
Vacation rentals in Windham
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Windham
Guests agree: these stays are highly rated for location, cleanliness, and more.

Farm Stay in Luxury Barndominium Mantua Ohio
Welcome! Experience our rural farm’s abundance! Take a magical walk through the charming vegetable and flower gardens. Enjoy a beautiful, tranquil stocked fishing pond & Scottish Highlander cattle. If your spirit calls you further take your adventures to the Cuyahoga River, just a stones throw away for kayaking, canoeing, & tubing. After experiencing nature’s gifts outdoors, rest and recharge indoors while connecting to your creative side enjoying the Artist’s inspiration within the loft space.

Ma & Pa’s Romantic Private Cabin 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 Gas Fire pit, Spacious Kitchen, Outdoor Bath (No Jets) and all the Amenities including Wifi. Golfing, Skydiving, Cuyahoga Valley National Park, Nelson Ledges State Park, Amish Region. Adventure Awaits at Ma & Pa’s Cabin!

“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.

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!

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)

The Old Postal Cottage
*Note: feel free to inquire about availability for dates not listed as open on calendar. The Old Postal Cottage, built in the 1840s, was the Parkman post office until mid 2018. It was completely renovated, and it is now a tiny house, located within an Amish community in Northeast Ohio. It has a private entrance, and is a cozy space, perfect for a getaway in the country, with access to all major roads and an easy commute to Cleveland, Youngstown, Akron, and many tourist attractions.

Woodland Oasis Cabin Apartment
Late Checkins are fine.This quaint Cabin style Apt is perfect for a quick stopover or longer stays.Having all the amenities you need at hand. This is a 575sq ft self contained apt .We are the perfect stop over being a half Way between Chicago and New York. 5 mins away from In I80 E or W ext 229 or route 711 ext 228a off Belmont ave ,5 min to St Elizabeth.Y.S.U, Covelli , Amphitheater 10 mins to Westside Bowl, fishing spots 5 mins away from Penguin city Brewery and past times arcade.

Rustic Retreat
Our Rustic Frank Lloyd Wright inspired contemporary home is located on 10 wooded acres amidst nature's beauty. There are trails in the woods for hiking & cross country skiing. The floor to ceiling walls of glass in the apartment bring the outside in and the private deck provides additional spectacular views of the woods. When not enjoying the wonders of the outdoors, take advantage of our included streaming services. We have a brand new heating and cooling system with 24/7 service!

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.

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.

The Triangle: A-Frame Cabin for your city retreat
Cabin retreat in the Village of West Farmington. This 400 sq. ft. A-Frame cabin is perfect for a weekend away from the city to relax, rejuvenate, and rest. The welcoming nature of the cabin is immediately apparent when you walk in - the wood-burning stove, the exposed beams throughout, and the many small details will draw you in to your weekend home. Brand new deck in Fall 2024! Extremely close to The Place at 534.

A Romantic Lake Cottage, Lake Milton, Ohio
Welcome to our Lake Escape at Lake Milton. Our 2 bdm/1 bath cottage is available for up to 4 Family members to relax and enjoy the beauty of Lake Milton just across the street. We have installed the latest amenities, e.g. Roku HDTV w/Bose Soundbar, USB Charging wall outlets, Wifi, Soaking tub, Separate Shower, Toto Washlet, Air Fryer, Gas range, Central AC/heat, BBQ Grill, Gas fireplace, Bose Spkr500 w/Alexa.
Popular amenities for Windham vacation rentals
Other great vacation rentals in Windham

The Dollhouse

River House; by River 'n Draft

Luxurious Historic Victorian Warren OH Sleeps 10!

Cozy spot near downtown C. Falls/national parks

Evergreen Retreat – Spa, Climbing wall & Courts

Quiet and comfortable on 2 acres. Pet friendly!

Nestled Inn Mespo

Cozy Getaway at Lake Milton
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Washington Vacation rentals
- Mississauga Vacation rentals
- Mount Pocono Vacation rentals
- Niagara Falls Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Northeast Ohio Vacation rentals
- Pittsburgh Vacation rentals
- Indianapolis Vacation rentals
- Rappahannock River Vacation rentals
- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Rock and Roll Hall of Fame
- Nelson-Kennedy Ledges State Park
- Pro Football Hall of Fame
- Headlands Beach State Park
- Gervasi Vineyard
- Little Italy
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Punderson State Park
- Firestone Country Club
- Cleveland Museum of Natural History
- Guilford Lake State Park
- West Branch State Park
- Boston Mills
- The Quarry Golf Club & Venue
- Conneaut Lake Park Camperland
- Lake Milton State Park
- Cleveland Botanical Garden
- Reserve Run Golf Course
- Memphis Kiddie Park
- Brandywine Ski Area