Windham Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Windham Vacation Homes

Our top choices for Windham vacation homes

Cuyahoga Falls Retreat
Dining

Cuyahoga Falls Retreat

8.0 out of 10, Very good, (1)
"We had a good stay and the host was amazing. She was very helpful and accommodating and really quick to respond to our requests. The house was very clean and comfortable. Thank you!!"
Cuyahoga Falls Retreat
Lakeside living awaits at beautiful Lake Milton, OH with dock across the street
Outdoor dining

Lakeside living awaits at beautiful Lake Milton, OH with dock across the street

10.0 out of 10, Exceptional, (144)
"Had a good time. A bit pricy for the property"
Lakeside living awaits at beautiful Lake Milton, OH with dock across the street
Cuyahoga Valley National Parks Home! Close to downtown Cuyahoga Falls!
Fridge, microwave, oven, stovetop

Cuyahoga Valley National Parks Home! Close to downtown Cuyahoga Falls!

9.8 out of 10, Exceptional, (8)
"Absolutely enjoyed my stay! House was clean and decorated super cute. Would definitely book again"
Cuyahoga Valley National Parks Home! Close to downtown Cuyahoga Falls!
Peaceful Pioneer Place on our Family Farm in Mantua
Fridge, microwave, oven, stovetop

Peaceful Pioneer Place on our Family Farm in Mantua

9.0 out of 10, Wonderful, (2)
"We had a great time!! The home has a beautiful lay out and we were very comfortable!!!"
The price is CA $318
CA $600 total
includes taxes & fees
Aug 25 - Aug 26
Peaceful Pioneer Place on our Family Farm in Mantua
The Lakeside Cottage in Stow!
Property grounds

The Lakeside Cottage in Stow!

9.8 out of 10, Exceptional, (77)
"Family had an incredible stay. Perfect spot with easy access to the Park and hiking trails. Quiet neighborhood with family friendly options close by."
The Lakeside Cottage in Stow!
The House Hotels - Erie Street 1
Fridge, microwave, oven, stovetop

The House Hotels - Erie Street 1

9.8 out of 10, Exceptional, (11)
"Perfect for just a couple people or a couple couples "
The price is CA $131
CA $265 total
includes taxes & fees
Aug 25 - Aug 26
The House Hotels - Erie Street 1
Comfort Awaits at Cozy Get Away - Dog Friendly - 3BD / 2BA + Living Spaces
Private kitchen

Comfort Awaits at Cozy Get Away - Dog Friendly - 3BD / 2BA + Living Spaces

9.0 out of 10, Wonderful, (6)
The price is CA $110
CA $427 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Awaits at Cozy Get Away - Dog Friendly - 3BD / 2BA + Living Spaces
Charming home steps away from Main Street Hudson and Western Reserve Academy
Outdoor dining

Charming home steps away from Main Street Hudson and Western Reserve Academy

9.6 out of 10, Exceptional, (27)
"This is our third stay in this lovely property. The owner is very responsive and the home has everything you need. The location is also a huge bonus. "
Charming home steps away from Main Street Hudson and Western Reserve Academy
Lakeside Paradise on Berlin
Fridge, microwave, oven, stovetop

Lakeside Paradise on Berlin

10.0 out of 10, Exceptional, (93)
"We really enjoyed our stay. The setup was nice and sunrise was gorgeous! We would definitely stay here again when visiting the area."
The price is CA $243
CA $410 total
includes taxes & fees
Sep 1 - Sep 2
Lakeside Paradise on Berlin
Loft Unplugged w/ Outdoor Space in Amish Country!
Game room

Loft Unplugged w/ Outdoor Space in Amish Country!

9.4 out of 10, Exceptional, (33)
"This was exactly what we needed over the holiday weekend! Thank you!!"
Loft Unplugged w/ Outdoor Space in Amish Country!
Oasis at Avalon Lakes - Hot Tub - Gas Fire Pit - Outdoor livingroom w/gas fire
Outdoor spa tub

Oasis at Avalon Lakes - Hot Tub - Gas Fire Pit - Outdoor livingroom w/gas fire

10.0 out of 10, Exceptional, (29)
"A wonderful location and space for celebrating a graduation from Youngstown State University. Easy to get to the university and also close to local restaurants and grocery. "
Oasis at Avalon Lakes - Hot Tub - Gas Fire Pit - Outdoor livingroom w/gas fire
Historic Schoolhouse - Private Yet Central minutes from 480 and the Turnpike
Exterior

Historic Schoolhouse - Private Yet Central minutes from 480 and the Turnpike

10.0 out of 10, Exceptional, (4)
"The house was clean and cozy. The host was very responsive and accommodating. We enjoyed our stay. "
Historic Schoolhouse - Private Yet Central minutes from 480 and the Turnpike
Upscale Home near Blossom, CVNP, Ski Resorts
Fridge, microwave, oven, stovetop

Upscale Home near Blossom, CVNP, Ski Resorts

10.0 out of 10, Exceptional, (21)
"Excellent place! Will definitely stay again when back in Cuyahoga Falls!"
Upscale Home near Blossom, CVNP, Ski Resorts
Peaceful Eagle One is nestled in a quaint small town near many attractions
Fridge, microwave, oven, stovetop

Peaceful Eagle One is nestled in a quaint small town near many attractions

10.0 out of 10, Exceptional, (3)
"Very clean, easy to get to, and close to everything. Would stay here again if available on our next trip to the lake!"
The price is CA $187
CA $265 total
includes taxes & fees
Aug 26 - Aug 27
Peaceful Eagle One is nestled in a quaint small town near many attractions
Little house on the farm
Exterior detail

Little house on the farm

10.0 out of 10, Exceptional, (92)
"It is perfect. Jim the owner communicated very quickly with any questions I had. The house was extremely clean. We had a great stay and highly recommend this home. You won’t be disappointed. "
The price is CA $214
CA $296 total
includes taxes & fees
Aug 25 - Aug 26
Little house on the farm
Cottage Living in Cuyahoga Falls: 3 bed, 2 bath w 2 porches, Smart TVs
Fridge, microwave, oven, stovetop

Cottage Living in Cuyahoga Falls: 3 bed, 2 bath w 2 porches, Smart TVs

9.2 out of 10, Wonderful, (9)
"The space worked well for us and 2 college-age kids and dog. Clean, kitchen and bathrooms had everything we needed. Quiet neighborhood, very convenient location, walked to donut shop for breakfast, across the street to root beer drive-in for dinner. Plenty of parking."
The price is CA $145
CA $281 total
includes taxes & fees
Aug 25 - Aug 26
Cottage Living in Cuyahoga Falls: 3 bed, 2 bath w 2 porches, Smart TVs
Large Yard & Fire Pit: Pet-Friendly Ravenna Home!
Fridge, microwave, stovetop, dishwasher

Large Yard & Fire Pit: Pet-Friendly Ravenna Home!

8.0 out of 10, Very good, (10)
"Great property for a visit to see the family. Older home with so much character. Will definitely stay again. "
Large Yard & Fire Pit: Pet-Friendly Ravenna Home!
Newly Remodeled in Cuyahoga Falls! Close to everything!
Fridge, microwave, oven, stovetop

Newly Remodeled in Cuyahoga Falls! Close to everything!

10.0 out of 10, Exceptional, (23)
"The listing was right on. Very nice place to stay."
Newly Remodeled in Cuyahoga Falls! Close to everything!
Barcade and rope swing bar, 5 minutes from The Avalon Grand Resort and Golf!
Bar (on property)

Barcade and rope swing bar, 5 minutes from The Avalon Grand Resort and Golf!

9.8 out of 10, Exceptional, (24)
"Lovely place, with plenty of stuff to do in the house."
Barcade and rope swing bar, 5 minutes from The Avalon Grand Resort and Golf!
Lake Milton Haven: 3BR, Modern, Near Lake & Winery
Fridge, microwave, oven, stovetop

Lake Milton Haven: 3BR, Modern, Near Lake & Winery

9.8 out of 10, Exceptional, (7)
"Super cozy and clean house. Close to the beach area and local shopping and restaurants. Would definitely recommend, and hope to visit again in the near future! "
Lake Milton Haven: 3BR, Modern, Near Lake & Winery
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windham Hotel Reviews

Comfort Inn & Suites Cuyahoga Falls - Akron

Comfort Inn & Suites Cuyahoga Falls - Akron

10/10 Excellent
"Friendly staff, room clean. Great service"
Genevieve 1-night trip
Posted 20 hours ago
Comfort Inn & Suites Cuyahoga Falls - Akron