Windham Vacation Rentals

Q: 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.

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Dates

November 2026

December 2026

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Our top choices for Windham vacation rentals

A picnic area with a wooden table and benches, surrounded by a wooden fence and trees.

1. Prairie House RV Spaces

Deerfield

Mark

$42 nightly

Nov 14 - Nov 15

Total with taxes and fees

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Find vacation rentals that suit your style

Top Windham Hotel Reviews

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

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

Warren

10/10 Excellent

Anonymous traveler

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

Home2 Suites by Hilton Youngstown West/Austintown

Austintown

10/10 Excellent

Anonymous traveler

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

Hampton Inn by Hilton Youngstown-West I-80

Austintown

10/10 Excellent

angela

An indoor swimming pool with clear glass walls, yellow chairs, and a brick building in the background.

Hampton Inn & Suites Cleveland Southeast/Streetsboro

Streetsboro

10/10 Excellent

I loved our stay at this hotel. The room was clean and beds were comfortable. There is a wonderful breakfast with lots of options like hard boiled eggs, fresh fruit, cereal, oatmeal, yogurts, coffee, cold water and waffles for no additional cost from 6-10am. There is a fitness center and pool if you have time. It is around 15-20 minutes to Kent State University. The staff is hard working and always willing to help. There was lots of places to shop and eat near by. I highly recommend making...

susan

A lobby with two armchairs, a coffee table, a desk with computers, and a telephone.

Holiday Inn Express & Suites Youngstown West - Austintown by IHG

Austintown

10/10 Excellent

Patrick

A reception area with a wooden reception desk, blue chairs, a small table, and a colorful striped rug.

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Streetsboro

10/10 Excellent

Adam

A spacious lobby with high ceilings, wooden beams, a reception desk, and a seating area with a coffee table.

Best Western Park Hotel

Warren

10/10 Excellent

Anonymous traveler

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

Fairfield Inn and Suites by Marriott Youngstown Austintown

Austintown

10/10 Excellent

It was the second time we've stayed here and it was an even nicer experience. Easy check in. Nice surprise of the Hospitality Night. Free bottled drinks and heated appetizer bar. Very nice! Room was clean, and well maintained. My bed was fine, however, my friend complained his was a little uncomfortable. Though he slept ok. The free breakfast the next morning was good. Large selection. The location close to the highway, a few fast food restaraunts, and a Starbucks.....what more could you ask...

Maxwell

A spacious indoor area with multiple seating arrangements, including tables and chairs, and a visible exit sign.

Wingate Suites by Wyndham Youngstown - Austintown

Austintown

10/10 Excellent

Jean

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

Holiday Inn Express Hotel & Suites Cleveland-Streetsboro by IHG

Streetsboro

10/10 Excellent

We checked in kind of late, but were greated by two of the nicest employees, Ben and James. We were very tired after driving for over 8 hrs, but these two young men made the check in process go quick and pleasant. James even assured us we'd like our room. He was right! From the size of the room to the cleanliness, the room was great! One thing that typically bothers me about hotels is that the shower pressure is very low, but that wasn't the case here. Also, the breakfast choices, as well as the...

Fran

Comfort Suites Youngstown North

Youngstown

10/10 Excellent

Deseree

A modern lounge area with a curved blue sofa, a brown leather chair, and a stone fireplace.

Fairfield Inn and Suites by Marriott Akron Stow

Stow

10/10 Excellent

Bruce

A courtyard with a fire pit, a tree, and a building with large windows and a stone facade.

Hampton Inn Youngstown-North

Youngstown

10/10 Excellent

Anonymous traveler

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.