Chesterland Vacation Rentals, Ohio: homes, house rentals & more

Discover a selection of vacation rentals in Chesterland that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and a washer and dryer. Whatever you're looking for, you're sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

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Find the best place to stay - Chesterland

Cheerful Family Manor- Sleeps 25 w/hot tub and private pool in Amish Country

Sleeps 25 · 8 bedrooms · 6+ bathrooms

Top rated rentals - Chesterland

great little cottage

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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Book a vacation rental for your Chesterland getaway

Experience the unique character of Chesterland with a stay in a vacation home rental. This city is well-known for its golfing and skiing. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Chesterland

Do you want to discover top things to see and do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Chesterland a fun spot to vacation. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

Thistledown Racetrack (11.7 mi / 18.8 km)
Pioneer Waterland & Dry Fun Park (13.2 mi / 21.3 km)
MGM Northfield Park (15.4 mi / 24.8 km)
Fun 'n' Stuff (17.5 mi / 28.2 km)
Topgolf (17.9 mi / 28.8 km)
Fowler's Mill Golf Course (3.3 mi / 5.4 km)

Exploring the natural landscape of Chesterland

Whether you're looking for adventure or just want to spend some time taking in the scenery, Chesterland is a great place to get out in nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

The Holden Arboretum (6.5 mi / 10.5 km)
Punderson State Park (8 mi / 12.9 km)
Cain Park (11.5 mi / 18.5 km)
Cleveland Botanical Garden (14.1 mi / 22.6 km)
Cleveland Lakefront State Park (15 mi / 24.2 km)
Headlands Beach State Park (16.5 mi / 26.5 km)

Transportation to and around Chesterland

Fly into Cleveland, OH (CGF-Cuyahoga County), the closest airport, located 8.6 mi (13.8 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Cleveland, OH (BKL-Burke Lakefront), which is 17.7 mi (28.5 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Chesterland?

The average price for a vacation home in Chesterland depends on a number of factors, including property type, season and length of stay. Whether you prefer a sprawling villa with space for extended family or a quaint cottage for you and your other half, just enter your travel dates to see stays with terrific value.

How much does it cost to rent a beach house in Chesterland?

The average price for a vacation rental close to the beach in Chesterland depends on when you're visiting the area and the style and size of property you're looking for. You can find prices easily and quickly on Vrbo by entering the dates you'll be traveling. Then use our handy filter tool to select the number of bedrooms and amenities that you require, like air conditioning, a pool and WiFi.

What are the top attractions for families in Chesterland?

Keeping the kids amused during your vacation in Chesterland is child's play with these family-friendly attractions:

Lake Lucerne Beach
Chardon Lakes Golf Club
Fowlers Mill Golf Course

How old do you have to be to rent a vacation rental in Chesterland?

The minimum age allowed can differ across properties on Vrbo, so look at the rules of the vacation home in Chesterland you want. But typically, it's 16, 18 or 21.

How long can I rent a vacation rental in Chesterland for?

The amount of time you can book a Chesterland vacation home for is up to each property. Simply enter your preferred travel dates to view available options offering longer term stays. They include all you require to make your extended trip more comfortable and enjoyable, like air conditioning and laundries. Some properties may also offer weekly or monthly discounts, so you can hang around longer for less.