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Windham Vacation Rentals

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Check prices for these dates, December 13 – 14, 2026

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Our top choices for Windham vacation rentals

1. Prairie House RV Spaces

A gravel path leading through a wooded area with trees and a fence.

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Cabins

Apartments

Aparthotels

Cottages

Villas

Condos

Top Windham Hotel Reviews

Hampton Inn & Suites Niles/Warren

A Hampton Inn & Suites by Hilton hotel with a covered entrance, stone pillars, and a clear sign.

Holiday Inn Express & Suites Youngstown N (Warren/Niles) by IHG

An outdoor patio area with wicker furniture and a stone wall.

Hampton Inn & Suites Cleveland Southeast/Streetsboro

A buffet setup with various food items and a microwave.

Hampton Inn by Hilton Youngstown-West I-80

A large indoor swimming pool with clear views of the outdoors through large windows.

Home2 Suites by Hilton Youngstown West/Austintown

An outdoor patio with green chairs, a fire pit, and a seating area with a view of the surrounding greenery.

Residence Inn Youngstown Warren/Niles

An outdoor patio with wicker furniture, a fire pit, and a barbecue grill.

Holiday Inn Express & Suites Youngstown West - Austintown by IHG

A breakfast buffet area with clear signage for hot food and a variety of pastries.

Wingate Suites by Wyndham Youngstown - Austintown

A hotel room with two beds, a wooden floor, a window with a view, and a door.

Fairfield Inn and Suites by Marriott Youngstown Austintown

A modern hotel lobby with a sofa, chairs, a dining table, and a large painting on the wall.

Best Western Park Hotel

A historic brick building with a prominent corner entrance, a clock tower, and a large arched window.

Rocking Horse Inn

A sign for Rocking Horse Inn with a horse logo, surrounded by a garden with flowering trees and a lamp post.

Kent State University Hotel and Conference Center

A multi-story hotel with a brick facade, large windows, and a sign for Kent State University Hotel and Conference Center.

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

A Fairfield Inn & Suites Marriott hotel with a covered entrance, multiple floors, and a parking lot.

The Aurora - a Boutique Hotel

A bar area with a sign reading "Six Horses Tavern," shelves stocked with bottles, a bar counter, and multiple bar stools.

Candlewood Suites Youngstown West - Austintown by IHG

A hot tub with a tiled edge, a pool in the background, and a sign indicating no lifeguard on duty.

Falls Inn

A building with a 'Lobby' sign, a wooden door, and a small window with a plant inside.

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG

A living room with a fireplace, a television mounted above it, striped armchairs, a small table, and a framed picture on the wall.

Find out more about Windham

Everything you need to know about Windham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $45 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windham rentals

At Expedia, we put the best Windham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Windham?

Yes, we have vacation rentals near the most popular local attractions in Windham, or you can go with a secluded option if you're looking for relaxation.

What's the top vacation rental in Windham?

The Lakeside Cottage in Stow!: Visitors like this Windham vacation home rental. It is located on a lake and has a garden, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Windham?

While exploring the area, visit family-friendly sights like AAA I-76 Antique Mall, or get outside and enjoy nature at Nelson Ledges Quarry Park. Nelson-Kennedy Ledges State Park and Hiram College are a couple of places you'll find in the larger area.

What’s a vacation rental in Windham like?

A vacation rental is a private property where you can stay for several days or longer in Windham. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.