Title: Chesterland Vacation Home Rentals from CA $211: Search Top Private Vacation Homes for Rent | 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) ![](https://mediaim.expedia.com/destination/2/4bd479b1b5e396ab3e259a7eaadbbf86.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kristin DePlatchett # Chesterland Vacation Rentals ![](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 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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) ## Browse Select Chesterland Vacation Homes ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33560000/33559900/33559811/12e87c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33559900/33559811/e676f4cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33559900/33559811/63499ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33559900/33559811/ea66d4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little house on the farm Middlefield 10/10 Exceptional (94) "It is perfect. Jim the owner communicated very quickly with any questions I had. The house was extremely clean. We had a great stay and highly recommend this home. You won’t be disappointed. " CA $217 CA $317 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Mesopotamia-Hotels-Little-House-On-The-Farm.h33559811.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96670000/96663300/96663275/cfaf6a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96670000/96663300/96663275/e4351727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96670000/96663300/96663275/910acbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96670000/96663300/96663275/35bb3d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch! Buckeye-Shaker 9.8/10 Exceptional (51) "Everything was as described, clean and a well stocked kitchen with pots and pans - dishes, etc. Communication was excellent and timely." CA $101 CA $223 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Cleveland-Hotels-Charming-Near-Cleveland-Clinic.h96663275.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88670000/88664300/88664261/50c7ed5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88670000/88664300/88664261/e23a4944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88670000/88664300/88664261/17ca8af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88670000/88664300/88664261/4969a354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crisp 2 bedroom upstairs apartment in historic duplex Stockyards 10/10 Exceptional (42) "Lovely 2nd floor apartment. Directions from host were very clear and helpful. " CA $137 CA $211 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Cleveland-Hotels-Crisp-2-Bedroom-Upstairs-Apartment-In-Historic-Duplex.h88664261.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101430000/101424600/101424526/eee67d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/102000000/101430000/101424600/101424526/17c1c9ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101430000/101424600/101424526/33b2a7ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101430000/101424600/101424526/43f6ceac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The House Hotels - Superior Road Cleveland Heights 9.0/10 Wonderful (9) "This lovely small home was perfect for attending our son’s graduation from CWRU. The beds were very comfortable with nice linens and lots of high end pillows. Towels were soft and fresh smelling. The sitting and dining areas had comfortable furniture in good shape. The kitchen was a little dated but had everything we needed to make breakfast ( that’s all we cooked). The street was very quiet for sleeping" CA $147 CA $294 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Cleveland-Hotels-The-House-Hotels-Superior-Road.h101424526.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117780000/117771400/117771366/9116f886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117780000/117771400/117771366/2823ccec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117780000/117771400/117771366/76fa91d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/118000000/117780000/117771400/117771366/9f70c6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tremont Neighborhood, Roof Top, Downtown, OhioCity Tremont 9.4/10 Exceptional (3) "Amazing house. Spacious, clean and communication was excellent. Would definitely stay here again. " CA $154 CA $325 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Cleveland-Hotels-Tremont-Neighborhood.h117771366.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113790000/113781700/113781611/w907h683x58y0-2d6f12a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113790000/113781700/113781611/w906h683x60y0-aa40ab43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113790000/113781700/113781611/w904h683x60y0-caef1c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113790000/113781700/113781611/w906h683x60y0-a3db9d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-Bedroom Pet-Friendly Home by Lake Erie Euclid 10/10 Exceptional (1) "Pet friendly" CA $126 CA $380 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Cleveland-Hotels-Charming-3-Bedroom-Pet-Friendly-Home-By-Lake-Erie.h113781611.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96540000/96532100/96532030/0a7ffa6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96540000/96532100/96532030/e3f80d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96540000/96532100/96532030/9d37ecef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96540000/96532100/96532030/fc805190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful cabin situated on wooded land with nice yard clearing and small stream Madison 9.8/10 Exceptional (10) "The location was very peaceful and relaxing. We felt at home with nature and enjoyed our time very much!" CA $182 CA $230 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Beautiful-Cabin-Situated-On-Wooded-Land-With-Nice-Yard-Clearing-And-Small-Stream.h96532030.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/70000000/69680000/69671200/69671188/517876ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69680000/69671200/69671188/5283fe08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69680000/69671200/69671188/a56de011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/70000000/69680000/69671200/69671188/68b2f27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Centrally Located Gem-King, Hot Tub, Pets OK, Shops & 15 Mins to Lake Erie Mentor 10/10 Exceptional (74) "The best home away from home stay. Clean, fully equipped with all the amenities " CA $189 CA $440 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Cleveland-Hotels-Private-Close-To-Barrestaurants-Beach-Golf-Shopping-Pet-Friendly.h69671188.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108500000/108491700/108491668/dbf1c1ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/109000000/108500000/108491700/108491668/4bf78bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108500000/108491700/108491668/ebc2857c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108500000/108491700/108491668/6ca3d114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Downtown Townhome w/ Private Garage Unit 16 Downtown Cleveland 9.2/10 Wonderful (19) "Ideal location, super clean, and easy check in check out process! Perfect for our mini getaway!" CA $70 CA $242 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Cleveland-Hotels-Luxury-Downtown-Townhome-W-Private-Garage-Unit-16.h108491668.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90680000/90675100/90675091/7dc5ab1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90680000/90675100/90675091/c5095425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90680000/90675100/90675091/fa4d527f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90680000/90675100/90675091/d264ce93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colorful 4 BR in the Heart of University Circle! Glenville 10/10 Exceptional (5) "Property was as advertised. Very clean, colorful, private and well maintained. Short and easy drive to downtown. Would definitely stay there again!" CA $183 CA $641 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Cleveland-Hotels-Colorful-4-BR-In-The-Heart-Of-University-Circle.h90675091.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107400000/107396200/107396192/527adb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107400000/107396200/107396192/f3dd80a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107400000/107396200/107396192/c68fe175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107400000/107396200/107396192/6f7d9af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Spacious & Affordable. Gem of Parma! Modern space superbly clean. Parma 10/10 Exceptional (10) "Very clean and nice neighborhood " CA $165 CA $314 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Cleveland-Hotels-Charming-Spacious-3-Bedroom-House-15-Minutes-From-Downtown-Cleveland-Attractions.h107396192.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103330000/103321100/103321086/7054bde1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103330000/103321100/103321086/bc47a442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103330000/103321100/103321086/9e55b1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103330000/103321100/103321086/3defba53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Ohio City Retreat - Walk to West Side Market and Breweries Ohio City 9.8/10 Exceptional (16) "Great place! The owner was very accommodating and answered any communication almost immediately." CA $119 CA $249 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Cleveland-Hotels-Stylish-Ohio-City-Retreat-Walk-To-West-Side-Market-And-Breweries.h103321086.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/96000000/95991700/95991663/ccac227b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/96000000/95991700/95991663/30c87d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/96000000/95991700/95991663/748a9381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/96000000/95991700/95991663/7f8760c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Small town vibes in Garrettsville Garrettsville 10/10 Exceptional (3) "Very clean, solid rental. " [](https://www.expedia.ca/Garrettsville-Hotels-Small-Town-Vibes-In-Garrettsville.h95991663.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118840000/118834700/118834601/9b75d9e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118840000/118834700/118834601/2bb4604f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/119000000/118840000/118834700/118834601/52374f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118840000/118834700/118834601/c20955f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Orchard Kirtland, Ohio Waite Hill 10/10 Exceptional (5) CA $266 CA $385 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Cleveland-Hotels-Charming-2-Bedroom-Kirtland-Apartment-Walk-To-Kirtland-Temple.h118834601.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/94000000/93790000/93781900/93781842/ca54b3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93790000/93781900/93781842/e53d7de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93790000/93781900/93781842/w1242h773x0y0-a4a898c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93790000/93781900/93781842/b2674daf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large duplex king size bed and two queen size Cleveland Heights 9.2/10 Wonderful (63) "We really enjoyed our stay. " CA $184 CA $283 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Cleveland-Hotels-Large-Duplex-King-Size-Bed-And-Two-Queen-Size.h93781842.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117780000/117771400/117771368/3ad4323f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117780000/117771400/117771368/999cdc47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117780000/117771400/117771368/d1e0092d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117780000/117771400/117771368/9cc238ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cleveland Charm on W 15th Brooklyn Centre CA $133 CA $279 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Cleveland-Hotels-Cleveland-Charm-On-W-15th.h117771368.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93410000/93403700/93403610/74cf263c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93410000/93403700/93403610/cd62e479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93410000/93403700/93403610/0458ccf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93410000/93403700/93403610/d363f0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trendy in Tremont, Cleveland U Tremont 9.4/10 Exceptional (6) "Very clean, very quiet, very convenient! Would definitely stay here again." CA $91 CA $263 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Cleveland-Hotels-Trendy-In-Tremont.h93403610.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/102000000/101620000/101616200/101616179/93f0f705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101620000/101616200/101616179/18b533d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/102000000/101620000/101616200/101616179/5507818f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101620000/101616200/101616179/971626a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cottage, fully remodeled, close to the beach, local wineries or night life! Mentor Headlands 10/10 Exceptional (1) "Heather was great and communicated with me all weekend. House was very nice and exactly what we needed. Appreciate then allowing us to bring our dog, even with her being over 50 pounds." CA $273 CA $434 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Mentor-Hotels-Cozy-Cottage.h101616179.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90680000/90675100/90675098/w1432h941x1y18-548e2ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90680000/90675100/90675098/638e07a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90680000/90675100/90675098/5286ca4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90680000/90675100/90675098/697fd05f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic 4 BR: Minutes to Cleveland Clinic, CWRU & UH! Glenville 9.6/10 Exceptional (7) "Clean and spacious and very comfortable." CA $183 CA $641 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Cleveland-Hotels-Chic-4-BR-Minutes-To-Cleveland-Clinic.h90675098.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114360000/114358800/114358717/5b183a00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi](https://images.trvl-media.com/lodging/115000000/114360000/114358800/114358717/d3f4a34a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114360000/114358800/114358717/14ef70c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114360000/114358800/114358717/5836e54d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house with WiFi and AC in welcoming Cleveland Old Brooklyn 10/10 Exceptional (4) "It was very nice and very spacious 10/10 " CA $209 CA $369 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Cleveland-Hotels-Charming-3-Bedroom-House-With-WiFi-And-AC-In-Welcoming-Cleveland.h114358717.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=2025-10-26&endDate=2025-10-27®ionId=6269507&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FChesterland-Private-Vacation-Homes.d6269507-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterland-Private-Vacation-Homes.d6269507-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chesterland Hotel Reviews ![The Westin Cleveland Downtown](//images.trvl-media.com/lodging/1000000/10000/3400/3332/a3be6d16_y.jpg) ### The Westin Cleveland Downtown 10/10 Excellent "Clean and very elegant, in walking distance to several venues" [](https://expedia.ca/Cleveland-Hotels-The-Westin-Cleveland-Downtown.h3332.Hotel-Information) ![Hilton Cleveland Downtown](//images.trvl-media.com/lodging/14000000/13310000/13304700/13304695/1ebdaf0e_y.jpg) ### Hilton Cleveland Downtown 10/10 Excellent "Clean room and great staff " [](https://expedia.ca/Cleveland-Hotels-Hilton-Cleveland-Downtown.h13304695.Hotel-Information) ![The Glidden House](//images.trvl-media.com/lodging/1000000/10000/4100/4042/a94737c8_y.jpg) ### The Glidden House 10/10 Excellent "Yes" [](https://expedia.ca/Cleveland-Hotels-The-Glidden-House.h4042.Hotel-Information) ![Hilton Garden Inn Cleveland Downtown](//images.trvl-media.com/lodging/1000000/870000/866100/866043/725ce971_y.jpg) ### Hilton Garden Inn Cleveland Downtown 10/10 Excellent "Clean" [](https://expedia.ca/Cleveland-Hotels-Hilton-Garden-Inn-Cleveland-Downtown.h866043.Hotel-Information) ![Fidelity Hotel](//images.trvl-media.com/lodging/110000000/109300000/109297700/109297621/2e6fd129_y.jpg) ### Fidelity Hotel 10/10 Excellent "Clean room, pleasant helpful staff, gorgeous hotel. Walkable to venues and dining and the lake" [](https://expedia.ca/Cleveland-Hotels-Fidelity-Hotel.h109297621.Hotel-Information) ![DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside](//images.trvl-media.com/lodging/1000000/20000/19900/19876/c3bcd14b_y.jpg) ### DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside 10/10 Excellent "The room was clean. However, the common area of the hotel needed cleaned." [](https://expedia.ca/Cleveland-Hotels-DoubleTree-By-Hilton-Cleveland-Downtown-Lakeside.h19876.Hotel-Information) ![Tru By Hilton Cleveland Midtown](//images.trvl-media.com/lodging/37000000/36480000/36475300/36475236/7ba1bba5_y.jpg) ### Tru By Hilton Cleveland Midtown 10/10 Excellent "It was just what we needed after being at the hospital all day and evening awaiting a family member’s major surgery completion. I must say specifically HELEN IS AMAZING!!! I was stressed, extremely exhausted and full of anxiety and her kindness and welcoming spirit allowed me to have a sense of calmness that I really needed thank you thank you thank you Helen!! I love the welcome bag with the waters and popcorn too. The room was very clean and comfortable and I enjoyed the decor. I will definitely stay again when in the city or in a different city." [](https://expedia.ca/Cleveland-Hotels-Tru-By-Hilton-Cleveland-Midtown.h36475236.Hotel-Information) ![Drury Plaza Hotel Cleveland Downtown](//images.trvl-media.com/lodging/14000000/13580000/13579000/13578935/78bc1417_y.jpg) ### Drury Plaza Hotel Cleveland Downtown 10/10 Excellent "The best historical hotel in Cleveland! The staff is always friendly. The hotel is extremely well maintenance for its age. You almost feel like you’re staying in an old museum or palace. Free dinner, free drinks, free breakfast! As a world traveler, I haven’t experienced such perks at any other hotel, from boutique to chains. The rooms are big, comfortable and quiet. It’s also in a very centralized location downtown. This would be considered a safe neighborhood." [](https://expedia.ca/Cleveland-Hotels-Drury-Plaza-Hotel-Cleveland-Downtown.h13578935.Hotel-Information) ![Hotel Indigo Cleveland Downtown by IHG](//images.trvl-media.com/lodging/1000000/120000/119000/119000/11326ddb_y.jpg) ### Hotel Indigo Cleveland Downtown by IHG 10/10 Excellent "Valet parking was well worth the $60 to just hand over the keys and not worry about parking in a deck somewhere. We were across the street from the entrance for Rocket fieldhouse. Walkable to plenty of bars and restaurants. I highly recommend Mabel's BBQ! The room was clean and modern. Very friendly staff. Keycard entrance after hours so no one that shouldn't be there is wandering in. Very great experience! Highly recommend!" [](https://expedia.ca/Cleveland-Hotels-Hotel-Indigo-Cleveland-Downtown.h119000.Hotel-Information) ## Find out more about Chesterland ## Chesterland Vacation Homes information | Number of reviews | 403 | | --- | --- | | Accommodation | 518 Vacation Homes | | Lowest Price | CA $211 | | Highest Price | CA $641 | ## 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) - [Hotels near Alpine Valley](https://www.expedia.ca/Alpine-Valley-Hotels.0-l553248621561735299-0.Travel-Guide-Filter-Hotels) - [B&B in Chagrin Falls](https://www.expedia.ca/Chagrin-Falls-Bed-And-Breakfast.d3000452392-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Chagrin Falls](https://www.expedia.ca/Chagrin-Falls-Guest-Houses.d3000452392-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Chagrin Falls](https://www.expedia.ca/Chagrin-Falls-Hotels-Cheap-Hotels.0-0-d3000452392-tCheapHotels.Travel-Guide-Filter-Hotels) - 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