Windham Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Windham vacation rentals

Smart TV, fireplace

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, (128 reviews)
"Great stay and pet friendly. Very clean and excellent, comfortable furniture. Definitely would stay again when in the area"
United States
Andrew B.
The price is ￥14,296
￥27,003 total
includes taxes & fees
Apr 19 - Apr 20
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
Fridge, microwave, oven, stovetop

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, (18 reviews)
"Adorable place! Host communication was great. Will stay again!!"
United States
Amanda V.
The price is ￥17,472
￥32,562 total
includes taxes & fees
Apr 16 - Apr 17
Cozy, comfortable and close to Cleveland-Canton-Skiing & Cuyahoga Natl. Park
Interior

Buckeye Bungalow-Charming 2-bedroom apartment in Youngstown

Buckeye Bungalow-Charming 2-bedroom apartment in Youngstown
Youngstown
10.0 out of 10, Exceptional, (5 reviews)
"The stay was amazing! Only thing missing was extra linens in case of emergency. "
United States
June D.
The price is ￥14,939
￥23,675 total
includes taxes & fees
Apr 16 - Apr 17
Buckeye Bungalow-Charming 2-bedroom apartment in Youngstown
Exterior

Little house on the farm

Little house on the farm
Middlefield
10.0 out of 10, Exceptional, (94 reviews)
"My stay here was wonderful! James and Anna were very welcoming and such a clean place when arriving! I love this area as I grew up here and was close to many destinations I had planned. I will definitely be returning again."
United States
Sarah S.
The price is ￥24,620
￥35,580 total
includes taxes & fees
Apr 28 - Apr 29
Little house on the farm
Terrace/patio

Lakeside Paradise on Berlin

Lakeside Paradise on Berlin
Deerfield
9.8 out of 10, Exceptional, (103 reviews)
"Nice stay, kids had a great time and want to return."
United States
Joey H.
The price is ￥30,974
￥51,010 total
includes taxes & fees
Apr 16 - Apr 17
Lakeside Paradise on Berlin
Property grounds

2 bedroom apartment in the beautiful Middlefield countryside!

2 bedroom apartment in the beautiful Middlefield countryside!
Middlefield
The price is ￥15,884
￥29,385 total
includes taxes & fees
Apr 21 - Apr 22
2 bedroom apartment in the beautiful Middlefield countryside!
Mobile Home (RV Space Full Hookups #3) | View from property

Prairie House RV Spaces

Prairie House RV Spaces
1.0 star property
Deerfield
8.0 out of 10, Very Good, (1 review)
"Relax a little close to road but easy in easy out. "
United States
Mark
The price is ￥6,681
￥7,150 total
includes taxes & fees
Apr 16 - Apr 17
Prairie House RV Spaces
Exterior

Modern Retreat Near Cuyahoga Valley Bright & Spacious

Modern Retreat Near Cuyahoga Valley Bright & Spacious
Hudson
10.0 out of 10, Exceptional, (1 review)
"Very clean home, fantastic option for stays in the Hudson OH area. Very close to downtown Hudson shops and restaurants. Very comfortable stay, I will be back. Communication with owners was outstanding!"
United States
Jim H.
The price is ￥29,404
￥51,556 total
includes taxes & fees
Apr 16 - Apr 17
Modern Retreat Near Cuyahoga Valley Bright & Spacious
Exterior

Relaxing Retreat Near Cleveland | Shared Indoor Pool + BBQ Area

Relaxing Retreat Near Cleveland | Shared Indoor Pool + BBQ Area
Stow
The price is ￥19,762
￥25,914 total
includes taxes & fees
Apr 19 - Apr 20
Relaxing Retreat Near Cleveland | Shared Indoor Pool + BBQ Area
Exterior

2 Bedroom | Comfortable Suite Near Cleveland

2 Bedroom | Comfortable Suite Near Cleveland
Stow
The price is ￥31,112
￥40,081 total
includes taxes & fees
May 3 - May 4
2 Bedroom | Comfortable Suite Near Cleveland
Interior

Nestled Inn Mespo Modern & Cozy Apartment

Nestled Inn Mespo Modern & Cozy Apartment
Middlefield
10.0 out of 10, Exceptional, (6 reviews)
"Emily and Austin have a great apartment. It felt like being home; super clean, a ton of amenities, comfortable bed; anything you think you need they had it. Great location to Middlefield and surrounding areas; Will be using them in the future when in town to visit family. "
United States
alicia t.
The price is ￥23,826
￥31,927 total
includes taxes & fees
Apr 19 - Apr 20
Nestled Inn Mespo Modern & Cozy Apartment
Dining

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.
The price is ￥20,399
￥40,639 total
includes taxes & fees
May 11 - May 12
Rest, Relax and Enjoy our Gentleman's Farm in Mantua
Private kitchen

Lovely private 3 bedroom house nestled in the Hiram countryside.

Lovely private 3 bedroom house nestled in the Hiram countryside.
Garrettsville
9.0 out of 10, Wonderful, (9 reviews)
"Clean, large and quiet place."
United States
Michelle T.
The price is ￥29,385
￥56,022 total
includes taxes & fees
Apr 22 - Apr 23
Lovely private 3 bedroom house nestled in the Hiram countryside.
Private kitchen

Peaceful private apartment in the charming Hiram countryside

Peaceful private apartment in the charming Hiram countryside
Garrettsville
10.0 out of 10, Exceptional, (4 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
The price is ￥14,296
￥30,148 total
includes taxes & fees
May 4 - May 5
Peaceful private apartment in the charming Hiram countryside
Dining

Upscale Home near Blossom, CVNP, Ski Resorts

Upscale Home near Blossom, CVNP, Ski Resorts
Cuyahoga Falls
10.0 out of 10, Exceptional, (27 reviews)
"This house is impeccable! Exceptionally clean and spacious. We had 9 family members staying for our daughter’s college graduation and it was perfect. Great communication with the host who made check-in / check-out very easy. Beautiful place. "
United Kingdom
Rich V.
The price is ￥30,121
￥82,989 total
includes taxes & fees
Apr 26 - Apr 27
Upscale Home near Blossom, CVNP, Ski Resorts
Exterior

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, (58 reviews)
"Great option for needing a place to stay while visiting family. "
United States
Katelin B.
The price is ￥16,583
￥25,319 total
includes taxes & fees
Apr 28 - Apr 29
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
TV, fireplace

Spacious 6-bedroom sleeps 10 downtown 2 blocks River dog-friendly

Spacious 6-bedroom sleeps 10 downtown 2 blocks River dog-friendly
Cuyahoga Falls
10.0 out of 10, Exceptional, (7 reviews)
"Very welcoming host!"
United States
Susan B.
The price is ￥18,298
￥41,489 total
includes taxes & fees
Apr 20 - Apr 21
Spacious 6-bedroom sleeps 10 downtown 2 blocks River dog-friendly
Smart TV

Private Studio unit

Private Studio unit
Warren
8.8 out of 10, Excellent, (5 reviews)
"I didn't have any interaction with the host.This rental was okay for a minimalist one night stay. The refrigerator was the smallest imaginable (like a mini-minifrig). There was only one little space heater in the corner, no central heat. And the homemade shower has no shower curtain, so no matter what you do, water gets on the floor. Other than these things the rental looks pretty much exactly as pictured. "
United States
Brad A.
The price is ￥8,287
￥17,052 total
includes taxes & fees
Apr 16 - Apr 17
Private Studio unit
Interior

Welcoming 3-bedroom House - Howland Warren OH

Welcoming 3-bedroom House - Howland Warren OH
Warren
7.8 out of 10, Good, (6 reviews)
"Great hosts and location."
United States
Isadora N.
The price is ￥14,613
￥30,179 total
includes taxes & fees
Apr 22 - Apr 23
Welcoming 3-bedroom House - Howland Warren OH
Exterior

Fully stocked Suite Dwntown Cuy falls! near cvnp and blossom. Sleeps 4

Fully stocked Suite Dwntown Cuy falls! near cvnp and blossom. Sleeps 4
Cuyahoga Falls
9.4 out of 10, Exceptional, (37 reviews)
"Property was clean and convenient."
United States
Holly S.
The price is ￥24,303
￥35,474 total
includes taxes & fees
Apr 27 - Apr 28
Fully stocked Suite Dwntown Cuy falls! near cvnp and blossom. Sleeps 4
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

Sleep Inn Austintown - Youngstown, West

Sleep Inn Austintown - Youngstown, West

10/10 Excellent
"Best comp breakfast! "
david 1-night trip
Posted 1 hour ago
Sleep Inn Austintown - Youngstown, West

Find out more about Windham

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Look no further and take a look at our great range of rental properties in Windham!

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!: You might want to consider this vacation home rental near Windham, which 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.