Title: Sleepy Hollow Chalets from CA $275 | Expedia.ca [Hotels in Sleepy Hollow](https://expedia.ca/Sleepy-Hollow-Hotels.d553248635975850829.Travel-Guide-Hotels)[Vacation Rentals in Sleepy Hollow](https://expedia.ca/Sleepy-Hollow-Vacation-Rentals.d553248635975850829.Travel-Guide-VacationRentals)[Sleepy Hollow Car Rentals](https://expedia.ca/Car-Rentals-In-Sleepy-Hollow.d553248635975850829.Car-Rental-Guide)[Sleepy Hollow Vacation Packages](https://expedia.ca/Sleepy-Hollow.d553248635975850829.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Sleepy Hollow from CA $275 ![](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 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975850829&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975850829&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975850829&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975850829&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Sleepy Hollow Chalets We don't have any properties that match your exact search [See all properties in Sleepy Hollow](https://expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04®ionId=553248635975850829&adults=2) ## Recommended hotels in Sleepy Hollow ![Exterior](https://images.trvl-media.com/lodging/69000000/68060000/68059000/68058959/a93035a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68060000/68059000/68058959/061ce812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68060000/68059000/68058959/1fd49c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68060000/68059000/68058959/1bbd1992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Land o Lakes Getaway Land O' Lakes 9.4/10 Exceptional (40) "We rented the VRBO for overflow guests. The proximity to our house worked well for us. The VRBO has limited cooking options but that wasn’t a problem as the guests came to our house to eat. They seemed to enjoy their stay at the VRBO. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana M. CA $183 CA $275 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Rhinelander-Hotels-Land-O-Lakes-Getaway.h68058959.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100610000/100600700/100600641/02354667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100610000/100600700/100600641/9433dee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100610000/100600700/100600641/7ab8ee12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100610000/100600700/100600641/86ee4ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Come explore the Western UP! Located right on the atv and snowmobile trail. Ewen 9.2/10 Wonderful (17) "Great place to stay when we went snowmobiling." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary S. CA $175 CA $321 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Ewen-Hotels-Come-Explore-The-Western-Upper-Peninsula-Located-Right-On-The-Snowmobile-Trail.h100600641.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102445500/102445452/4be93fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102450000/102445500/102445452/588fe907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102450000/102445500/102445452/5054a0d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102450000/102445500/102445452/571b9b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cabin outside of Land 'O Lakes -on snowmobile/UTV trail near Cisco Chain Watersmeet 9.2/10 Wonderful (9) "This is a very nice cabin that has everything you would expect for a VRBO rental. It is nicely furnished and stocked. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue B. CA $231 CA $447 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Marenisco-Hotels-Cozy-Home-Outside-Of-Land-O-Lakes-On-SnowmobileUTV-Trail-Off-The-Cisco-Chain.h102445452.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=2025-11-03&endDate=2025-11-04®ionId=553248635975850829&adults=2&lodging=CHALET&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%2FSleepy-Hollow-Chalets.d553248635975850829-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSleepy-Hollow-Chalets.d553248635975850829-aaChalets.Travel-Guide-Accommodation) ## Top Sleepy Hollow Hotel Reviews ![2200 square foot 4 bedroom duplex.](//images.trvl-media.com/lodging/34000000/33320000/33311900/33311869/ee6a5659_y.jpg) ### 2200 square foot 4 bedroom duplex. 10/10 Excellent "Great place to stay after long days of hiking through the Porkies. The house was clean and well equipped. The host was very friendly and communicative. My friends loved the hot tub, and I loved the dark skies. " [](https://expedia.ca/Marenisco-Hotels-2200-Square-Foot-4-Bedroom-Duplex.h33311869.Hotel-Information) ![The Penny House: CLEAN with garage, one block from trails & stores ](//images.trvl-media.com/lodging/46000000/45660000/45650400/45650350/34307281_y.jpg) ### The Penny House: CLEAN with garage, one block from trails & stores 10/10 Excellent "We had a great stay! Everything about the house and the area was exactly as described in the listing. We will definitely return to this property on future visits. Thanks for providing a great place to stay for us!" [](https://expedia.ca/Bruce-Crossing-Hotels-The-Penny-House-CLEAN-With-Garage.h45650350.Hotel-Information) ![FOREST GARDENS GETAWAY B&B](//images.trvl-media.com/lodging/30000000/29770000/29765600/29765572/6ce9dd31_y.jpg) ### FOREST GARDENS GETAWAY B&B 10/10 Excellent "Such a delightful stay all around. Debbie and Alan were so warm and welcoming. Their home and the beautiful property make this a pretty special place. We are grateful for their willingness to share this spot with us. " [](https://expedia.ca/Watersmeet-Hotels-FOREST-GARDENS-GETAWAY-BB.h29765572.Hotel-Information) ![Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing!](//images.trvl-media.com/lodging/45000000/44450000/44446400/44446355/b74718aa_y.jpg) ### Rustic Cozy Cottage! Snowmobile,ATV Trails, Bond & Agate Falls, Bruce Crossing! 10/10 Excellent "Great location for many outdoor activities. Very good communication with host. Would stay again." [](https://expedia.ca/Trout-Creek-Hotels-Vrbo-Property.h44446355.Hotel-Information) ![Welcoming 3-bedroom house in Trout Creek on trail 8. ](//images.trvl-media.com/lodging/112000000/111290000/111285100/111285069/c2ae3234_y.jpg) ### Welcoming 3-bedroom house in Trout Creek on trail 8. 10/10 Excellent "Just as expected, good location and clean." [](https://expedia.ca/Trout-Creek-Hotels-Welcoming-3-Bedroom-House-In-Trout-Creek-On-Trail-8.h111285069.Hotel-Information) ![Lake front cabin close to UTV/ATV and snowmobile trails.](//images.trvl-media.com/lodging/89000000/88250000/88245700/88245675/1675909d_y.jpg) ### Lake front cabin close to UTV/ATV and snowmobile trails. 10/10 Excellent "Cozy cabin with a beautiful veiw of the lake. Everything you need to eat, sleep and enjoy your stay. Great communication with the host :)." [](https://expedia.ca/Bergland-Hotels-Lake-Front-Cabin-Close-To-UTVATV-And-Snowmobile-Trails.h88245675.Hotel-Information) ![Two Rivers Motel and Cabins](//images.trvl-media.com/lodging/84000000/83460000/83458800/83458772/f1d3e2e4_y.jpg) ### Two Rivers Motel and Cabins 10/10 Excellent "The staff was very friendly. Motel room has a full size refrigerator and a microwave. It’s very basic, but provided what we needed for our two night stay. " [](https://expedia.ca/Trout-Creek-Hotels-Two-Rivers-Motel-And-Cabins.h83458772.Hotel-Information) ![Adventures in the Northwoods](//images.trvl-media.com/lodging/20000000/19320000/19319800/19319778/c7890788_y.jpg) ### Adventures in the Northwoods 10/10 Excellent "We had a fabulous stay! Very close to waterfalls and amazing hiking. The fall colors were just amazing. The hosts were great, the home was well stocked and had everything we needed. We loved getting cozy by the fireplace during the couple chilly nights we had. We definitely hope to return!!" [](https://expedia.ca/Watersmeet-Hotels-Adventures-In-The-Northwoods.h19319778.Hotel-Information) ![ADVENTURES ON LAKE GOGEBIC](//images.trvl-media.com/lodging/94000000/93840000/93833600/93833505/970e81c2_y.jpg) ### ADVENTURES ON LAKE GOGEBIC 10/10 Excellent "Every thing was as it should be" [](https://expedia.ca/Marenisco-Hotels-NEW-OWNERS-ADVENTURES-ON-THE-LAKE.h93833505.Hotel-Information) ## Find out more about Sleepy Hollow ## Sleepy Hollow Chalets information | Number of reviews | 67 | | --- | --- | | Accommodation | 1 Chalets | | Lowest Price | CA $275 | | Highest Price | CA $447 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Vacation Rental - More ways to book - [2 Star Hotels in Greenland](https://www.expedia.ca/2Star-Greenland-Hotels.s20-0-d773116068555677696.Travel-Guide-Filter-Hotels) - [Americinn Hotels in Bergland](https://www.expedia.ca/Bergland-Hotels-Americinn.0-0-d3000441720--bAmericinn.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bergland](https://www.expedia.ca/Bergland-Hotels-Cheap-Hotels.0-0-d3000441720-tCheapHotels.Travel-Guide-Filter-Hotels) - 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