
Holiday houses in Windham
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Top-rated holiday rentals in Windham
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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.
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“Willow Ledge at Silver Creek”with Private Hot Tub
New Construction Modern Ranch House features rustic upscale design with beautiful cozy interiors and comfort at every turn. Stunning views await with floor to ceiling windows overlooking beautiful Silver Creek and surrounding nature. Private deck is spacious and inviting with oversize hot tub, concrete fire pit, gas grill, and outdoor dining furniture. A few minutes from great restaurants, the Brewery at Garrett’s Mill, and the coolest Coffee Shop. Perfect weekend getaway or business stay.
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bohemian stAyframe
Take it easy at this unique and tranquil getaway in the small village of West Farmington. This 1050 sq. ft. cosy A-Frame allows you to relax and reset at this perfect getaway away from the city. Warm up in front of the retro fireplace - main furnace heats the cabin well. Fun vibes with the bridge walkway and the many small bohemian details. 5 min walk down a country road you’ll find your way to a peaceful lake that you’ll have access to fishing/kayaking/paddle boarding. Sauna/Hot tub are hot!
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Inclusive Breakfast + Coffee from R44 Coffee Shop!
Cozy up with INCLUSIVE coffee + breakfast from R44 Coffee Shop every day of your stay! Step into the comfort of this recently renovated 2BR (*Optional 3rd BR in living room with our sleek Murphy Bed!) 1.5Bath apt in the charming town of Mantua, OH. ✔ 2 Comfortable BRs (*optional 3rd BR in living room with our Murphy Bed!) ✔ Open Design Living ✔ Full Kitchen ✔ Complimentary Breakfast & Coffee ✔ Small Porch ✔ High-Speed Wi-Fi ✔ Smart TV ✔ Washer/Dryer ✔ Free Parking + EV Charging (220 Outlet)
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The Triangle: Unplug in a Charming A-Frame
Step inside The Triangle & the outside world melts away. A wood-burning stove, exposed beams, and countless small details make this 400 sq ft A-Frame feel immediately like home. New deck (2024) perfect for morning coffee or evening stars. Nestled in Ohio's Amish Country - minutes from The Place at 534, Nelson-Kennedy Ledges, Observatory Park's dark skies, Holden Arboretum, and Burton Village. Exclusive music listening experience - a one of a kind cassette of my music available at the cabin.
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Cape Cod Retreat
Relax with the whole family here at the Cape Cod Retreat. Fenced in backyard to hang out and enjoy some bbq on the grill while watching the sunset! Fully furnished kitchen for your cooking and baking needs. Two living rooms with tvs and and area to enjoy playing games with your family and friends. This cozy little house is located a short walk (or drive) from downtown Newto n Falls where you can find lots of restaurants and antique shops as well as a waterfall and historic covered bridge.
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"Just Breathe"
“Just Breathe” is a cozy log cabin sitting on the shores of a scenic 160-acre lake. It is a peaceful place to clear your thoughts & recharge you soul. Appreciate the joy of spending time doing things that regenerate your personal strength. Whether it is boating, fishing, biking, hiking, reconnecting with nature, or learning a new skill, you can find it here. Personalized Concierge Services are available for each guest to ensure individual preferences are met for a delightful stay.
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Ma & Pa’s Romantic Cabin Fire Trail Outdoor Bath
Nestled in the Woods of Geauga County is the home of Ma & Pa’s Cabin. A Getaway perfect for the weary traveler or great vacation spot! Surrounded by mature woods. Ma & Pa’s offers a unique adventure but just like home experience. Private, Hiking/Biking Trail, Fireplace, Outdoor Wood Fire pit, Spacious Kitchen, Outdoor Bath (No Jets) including Wifi. Golfing, Skydiving, Cuyahoga Valley National Park, Nelson Ledges State Park, Amish Region. Adventure Awaits at Ma & Pa’s Cabin!
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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.
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Newton Falls Best
Centrally-located duplex. Quite neighborhood close to bars and restaurants in the center of Newton Falls, Ohio walking distance to the second oldest cover bridge in Ohio and a short drive to Lake Milton which provided boating , fishing, picnic area and playground. City Park just a block away - walking distance, enjoy, playground, tennis & basketball courts, baseball fields, skate ramps, and picnic area. Also available to rent attached duplex next door.
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Mahoning River Lodge Unique Grain Bin w/ hot tub
You'll love this unique & romantic getaway in a one of a kind renovated grain bin. Enjoy the sounds of nature & views of the Mahoning River while sitting at the table on the covered patio or relaxing in the hot tub. Enjoy a fire in the smokeless Breeo fire pit on the lower patio, relax in the hammock, or cozy up inside in front of the electric fireplace. Kayaks & life jackets are available on site to travel the river for scenic & peaceful views.
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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.
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Popular amenities for Windham holiday rentals
Other great holiday rentals in Windham

Blissful Serenity - Walk to Lake Milton w/Hot Tub
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Peaceful Rustic Entire A-Frame Cabin in the Woods
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Fay's House
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NEW Peaceful Cottage in Brady Lake
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Roam Away from Home
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The Wright House
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Cozy Getaway at Lake Milton
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Woodside Estate
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Destinations to explore
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- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Pro Football Hall of Fame
- Rock & Roll Hall of Fame
- Cleveland Browns Stadium
- Gervasi Vineyard
- Headlands Beach State Park
- Case Western Reserve University
- Cleveland Metroparks Zoo
- Punderson State Park
- Mosquito Lake State Park
- Boston Mills
- Agora Theatre & Ballroom
- Laurentia Vineyard & Winery
- The Arcade Cleveland
- Cleveland Museum of Art
- Huntington Convention Center of Cleveland
- Crocker Park
- Edgewater Park Beach
- Debonné Vineyards
- Cleveland Museum of Natural History
- JACK Cleveland Casino
- McConnells Mill State Park





