
Vacation rentals in Chesterland
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Chesterland
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesterland vacation rentals
Other great vacation rentals in Chesterland
Superhost

Home in Ashtabula
4.88 out of 5 average rating, 8 reviewsNew! Stunning Geneva/Ashtabula Lakefront sleeps 16
EmilyRating, 5 stars1 week ago
Great house for a family get-together. My parent's loved being surrounded by their kids and grandkids for their 50th wedding anniversary weekend, and this place made the hosting easy. Kitchen is very well-appointed compared to most rental places I have stayed, and the whole place is spacious and well-cared for. Multi-level back deck with Lake Erie views was the highlight! Thanks for such a nice stay.
Top guest favorite

Home in Geneva
5 out of 5 average rating, 10 reviewsLake Breeze Cottage B 1 King 2 Queen By The Strip!
AmberRating, 5 stars6 months ago
The home and host were both great! Thank you for a great weekend with family!
Superhost

Home in Parma
4.88 out of 5 average rating, 8 reviewsBeautiful spacious home for your next gathering
MariaRating, 5 stars3 weeks ago
The house was very clean, roomy and comfortable. Great location to stores, restaurants, etc. Highly recommend if you have a large group - we had 6.
Top guest favorite

Cabin in Hinckley
5 out of 5 average rating, 23 reviewsVacation Home with Hot Tub
KyleRating, 5 stars1 month ago
Photos don’t do this place justice! There’s plenty of outdoor space to gather and relax. The additional building was perfect for our group—we spent most of our time there. The host was very responsive to all our questions. With its great location near Cleveland and excellent amenities, we’ll definitely be back!
Guest favorite

Cottage in Geneva
4.93 out of 5 average rating, 69 reviewsDylan's Light House (Sunshine cottages)
ChristinaRating, 5 stars8 months ago
If you're looking for a charming getaway, Dylan's Lighthouse is a delightful choice! The place is quaint and so cute! The cleanliness was impeccable, making our stay both comfortable and worry-free. One of the highlights of our stay was the inviting outdoor space. We spent both evenings relaxing around the fire pit. Location-wise, Dylan's Lighthouse is conveniently close to the strip, so we had easy access to popular restaurants and bars. Even better, we could walk to the nightlife, which was incredibly convenient and a real treat for us! David, the owner, was so friendly and responsive, always quick to answer our questions and offer helpful recommendations. In summary, Dylan's Lighthouse is a gem of a place with wonderful hosts, and we highly recommend it for anyone looking for a peaceful retreat with easy access to local amenities.
Guest favorite

Home in Geneva
4.94 out of 5 average rating, 18 reviewsThe Westlake House
JulieRating, 5 stars5 months ago
The house was perfect for us. The location was good and everything was just as described.
Top guest favorite

Cottage in Geneva
5 out of 5 average rating, 16 reviewsGOTL Family Cottage: kitchen, ctrl HVAC,14 guests
MarkRating, 5 stars7 months ago
Nice place, we would stay there if in town again
Top guest favorite

Apartment in Downtown Cleveland
5 out of 5 average rating, 11 reviewsCity Getaway | Free Parking | 24/7 Hour Gym
LouisRating, 5 stars1 week ago
Beautiful location,very nicely appointed.
Destinations to explore
- Northeast Ohio Vacation rentals
- Cleveland Vacation rentals
- Erie Vacation rentals
- Cuyahoga River Vacation rentals
- Sandusky Vacation rentals
- Akron Vacation rentals
- Geneva-on-the-Lake Vacation rentals
- Cleveland Heights Vacation rentals
- Washington Vacation rentals
- Mississauga Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Rock and Roll Hall of Fame
- Progressive Field
- Pro Football Hall of Fame
- Cleveland Metroparks Zoo
- Gervasi Vineyard
- Cleveland Ski Club
- Headlands Beach State Park
- Memphis Kiddie Park
- Brookside Country Club
- Punderson State Park
- Mosquito Lake State Park
- Cleveland Botanical Garden
- The Kirtland Country Club
- Nelson-Kennedy Ledges State Park
- Cleveland Museum of Natural History
- Funtimes Fun Park
- Markko Vineyards
- Boston Mills
- Canterbury Golf Club
- Firestone Country Club
- The Country Club
- Lake Milton State Park