
Vacation rentals in Windsor
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Top-rated vacation rentals in Windsor
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Bonnie's Guesthouse @ Peridot Equine Sanctuary
***ALL PROFITS SUPPORT THE HORSES OF PERIDOT EQUINE SANCTUARY*** The rustic decor and well lit space reflects the nature of our horse farm, where you can stay for a peaceful country getaway and bring your horses along! We're rural, but you'll still have easy access to lots of amenities in the wonderful nearby town of Chardon, less than 10 minutes away. Cleveland itself, currently going through a "rustbelt renaissance" is only about 45 minutes minutes West. We welcome guests of all backgrounds!

Maple Syrup Sugarhouse Studio Apartment
Take it easy at this unique and tranquil getaway at Butternut Maple Farm in the heart of Burton Township right by the Geauga County Fairgrounds and just miles from Amish Country. This private brand new, fully furnished smoke-free studio apartment is on the second floor of the sugarhouse with a gorgeous attached deck perfect for your morning coffee. During maple sugar season (January-March), you receive front row seats to watch and/or participate in making our award winning organic maple syrup.

Forever Spring Cabin
This is a beautiful, brand-new cabin in a quiet wooded setting with nature trails in historic Mesopotamia, Ohio. We are about 45 minutes from Youngstown and Cleveland. Amenities include coffee, tea, juice, soda, cereals, snacks, pancake mix, and even maple syrup gathered in our own local woods. Relax and unwind at the end of the day in our whirlpool for two. Or sit on the porch and enjoy the peaceful surroundings of nature. Continental breakfast only. Outdoor campfire with firewood provided.

Historic Village in the Heart of Amish Country!
Located in the historic district of Burton, Ohio & the Heart of Geauga County's Amish country, newly renovated, perfect for a reunion or a getaway weekend. East of Cleveland, easy access to major highways & RV parking. Children 3 & under are FREE. See Other Things to Note, Amenities, and The Neighborhood for wonderful details to make your stay special. Don't forget to ask about early check-in and late check-out times when possible to accommodate your travel schedule (no additional charge)!

Chardon Loft
Large private 2nd floor studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels. The furnace is nontraditional. It is not located in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

Cheerful Cabin-Sleeps 5 - lake views + relaxation
This unique place has a style all its own. This adorable cabin is located steps away from Mosquito Lake, bars and restaurants, bait shops, public boat launch and minutes away from lovely wineries. Perfect for small families or couples. This cabin has been professionally designed and updated. Relax on the deck and listen to live music during the summer months. The sleeping space is a loft separated by a wall. Queen bed on one side, double bed and a single up top on the other side.

Cozy Cabin in Kinsman
This is a western themed, open concept cabin. The cabin is the upper level of a barn-like structure, separated from our home by a large patio. It has a Loft and a Sleep n’ Play Hideaway for children. (The double bed inside the Hideaway is suitable for teens and even adults.) Our cozy cabin is perfect place for either a couple, a few friends or a family. It is also a wonderful place for a retreat or a place to work away from home or the office. (See photos for clarity of layout.)

Cozy winery getaway with hot tub!
Relax in this cozy country garage apt. in Grand River Valley. The first stop on your winery tour is just 4 minutes away with over 30 more to explore. Visit nearby Lake Erie, Thompson Ledges, Geauga Park District Observatory, or a covered bridge. Kitchenette w/ mini fridge, microwave, Keurig & sink. Quaint bath w/ stand up shower Private keycode entry Electric fireplace King size bed Rustic wood rockers & table Pet friendly Shared access to hot tub, back yard fire pit & patio

Cozy Countryside Cabin Near Multiple Wineries
Our cozy and inviting cabin, the Eagle's Nest, is nestled in a countryside setting behind Greene Eagle Winery and Brew Pub in rural Northeast Ohio. If you are looking for charm, and quiet relaxing comfort, this 384 sq. ft. cabin with exposed cedar beams is your perfect overnight or weekend retreat. Many activities available in the area with Mosquito lake nearby, bike trails, state park, golf, shopping, wineries, breweries, and restaurants within 10 to 30 minutes.

Quiet Cabin In The Woods
Secluded lakefront fishing cabin on 30 acres offers the very definition of a quiet oasis in the woods. This home lays at the end of a mile long private drive on over 11 acres of manicured lawn surrounded by 300 year old oak trees. The lake, only feet from your front door, contains bass, bluegill, perch and catfish offering both adults and children alike a wonderful opportunity to cast a line and relax while blue heron and eagles nest in the nearby trees.

Private, Quiet 1 BR 1 Bath Chardon Guesthouse
Enjoy a respite at this peaceful and centrally-located, newly renovated guesthouse. Large 1BR w full bath. Sleep with the windows open - it's that quiet. Living room and full, eat-in kitchen. Private patio for outdoor dining. Walk to historic Chardon Square and enjoy its many festivals & activities. Easy drive to Amish country, wineries, Lake Erie and its coastal towns and beaches, The Great Geauga County Fair, 40 minutes to downtown Cleveland.

Little House on the Farm
The accommodation is a 2 bedroom cottage on our small farm that has been recently renovated. It is wheel chair accessible. We are in the middle of the fourth largest Amish community in the world. We are half a mile from the center of Mesopotamia, which is known for the End of the Commons General Store and the annual OX roast over the 4th of July. Cleveland and Youngstown are both approximately 45 minutes away. Lake Erie is 30 minutes north.
Popular amenities for Windsor vacation rentals
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