Vacation rentals in Windham

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Top-rated vacation rentals in Windham

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Top guest favorite
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, 156 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.

Top guest favorite
A historic mill is surrounded by a winter landscape, with snow-covered trees and flowing water nearby. The rustic structure features multiple windows and a deck, providing an inviting focal point amidst the serene, snowy environment.
Home in Youngstown
4.97 out of 5 average rating, 265 reviews

Lanterman’s Chill

Designed specifically for Airbnb guests visiting the Youngstown Area, this warm and cozy smart-home with comfortable beds, black-out curtains, security measures, & modern features is a perfect fit for almost everyone. Professionals on business will find a quiet & effective work station (i.e. mesh wifi, printer, etc). Families with babies or dogs will have the amenities they need (i.e. pack & play, kennel, etc). Active travelers will enjoy other fun features (i.e. kayaks, bikes). Welcome Home!

Top guest favorite
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, 499 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 favorite
Cabin in West Farmington
4.84 out of 5 average rating, 263 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 favorite
Guesthouse in Chardon
4.96 out of 5 average rating, 301 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 favorite
A small table surrounded by large windows offers a serene view of greenery. Two wooden stools accompany the table, which holds a tea set on a tray. Natural light fills the space, enhancing the connection with the outside environment.
Guesthouse in Garrettsville
4.92 out of 5 average rating, 118 reviews

The Ledgerock Cabin, Garrettsville/Parkman, Ohio

2 NIGHT MIN. We are located on a ledge overlooking the Grand River and are close to: Hiram; Burton; Solon; Chesterland; Chardon; Garrettesville; canoe liveries; hiking trails and picnic areas. You’ll love our place because of the views and convenient location. We furnish: towels; bedding; a fully equipped kitchen and bathroom; a t.v. that gets ROKU (FREE), Netflix and Amazon are available for access to your personal accounts. We recently added a firepit for your enjoyment. Sorry, no pets.

Guest favorite
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
4.87 out of 5 average rating, 230 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 favorite
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.

Top guest favorite
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, 182 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 favorite
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, 52 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.

Top guest favorite
A rustic living area is featured with wood-paneled walls and a high, beamed ceiling. A patterned sofa and a recliner are positioned around a decorative area rug. A small electric fireplace adds warmth, while a TV hangs above the central seating. The room is adorned with a Christmas tree.
Cabin in Cortland
4.92 out of 5 average rating, 465 reviews

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.

Guest favorite
The kitchen features modern stainless steel appliances, including a refrigerator and a gas stove. White cabinetry provides ample storage, while a window allows natural light to brighten the space. Countertops are complemented by a decorative rug, enhancing the kitchen's functionality.
Home in Youngstown
4.87 out of 5 average rating, 150 reviews

Cheerful 4 bd Pet Friendly Home By Millcreek park

Keep it simple at this peaceful and centrally-located place. Enjoy the hiking or casual walking of Millcreek Park or take a short drive to the shoppes in Boardman. There are lots of local eateries within a short drive and even more to explore in the Youngstown area. Enjoy the full kitchen, coffee maker, toaster, gas stove, microwave and brand new food network pot set. This smart home has a smart TV, keyless entry and integrated ring alarm system.

Popular amenities for Windham vacation rentals

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