Vacation rentals in Windham

Woodside Estate

This property offers a safe and comfortable environment with a spacious (shared)backyard,acres of woods and blueberry patches and many other modern conveniences.Located in a quiet neighborhood and minutes from The Hiram College,The Brick,Garrett's Mill Brewing company and many other restaurants and coffee shops.Also located within minutes to headwaters bike trail. So wether you are just passing through or looking for a place to getaway and spend some time in the Country this is the place to be!

Location · Value · Quiet

“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.

Location · Family · Parks

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)

Location · Value · Condition

Cozy Getaway at Lake Milton

Relax and unwind in our cozy, tranquil getaway. While all sorts of adventure awaits in the State Park, comfort greets you indoors. Our decks are perfect for a breezy breakfast, star gazing at night or anything in between. Stroll through our garden and enjoy evenings around the fire pit. The Harry Meshel Picnic Area playground and paved walking paths are within 4 minutes walk. Conveniently located just off St RT 76. We provide linens and paper products and 1/2 dozen fresh brown eggs in season.

Value · Location · Cleanliness

The Barn on Evergreen Pond | Hot Tub, Sport Court

🌾The Barn on Evergreen Pond Restored 1840s Barn | Pond | Hot Tub | Sport Court Stay in a beautifully restored 1840s barn in Ravenna, Ohio, designed for unforgettable group getaways. With space for large gatherings, a private pond, a year-round hot tub, and a full sports court, this Northeast Ohio country getaway is ideal for family reunions, celebration weekends, lasting memories, and Kent State visits. Minutes from Ravenna, an easy drive to Akron, Cleveland & Cuyahoga Valley National Park.

Value · Family · Sleep quality

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.

Family · Location · Biking

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.

Family · Value · Backyard

B’s Sunsets & Recreation

IMPORTANT! I DO NOT ALLOW WORK CREWS OR PETS DUE TO EXCESSIVE DAMAGES. We gladly welcome all others to come stay at our family friendly renovated tri-level with all the comforts of home and a private back yard with fire pit. We are within 5 minutes of Mosquito lake boat launch and Western Reserve Greenway bike trail. We are a 15 minute drive to The Place at 534 and great wineries. It is a 30 minute drive to Amish country or the Eastwood Mall Complex and Scrappers Stadium.

Family · Location · Nearby

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.

Family · Location · Condition

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.

Family · Value · Long stay

Davis Ranch 5 Bedrooms Sleeps 10 & 3 1/2 baths

Overlooking Davis Lake, beautiful sunrises & 8 Acres. Will rent to 2 - 10 people on any given night. Guests will have the entire home as Host does not book more than one guest. No 1 Night stays please. Children under 2 there is no charge. Dogs no charge. I believe in making your stay a very memorable occasion. Please read the reviews that really tell the Ranch Story. In this Century Home you will have Three Full Baths and One 1/2 bath.

Location · Family · Outdoor spaces

Historical Downtown Garrettsville, OHIO

Walking distance to restaurants, local shopping, a movie theater, and nightlife. Located on the river and on Main Street this home is just down the road from Hiram College. This apartment is one of a kind and great for couples, solo adventurers, business travelers, and families visiting loved ones in the area. There are few places for travelers to stay in the Garrettsville area and none as centrally located as this one.

Family · Value · TV