Title: Sleepy Hollow Vacation Home Rentals from CA $324: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Sleepy Hollow](https://expedia.ca/Sleepy-Hollow-Hotels.d553248634983195824.Travel-Guide-Hotels)[Vacation Rentals in Sleepy Hollow](https://expedia.ca/Sleepy-Hollow-Vacation-Rentals.d553248634983195824.Travel-Guide-VacationRentals)[Sleepy Hollow Car Rentals](https://expedia.ca/Car-Rentals-In-Sleepy-Hollow.d553248634983195824.Car-Rental-Guide)[Sleepy Hollow Vacation Packages](https://expedia.ca/Sleepy-Hollow.d553248634983195824.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Sleepy Hollow Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248634983195824&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248634983195824&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248634983195824&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248634983195824&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Sleepy Hollow Vacation Homes ## Our top choices for Sleepy Hollow vacation homes ![Smart TV](https://images.trvl-media.com/lodging/120000000/119140000/119134700/119134614/4d0e8c44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119140000/119134700/119134614/9ae981e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119140000/119134700/119134614/594a9770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119140000/119134700/119134614/e5553e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom townhome in charming Gillette with an unbeatable location. Gillette 10/10 Exceptional (3) "What a beautiful home. We enjoyed this stay. The host was amazing and communicated so well with us. Provided coffee creamer and went about and beyond for us. " CA $221 CA $320 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Gillette-Hotels-3-Bedroom-Townhome-In-Charming-Gillette-With-An-Unbeatable-Location.h119134614.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/64000000/63500000/63490200/63490180/1b8b2f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63500000/63490200/63490180/bf9d6ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63500000/63490200/63490180/8621ce5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/64000000/63500000/63490200/63490180/53fb3369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carter house : 100 year old house with a remodeled castle inspired feel. Gillette 9.8/10 Exceptional (30) "Just what we were looking for." [](https://www.expedia.ca/Gillette-Hotels-Carter-House-100-Year-Old-House-With-A-Remodeled-Castle-Inspired-Feel.h63490180.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103010000/103008200/103008146/ca268032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103010000/103008200/103008146/b810c51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103010000/103008200/103008146/e1e29ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/104000000/103010000/103008200/103008146/w1281h687x3y0-e91f49d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury retreat for professionals: Ideal for relaxation & rejuvenation. Book now! Gillette 2.0/10 (1) "I got a confirmation in January for this stay. Got another one the day before that they were expecting us. The day of the stay I never heard from the host to get check in info so I contacted them through the app and they told us it was cancelled….this was a half hour before we were suppose to check in. They said they would try to find other accommodations for us and then never heard anything back from them. We ended up having to get hotel rooms for all of us and spending way more money than... [](https://www.expedia.ca/Gillette-Hotels-Luxury-Retreat-For-Professionals-Ideal-For-Relaxation-Rejuvenation-Book-Now.h103008146.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/92000000/91470000/91465700/91465644/8b62c897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91470000/91465700/91465644/44bd89c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91470000/91465700/91465644/cd4e7c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91470000/91465700/91465644/fde18091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Farmhouse style lodge, Centrally Located & Family Friendly Unit! Gillette 10/10 Exceptional (26) "Great location for our yearly trip and will be back again. " [](https://www.expedia.ca/Gillette-Hotels-A-Farmhouse-Style-Lodge.h91465644.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68440000/68437000/68436970/5f5c402a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68440000/68437000/68436970/1cfd0021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68440000/68437000/68436970/84aa7dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68440000/68437000/68436970/267f44e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ross House 1930's Craftsman Style House Gillette 9.8/10 Exceptional (28) "Vintage treasure in the heart of Gillette. Comfortable beds & unique decor. Thank you for the kind hospitality!" [](https://www.expedia.ca/Gillette-Hotels-The-Ross-House-1930s-Craftsman-Style-House.h68436970.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103440000/103431400/103431301/62022bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/104000000/103440000/103431400/103431301/26d253fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103440000/103431400/103431301/4e54403e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103440000/103431400/103431301/2adbe344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camporee welcome Gillette [](https://www.expedia.ca/Gillette-Hotels-Camporee-Welcome.h103431301.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63860000/63854500/63854498/27ac4ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63860000/63854500/63854498/b81754c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63860000/63854500/63854498/adfae121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63860000/63854500/63854498/9bf74ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Western Carriage House Studio Suite- Western themed retreat- Full Kitchen & Bath Gillette 10/10 Exceptional (26) "Great people, great place" [](https://www.expedia.ca/Gillette-Hotels-Western-Carriage-House-Studio-Suite-Western-Themed-Retreat-Full-Kitchen-Bath.h63854498.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106860000/106856500/106856420/d081038e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106860000/106856500/106856420/65f6d806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis](https://images.trvl-media.com/lodging/107000000/106860000/106856500/106856420/a99309e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106860000/106856500/106856420/6bcc00ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely 3-bedroom house in Gillette with AC, WiFi Close to Cam-Plex Gillette [](https://www.expedia.ca/Gillette-Hotels-Lovely-3-Bedroom-House-In-Gillette-With-AC.h106856420.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/84000000/83530000/83522400/83522308/3f819f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/84000000/83530000/83522400/83522308/29e81156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83530000/83522400/83522308/3343d722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83530000/83522400/83522308/472b1102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy One Bedroom Cottage Getaway! Gillette 10/10 Exceptional (7) "Charming older home professionally remodeled and decorated with antiques to keep its original history. It had everything we needed. The free passes to the museum across the street were such a great compliment to our trip and understanding the history of the area. We will be back for future stays in Gillette WY." [](https://www.expedia.ca/Gillette-Hotels-Cozy-One-Bedroom-Cottage-Getaway.h83522308.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/98000000/97020000/97010400/97010377/f48ef81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97020000/97010400/97010377/69a6b876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97020000/97010400/97010377/2552cab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/98000000/97020000/97010400/97010377/35e0d72c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 5bdrm Haven in the Heart of Gillette 5 Min from Downtown- FREE Pool Passes! Gillette 10/10 Exceptional (1) "Great location for coming for a soccer tournament. Close enough (5-10 minutes) from everything needed - food, activities, and fun. Lots of space to spread out with a group and a cute yard to play in. Beds were really comfortable with nice bedding and a variety of pillows to fit anyone. A couple different seating areas to hang out and watch TV in the evening. We really enjoyed our stay! Sheri was super responsive and great to work with during our stay! I hope to stay here again when we return." CA $497 CA $886 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Gillette-Hotels-Cozy-5bdrm-Haven-In-The-Heart-Of-Gillette-5-Min-From-Downtown-FREE-Pool-Passes.h97010377.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119260000/119255400/119255392/adceadb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/120000000/119260000/119255400/119255392/181e8771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119260000/119255400/119255392/20d85579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/120000000/119260000/119255400/119255392/84ce013c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 bedroom home close to camplex, airport and shopping Gillette [](https://www.expedia.ca/Gillette-Hotels-Cozy-Home-Nestled-In-Gillette-Wyoming-Near-Camplex.h119255392.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/107000000/106300000/106292400/106292398/274d07e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106300000/106292400/106292398/76666ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106300000/106292400/106292398/w1290h918x0y12-aabd19cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 4-bedroom house with WiFi and AC in enchanting Gillette Gillette [](https://www.expedia.ca/Gillette-Hotels-Charming-4-Bedroom-House-With-WiFi-And-AC-In-Enchanting-Gillette.h106292398.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108080000/108074600/108074546/w903h683x61y0-18233f7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108080000/108074600/108074546/w506h683x259y0-0525cb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108080000/108074600/108074546/w507h683x259y0-76868d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/109000000/108080000/108074600/108074546/w506h683x259y0-4136f6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfy cozy great location! Gillette [](https://www.expedia.ca/Gillette-Hotels-Comfy-Cozy-Great-Location.h108074546.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=2025-10-08&endDate=2025-10-09®ionId=553248634983195824&adults=2&lodging=VACATION_HOME&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-Private-Vacation-Homes.d553248634983195824-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSleepy-Hollow-Private-Vacation-Homes.d553248634983195824-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Sleepy Hollow Hotel Reviews ![Arbuckle Lodge](//images.trvl-media.com/lodging/3000000/2580000/2570500/2570433/9312b8f7_y.jpg) ### Arbuckle Lodge 10/10 Excellent "It was close to a venue where we were attending a concert. The people there were very nice and helpful." [](https://expedia.ca/Gillette-Hotels-Arbuckle-Lodge.h2570433.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Gillette](//images.trvl-media.com/lodging/15000000/15000000/14991000/14990975/3bce9929_y.jpg) ### La Quinta Inn & Suites by Wyndham Gillette 10/10 Excellent "It was extremely clean and very comfortable" [](https://expedia.ca/Gillette-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Gillette.h14990975.Hotel-Information) ![Holiday Inn Express & Suites Gillette by IHG](//images.trvl-media.com/lodging/1000000/900000/894500/894500/afe69088_y.jpg) ### Holiday Inn Express & Suites Gillette by IHG 10/10 Excellent "Wonderful place to stay…give it a 10. And, breakfast was amazing. Love the 2 people that prepare the food. They are a real asset to this hotel." [](https://expedia.ca/Gillette-Hotels-Holiday-Inn-Express-Suites-Gillette.h894500.Hotel-Information) ![Super 8 by Wyndham Gillette](//images.trvl-media.com/lodging/1000000/130000/123100/123014/935891e8_y.jpg) ### Super 8 by Wyndham Gillette 10/10 Excellent "Clean, convenient, quiet, and comfortable. Helpful staff. " [](https://expedia.ca/Gillette-Hotels-Super-8-By-Wyndham-Gillette.h123014.Hotel-Information) ![TownePlace Suites by Marriott Gillette](//images.trvl-media.com/lodging/16000000/15480000/15478500/15478431/5683a08c_y.jpg) ### TownePlace Suites by Marriott Gillette 10/10 Excellent "We had a great stay @ TownePlace while in town for dog agility championships for a week. The property had lots of grass area for the pups that was very well cared for and clean. The staff were very accommodating when we needed a room change at check-in. And the room was very modern and clean as well. We will definitely stay here again!" [](https://expedia.ca/Gillette-Hotels-TownePlace-Suites-By-Marriott-Gillette.h15478431.Hotel-Information) ![Summit Suites](//images.trvl-media.com/lodging/1000000/900000/892600/892583/d090923a_y.jpg) ### Summit Suites 10/10 Excellent "Very nice hotel. Clean newly updated. Very nice room. Quick easy check in. Very nice breakfast. Can’t beat the price!! Highly recommend " [](https://expedia.ca/Gillette-Hotels-Summit-Suites.h892583.Hotel-Information) ![Quality Inn Gillette I-90 East](//images.trvl-media.com/lodging/1000000/50000/43200/43155/d5805c37_y.jpg) ### Quality Inn Gillette I-90 East 10/10 Excellent "The staff was really accommodating and my room was super clean. I really enjoyed a comfortable bed and all the amenities. The breakfast was simple but nice." [](https://expedia.ca/Gillette-Hotels-Quality-Inn.h43155.Hotel-Information) ![Days Inn by Wyndham Gillette](//images.trvl-media.com/lodging/1000000/10000/3800/3730/275d741b_y.jpg) ### Days Inn by Wyndham Gillette 10/10 Excellent "The front desk host was very friendly and helpful. Very nice personality and was very welcoming. Everything was clean and tidy from the parking lot all the way up to the room. The breakfest in the morning was very good, kitchen and serving areas were clean and organized." [](https://expedia.ca/Gillette-Hotels-Days-Inn-By-Wyndham-Gillette.h3730.Hotel-Information) ![Fairfield Inn & Suites by Marriott Gillette](//images.trvl-media.com/lodging/2000000/1860000/1853300/1853238/58d9dc46_y.jpg) ### Fairfield Inn & Suites by Marriott Gillette 10/10 Excellent "Quiet and nice staff " [](https://expedia.ca/Gillette-Hotels-Fairfield-Inn-Suites-By-Marriott-Gillette.h1853238.Hotel-Information) ## Find out more about Sleepy Hollow ## Sleepy Hollow Vacation Homes information | Number of reviews | 117 | | --- | --- | | Accommodation | 13 Vacation Homes | | Lowest Price | CA $324 | | Highest Price | CA $886 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Antelope Valley-Crestview Hotels](https://www.expedia.ca/Antelope-Valley-Crestview-Hotels.d553248634983115046.Travel-Guide-Hotels) - [Vacation Homes in Antelope Valley-Crestview](https://www.expedia.ca/Antelope-Valley-Crestview-Private-Vacation-Homes.d553248634983115046-aaPrivateVacationHomes.Travel-Guide-Accommodation) - 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