Built in 1900, this historic cottage in Lakeside has been updated to be a 10/10! Our cottage sleeps 6 with a queen bed in the primary bedroom, adult-size train-style bunk beds, and a daybed with a trundle on the sleeping porch. Cheeky Cherry is complete with charm plus all the modern amenities to create tons of comfort, including central air, a new oven, dishwasher, microwave, washer/dryer, a gas and charcoal grills, a smart TV to stream your favorites, and high-speed internet with wifi. There is an eat-in kitchen that seats 3, dining room that seats 6 plus seating on the back deck.
There is ample parking across the street for multiple cars. To save on space, there are two mini fridges in the kitchen plus an ice maker. There is a full-size fridge with a freezer in the garage. Also in the garage are a few lawn games (corn hole and bocce ball).
We are located directly across from Cherry Park, complete with an authentic sailboat playground! Also, the Cheeky Cherry is only a few blocks from the main pool/tennis courts/fitness center. Your kids are safe to play all day in Lakeside and tell them to be back for dinner. It's a Rockwellian dream come true.
Lakeside is a hidden gem in northeast Ohio. It is a gated Chautauqua community encompassing mind, body, and spirit with a large range of daily programming and nightly entertainment in the 3,000 seat Hoover Auditorium. Be sure to check with www.Lakesideohio.com for pricing on gate fees and schedule of events. Note there are gate fees during the summer season, Memorial day through Labor day. GATE FEES ARE NOT INCLUDED IN THE RENTAL. https://lakesideohio.com/plan-your-visit/
NOTE: LINENS AND TOWELS ARE NOT INCLUDED, THIS IS COMMON FOR LAKESIDE COTTAGE RENTALS. You can rent linens and such at https://lakesidelinensupply.com/ or bring your own.
From Memorial Day to Labor Day rentals are only available in 7 day increments (which is common in Lakeside). Check-in is 4pm on Saturday and check-out is 11am Saturday. The Cheeky Cherry Cottage is also available beginning in early May until Memorial Day and after Labor Day until the end of November with a minimum 2 night stay. Please be advised that many of the shops close in the off season.
A 10% lodging tax is collected which is paid to Ottawa County (7%) and to the State of Ohio (3%).
No pets.
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Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
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Modern Lakeside Chautauqua Cottage Perfect for Families: gate fees not included
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
Frequently asked questions
Is Cheeky Cherry Cottage pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Cheeky Cherry Cottage?
As of 1 Apr 2026, prices found for a 1-night stay for 2 adults at Cheeky Cherry Cottage on 6 June 2026 start from AU$292, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Cheeky Cherry Cottage?
On-site parking is available at the property.
What time is check-in at Cheeky Cherry Cottage?
Check-in begins at 4:00 PM.
What time is check-out at Cheeky Cherry Cottage?
Checkout is at 10:00 AM.
Where is Cheeky Cherry Cottage located?
Situated in Marblehead, this cottage is within 1 mile (2 km) of Lake Erie and Lakeside Daisy State Nature Preserve. Marblehead Lighthouse State Park and Marblehead Lighthouse are also within 3 miles (5 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Cheeky Cherry is the perfect Lakeside Cottage! Central Air, laundry, a well appointed kitchen, comfortable beds, and a park across the street. Our family had a wonderful week and hope to revisit this little gem.
The house amenities were great and perfect for our family getaway. We spent quality time at the parks, pier, walking in town, playing games, etc. I love that we could let our kids go to the park 'on their own' but still watch them from the porch. The kitchen and bathroom provided everything we needed for a comfortable stay!
Thank you for a great two weeks in Lakeside! We loved the location across from the playground and appreciated all of the thoughtful updates to the home. We were very comfortable throughout our stay.
We had a wonderful stay at the Cheeky Cherry Cottage. The hosts were so easy to work with, and the cottage was perfect. We loved being across the street from the park, and the location was an easy walk to the pool and tennis/pickle ball courts. Thanks for sharing your home with us!
We have stayed in many Lakeside cottages, and this one is top tier. It is so cute and tastefully decorated, comfortable, and has every amenity you would possibly want. Highly recommend!
We had a wonderful stay in the Lakeside Community and this cottage was perfect for as we two widowers were celebrating our 1st anniversary. The owners have thought of everything to make your stay as comfortable as possible. Clean and bright and cheery as described in the listing.
This Lakeside cottage is super cute, bright, and cheery. It was very clean and the kitchen was stocked with everything you could possibly need. The beds were comfy too! We loved the glassed in porch with the view of Cherry Park. We had a wonderful week there. It was really hot and humid the first part of the week and the AC was a blessing!
The cottage is in a great location in Lakeside, part of the Marblehead community. Being there in October felt like being in a different world. It was peaceful and quiet. We were within walking distance of a coffee shop and a few stores which were still open. The cottage is tastefully decorated and met all of our basic needs. The bathroom was small, but workable for a short weekend. Overall a good place to retreat for a weekend.
Cottage was clean and cute...perfect for the two of us. The location made it easy to get downtown or to the park by Lake Erie and even to the ferry to Kelley's Island.
We rode our bikes everywhere--to shuffleboard, the ferry, the parks, miniature golf, breakfast at Ooh La La (restaurant), shopping, the dock and the donut shop! Lakeside is a quaint and lovely little community. We would return.
I was totally unfamiliar with your TV brand. So, no TV for us. It would have been helpful if some operations instructions were available. Of course, Lakeside is beautiful and I enjoyed myself anyway.
The cottage was very cute and clean. Our only complaint was that sheets and towels were not provided. We have stayed in Lakeside before and didn't have this issue. When I reviewed the listing, a notice about the lack of sheets and towels was there.. at the very end of the description of the cottage. It never occurred to me that a cottage would have NO amenities.. especially something as basic as sheets and towels! If your property is going to lack something this basic, it needs to be in bold at the beginning of the description. A trip to dollar general and having to purchase sheets and towels was not the highlight of our trip!