Holiday rentals in Windham

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Top-rated holiday rentals in Windham

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Top guest favourite
A cozy living area features a stone fireplace as a focal point, flanked by large windows with light-filtering curtains. A light brown sofa and armchair provide comfortable seating. A small table with a plant adds greenery, while the open layout leads into the kitchen area.
Guest suite in Hudson
5 out of 5 average rating, 71 reviews

Hudson Hideaway

Welcome to our cozy suite in charming Hudson, OH – an idyllic retreat perfect for couples or solo travelers looking for a private, peaceful escape. This intimate space combines comfort, style and relaxation with touches of luxury to make your stay unforgettable. Private patio and screened porch/entryway, two-person infrared sauna, fireplace, two Roku TVs and fully equipped kitchen with complimentary coffee bar. Minutes from downtown Hudson, Cuyahoga Valley National Park and Blossom Music Center.

Top guest favourite
The living room showcases a modern design with wood paneling and comfortable seating. A bar cart is visible, ready for refreshments. The bedroom features a geometric accent wall behind a queen bed with coordinated pillows, promoting a balanced aesthetic.
Townhouse in Hudson
4.98 out of 5 average rating, 106 reviews

2 Bd Townhome~Walk to Town~CVNP~WRAcademy~Blossom

You'll be perfectly located within walking distance to downtown & WRA. Convenient for exploring the area's major attractions. Whether you're seeking outdoor adventures or cultural experiences, our townhome is the perfect base for your exploration of Hudson's captivating attractions. - .5 miles to Downtown Hudson - 1.3 miles to Western Reserve Academy - 5 miles to Cuyahoga Valley National Park - 20 minutes to Blossom Music Center - 25 minutes to Stan Hywet Hall - Keyless entry - Wifi - Patio

Guest favourite
A bright living room features a yellow couch adorned with colorful cushions, surrounded by large windows allowing natural light. A circular purple rug lies beneath a white coffee table, while an armchair adds a pop of color. A small workspace is set up in the corner.
Guest suite in Cleveland
4.87 out of 5 average rating, 187 reviews

Private upstairs guest suit.

Conveniently located 1 bedroom upstairs guest suite right off I-90. Near the Lorain Antique market strip. 1 minute drive to Gordon Square arts district. 2 minutes to Edgewater beach. A mile to beautiful Ohio city and about 10 minutes to Downtown. Close to Lakewood for all their restaurants and unique shops. This apartment offers all the standard amenities in a colorful old-timey MCM decor to help make you feel right at home. Access through a private back entry via a hassle free electronic lock.

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.
Flat in Burton
4.96 out of 5 average rating, 153 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.
Flat 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!

Guest favourite
A cedar home is surrounded by lush greenery, set on a wooded lot. The single-story structure features a symmetrical design with a gabled roof, a front porch, and a prominently placed driveway leading to a two-car garage.
Home in Cortland
4.86 out of 5 average rating, 140 reviews

Peaceful wooded hidden gem

Home away from home. This beautiful cedar home is nestled on a wooded lot. Just 5 mins from Mosquito lake, 3 mins from Trumbull Fairgrounds, 20 mins from Eastwood Mall. The home features 3 bdrs. Master has a comfy queen size bed, bdr 2 has 2 twin size beds,bdr 3 has a full size bed. Fully equipped kitchen. Bathroom includes a deep jetted tub with endless hot water. Wifi, Spectrum, Netflix, Hulu and Disney+ included on the smart tv in the inviting living area. A packnplay, highchair available..

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.
Flat 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
Guest house in Chardon
4.96 out of 5 average rating, 297 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.

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 home 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.

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.
Flat in Warren
4.96 out of 5 average rating, 49 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.

Popular amenities for Windham holiday rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Portage County
  5. Windham