Title: Chesterland Cottages from CA $274 | Expedia.ca [Hotels in Chesterland](https://expedia.ca/Chesterland-Hotels.d6269507.Travel-Guide-Hotels)[Vacation Rentals in Chesterland](https://expedia.ca/Chesterland-Vacation-Rentals.d6269507.Travel-Guide-VacationRentals)[Chesterland Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterland.d6269507.Car-Rental-Guide)[Chesterland Vacation Packages](https://expedia.ca/Chesterland.d6269507.Destination-Travel-Guides) ![Pumpkin pickin'!](https://images.trvl-media.com/place/6269507/3a49cabc-5661-4eb5-a9d9-eccb67f62b7f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kristin DePlatchett # Search Chesterland Cottage Rentals from CA $274 - ![](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 [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chesterland Cottages ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484000/103483937/7445455d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484000/103483937/dee9bcee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484000/103483937/375e295f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484000/103483937/0c26d1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Euclid CA $136 CA $274 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Cleveland-Hotels-Coastal-Lake-Erie-Cottage-W-Amazing-Water-Views.h103483937.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18970400/18970330/0a437ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18970400/18970330/07cd0af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18970400/18970330/55ee409d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18970400/18970330/e0d2bd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Newbury 10/10 Exceptional (70) "Loved our stay!! Clean and wonderful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber S. CA $264 CA $460 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Newbury-Hotels-Country-Cottage-Farm-Stay-At-Stoneycreek-Acres.h18970330.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87130000/87125500/87125409/w474h316x3y3-292c5a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87130000/87125500/87125409/99328940.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/88000000/87130000/87125500/87125409/eecda33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87130000/87125500/87125409/w1198h800x0y0-731229f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cleveland Heights 9.4/10 Exceptional (44) "Love this place. Stayed here before and will continue when visiting Cleveland" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert and Paula G. CA $273 CA $574 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Cleveland-Hotels-Historic-Cleveland-Heights-Carriage-House.h87125409.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70940000/70939500/70939415/2557916d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70940000/70939500/70939415/5e02cadd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/71000000/70940000/70939500/70939415/737a7f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70940000/70939500/70939415/ed39656a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Madison 10/10 Exceptional (65) "Loved this property! Had everything you needed. Beautiful and so clean. We had the best time! The host was very helpful and replied very fast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Payton S. CA $399 CA $645 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Madison-Hotels-Vineyard-View-Walking-Distance-To-Wineries-River.h70939415.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=2025-12-14&endDate=2025-12-15®ionId=6269507&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_6269507) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=CABIN) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Chesterland%2C+Ohio%2C+United+States+of+America®ionId=6269507&latLong=41.522274%2C-81.337891&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-03&d2=2026-03-03&lodging=CHALET) ![](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%2FChesterland-Cottages.d6269507-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterland-Cottages.d6269507-aaCottages.Travel-Guide-Accommodation) ## Top Chesterland Hotel Reviews ![Crowne Plaza Cleveland at Playhouse Square by IHG](https://images.trvl-media.com/lodging/1000000/20000/17500/17461/84e209cd_y.jpg) ### Crowne Plaza Cleveland at Playhouse Square by IHG 10/10 Excellent "Great stay " [](https://expedia.ca/Cleveland-Hotels-Crowne-Plaza-Cleveland-At-Playhouse-Square.h17461.Hotel-Information) ![Tru By Hilton Cleveland Midtown](https://images.trvl-media.com/lodging/37000000/36480000/36475300/36475236/7ba1bba5_y.jpg) ### Tru By Hilton Cleveland Midtown 10/10 Excellent "Nice, clean hotel. The staff was great. " [](https://expedia.ca/Cleveland-Hotels-Tru-By-Hilton-Cleveland-Midtown.h36475236.Hotel-Information) ![Hyatt Regency Cleveland At The Arcade](https://images.trvl-media.com/lodging/1000000/600000/597000/596912/b5eab360_y.jpg) ### Hyatt Regency Cleveland At The Arcade 10/10 Excellent "Great location! " [](https://expedia.ca/Cleveland-Hotels-Hyatt-Regency-Cleveland-At-The-Arcade.h596912.Hotel-Information) ![Holiday Inn Cleveland Clinic by IHG](https://images.trvl-media.com/lodging/13000000/12410000/12403300/12403291/08cfbfed_y.jpg) ### Holiday Inn Cleveland Clinic by IHG 10/10 Excellent "Everything went very smoothly and everybody was very nice. Thank you." [](https://expedia.ca/Cleveland-Hotels-Holiday-Inn-Cleveland-Clinic.h12403291.Hotel-Information) ![Kimpton Schofield Hotel by IHG](https://images.trvl-media.com/lodging/14000000/13190000/13181300/13181279/db78d7b4_y.jpg) ### Kimpton Schofield Hotel by IHG 10/10 Excellent "Everything was satisfying, I will be coming back! " [](https://expedia.ca/Cleveland-Hotels-Kimpton-Schofield-Hotel.h13181279.Hotel-Information) ![Hilton Garden Inn Cleveland East/Mayfield Village](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169420/d8ea0a0a_y.jpg) ### Hilton Garden Inn Cleveland East/Mayfield Village 10/10 Excellent "Great Check-in! Clean room and very quiet" [](https://expedia.ca/Cleveland-Hotels-Hilton-Garden-Inn-Cleveland-EastMayfield-Village.h2169420.Hotel-Information) ![Hilton Cleveland Downtown](https://images.trvl-media.com/lodging/14000000/13310000/13304700/13304695/1ebdaf0e_y.jpg) ### Hilton Cleveland Downtown 10/10 Excellent "Super clean, quiet and great food from the bar!" [](https://expedia.ca/Cleveland-Hotels-Hilton-Cleveland-Downtown.h13304695.Hotel-Information) ![Embassy Suites by Hilton Cleveland Rockside](https://images.trvl-media.com/lodging/1000000/800000/794900/794886/a8201c46_y.jpg) ### Embassy Suites by Hilton Cleveland Rockside 10/10 Excellent "Clealiness" [](https://expedia.ca/Cleveland-Hotels-Embassy-Suites-Cleveland-Rockside.h794886.Hotel-Information) ![Fidelity Hotel](https://images.trvl-media.com/lodging/110000000/109300000/109297700/109297621/2e6fd129_y.jpg) ### Fidelity Hotel 10/10 Excellent "Room was amazing clean and loaded with amenities i would recommend this hotel any day " [](https://expedia.ca/Cleveland-Hotels-Fidelity-Hotel.h109297621.Hotel-Information) ## Find out more about Chesterland ## Chesterland Cottages information | Number of reviews | 173 | | --- | --- | | Accommodation | 49 Cottages | | Lowest Price | CA $274 | | Highest Price | CA $645 | ## Frequently asked questions ### Why book your cottage in Chesterland with Expedia? > Booking a cottage in Chesterland is as simple as entering your travel dates and choosing an ideal place for outdoor recreation and relaxation. From ritzy retreats to affordable stays and cottages that feature conveniences like a kitchen, Expedia has something for all tastes. As for unbeatable deals? We've got them as well! ### How can I find cheap cottages in Chesterland? > The easiest way to compare cheap cottages in Chesterland is with Expedia's handy filter tool. Narrow your search by star rating, amenities and budget to snag unbeatable prices with only a few clicks. ### What is there to do in Chesterland near my cottage? > Once you've checked in to your hotel, set out and explore the awesome things Chesterland has for you to experience. 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