Cheeky Cherry Cottage | Cottage in Lakeside Marblehead

9.8 (25 Reviews) |   2 Bedrooms  1 Bathroom  6 Guests
Lakeside Cottage | Cheeky Cherry Cottage

2 Bedroom Cottage in Lakeside, Lakeside Marblehead

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.

Cheeky Cherry Cottage is located in Lakeside. Cheeky Cherry Cottage provides accommodation, featuring Internet, Air Conditioner, Pool, among other amenities. This Cottage features Internet, Air Conditioner, Pool, to make your stay a comfortable one.

Cheeky Cherry Cottage has 2 Bedrooms , 1 Bathroom, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Lakeside has interesting places to visit. If you want to learn more about the Cottage in Lakeside, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

  • Air Conditioner
  • Parking
  • Pool
  • TV
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Wellness Facilities
  • Fireplace/Heating
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry

Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm
Check-out Check-out before 10:00 am
Child Policy Children are welcome.
Pet Policy Pets not allowed
Smoking Policy Smoking is not permitted
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

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Reviews

Martha P. Oct 13, 2025 12:49:33 AM
Summary: Cheeky Cherry is clean, cozy and fully stocked with everything you need for a family get away! Looking forward to returning.
Josh R. Sep 15, 2025 01:11:37 AM
Summary: 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!
Tara B. Jul 19, 2025 08:20:46 PM
Summary: 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!
Laura G. Jul 12, 2025 09:16:50 PM
Summary: 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.
Kathryn G. Jul 7, 2025 07:12:58 AM
Summary: 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.
kathy b. Nov 30, 2024 02:31:34 AM
Summary: This was a perfect family Thanksgiving retreat! Cute cottage, clean, bright, and relaxing
Laura C. Oct 17, 2024 11:43:43 PM
Summary: 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.
Megan H. Sep 23, 2024 08:07:00 AM
Summary: 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!
Robert B. Sep 18, 2024 03:34:08 AM
Summary: 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.
Cindy W. Sep 7, 2024 07:09:02 AM
Summary: 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!

FAQ's

Is this Cheeky Cherry Cottage pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Cheeky Cherry Cottage have a swimming pool?

Yes, this Cheeky Cherry Cottage has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Cheeky Cherry Cottage?

Best-rates for the Cheeky Cherry Cottage starts from $229 per night with includes Child Friendly, Internet, Air Conditioner, Pool, Wellness Facilities, Fireplace/Heating, Kitchen, Laundry, Parking, TV, Balcony/Terrace, Security/Safety, Sports/Activities, Barbecue/Outdoor Cooking with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is Cheeky Cherry Cottage a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Cheeky Cherry Cottage wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Cheeky Cherry Cottage has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Cheeky Cherry Cottage?

Based on the information reported by the owner or manager, the Cheeky Cherry Cottage indicates 1 day stay policy at this cottage. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Cheeky Cherry Cottage?

Based on the information reported by the owner or manager, details for the cancellation policy for the Cheeky Cherry Cottage are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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