
Holiday rentals in Windham
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Top-rated holiday rentals in Windham
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The Wildflower
Come enjoy this brand new cabin in a private wooded setting. Sit on the front porch swing or relax by the fireplace. Enjoy the whirlpool for two and new stylish decor with black metal railing against a backdrop of the finest craftsmenship of woodworking. This cabin was built by local Amish and Mennonite builders. There is a double reclining loveseat and a queen size pull out sofa with a memory foam mattress. We provide snacks, sodas, coffee, tea, cereal, juice, pancaKe mix & maple syrup!

“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)

Shipping Container Cabin with hot tub!
Enjoy our secluded getaway, that's not too far away! This cabin is made from three combined shipping containers to create one memorable experience for our renters. Housed on ten acres on Beaver creek and surrounded by nature's beauty, this rental is sure to give you the adventure and relaxation you need. Enjoy your favorite drink on one of two beautiful patios, by the fire inside or out, and end your evening in the warmth of our hot tub. Only 6 minutes from Route 11 in Lisbon, OH!

Ma & Pa’s Romantic Cabin Fireplace 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!

Amaryllis 3 BDR House Country Quiet near Kent OH
Amaryllis Guest House - a slice of country charm with lovely peaceful surroundings. Quiet, secluded home with country views and dark skies - great for birdwatching, golfing, hiking, relaxing. Guests from all walks of life are welcome, but absolutely no parties or events are allowed. Convenient for Kent (15 min), NEOMED (5 min), and Akron. Close to Dusty Armadillo, wineries, golfing, and hiking trails. Country peace and quiet but close enough to town for fine dining.

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.

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.

Downtown Brick Loft Above The Exchange Coffee Co
Located in the heart of historic downtown Canal Fulton, this charming brick loft will truly take you back in time. Walk or bike to all the local restaurants and shops around town or grab coffee at The Exchange downstairs. The 13 large windows give a panoramic water view of the canal way and downtown. Every detail in this space has been lovingly created with comfort and inspiration in mind. Relax and enjoy this one of a kind location.

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.

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 holiday rentals
Other great holiday rentals in Windham

The Octagon at Deerfield

Peaceful Rustic Entire A-Frame Cabin in the Woods

Hudson Hideaway

Private house 1 bedroom 1 bath ground-floor

Harmon House

B’s Sunsets & Recreation

Cozy Getaway at Lake Milton

Nestled Inn Mespo
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Pocono Mountains Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Indianapolis Holiday rentals
- Rappahannock River Holiday rentals
- Pittsburgh Holiday rentals
- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Rock & Roll Hall of Fame
- Pro Football Hall of Fame
- Cleveland Browns Stadium
- Headlands Beach State Park
- Little Italy
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Punderson State Park
- Boston Mills
- Cleveland Museum of Natural History
- Gervasi Vineyard
- Cleveland Botanical Garden
- Laurentia Vineyard & Winery
- Agora Theatre & Ballroom
- Case Western Reserve University
- The Arcade Cleveland
- Huntington Convention Center of Cleveland
- Cleveland Museum of Art
- Rocky River Reservation
- Debonné Vineyards
- Geneva State Park




