30+ Vacation Rentals in Chesterland |
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  2. Ohio
  3. Cleveland
  4. Chesterland

Chesterland Vacation Rentals, Hotels, & Places to Stay

About Chesterland Vacation Rentals

There are more than 30 places to stay that are available in Chesterland. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Chesterland.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Chesterland, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Chesterland. Places to stay near Chesterland are 1886.89 ft² on average, with prices averaging US $380 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Chesterland. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Chesterland

Type Count
Vacation Homes 23
Holiday Apartments 1
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Chesterland

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Chesterland today.

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

Top Attractions Around Chesterland, OH

Varoom offers a large selection of top attractions around Chesterland . Research things to do on your vacation before you visit Chesterland.


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

Other Places to Stay in Chesterland, OH


Fowler's Mill Golf Course 34 Properties
Alpine Valley 25 Properties

Frequently Asked Questions About Chesterland?

What are the top vacation rentals in Chesterland?

We have scoured the web to find you options in Chesterland. If you plan on staying near or in the Chesterland area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Chesterland:

Which vacation homes in Chesterland are best for families?

If you are looking for a place to stay that is family-friendly in Chesterland, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Chesterland:

How many Varoom vacation rentals are available in Chesterland?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 30 in the Chesterland area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Chesterland. 


People Also Ask

There are 30 Chesterland, OH Vacation Rentals

Recently Booked Vacation Rentals in Chesterland