Holiday houses 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 · Getting around

“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.

Value · Family · Comfort

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)

Value · Family · Comfort

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!

Family · Value · Quiet

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.

Location · Family · Amenities

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 · Location · Sleep quality

10 minutes from Nelson Ledges

You will be greeted with the peace and tranquility of country life without sacrificing luxury. This small but quaint farmhouse will give you the feel of warmth and love that was put into restoring every inch of this historical farmhouse. This perfectly imperfect family farmhouse located in Southington is the perfect getaway for a couple or a small family. This farmhouse has been in our family since early 1900's and is completely restored to its natural beauty.

Family · Location · Barbecue

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 · Value · Getting around

Winding Wood Cabin-Hot Tub, Theater, Pond & Games

🪵Winding Wood Cabin Private Pond Views | Hot Tub | Theatre | Arcade | Log Cabin Escape to a secluded 3,500 sq. ft. authentic log cabin in Hiram, Ohio. Tucked away at the end of a private ¼-mile wooded drive, Winding Wood Cabin offers total privacy and a fully renovated luxury experience. With a private swimming pond, expansive 3-level deck, home theater, and arcade, it is the perfect hideaway for families and groups looking to unplug and reconnect.

Location · Family · Accuracy

Juniper Cabin | Hot Tub, Pond + Fire-pit, A-frame

BNB Breeze Presents: Juniper Cabin Escape to this charming 4-bedroom cabin tucked in the heart of Middlefield, Ohio. With a private pond, crackling fire pit, and bubbling hot tub, Juniper Cabin is the perfect retreat for families and groups ready to slow down and soak it all in. • Hot Tub • Private Pond • Fire Pit • Coffee Machine • 4 Bedrooms, Sleeps 9 • 3 Full Baths • Fully Equipped Kitchen • High-Speed WiFi + Smart TV • Pet Friendly

Location · Family · Sleep quality

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.

Location · Family · Quiet

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.

Family · Value · Wi-Fi