602+ Vacation Home Rentals in Chesterland |
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Chesterland Vacation Rentals & Ski-in/Ski-out Homes

About Chesterland Vacation Rentals

Explore over 602 vacation rentals in Chesterland with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Chesterland for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Chesterland. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Chesterland tailored to your preferences. On average, these rentals offer 836.55 ft² of space, and are priced at an average of US $227 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Chesterland at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

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Top Types of Ski Accommodations in Chesterland

Type Count
Vacation Homes 376
Holiday Apartments 102
Cottages 12
Cabin Rentals 7
Others 7
Villas 4
B&B 2

Use these Quick Filters to Find a Vacation Rental in Chesterland

★ Pro Tip: Discover Your Ideal Vacation Rental in Chesterland with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

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

Sunski 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 267 Properties
Alpine Valley 199 Properties

Frequently Asked Questions About Chesterland?

What are the top vacation rentals in Chesterland?

When organizing your trip to Chesterland, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Chesterland. Peruse our collection of highly-rated properties and secure your reservation today.

How many vacation rentals have private pools in Chesterland?

Uncover 18 vacation rentals boasting private pools near Chesterland. Explore top-rated RBO homes offering access to a swimming pool:

Which vacation homes or resorts in Chesterland are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Chesterland. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Chesterland?

Discover the ideal vacation rental in Chesterland with SunSki Resorts™. We provide an extensive selection of over 602 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Chesterland.


People Also Ask

There are 602 Chesterland, OH Vacation Rentals

Recently Booked Vacation Rentals in Chesterland