Vacation rentals in Windham

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Top-rated vacation rentals in Windham

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Top guest favourite
A bright living area features a comfortable gray couch and a cozy armchair. Light wood beams create a warm atmosphere, complemented by a decorative wall sign. A queen-size bed is visible in the background next to a window, with natural light pouring in.
Apartment in Burton
4.96 out of 5 average rating, 154 reviews

Maple Syrup Sugarhouse Studio Apartment

Take it easy at this unique and tranquil getaway at Butternut Maple Farm in the heart of Burton Township right by the Geauga County Fairgrounds and just miles from Amish Country. This private brand new, fully furnished smoke-free studio apartment is on the second floor of the sugarhouse with a gorgeous attached deck perfect for your morning coffee. During maple sugar season (January-March), you receive front row seats to watch and/or participate in making our award winning organic maple syrup.

Guest favourite
The exterior shows a single-story home nestled in a lush green landscape, surrounded by trees. A spacious backyard features well-maintained grass, with a patio area visible at one side of the house. The roof is covered in dark shingles, complementing the light-colored exterior.
Apartment in Garrettsville
4.88 out of 5 average rating, 43 reviews

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!

Top guest favourite
The exterior of a modern ranch house is showcased, featuring a vibrant red façade and a metal roof. A spacious deck is visible, complete with outdoor seating and a view of the nearby creek and surrounding trees. A gravel driveway leads to the entrance.
Home in Garrettsville
4.99 out of 5 average rating, 496 reviews

“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.

Guest favourite
Cabin in West Farmington
4.85 out of 5 average rating, 261 reviews

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!

Top guest favourite
A warm entryway is presented with a dark accent wall. A wooden bench is paired with hooks for coats and bags, creating an inviting first impression. Storage cabinets are neatly arranged on one side, complemented by greenery in a vase.
Apartment in Mantua
5 out of 5 average rating, 114 reviews

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)

Top guest favourite
Guesthouse in Chardon
4.96 out of 5 average rating, 298 reviews

Chardon Loft

Large private 2nd floor studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels. The furnace is nontraditional. It is not located in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

Guest favourite
An open-concept living space features a modern kitchen with stainless steel appliances and a spacious wooden countertop. Black bar stools sit against the island, and a comfortable gray couch with a throw blanket is positioned nearby. A ladder leads to the loft area, with a door leading to the bedroom visible in the background.
Apartment in Chagrin Falls
4.86 out of 5 average rating, 229 reviews

Cozy Solar Powered Hideaway (Pet Friendly)

Newly built Solar powered 1 BR Private detached garage apartment with loft. This charming pet friendly hideout is situated on a 1.5 acre partially wooded lot. The apartment is equipped with brand new appliances, beautiful wood accents, a cozy loft accessed via ladder, and a wonderful fenced in area for guest dogs! A laundry room is available for guest use in the garage below. Less than 10 min from Chagrin Falls, 30 min to CVNP, 30 min from CLE airport. Convenient keypad entry to apartment.

Top guest favourite
The exterior of the Old Postal Cottage is showcased, featuring classic red brick and a welcoming sign depicting a horse. Dual white windows are framed by seasonal decorations, including a wreath and festive bow, while a sturdy railing and balcony enhance the quaint façade.
Tiny homes in Parkman
4.99 out of 5 average rating, 205 reviews

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.

Top guest favourite
A cabin nestled among snowy trees features a wooden deck and railing. Decorative greenery adorns the entrance. Snowflakes fall gently, creating a serene winter scene. A warning sign is visible near the path, indicating caution.
Cabin in Burton
4.93 out of 5 average rating, 181 reviews

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 Gas 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!

Guest favourite
A light-filled living area features a spacious sectional sofa adorned with patterned cushions. A rectangular coffee table sits at the center, while sheer and solid curtains frame large windows, allowing natural light to brighten the room.
Apartment in Warren
4.96 out of 5 average rating, 51 reviews

Quiet Apt • Near Hospitals • Nice Location • D3

This cozy apartment is conveniently located near hospitals, restaurants, and local shops. It is a perfect base for exploring and ideal for students, travelers, and business trips! We offer short-term stays as well as discounts for long-term stays. It is an open space unit equipped with modern appliances and a complete set of kitchen appliances. You can also make use of the WiFi, a grill on the shared patio for outdoor events, and a washer and dryer for your convenience.

Guest favourite
A bright bedroom features a spacious bed with plaid bedding and decorative yellow pillows. Two bedside tables hold matching lamps, providing soft illumination. Natural light filters through horizontal blinds, creating a warm atmosphere. A framed artwork is displayed above the headboard, complementing the serene décor.
Apartment in Ravenna
4.96 out of 5 average rating, 183 reviews

Treetop views in Kent

Located 2 miles from Kent State University and 3 miles from NEOMED . This is a safe quiet country apartment suitable for a quick getaway or a professional longer term work stay. Private, clean, and organized. BIG space and full modern kitchen. Secure and quiet. Simple, cozy, comfortable, and all yours - skip the hotel room and feel at home. Cook and eat healthy! STAY SMALL/STAY SAFE. ENHANCED cleaning per CDC. NO SMOKING OR VAPING ALLOWED

Guest favourite
A serene view of a water feature with gentle waterfalls cascading over smooth rocks. Lush greenery frames the scene, while a footbridge is visible in the background, enhancing the natural setting near the river.
Apartment in Garrettsville
4.83 out of 5 average rating, 185 reviews

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.

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