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Windham Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Windham vacation rentals

Private kitchen

1. Peaceful private apartment in the charming Hiram countryside

Peaceful private apartment in the charming Hiram countryside
Garrettsville
9.4 out of 10, Exceptional, (6 reviews)
"We had a wonderful experience! The bed was very comfortable and the space was beautiful and clean. We enjoyed how quiet the area was and it was perfect for our weekend getaway. We will absolutely be staying here the next time we are out this way!"
United States
Ashley
$189 nightly
The price is $191
Sep 10 - Sep 11
Total with taxes and fees
Peaceful private apartment in the charming Hiram countryside
Private kitchen

2. Lovely private 3 bedroom house nestled in the Hiram countryside.

Lovely private 3 bedroom house nestled in the Hiram countryside.
Garrettsville
9.2 out of 10, Wonderful, (13 reviews)
"Beautiful home, very clean"
United States
Kara A.
$349 nightly
The price is $353
Sep 13 - Sep 14
Total with taxes and fees
Lovely private 3 bedroom house nestled in the Hiram countryside.
Dining

3. Rest, Relax and Enjoy our Gentleman's Farm in Mantua

Rest, Relax and Enjoy our Gentleman's Farm in Mantua
Mantua
9.6 out of 10, Exceptional, (38 reviews)
"We had a great time here! The kitchen was well-stocked and we enjoyed the beautiful outdoor gardens! We would definitely come back again!"
United States
Dale D.
$261 nightly
The price is $261
Sep 14 - Sep 15
Total with taxes and fees
Rest, Relax and Enjoy our Gentleman's Farm in Mantua
Room

4. Cozy Secluded Safari Tent Immersed in Nature in Ravenna, Ohio

Cozy Secluded Safari Tent Immersed in Nature in Ravenna, Ohio
Ravenna
$170 nightly
The price is $170
Sep 10 - Sep 11
Total with taxes and fees
Cozy Secluded Safari Tent Immersed in Nature in Ravenna, Ohio
Living area

5. Conveniently located 2 bedroom home only minutes from hiking and state park fun!

Conveniently located 2 bedroom home only minutes from hiking and state park fun!
Warren
10.0 out of 10, Exceptional, (141 reviews)
"Perfect location for us to stay while visiting family! Very clean and easy to find! Quiet location."
United States
Danielle
$180 nightly
The price is $180
Sep 21 - Sep 22
Total with taxes and fees
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
Living area

6. Small town vibes in Garrettsville

Small town vibes in Garrettsville
Garrettsville
10.0 out of 10, Exceptional, (5 reviews)
"Great host"
United States
Richard B.
$490 nightly
The price is $490
Sep 10 - Sep 11
Total with taxes and fees
Small town vibes in Garrettsville
Living area

7. Lake Milton Home; 3BR, WiFi, Near Beach, State Park, Golf, Winery, & Restaurants

Lake Milton Home; 3BR, WiFi, Near Beach, State Park, Golf, Winery, & Restaurants
Lake Milton
10.0 out of 10, Exceptional, (11 reviews)
"Loved our stay in Lake Milton. Property was a great location and pet friendly!"
United States
Bethany A.
$332 nightly
The price is $332
Sep 19 - Sep 20
Total with taxes and fees
Lake Milton Home; 3BR, WiFi, Near Beach, State Park, Golf, Winery, & Restaurants
Property grounds

8. 2 bedroom apartment in the beautiful Middlefield countryside!

2 bedroom apartment in the beautiful Middlefield countryside!
Middlefield
8.4 out of 10, Very Good, (5 reviews)
"It was good for us"
United States
Joyce A.
$186 nightly
The price is $186
Sep 10 - Sep 11
Total with taxes and fees
2 bedroom apartment in the beautiful Middlefield countryside!
Private kitchen

9. Private house 1 bedroom 1 bath ground-floor

Private house 1 bedroom 1 bath ground-floor
Warren
9.4 out of 10, Exceptional, (3 reviews)
"Everything was amazing...the property was as described. The host and property manager were very approachable and responded quickly when needed. Fanny, the property manager is a treasure! We felt very comfortable and safe. Would definitely stay here again. The only thing I'd say would be to provide a light for the backyard area. Thank you so much for being exceptional hosts!Kathy & Mark "
United States
KATHLEEN W.
Private house 1 bedroom 1 bath ground-floor
Exterior

10. Little house on the farm

Little house on the farm
Middlefield
10.0 out of 10, Exceptional, (97 reviews)
"Great location to enjoy some peaceful country living!"
United States
Jerry L.
$217 nightly
The price is $217
Sep 14 - Sep 15
Total with taxes and fees
Little house on the farm
Exterior

11. Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Burton
10.0 out of 10, Exceptional, (67 reviews)
"Really nice place to stay."
United States
Phillip
$166 nightly
The price is $166
Sep 14 - Sep 15
Total with taxes and fees
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Interior

12. Captain’s Quarters- charming studio apartment in the countryside

Captain’s Quarters- charming studio apartment in the countryside
Berlin Center
8.0 out of 10, Very Good, (1 review)
"Very clean and comfortable, I would stay again"
United States
Wesley B.
$176 nightly
The price is $176
Sep 10 - Sep 11
Total with taxes and fees
Captain’s Quarters- charming studio apartment in the countryside
Terrace/patio

13. Lakeside Paradise on Berlin

Lakeside Paradise on Berlin
Deerfield
9.8 out of 10, Exceptional, (106 reviews)
"Nice stay, kids had a great time and want to return."
United States
Joey H.
$309 nightly
The price is $323
Sep 20 - Sep 21
Total with taxes and fees
Lakeside Paradise on Berlin
Interior

14. Nestled Inn Mespo Modern & Cozy Apartment

Nestled Inn Mespo Modern & Cozy Apartment
Middlefield
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful place and very well taken care of."
United States
Andrew G.
$229 nightly
The price is $229
Sep 12 - Sep 13
Total with taxes and fees
Nestled Inn Mespo Modern & Cozy Apartment
Interior

15. Beautiful 2-bedroom house in tranquil Warren perfect for relaxing stays

Beautiful 2-bedroom house in tranquil Warren perfect for relaxing stays
Warren
8.8 out of 10, Excellent, (6 reviews)
"Perfect!"
United States
Crystle S.
$197 nightly
The price is $207
Oct 10 - Oct 11
Total with taxes and fees
Beautiful 2-bedroom house in tranquil Warren perfect for relaxing stays
Private kitchen

16. Blue Shutters Inn

Blue Shutters Inn
Youngstown
10.0 out of 10, Exceptional, (31 reviews)
"The Blue Shutters in was clean, warm and quiet. "
United States
Terry L.
$182 nightly
The price is $182
Sep 10 - Sep 11
Total with taxes and fees
Blue Shutters Inn
Interior

17. Pine Lake Trout Club Cabin #1!!!

Pine Lake Trout Club Cabin #1!!!
Chagrin Falls
10.0 out of 10, Exceptional, (2 reviews)
"Nice area, very accommodating, Thanks ! "
United States
Dana d.
$200 nightly
The price is $200
Sep 11 - Sep 12
Total with taxes and fees
Pine Lake Trout Club Cabin #1!!!
Private kitchen

18. Cozy, comfortable and close to Cleveland-Canton-Skiing & Cuyahoga Natl. Park

Cozy, comfortable and close to Cleveland-Canton-Skiing & Cuyahoga Natl. Park
Akron
10.0 out of 10, Exceptional, (23 reviews)
"The Host was very nice, the house was just beautiful,would definitely stay again"
United States
Haelee H.
$209 nightly
The price is $209
Sep 10 - Sep 11
Total with taxes and fees
Cozy, comfortable and close to Cleveland-Canton-Skiing & Cuyahoga Natl. Park
Private kitchen

19. Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.

Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.
Cortland
9.6 out of 10, Exceptional, (4 reviews)
"My wife’s in rehab in Warren and hopefully can recheck back in with returning customer discount.!"
United States
Robert K.
$138 nightly
The price is $142
Sep 22 - Sep 23
Total with taxes and fees
Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.
Interior

20. Peaceful Pioneer Place on our Family Farm in Mantua

Peaceful Pioneer Place on our Family Farm in Mantua
Mantua
9.8 out of 10, Exceptional, (8 reviews)
"We enjoyed the home! Very clean!"
United States
Andrea W.
$520 nightly
The price is $520
Sep 14 - Sep 15
Total with taxes and fees
Peaceful Pioneer Place on our Family Farm in Mantua
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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Top Windham Hotel Reviews

Kent State University Hotel and Conference Center

Kent State University Hotel and Conference Center

10/10 Excellent
"Súper clean, friendly helpful staff, easy parking, located in a heart of Kent. Bed and bedding so comfy! Would definitely stay here again."
Elizabeth 1-night trip
Posted 1 hour ago
Kent State University Hotel and Conference Center

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 $166 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?

Cuyahoga Valley National Parks Home! Close to downtown Cuyahoga Falls!: Visitors like this Windham vacation home rental. It is located on a river and has a balcony, a garden, and a barbecue grill 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.