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Compare 1,120 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Farm at Grand River
2.0 out of 10, 1 review
"This is a campsite for tent or RV on a dairy farm. Somehow the listing got linked to one for a room. Since I thought l was booking a room and wasn't prepared to camp, l didn't stay. The listing gave a number to contact the host to be let in, but it always went to a phone with no mailbox set up. The host was not expecting me at sll. If you are camping it is probably nice."
The price is $30
$50 total
includes taxes & fees
Jun 13 - Jun 14
The Farm at Grand River
Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel
2.5 star property
9.4 out of 10, Exceptional, 676 reviews
"nice clean hotel. Indoor pool and exercise room were nice (no hot tub though). good breakfast."
The price is $152
$175 total
includes taxes & fees
Jun 24 - Jun 25
Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel
Punderson Manor Lodge and Conference Center
3.5 star property
9.0 out of 10, Wonderful, 228 reviews
"The Punderson Lodge does not have an elevator. You have go up one flight of stairs and then back down another half-flight to get to your room. This is major points off. "
Punderson Manor Lodge and Conference Center
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Rustic Western Getaway
8.0 out of 10, Very Good, 19 reviews
"I stayed here a couple nights when I was traveling for a seminar. The property was quiet with a private entrance (separate from the main house). I had no issues during my stay."
The price is $72
$112 total
includes taxes & fees
Jun 8 - Jun 9
Rustic Western Getaway
Bonnie's Guesthouse @ Peridot Equine Sanctuary
9.6 out of 10, Exceptional, 64 reviews
"We enjoyed our stay."
The price is $150
$171 total
includes taxes & fees
Jun 7 - Jun 8
Bonnie's Guesthouse @ Peridot Equine Sanctuary
Cozy Farm Apartment
9.2 out of 10, Wonderful, 39 reviews
"About 25 minutes from the city of Warren. Truly on a farm. Very quiet. The hot water doesn’t work in the bathroom for some reason and Jeff, the owner, couldn’t figure out why."
Cozy Farm Apartment
Quiet Country Get-Away
8.4 out of 10, Very Good, 23 reviews
"We enjoyed our stay here. It was quiet and secluded."
Quiet Country Get-Away
Loft Unplugged w/ Outdoor Space in Amish Country!
9.2 out of 10, Wonderful, 22 reviews
"Very nice spot. Would stay again"
Loft Unplugged w/ Outdoor Space in Amish Country!
The Thistle House off Chardon Square
10.0 out of 10, Exceptional, 22 reviews
"Molly was great to work with! House was clean and perfect for our short stay."
The price is $295
$498 total
includes taxes & fees
Jun 11 - Jun 12
The Thistle House off Chardon Square
Forever spring cabin
10.0 out of 10, Exceptional, 197 reviews
"The cabin was just perfect. It was a perfect honeymoon experience. It was just into the woods (quiet; I dare say, sacred. we found ourselves whispering because it felt right. It was so peaceful). The community around it had everything we needed. It was a flawless experience. Perfect, perfect, prefect."
Forever spring cabin
1br-1bth- Furnished Apartment in Chardon
9.4 out of 10, Exceptional, 3 reviews
"You absolutely WILL NOT be disappointed in this place!!!!! VERY, VERY NICE!!!!!"
1br-1bth- Furnished Apartment in Chardon
Small town vibes in Garrettsville
10.0 out of 10, Exceptional, 1 review
"It was very nice and enjoyable. Only negative was the upstairs bathroom sink leaked. We put the trash can under the drain."
The price is $276
$411 total
includes taxes & fees
Jun 9 - Jun 10
Small town vibes in Garrettsville
The Wildflower - Private cabin in wooded setting
10.0 out of 10, Exceptional, 23 reviews
"We spent 4 nights at this lovely cottage. Such a beautiful location, you can sit on the porch and listen to the horse and buggies ride by. Stunning yard, covered front porch with a swing and back covered porch. The yard has a pergola, another swing and fire pit. Everything you need to relax and decompress from the madness. We love to ride or bikes on the Western Reserve bike path and the Maple Highland Trail. The location is only minutes from either path which is where we spent most of our...
The Wildflower - Private cabin in wooded setting
Geauga Maple Cottage
10.0 out of 10, Exceptional, 154 reviews
"Our family of five greatly enjoyed our stay in Chardon especially as this house is within walking distance to a number of nice restaurants. The front porch with rocking chairs, the children’s games, and the cozy reclining chairs were highlights for our children. The laundry room, nicely equipped kitchen, and cozy bedrooms were just right. Definitely recommend!"
Geauga Maple Cottage
Loft Unplugged w/ Outdoor Space in Amish Country!
3.5 star property
6.0 out of 10, 1 review
Loft Unplugged w/ Outdoor Space in Amish Country!
Little house on the farm
10.0 out of 10, Exceptional, 83 reviews
"Close to the nursing home and a wonderful place to stay. We have stayed multiple times now."
The price is $145
$203 total
includes taxes & fees
Jun 9 - Jun 10
Little house on the farm
Historic Century Home on Chardon Square
10.0 out of 10, Exceptional, 35 reviews
"Everything was lovely. The house is clean and much bigger than I expected. It was nicely decorated. We came from different areas and there is plenty of parking. We mostly used the house to sleep but a couple in our party partook of some of the games and a couple others the selection of movies. My only complaint is that after paying a cleaning fee, you have to strip the beds and take the linens down to the basement and take out the garbage before you leave. This is my first Vrbo so maybe it is...
Historic Century Home on Chardon Square
Cheerful Family Manor- Sleeps 25 w/hot tub and private pool in Amish Country
9.6 out of 10, Exceptional, 12 reviews
"This is our second time as a group of 15 renting Paradise Manor. The location is perfect. The house is amazing! Clean. Fully stocked house with everything you would need plus more. We will plan our third stay at this fabulous place in the near future!"
Cheerful Family Manor- Sleeps 25 w/hot tub and private pool in Amish Country
Lakefront Burton Home w/ Deck, Grill + Views!
3.5 star property
Lakefront Burton Home w/ Deck, Grill + Views!
Simba’s House Mid 1800’s Burton Village Retreat
10.0 out of 10, Exceptional, 13 reviews
"We had a great stay. The house was clean, in a great quiet little town. Very good host, went above and beyond. We would definitely stay there again."
Simba’s House Mid 1800’s Burton Village Retreat
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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.

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Chesterland Travel Info

Number of reviews
6,664
Accommodation
1,120 hotels
Highest price
$295
Lowest price
$30
Why to go
Fowlers Mill Golf Course and Chardon Lakes Golf Club

Frequently asked questions

Where is the best place for a stay in Chesterland?

Extended Stay America Premier Suites - Cleveland - Independence, located 18.3 mi (29.5 km) from the heart of Chesterland, is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Drury Plaza Hotel Cleveland Downtown and DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside. See all available top hotels, or vacation rentals in Chesterland.

What are some of the best vacation home rentals in Chesterland?

Ohio City Getaway! Sleeps 12, Games, Near Downtown: This vacation home rental outside of Chesterland has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. See all vacation rentals in Chesterland.

If I need to cancel my hotel reservation in Chesterland, will I receive a refund?

Yes, the majority of room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterland.

Where can I learn more about changing or cancelling my trip to Chesterland?

For more details about picking new dates or cancelling your trip to Chesterland, go to https://www.expedia.com/service/.

What's the best place to stay near Alpine Valley?

Punderson Manor Lodge and Conference Center is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers a marina and a golf course. You'll find it 5.4 mi (8.7 km) from Alpine Valley. Other good options in the area include Red Maple Inn and Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel.

What about the best place to stay close to Fowler's Mill Golf Course?

One of the top choices for your stay is Punderson Manor Lodge and Conference Center, located 4.9 mi (7.9 km) from Fowler's Mill Golf Course, and this 3.5-star hotel offers a marina and a golf course. Red Maple Inn and Staybridge Suites Cleveland Mayfield Heights Beachwood, an IHG Hotel are two other good choices within the area.

What are some hotels with pools in Chesterland?

Drury Plaza Hotel Cleveland Downtown: 3-star hotel, 9-minute walk from Rocket Mortgage FieldHouse. Provides a snack bar, an indoor pool, and free buffet breakfast. Hilton Cleveland Downtown and Embassy Suites by Hilton Cleveland Beachwood are two additional hotels that offer an onsite pool.

What is the best hotel near Hopkins International Airport (CLE)?

Sheraton Cleveland Airport Hotel is a popular 3.5-star hotel featuring a restaurant and an indoor pool. It's located a short 0.3 mi (0.4 km) from Hopkins Intl. Airport. Other accommodations close to the airport are Hilton Garden Inn Cleveland Airport and Howard Johnson by Wyndham Cleveland Airport.

What is staying in Chesterland like?

Visitors can enjoy all that Chesterland has to offer including the golf courses and ski areas. A top sight in the area is Progressive Field. There are 1147 hotels and other accommodations in the surrounding area. Find out more about Chesterland.

What is there to see in Chesterland?

Favorite places to visit include Fowler's Mill Golf Course, Chagrin River, and Alpine Valley. Additionally, you'll find Progressive Field in the area. Check out what more to see and do in Expedia's Chesterland guide.

What's the seasonal weather like in Chesterland?

The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterland are January, November, December, and March, with each month seeing an average of 7 inches of snowfall.

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