Title: Chesterland Cottages from CA $288 | 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) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.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 [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesterland cottages ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117040000/117038000/117037938/69e644e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117040000/117038000/117037938/bc6841be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117040000/117038000/117037938/010079c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117040000/117038000/117037938/83ad2237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 9 Mi to Cleveland: Home Near Hospitals & Colleges [](https://www.expedia.ca/Cleveland-Hotels-9-Mi-To-Cleveland-Home-Near-Hospitals-Colleges.h117037938.Hotel-Information) University Heights 8.0/10 Very good (2 reviews) "Great location and neighborhood. Very close to JCU. Went to a concert at the stadium and it worked out great. Host was great with communication and no issues. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $169 CA $308 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Cleveland-Hotels-9-Mi-To-Cleveland-Home-Near-Hospitals-Colleges.h117037938.Hotel-Information) ![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) ![Dining](https://images.trvl-media.com/lodging/19000000/18980000/18970400/18970330/65b47629.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) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18970400/18970330/1decfa72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Cottage Farm Stay at Stoneycreek Acres [](https://www.expedia.ca/Newbury-Hotels-Country-Cottage-Farm-Stay-At-Stoneycreek-Acres.h18970330.Hotel-Information) Newbury 10/10 Exceptional (71 reviews) "An absolutely delightful stay for me, my mother and my daughter. The host and her family were so gracious when we asked to be seen around the farm! I don’t know what was better, the adorable cottage or the hospitality they showed us. Will definitely be staying here again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine D. CA $261 CA $463 total includes taxes & fees Jan 22 - Jan 23 [](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) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87130000/87125500/87125409/ea993635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87130000/87125500/87125409/504dc719.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) ### Historic Cleveland Heights Carriage House! [](https://www.expedia.ca/Cleveland-Hotels-Historic-Cleveland-Heights-Carriage-House.h87125409.Hotel-Information) Cleveland Heights 9.4/10 Exceptional (44 reviews) "Wonderful parking. Very nice kitchen. A very comfortable place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Regina L. CA $202 CA $482 total includes taxes & fees Jan 22 - Jan 23 [](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) ![Beach](https://images.trvl-media.com/lodging/71000000/70940000/70939500/70939415/737a7f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/71000000/70940000/70939500/70939415/f24ec50e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70940000/70939500/70939415/af52df5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard View | Walk to Wineries & River| Hot Tub [](https://www.expedia.ca/Madison-Hotels-Vineyard-View-Walking-Distance-To-Wineries-River.h70939415.Hotel-Information) Madison 10/10 Exceptional (66 reviews) "We loved our stay here!! It was the perfect little getaway from Columbus, and we would definitely stay here again! The outdoor & indoor spaces were clean and comfortable. The only thing we felt was missing was extra blankets in the living room, but other than that everything was amazing - there were plenty of towels and the kitchen was well stocked. Everything was clearly labeled/explained and the hosts had excellent communication! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Miriam B. CA $388 CA $637 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Madison-Hotels-Vineyard-View-Walking-Distance-To-Wineries-River.h70939415.Hotel-Information) ![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/104000000/103490000/103484000/103483937/1e905b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484000/103483937/1636903c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Lake Erie Cottage w/ Amazing Water Views! [](https://www.expedia.ca/Cleveland-Hotels-Coastal-Lake-Erie-Cottage-W-Amazing-Water-Views.h103483937.Hotel-Information) Euclid CA $108 CA $288 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Cleveland-Hotels-Coastal-Lake-Erie-Cottage-W-Amazing-Water-Views.h103483937.Hotel-Information) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/123000000/122670000/122666900/122666867/2ed11583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122670000/122666900/122666867/79994e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122670000/122666900/122666867/6852b60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122670000/122666900/122666867/4bd6fbc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Easy Cleveland Access! Quiet Suburb Stay w/ Yard [](https://www.expedia.ca/Cleveland-Hotels-Easy-Cleveland-Access-Quiet-Suburb-Stay-W-Yard.h122666867.Hotel-Information) Oakwood Village CA $132 CA $386 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Cleveland-Hotels-Easy-Cleveland-Access-Quiet-Suburb-Stay-W-Yard.h122666867.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=2026-02-04&endDate=2026-02-05®ionId=6269507&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style 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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APARTMENT) 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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=COTTAGE) 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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VACATION_HOME) 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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CABIN) 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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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 ![Hotel Cleveland, Autograph Collection](https://images.trvl-media.com/lodging/1000000/20000/12400/12309/ffe01549_y.jpg) ### Hotel Cleveland, Autograph Collection 10/10 Excellent "So nice" [](https://expedia.ca/Cleveland-Hotels-Hotel-Cleveland.h12309.Hotel-Information) ![The Glidden House](https://images.trvl-media.com/lodging/1000000/10000/4100/4042/a94737c8_y.jpg) ### The Glidden House 10/10 Excellent "A very unique and historic property, conveniently located." [](https://expedia.ca/Cleveland-Hotels-The-Glidden-House.h4042.Hotel-Information) ![Willow Lodge Willoughby – Cleveland Mentor](https://images.trvl-media.com/lodging/1000000/30000/21800/21790/c7b60d05_y.jpg) ### Willow Lodge Willoughby – Cleveland Mentor 10/10 Excellent "This place is good for the money" [](https://expedia.ca/Cleveland-Hotels-Willough-Lodge-Extended-Stay.h21790.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 "Breakfast was great rooms were very nice and clean very quiet and friendly " [](https://expedia.ca/Cleveland-Hotels-Embassy-Suites-Cleveland-Rockside.h794886.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 "We had a great stay. This was our fourth time staying here and we absolutely love this hotel. Very clean and tons of charm. " [](https://expedia.ca/Cleveland-Hotels-Hyatt-Regency-Cleveland-At-The-Arcade.h596912.Hotel-Information) ![Hilton Cleveland Downtown](https://images.trvl-media.com/lodging/14000000/13310000/13304700/13304695/1ebdaf0e_y.jpg) ### Hilton Cleveland Downtown 10/10 Excellent "Spotless " [](https://expedia.ca/Cleveland-Hotels-Hilton-Cleveland-Downtown.h13304695.Hotel-Information) ![Drury Plaza Hotel Cleveland Downtown](https://images.trvl-media.com/lodging/14000000/13580000/13579000/13578935/78bc1417_y.jpg) ### Drury Plaza Hotel Cleveland Downtown 10/10 Excellent "Clean room, good food and service. " [](https://expedia.ca/Cleveland-Hotels-Drury-Plaza-Hotel-Cleveland-Downtown.h13578935.Hotel-Information) ![The Westin Cleveland Downtown](https://images.trvl-media.com/lodging/1000000/10000/3400/3332/a3be6d16_y.jpg) ### The Westin Cleveland Downtown 10/10 Excellent "People were very friendly and the room was amazing. " [](https://expedia.ca/Cleveland-Hotels-The-Westin-Cleveland-Downtown.h3332.Hotel-Information) ![Wyndham Independence](https://images.trvl-media.com/lodging/1000000/20000/17500/17480/f0f567ad_y.jpg) ### Wyndham Independence 10/10 Excellent "Good " [](https://expedia.ca/Cleveland-Hotels-DoubleTree-By-Hilton-Cleveland-Independence.h17480.Hotel-Information) ## Find out more about Chesterland ## Chesterland Cottages information | Number of reviews | 182 | | ----------------- | ----------- | | Accommodation | 49 Cottages | | Lowest Price | CA $288 | | Highest Price | CA $637 | ## Frequently asked questions ### Why book your cottage in Chesterland with Expedia? ### How can I find cheap cottages in Chesterland? ### What is there to do in Chesterland near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Chagrin Falls ](https://www.expedia.ca/4Star-Chagrin-Falls-Hotels.s40-0-d3000452392.Travel-Guide-Filter-Hotels) - 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