Title: Winter Park Guest Houses from CA $287 | 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/147000/147625-Winter-Park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Winter Park from CA $287 ![](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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10819&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10819&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=10819&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10819&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Park Guest Houses ![Exterior](https://images.trvl-media.com/lodging/61000000/60670000/60666200/60666122/c7e861d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/61000000/60670000/60666200/60666122/dac066ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/61000000/60670000/60666200/60666122/792d54e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60670000/60666200/60666122/5edf3429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New creek side chateau guest suite! Booking for Ski Season NOW! With hot tub! Hideaway Village South 10/10 Exceptional (53) "Great spot for our little family " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Whit H. CA $290 CA $760 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Winter-Park-Hotels-New-Creek-Side-Chateau-Guest-Suite-Booking-For-Summer-NOW-With-Hot-Tub.h60666122.Hotel-Information) ![Sport court](https://images.trvl-media.com/lodging/30000000/29860000/29855500/29855494/60f2f000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29860000/29855500/29855494/4f26d4bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29860000/29855500/29855494/6a574e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, table tennis](https://images.trvl-media.com/lodging/30000000/29860000/29855500/29855494/e14d9f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River/Mountain Getaway-Private, Large,In-Law Suite Jamestown 9.8/10 Exceptional (74) "Great stay. Nourished my soul! Gorgeous. Nice people. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristina D. CA $170 CA $287 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Boulder-Hotels-Rivermountain-Getaway-Private.h29855494.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=2025-11-05&endDate=2025-11-06®ionId=10819&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](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-Guest-Houses.d10819-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Guest-Houses.d10819-aaGuestHouses.Travel-Guide-Accommodation) ## Top Winter Park Hotel Reviews ![The Vintage Hotel](//images.trvl-media.com/lodging/1000000/20000/15200/15193/21df4d30_y.jpg) ### The Vintage Hotel 10/10 Excellent "I needed a dry space to store a bit of materials and they gave us the Aspen room for locked storage one night." [](https://expedia.ca/Winter-Park-Hotels-The-Vintage-Hotel.h15193.Hotel-Information) ![Gravity Haus Winter Park](//images.trvl-media.com/lodging/67000000/66910000/66901600/66901558/0bd7471e_y.jpg) ### Gravity Haus Winter Park 10/10 Excellent "This is our second time staying here, will not hesitate to book again. Hopefully sooner rather than later!" [](https://expedia.ca/Winter-Park-Hotels-Gravity-Haus-Winter-Park.h66901558.Hotel-Information) ![Best Western Alpenglo Lodge](//images.trvl-media.com/lodging/1000000/900000/899800/899753/w3837h2560x3y0-a7e80e4f_y.jpg) ### Best Western Alpenglo Lodge 10/10 Excellent "Good" [](https://expedia.ca/Winter-Park-Hotels-Best-Western-Alpenglo-Lodge.h899753.Hotel-Information) ![Winter Park Chateau](//images.trvl-media.com/lodging/84000000/83280000/83272100/83272036/5ae17f88_y.jpg) ### Winter Park Chateau 10/10 Excellent "The staff was present and friendly, and checking in was as easy as can be. It's a gorgeous property and we were able to walk everywhere! Thank you for the wonderful stay!" [](https://expedia.ca/Winter-Park-Hotels-Winter-Park-Chateau.h83272036.Hotel-Information) ![Valley Hi Motel - Near Winter Park Visitor Center](//images.trvl-media.com/lodging/3000000/2130000/2126900/2126834/59ccbc86_y.jpg) ### Valley Hi Motel - Near Winter Park Visitor Center 10/10 Excellent "Super clean and tidy." [](https://expedia.ca/Winter-Park-Hotels-Valley-Hi-Motel.h2126834.Hotel-Information) ![Cozy Condo in WP - On Blue Bus Route - Walk to Downtown, Restaurants, Grocery](//images.trvl-media.com/lodging/105000000/104390000/104386300/104386291/eb280b93_y.jpg) ### Cozy Condo in WP - On Blue Bus Route - Walk to Downtown, Restaurants, Grocery 10/10 Excellent "Hot tub(3) and pool were awesome! We even used the pool table! The place had everything we needed. Hearing the river from the balcony was great, and it was a short walk to see it! Fires at night and full functioning kitchen. Cant wait to come back!!" [](https://expedia.ca/Winter-Park-Hotels-Cozy-Condo-In-WP-On-Blue-Bus-Route-Walk-To-Downtown.h104386291.Hotel-Information) ### Ski-in Ski-Out Zephyr Mountain Lodge Condo with Hot Tub next to Gondola 10/10 Excellent "Perfect location. Be careful in the summer months, no A/C. " [](https://expedia.ca/Winter-Park-Hotels-Zephyr-Mountain-Lodge-Condo-With-Hot-Tub-Next-To-Gondola.h74003920.Hotel-Information) ![Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...](//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 "Stayed here for a family wedding. Great space! Walking distance to coffee shops and restaurants. Trail just off parking lot, along the river, was a nice surprise. Hot tub was great after day of hiking. We were 7 adults and 3 children under 4 years of age. Kitchen had everything we needed. Host was very responsive. We would stay here again." [](https://expedia.ca/Winter-Park-Hotels-Luxe-Downtown-Winter-Park-Private-Hot-Tub-4-BR.h68761531.Hotel-Information) ![9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19!](//images.trvl-media.com/lodging/96000000/95130000/95125900/95125812/176e53a5_y.jpg) ### 9 BDR Home downtown Winter Park, Hot Tub, Shuttle, Sleeps 19! 10/10 Excellent "We all had a great time and enjoyed the house. There were a few things that were not working correctly. We called and someone came out and fixed things promptly. We also let you know about things that were probably broken from earlier stays. When the gentleman came out to assist us, he made note of some things so he could order parts to repair. Overall, we enjoyed our stay." [](https://expedia.ca/Winter-Park-Hotels-9-BDR-Home-Downtown-Winter-Park.h95125812.Hotel-Information) ## Find out more about Winter Park ## Winter Park Guest Houses information | Number of reviews | 125 | | --- | --- | | Accommodation | 1 Guest Houses | | Lowest Price | CA $287 | | Highest Price | CA $760 | ## 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) - [Guest Houses in Berthoud Falls](https://www.expedia.ca/Berthoud-Falls-Guest-Houses.d553248635975867751-aaGuestHouses.Travel-Guide-Accommodation) - [Rv Parks in Berthoud Falls](https://www.expedia.ca/Berthoud-Falls-RV-Parks.d553248635975867751-aaRVParks.Travel-Guide-Accommodation) - [Hotels near Blue Sky Massage](https://www.expedia.ca/Blue-Sky-Massage-Hotels.0-l553248621532646674-0.Travel-Guide-Filter-Hotels) - 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