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Chesterland Hotels, Resorts, and Rentals

About Chesterland Vacation Rentals

There are more than 592 places to stay in Chesterland that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Chesterland.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Chesterland, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Chesterland. Places to stay near Chesterland are 852.79 ft² on average, with prices averaging GB £169 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Chesterland with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Chesterland

Type Count
Vacation Homes 376
Holiday Apartments 91
Cottages 12
Cabin Rentals 7
Others 7
Villas 5
B&B 2

Use these Quick Filters to Find a Vacation Rental in Chesterland

★ Pro Tip: Hotala.uk has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Chesterland.

Weather in Chesterland, OH

View the weather forecast for Chesterland before booking your Chesterland Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Chesterland's Top Attractions

Hotala.uk can help you find hotels, resorts, and rentals near many of Chesterland's top attractions, neighborhoods, and points of interest.


Alpine Valley
Fowler's Mill Golf Course
Rock and Roll Hall of Fame
Cleveland Clinic
Rocket Mortgage FieldHouse
Progressive Field
FirstEnergy Stadium
Case Western Reserve University
JACK Cleveland Casino
University Hospitals of Cleveland
Cleveland Convention Center
Cleveland Museum of Art
MGM Northfield Park
Cleveland State University
Cuyahoga Valley National Park
Greater Cleveland Aquarium
Wolstein Center
West Side Market
Great Lakes Science Center
Cleveland Metroparks Zoo

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Fowler's Mill Golf Course 267 Properties
Alpine Valley 199 Properties

Frequently Asked Questions About Chesterland?

What are the top hotels or resorts in Chesterland?

You have a lot of choices in or near Chesterland. If you need a hotel in the Chesterland area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Chesterland:

How many vacation rentals have private pools in Chesterland?

There are 6 accommodation options with private pools in or near Chesterland. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

Which hotel or resort in Chesterland is best for families?

If you are looking for a family-friendly hotel, resort, or vacation home in Chesterland, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in Chesterland:

How many hotels, resorts, or rentals are available in Chesterland?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 592 in the Chesterland area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Chesterland.


People Also Ask

There are 76 hotels in Chesterland and 479 rentals

Recently Booked Hotels, Resorts, or Rentals in Chesterland