Photo by Kristin DePlatchett

Search Chesterland Cottages

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Compare 37 Cottages in Chesterland with updated reviews, rates, and availability.

Beach nearby, sun loungers, beach towels
RIVERFRONT Cottage-Hot Tub, Billiards, Golf Cart, Pet Friendly
10.0 out of 10, Exceptional, (22)
"Nice getaway, clean provided basic necessity as well, well though out."
RIVERFRONT Cottage-Hot Tub, Billiards, Golf Cart, Pet Friendly
Terrace/patio
Lydia's Lake Erie Cottage
10.0 out of 10, Exceptional, (5)
"The property and home were perfectly suited for our stay and Lydia was very accommodating. I would not hesitate to return again or recommend to my friends and family."
Lydia's Lake Erie Cottage
Property grounds
Cozy Mosaic Cottage minutes from Lake Erie!
10.0 out of 10, Exceptional, (2)
"My 82 year old mom and I stayed here while in town visiting my daughter in Mentor. It was very clean and recently had modern updates. The walkin shower was easy for mom to use. The snacks and drinks that were stocked were an added touch. The back deck was nice but I did not have the time to enjoy the backyard. It was furnished with a nice table and chairs under a covered gazebo. The firepit looked cozy. The kitchen cabinets were stocked with anything you would need and the furniture was...
Cozy Mosaic Cottage minutes from Lake Erie!
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Beach nearby, sun loungers, beach towels
Luxurious 3-BR Lakefront Cottage on Lake Erie - Book Your Lakeside Retreat Today
10.0 out of 10, Exceptional, (72)
"Private well appointed home with great views of the water."
Luxurious 3-BR Lakefront Cottage on Lake Erie - Book Your Lakeside Retreat Today
Property grounds
Coastal Lake Erie Cottage w/ Amazing Water Views!
10.0 out of 10, Exceptional, (1)
"This lake front cottage was beautiful, very clean and freshly painted. We enjoyed watching the waves and boats on Lake Erie, and wonderful sunsets. Jenna, the owner, was exceptionally hospitable and welcoming. The cottage is located in a quieter region of the Cleveland metro area, within a short drive of attractions like downtown Cleveland, the Rock and Roll Hall of Fame, Cleveland Art and Natural History Museums and the Cleveland Botanical Gardens. It was nice to return to the quiet of the...
Coastal Lake Erie Cottage w/ Amazing Water Views!
Property grounds
Vineyard View | Walk to Wineries & River| Hot Tub
10.0 out of 10, Exceptional, (47)
"Couldn't have picked a better place to stay for 2024 Solar Eclipse. Clean, beautiful home nestled in Ohio Wine Country. Peaceful. Relaxing."
The price is $256
$409 total
includes taxes & fees
May 22 - May 23
Vineyard View | Walk to Wineries & River| Hot Tub
Property grounds
Lakefront cottage with amazing views
10.0 out of 10, Exceptional, (1)
"We arranged a 2 night stay for me and spouse. Friends joined us to view the eclipse. Jose our host greeted us on arrival and gave us a brief tour. The property was spotless and well appointed. There was ample parking and amenities. I would love to revisit. Did I mention the view and sunset Spectacular"
Lakefront cottage with amazing views
Exterior
Lakefront Burton Home w/ Deck, Grill + Views!
10.0 out of 10, Exceptional, (2)
"Peaceful and serene. Enjoyed every minute."
Lakefront Burton Home w/ Deck, Grill + Views!
Fridge, stovetop, dishwasher, coffee/tea maker
Willow Woods Retreat | Farmhouse | Nature
9.8 out of 10, Exceptional, (12)
"The home was perfect for our needs while touring the Kirtland area. Thank you!!"
Willow Woods Retreat | Farmhouse | Nature
Fridge, microwave, oven, stovetop
Historic Cleveland Heights Carriage House!
9.8 out of 10, Exceptional, (20)
"We were in town for a weekend concert at Severance and stayed at this Carriage House. The Carriage House itself is very nice and its interior has been renovated. What did throw us off was the condition of the main house and the yard which are still in a significant state of disrepair. The lawn is overgrown with broken statues, walkways and collective clutter surrounding the exterior which you see from the carriage house. We had no contact with the owner and it wasn't clear if they lived in the...
The price is $225
$449 total
includes taxes & fees
May 22 - May 23
Historic Cleveland Heights Carriage House!
Terrace/patio
A Romantic Getaway Or Artist Retreat
9.6 out of 10, Exceptional, (30)
"Good location for us, golf and grocery store nearby. Fan in bedroom needs to be replaced. It was too noisy to use at night. Would have been nice to have patio furniture cleaned as it was dirty enough we couldn't really use it. Main con was there are no curtains on the windows in the living and kitchen areas so people staying in the main house can easily see into the cottage at night. The bedroom had shutters so was private."
A Romantic Getaway Or Artist Retreat
Exterior
Newly remodeled cozy cottage retreat
8.8 out of 10, Excellent, (10)
"From beginning to the end, my stay was fabulous. This was my first experience and as a woman traveling alone (70) I didn’t know what to expect. I was so pleasantly surprised. Like being at home. I felt safe and secure and I will definitely be a repeat customer."
Newly remodeled cozy cottage retreat
Cookware/dishes/utensils
Modern Northfield Cottage w/ Yard!
6.0 out of 10, (1)
"The place was as shown in the listing. But the bedroom layout was such that there were no side tables or small lamps. Made it hard to read or have a place for your glasses or phone. We were not able to log in to WiFi as the provided password did not work for us. There were two TVs but you needed to bring your own streaming sign in and passwords to watch anything."
Modern Northfield Cottage w/ Yard!
Exterior
Loft Unplugged w/ Outdoor Space in Amish Country!
3.5 star property
6.0 out of 10, (1)
Loft Unplugged w/ Outdoor Space in Amish Country!
Interior
Modern Garfield Heights Home: 13 Mi to Cleveland!
3.0 star property
Modern Garfield Heights Home: 13 Mi to Cleveland!
Interior
Cozy Cleveland Apartment ~ 2 Mi to Downtown!
3.5 star property
Cozy Cleveland Apartment ~ 2 Mi to Downtown!
Living area
Cozy Chagrin Falls Retreat: 2 Mi to Town!
3.0 star property
Cozy Chagrin Falls Retreat: 2 Mi to Town!
Interior
Central Cleveland Gem w/ Direct Skyline View!
3.0 star property
Central Cleveland Gem w/ Direct Skyline View!
Property grounds
Updated Home 1/2 Mile to Downtown Willoughby!
3.0 star property
Updated Home 1/2 Mile to Downtown Willoughby!
Exterior
University Heights Home Near Downtown Cleveland!
3.0 star property
University Heights Home Near Downtown Cleveland!
Don't see what you're looking for?
See all available properties in Chesterland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Chesterland

View from room
ROOST Cleveland
4.0 star property
9.6 out of 10, Exceptional, (222)
"Would highly recommend to everyone. Exceeded our expectations. Will definitely stay again "
The price is $209
$246 total
includes taxes & fees
May 28 - May 29
ROOST Cleveland
Exterior
The Abbey Apartments By Barsala
4.0 star property
8.8 out of 10, Excellent, (21)
"The property at that time was very new. "
The Abbey Apartments By Barsala
Fridge, microwave, stovetop, coffee/tea maker
Relaxing Downtown Apartment
8.6 out of 10, Excellent, (7)
"The building definitely has some crazy odors, but the room itself smelled really nice. It was clean and comfy. I stayed with my husband and 2 year old and it was a little small for us but would definitely stay again if it was just me and my husband! Host was amazing and had great communication. The location was great, we were going to a show and were within walking distance of the theater."
The price is $80
$197 total
includes taxes & fees
May 26 - May 27
Relaxing Downtown Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chesterland Cottages information

Number of reviews
224
Accommodation
37 Cottages
Lowest Price
$225
Highest Price
$256

Frequently asked questions

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How can I find cheap cottages in Chesterland?
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What is there to do in Chesterland near my cottage?
The ideal travel accessory is a well-planned schedule. Lake Lucerne Beach is a great place to kick off your exploration of Chesterland.

Recent reviews of Chesterland hotels
Expedia verified reviews

Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown

5/5 Excellent
Pleasant Stay
"Very impressed by friendliness and helpfulness of the staff. Room was clean and comfortable. The only exception was that the thermostat didn't seem to work properly, which caused our room to be intermittently too cool or too warm. Other than that, I was happy with the stay."
A verified traveler stayed at Hampton Inn Cleveland-Downtown
Posted 19 hours ago
Hampton Inn Cleveland-Downtown