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) ![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 # 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 [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 two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6269507&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chesterland Vacation Homes ![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) ![Exterior](https://images.trvl-media.com/lodging/89000000/88670000/88664300/88664261/4969a354.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) ### Crisp 2 bedroom upstairs apartment in historic duplex Stockyards 10/10 Exceptional (45) "Had a great stay here while in Cleveland for a concert. Clean, comfortable, and great location. Would definitely stay again if in the area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley F. CA $137 CA $211 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Cleveland-Hotels-Crisp-2-Bedroom-Upstairs-Apartment-In-Historic-Duplex.h88664261.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109900000/109893000/109892991/b9d5a5c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109900000/109893000/109892991/e7ce185a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109900000/109893000/109892991/2196de04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109900000/109893000/109892991/b4def313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Victorian Studio Steps from Cleveland Clinic Hough 10/10 Exceptional (1) CA $125 CA $310 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Cleveland-Hotels-Studio-Apt.h109892991.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) ![Dining](https://images.trvl-media.com/lodging/97000000/96670000/96663300/96663275/910acbbd.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) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96670000/96663300/96663275/a03ad4b6.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 (57) "We had made a prior request that housekeeping avoid scented cleaning products as much as possible (due to allergies and sensitivities of people in our group). We were very pleased with their efforts, and our stay was allergy-free! Also, the host, Ken Love, was very responsive when I had questions/comments during and after our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $101 CA $223 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Cleveland-Hotels-Charming-Near-Cleveland-Clinic.h96663275.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) ![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) ![TV](https://images.trvl-media.com/lodging/114000000/113790000/113781700/113781611/w904h683x60y0-caef1c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113790000/113781700/113781611/w904h683x60y0-39dcc5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-Bedroom Pet-Friendly Home by Lake Erie Euclid 10/10 Exceptional (3) "Pet friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gac R. CA $81 CA $251 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Cleveland-Hotels-Charming-3-Bedroom-Pet-Friendly-Home-By-Lake-Erie.h113781611.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) ![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) ![TV](https://images.trvl-media.com/lodging/109000000/108500000/108491700/108491668/4bf78bc0.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 (21) "Location was great for a quick family weekend trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal P. CA $56 CA $226 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Cleveland-Hotels-Luxury-Downtown-Townhome-W-Private-Garage-Unit-16.h108491668.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97070000/97065500/97065428/0b2fc8e0.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/98000000/97070000/97065500/97065428/861e7a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/98000000/97070000/97065500/97065428/fa8db458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/98000000/97070000/97065500/97065428/12d5dbf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Downtown Townhome w/ Private Garage Unit 14 Downtown Cleveland 9.6/10 Exceptional (37) "Good location, walkable to sports. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael C. CA $77 CA $249 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Cleveland-Hotels-Luxury-Downtown-Townhome-W-Private-Garage-Unit-14.h97065428.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33560000/33559900/33559811/12e87c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33559900/33559811/4a6cefb8.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33559900/33559811/e676f4cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little house on the farm Middlefield 10/10 Exceptional (94) "My stay here was wonderful! James and Anna were very welcoming and such a clean place when arriving! I love this area as I grew up here and was close to many destinations I had planned. I will definitely be returning again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah S. CA $217 CA $316 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Mesopotamia-Hotels-Little-House-On-The-Farm.h33559811.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) ![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) ![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) ### Stylish Ohio City Retreat - Walk to West Side Market and Breweries Ohio City 9.8/10 Exceptional (19) "I had no complaints about our stay whatsoever. It was a very nice place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nick f. CA $103 CA $232 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Cleveland-Hotels-Stylish-Ohio-City-Retreat-Walk-To-West-Side-Market-And-Breweries.h103321086.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118330000/118327300/118327226/1360de22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118330000/118327300/118327226/80729e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/119000000/118330000/118327300/118327226/976d5f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118330000/118327300/118327226/e0c8cecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Christmas Avail • Hulu • 15 mi to DT CLE • King • Soaking Tub • Fast WiFi Euclid 10/10 Exceptional (2) "Lovely house. Decorated beautifully and all the extras Val put in it was awesome. Highly recommend staying there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deb L. [](https://www.expedia.ca/Cleveland-Hotels-Thanksgiving-Open-Hulu-15-Mi-To-DT-CLE-King-Soaking-Tub-Fast-WiFi.h118327226.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102460000/102459900/102459863/9050009a.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/103000000/102460000/102459900/102459863/13175031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102460000/102459900/102459863/d8b1d3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102460000/102459900/102459863/aa6aac9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Downtown Townhome w/ Private Garage Unit 5 Downtown Cleveland 9.0/10 Wonderful (27) "Had a great time very convenient, extremely clean and communication!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wadsworth J. CA $49 CA $218 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Cleveland-Hotels-Luxury-Downtown-Cleveland-Townhome-Unit-5.h102459863.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110110000/110101900/110101850/adca32e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110110000/110101900/110101850/3809b0c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110110000/110101900/110101850/9c7e248e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110110000/110101900/110101850/b620db9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban Art Escape in Gordon Sq. W/King Size Bed Detroit - Shoreway 9.0/10 Wonderful (2) "The location was great especially because parking was kind of scarce we could walk up the street and everything we could want was right there. The home was clean and practical. We will definitely book when we come to Cleveland " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cierra H. CA $120 CA $312 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Cleveland-Hotels-Urban-Art-Escape-In-Gordon-Sq-WKing-Size-Bed.h110101850.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/115000000/114360000/114357900/114357890/dcbd4460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114360000/114357900/114357890/147fd0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114360000/114357900/114357890/ec2d3a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114360000/114357900/114357890/493b5603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shaker Square|Sleeps 4|Front Porch|Coffee Station Buckeye-Shaker 10/10 Exceptional (4) "It is a clean, well maintained property. It was very comfortable & it is in a nice neighborhood." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie S. CA $124 CA $434 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Cleveland-Hotels-Shaker-SquareSleeps-4Front-PorchCoffee-Station.h114357890.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117730000/117730000/117729908/7631564f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/118000000/117730000/117730000/117729908/83d53380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117730000/117730000/117729908/0c711ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117730000/117730000/117729908/952bad71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fun 3 BR Home in Ohio City | Game Room | Sleeps 11 Ohio City 10/10 Exceptional (3) "Great communication with host. He checked in with me to make sure everything was to our liking and that we got settled in ok. It was perfect for our night of sitting around the table and playing games/cards with friends. We also had a blast playing Galaga and Ms. Pac-Man. Close to the Westside Market area which was convenient. Will definitely stay again when in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaime S. CA $112 CA $395 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Cleveland-Hotels-Fun-3-BR-Home-In-Ohio-City-Game-Room-Sleeps-11.h117729908.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/122000000/121740000/121734100/121734047/c108d227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121740000/121734100/121734047/df5ad857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/122000000/121740000/121734100/121734047/eb4b1421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121740000/121734100/121734047/0b6f4fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Loft in the Heart of Downtown • Gym Downtown Cleveland 8.0/10 Very good (1) "There was no key for the property for the duration of the stay. And though security was helpful, it really wasn’t a comfortable situation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Conor C. CA $74 CA $243 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Cleveland-Hotels-Historic-Loft-In-The-Heart-Of-Downtown-Gym.h121734047.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101430000/101424600/101424526/f993dad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101430000/101424600/101424526/3ba1c77c.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/b3f42601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101430000/101424600/101424526/2353f5e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The House Hotels - Superior Road Cleveland Heights 9.4/10 Exceptional (14) "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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie S. CA $154 CA $308 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Cleveland-Hotels-The-House-Hotels-Superior-Road.h101424526.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120780000/120776300/120776281/280c3a2b.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/121000000/120780000/120776300/120776281/574cedec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120780000/120776300/120776281/0fdda020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120780000/120776300/120776281/20d6aed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet and comfortable Central 10/10 Exceptional (1) "We enjoyed our stay at the home. The owner was very responsive and the home was near several good locations within a few miles. We loved having separate bathrooms for each couple. Our only suggestion would be to add small televisions in the bedrooms and a new grill. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela L. CA $189 CA $342 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Cleveland-Hotels-Quiet-And-Comfortable.h120776281.Hotel-Information) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/101000000/100420000/100413300/100413291/809b385c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/101000000/100420000/100413300/100413291/def23aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100420000/100413300/100413291/w1024h678x0y5-92c6e43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/101000000/100420000/100413300/100413291/5d222f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spring Special In The HEART of Cleveland - Limited Time Offer Cleveland Heights 9.6/10 Exceptional (13) "My family is from Cleveland and we returned for a family gathering. The location was perfect for us and it slept all 10 of us comfortably with extra room to spare. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) yasmeen h. [](https://www.expedia.ca/Cleveland-Hotels-Special-I-On-Site-Public-Transport-I-Bar-N-Lounge-I-2-Dedicated-Offices.h100413291.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111500000/111497800/111497746/0e63a269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/112000000/111500000/111497800/111497746/c4151ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111500000/111497800/111497746/a95558a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/112000000/111500000/111497800/111497746/a6ea8a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Soak and Play: Hot Tub + Family Arcade Fun Euclid 10/10 Exceptional (3) "Good accommodations and clear communication with the host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jared D. CA $152 CA $379 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Cleveland-Hotels-Family-Arcade-Getaway-Play-Stay-Experience.h111497746.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/108000000/107400000/107396200/107396192/b5360b7a.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 (11) "Wonderful hosts, answered all my questions promptly and had great recommendations! Home was super clean and had everything we needed and then some! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna B. CA $180 CA $338 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Cleveland-Hotels-Charming-Spacious-3-Bedroom-House-15-Minutes-From-Downtown-Cleveland-Attractions.h107396192.Hotel-Information) ![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104500000/104499000/104498925/6e9afaaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104500000/104499000/104498925/5259a1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/105000000/104500000/104499000/104498925/f395d2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104500000/104499000/104498925/266716e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Fun: Hot Tub & Game Arcade Retreat Euclid 9.0/10 Wonderful (12) "Lovely stay and our host Michelle was very helpful and welcoming. We would be happy to stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheree Y. [](https://www.expedia.ca/Cleveland-Hotels-Escape-To-Fun-Hot-Tub-Game-Arcade-Retreat.h104498925.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=2025-12-15&endDate=2025-12-16®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) ![](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 ![Hotel Indigo Cleveland Downtown by IHG](https://images.trvl-media.com/lodging/1000000/120000/119000/119000/11326ddb_y.jpg) ### Hotel Indigo Cleveland Downtown by IHG 10/10 Excellent "Staff was very helpful. Rooms were spotless. Cleveland was a great place especially for sports lovers." [](https://expedia.ca/Cleveland-Hotels-Hotel-Indigo-Cleveland-Downtown.h119000.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 "Very nice staff" [](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 "👏" [](https://expedia.ca/Cleveland-Hotels-The-Westin-Cleveland-Downtown.h3332.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) ## Find out more about Chesterland ## Chesterland Vacation Homes information | Number of reviews | 363 | | --- | --- | | Accommodation | 564 Vacation Homes | | Lowest Price | CA $211 | | Highest Price | CA $434 | ## 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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