CA $608 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Black-Hawk-Hotels-Secluded-Black-Hawk-Log-Cabin-W-Fire-Pit.h94337323.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94500000/94492300/94492274/479d98e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94500000/94492300/94492274/5c2b97fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94500000/94492300/94492274/fca5ba56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94500000/94492300/94492274/4431998c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Mi to Rocky Mountain Nat'l Park: Cabin w/ Views [](https://www.expedia.ca/Grand-Lake-Hotels-Woodsy-Grand-Lake-Cabin-W-Views-Spacious-Deck.h94492274.Hotel-Information) Grand Lake CA $317 CA $778 total includes taxes & fees Mar 21 - Mar 22 [](https://www.expedia.ca/Grand-Lake-Hotels-Woodsy-Grand-Lake-Cabin-W-Views-Spacious-Deck.h94492274.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93205100/93205094/bfd2c942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93205100/93205094/66009aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93205100/93205094/1193d2d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93205100/93205094/f9f4e1ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Mi to Granby Ranch: Home w/ Mtn Views [](https://www.expedia.ca/Granby-Hotels-Pristine-Home-On-River-Ski.h93205094.Hotel-Information) Granby CA $336 CA $874 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Granby-Hotels-Pristine-Home-On-River-Ski.h93205094.Hotel-Information) ![House (3 Bedrooms) | Exterior](https://images.trvl-media.com/lodging/121000000/120390000/120383300/120383218/1442404d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/121000000/120390000/120383300/120383218/38f64fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Exterior](https://images.trvl-media.com/lodging/121000000/120390000/120383300/120383218/eb06855b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Exterior](https://images.trvl-media.com/lodging/121000000/120390000/120383300/120383218/8f9b3609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 94 Ryan Gulch Road [](https://www.expedia.ca/Silverthorne-Hotels-94-Ryan-Gulch-Road.h120383218.Hotel-Information) Wildernest CA $2,691 CA $3,783 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Silverthorne-Hotels-94-Ryan-Gulch-Road.h120383218.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-29&endDate=2026-03-30®ionId=10819&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Colorado%2C+United+States+of+America®ionId=10819&latLong=39.919399%2C-105.785034&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Colorado%2C+United+States+of+America®ionId=10819&latLong=39.919399%2C-105.785034&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Colorado%2C+United+States+of+America®ionId=10819&latLong=39.919399%2C-105.785034&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Colorado%2C+United+States+of+America®ionId=10819&latLong=39.919399%2C-105.785034&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Colorado%2C+United+States+of+America®ionId=10819&latLong=39.919399%2C-105.785034&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=APART_HOTEL) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Colorado%2C+United+States+of+America®ionId=10819&latLong=39.919399%2C-105.785034&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Colorado%2C+United+States+of+America®ionId=10819&latLong=39.919399%2C-105.785034&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winter+Park%2C+Colorado%2C+United+States+of+America®ionId=10819&latLong=39.919399%2C-105.785034&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=COTTAGE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Cottages.d10819-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Cottages.d10819-aaCottages.Travel-Guide-Accommodation) ## Top Winter Park Hotel Reviews ![Fraser Crossing Founders Pointe](https://images.trvl-media.com/lodging/2000000/1800000/1796500/1796421/e9a0094d_y.jpg) ### Fraser Crossing Founders Pointe 10/10 Excellent "Bed was very comfortable. Room clean and spacious. Plenty of towels, including towels for use at hot tub. " [](https://expedia.ca/Winter-Park-Hotels-Fraser-Crossing-Founders-Pointe.h1796421.Hotel-Information) ![Winter Park Chateau](https://images.trvl-media.com/lodging/84000000/83280000/83272100/83272036/5809784e_y.jpg) ### Winter Park Chateau 10/10 Excellent "What a great little hotel. It’s unique and quite cozy. The staff were attentive and we honestly wished we could have stayed longer. I would definitely recommend and come back!" [](https://expedia.ca/Winter-Park-Hotels-Winter-Park-Chateau.h83272036.Hotel-Information) ![Best Western Alpenglo Lodge](https://images.trvl-media.com/lodging/1000000/900000/899800/899753/w3836h2560x4y0-c0930627_y.jpg) ### Best Western Alpenglo Lodge 8/10 Good "The Alpenglo " [](https://expedia.ca/Winter-Park-Hotels-Best-Western-Alpenglo-Lodge.h899753.Hotel-Information) ![Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22](https://images.trvl-media.com/lodging/28000000/27850000/27849100/27849087/eb95a385_y.jpg) ### Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22 10/10 Excellent "We had an amazing stay! The house was very comfortable, and the kitchen was well stocked with plenty of space for our large group to gather and eat. The location was perfect—just steps from the bus and town." [](https://expedia.ca/Winter-Park-Hotels-Spacious-Luxurious-8-Bedroom-Retreat-In-Downtown-Winter-Park-On-Vasquez-Creek.h27849087.Hotel-Information) ![Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...](https://images.trvl-media.com/lodging/69000000/68770000/68761600/68761531/629e4b85_y.jpg) ### Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus... 10/10 Excellent "We had a group of 3 adult couples, 1 adult single and two kids. This place was perfect...Easy access to shuttle busses for skiing, shopping, dinning. Our family with 9 really enjoyed stating in this beautiful home in Winter Park!" [](https://expedia.ca/Winter-Park-Hotels-Luxe-Downtown-Winter-Park-Private-Hot-Tub-4-BR.h68761531.Hotel-Information) ![Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park](https://images.trvl-media.com/lodging/38000000/37880000/37870500/37870410/e2f78bad_y.jpg) ### Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park 10/10 Excellent "Cozy stay with everything we needed and prime location to all things Winter Park. Ski locker storage on site was very convenient. Hot tub pool after a day on the slopes was a nice perk. Seamless checkin/ checkout process and great communication with host. Highly recommend." [](https://expedia.ca/Winter-Park-Hotels-Mountain-Retreat-Views-Close-To-The-Action.h37870410.Hotel-Information) ![Gravity Haus Winter Park](https://images.trvl-media.com/lodging/67000000/66910000/66901600/66901558/769ba5fb_y.jpg) ### Gravity Haus Winter Park 6/10 Okay "stairs were not shoveled and were slippery. Room was fine heat worked well. " [](https://expedia.ca/Winter-Park-Hotels-Gravity-Haus-Winter-Park.h66901558.Hotel-Information) ![Valley Hi Motel - Near Winter Park Visitor Center](https://images.trvl-media.com/lodging/3000000/2130000/2126900/2126834/990ac09c_y.jpg) ### Valley Hi Motel - Near Winter Park Visitor Center 10/10 Excellent "Great location " [](https://expedia.ca/Winter-Park-Hotels-Valley-Hi-Motel.h2126834.Hotel-Information) ![The Vintage Hotel](https://images.trvl-media.com/lodging/1000000/20000/15200/15193/28121c62_y.jpg) ### The Vintage Hotel 6/10 Okay "Tub did not drain. Basic TV. Staff was awesome-from check in, parking help, offer to let us use pool area to make up for lack of shower. Convenient location. " [](https://expedia.ca/Winter-Park-Hotels-The-Vintage-Hotel.h15193.Hotel-Information) ## Find out more about Winter Park ## Winter Park Cottages information | Number of reviews | 3 | | ----------------- | ----------- | | Accommodation | 23 Cottages | | Lowest Price | CA $422 | | Highest Price | CA $11,328 | ## Frequently asked questions ### How much do cottages in Winter Park cost? ### What are the best cottages in Winter Park? ### How many cottages are there in Winter Park? ### Are there any family-friendly cottages in Winter Park? ### Why book your cottage in Winter Park with Expedia? ### How can I find cheap cottages in Winter Park? ### What is there to do in Winter Park near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [2 Star Hotels in Fraser ](https://www.expedia.ca/2Star-Fraser-Hotels.s20-0-d179962.Travel-Guide-Filter-Hotels) - [Farmstay in Berthoud Falls ](https://www.expedia.ca/Berthoud-Falls-Agritourism.d553248635975867751-aaAgritourism.Travel-Guide-Accommodation) - 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