Windham Vacation Rentals

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Check prices for these dates

Tonight
Feb 21 - Feb 22
Tomorrow
Feb 22 - Feb 23
This weekend
Feb 21 - Feb 23
Next weekend
Feb 28 - Mar 2

Vacation Rentals in Windham

Sunset cottage complete w/large deck, fire pit and mins away from public beach
Property grounds

Sunset cottage complete w/large deck, fire pit and mins away from public beach

9.2 out of 10, Wonderful, (57)
"Group of four with two boats. Plenty of room for one rig in the driveway and the other along the street in front of the house. Both were plenty close enough to plug in and charge batteries at night."
Sunset cottage complete w/large deck, fire pit and mins away from public beach
Waterfront Home on Lake Milton: Dock, Hot Tub
Outdoor spa tub

Waterfront Home on Lake Milton: Dock, Hot Tub

9.6 out of 10, Exceptional, (15)
"Property is in a nice quiet location in a no wake zone. House is very nice just needs a few items to make it excellent. Kitchen needs additional cooking utensils, outdoor grill needs replaced - burners only worked in a couple spots other than that we really enjoyed our stay and will definitely rent again. "
Waterfront Home on Lake Milton: Dock, Hot Tub
Cheerful Family Manor- Sleeps 25 w/hot tub and private pool in Amish Country
Smart TV, fireplace

Cheerful Family Manor- Sleeps 25 w/hot tub and private pool in Amish Country

9.8 out of 10, Exceptional, (21)
"Perfect place for all 24 of us to enjoy a few days away! "
Cheerful Family Manor- Sleeps 25 w/hot tub and private pool in Amish Country
Walk to Downtown Kent - 3 BR House w/ Patio & Yard
Fridge, microwave, oven, stovetop

Walk to Downtown Kent - 3 BR House w/ Patio & Yard

10.0 out of 10, Exceptional, (3)
"We stayed in Kent for a week and were helping to care for my 16 and 8 year old grandsons while my daughter (who lives in Kent) was having surgery. The location was excellent, we were able to walk many places (restaurants, library) and take field trips to beach, aquarium, and mini golf. The home was clean, comfortable, roomy, we made meals, enjoyed home’s board games and books, pitcher of filtered water in frig was a nice touch!"
Walk to Downtown Kent - 3 BR House w/ Patio & Yard
Lake Milton Ohio, Lakefront Vacation Rental, 4 Bedrooms, 3 Bath, Private Dock
Beach

Lake Milton Ohio, Lakefront Vacation Rental, 4 Bedrooms, 3 Bath, Private Dock

9.6 out of 10, Exceptional, (132)
"Met the need for a family Christmas gathering!Overall a very spacious with more than ample room for 9 people. The kitchen was well appointed and met every need we had. Plenty of space for the kids to spread out in the basement and take advantage of bumper pool and video game. The bathrooms were clean and the hot water tank held out!! Overall would recommend John’s place again, and would be looking to check availability when the biggest amenity, the lake can be utilized."
Lake Milton Ohio, Lakefront Vacation Rental, 4 Bedrooms, 3 Bath, Private Dock
Loft Unplugged w/ Outdoor Space in Amish Country!
Game room

Loft Unplugged w/ Outdoor Space in Amish Country!

9.4 out of 10, Exceptional, (28)
"This was exactly what we needed over the holiday weekend! Thank you!!"
Loft Unplugged w/ Outdoor Space in Amish Country!
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
Outdoor dining

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

10.0 out of 10, Exceptional, (92)
"All the comforts of home conveniently located for visiting family. The host is very accomodating even left the porch light on for us as we arrived after dark. We will definitely return. "
The price is CA $135
CA $234 total
includes taxes & fees
Feb 22 - Feb 23
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
Forever spring cabin
Exterior

Forever spring cabin

10.0 out of 10, Exceptional, (212)
"Our second time here and as good as the first. Very quiet and cozy. Would recommend."
Forever spring cabin
Luxurious Historic Victorian
Fridge, microwave, oven, stovetop

Luxurious Historic Victorian

9.6 out of 10, Exceptional, (4)
"The house was clean, easy to check into and was spacious. The beds were really soft and comfortable and the big seating area in the living room allowed us to congregate to talk and hangout. It was very well stocked with shampoo, body wash, paper towels, toliet paper, laundry soap, coffee, spices and almost anything else you could have wanted. There was plenty of parking for 4 - 6 cars behind the house. Our only mishap was we ended up being double booked on our last day and had another family...
Luxurious Historic Victorian
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Smart TV

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

10.0 out of 10, Exceptional, (16)
"Clean, quiet and comfy. Ideal location in the countryside while visiting family"
The price is CA $152
CA $223 total
includes taxes & fees
Feb 24 - Feb 25
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Turkey Trot At Heron Hill Retreat Hot Tub On Lake!
Fridge, microwave, oven, stovetop

Turkey Trot At Heron Hill Retreat Hot Tub On Lake!

8.8 out of 10, Excellent, (12)
"The place was clean and I thoroughly enjoyed the fire pit and hot tub. It was unclear in the listing that this was connected to another unit and I was glad that it was not rented at the time of our stay. There was construction happening the first two days of our stay, but as we were prepping for my best friend's wedding, it wasn't really an issue. The construction crew was super nice. If I was ever planning a getaway in that area on the future, I would definitely consider this place again,...
Turkey Trot At Heron Hill Retreat Hot Tub On Lake!
The Lakeside Cottage in Stow!
Property grounds

The Lakeside Cottage in Stow!

9.6 out of 10, Exceptional, (53)
"The home is as described. Quiet neighborhood. Easy check in and excellent communication with owner. I would rent again when I'm in the area. "
The Lakeside Cottage in Stow!
Fully stocked Suite Dwntown Cuy falls! near cvnp and blossom. Sleeps 4
Point of interest

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

9.6 out of 10, Exceptional, (28)
"Small but cozy! "
The price is CA $241
CA $339 total
includes taxes & fees
Feb 23 - Feb 24
Fully stocked Suite Dwntown Cuy falls! near cvnp and blossom. Sleeps 4
Spacious 4 Bedroom Sleeps 10 W/ Sauna and Hot Tub
Terrace/patio

Spacious 4 Bedroom Sleeps 10 W/ Sauna and Hot Tub

Spacious 4 Bedroom Sleeps 10 W/ Sauna and Hot Tub
The Urban Lake House: Near Avalon Grand Resort
5 bedrooms, iron/ironing board, free WiFi, bed sheets

The Urban Lake House: Near Avalon Grand Resort

10.0 out of 10, Exceptional, (9)
"Team building, the house was great"
The Urban Lake House: Near Avalon Grand Resort
Primitive cabin with additional camping room
Interior

Primitive cabin with additional camping room

9.8 out of 10, Exceptional, (12)
"We thoroghly enjoyed our stay. It was such a sweet getaway "
The price is CA $112
CA $184 total
includes taxes & fees
Feb 22 - Feb 23
Primitive cabin with additional camping room
Remodeled Stow Home near Blossom Music Center/BMBW Ski Resort/Downtown Cuy Falls
Private kitchen

Remodeled Stow Home near Blossom Music Center/BMBW Ski Resort/Downtown Cuy Falls

9.8 out of 10, Exceptional, (20)
"Very clean! Easy to check in and out. Has everything we needed! Very nice!"
Remodeled Stow Home near Blossom Music Center/BMBW Ski Resort/Downtown Cuy Falls
Little house on the farm
Exterior detail

Little house on the farm

10.0 out of 10, Exceptional, (90)
"We stayed in town for our daughter's wedding, now mind you we did not spend a lot of time at the house we still enjoyed our stay! It was very clean, and inviting and if we are ever in that area again we would definitely try and book again :)"
Little house on the farm
White Tail Run & Eagles Nest At Heron Hill Retreat 2 Hot Tubs On Lake!
Exterior

White Tail Run & Eagles Nest At Heron Hill Retreat 2 Hot Tubs On Lake!

10.0 out of 10, Exceptional, (2)
"As advertised, well equipped "
The price is CA $652
CA $1,637 total
includes taxes & fees
Feb 25 - Feb 26
White Tail Run & Eagles Nest At Heron Hill Retreat 2 Hot Tubs On Lake!
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, (20)
"Fun couple nights. Good property. Easy in, easy out. Good times."
Barcade and rope swing bar, 5 minutes from The Avalon Grand Resort and Golf!
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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Other types of properties in Windham you may be interested in

The Grand Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

The Grand Resort

4.0 star property
9.4 out of 10, Exceptional, (705)
"Overall great resort. The only negative that I would be aware of is that the resort seems to used by the community as well, especially the recreation center. Have a younger child who was really excited about the rec center especially being able to play pickleball. The courts were booked the entire time we were there with senior citizens from the local community. The pool also had senior citizens swimming laps. The rec center was also hosting a birthday party on a Sunday afternoon so again...
The price is CA $377
CA $433 total
includes taxes & fees
Mar 24 - Mar 25
The Grand Resort
Kent State University Hotel and Conference Center
Indoor pool

Kent State University Hotel and Conference Center

3.5 star property
9.4 out of 10, Exceptional, (1003)
"Great place to stay everyone was nice and friendly "
The price is CA $165
CA $186 total
includes taxes & fees
Feb 23 - Feb 24
Kent State University Hotel and Conference Center
Comfort Inn & Suites Cuyahoga Falls - Akron
Suite, 1 Bedroom, Non Smoking

Comfort Inn & Suites Cuyahoga Falls - Akron

3.0 star property
8.4 out of 10, Very good, (1000)
"Awesome breakfast "
The price is CA $130
CA $150 total
includes taxes & fees
Mar 16 - Mar 17
Comfort Inn & Suites Cuyahoga Falls - Akron
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.

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?

Lake Milton Ohio, Lakefront Vacation Rental, 4 Bedrooms, 3 Bath, Private Dock: You might want to consider this vacation home rental near Windham, which is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.