Windham Vacation Rentals

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Vacation Rentals in Windham

THE SANDPIPER COTTAGE at Lake Milton State Park "3 DOORS FROM THE SHORE"HOT TUB

10.0 out of 10, Exceptional, (75)
"Such a beautiful little getaway. We loved everything. The home and amenities were awesome and the hot tub was so clean and well taken care of. Loved it all and it was SO close to the lake. Perfection. "
THE SANDPIPER COTTAGE at Lake Milton State Park "3 DOORS FROM THE SHORE"HOT TUB

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

9.8 out of 10, Exceptional, (19)
"Our extended family of 16 adults stayed for a reunion weekend in October. We couldn't have asked for a more comfortable, well-appointed home. We took advantage of the hot tub, tennis court and the large firepit for roasting marshmallows as well as walking the mowed paths they have created on the property. When we had a small issue arise upon arrival, the property manager immediately responded and took care of it. We had several family members flying in/out of both Cleveland and Pittsburgh...
Cheerful Family Manor- Sleeps 25 w/hot tub and private pool in Amish Country

Luxury living and amazing outdoor experiences in the midwest

9.4 out of 10, Exceptional, (26)
"Communication for this stay was great from booking through checkout. The day of check in went smooth and the host followed up on the day of checkout to make sure we had enough time to check out. We did have an issue with the heating on the third floor the first night but once we advised the host he explained how to adjust the vents so it wasn't too warm up there. House was clean and there was plenty of room for everyone throughout the house. "
Luxury living and amazing outdoor experiences in the midwest

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

9.6 out of 10, Exceptional, (132)
"This is a lovely home which does have a small dock and access to the lake. There is a yard with a fire pit and a path back to the water. The neighborhood is quiet and you can walk to the public boat launch area in under 5 minutes. The house has plenty of areas for gathering together or relaxing alone. It's a good choice for getting together with family and/or friends."
Lake Milton Ohio, Lakefront Vacation Rental, 4 Bedrooms, 3 Bath, Private Dock

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

9.6 out of 10, Exceptional, (27)
"The property looked just like the pictures. We had a nice stay. Convenient location to the local restaurants. The neighborhood was quiet. Would highly recommend! "
The price is CA $244
CA $341 total
includes taxes & fees
Jan 16 - Jan 17
Fully stocked Suite Dwntown Cuy falls! near cvnp and blossom. Sleeps 4

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

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!

Entire two bedroom house peaceful and quiet

8.6 out of 10, Excellent, (24)
"The property was a bit overgrown. The tree in the front yard blocked the view of the house from the street. The steps going into the house are very steep first step about 10 inches made it a bit difficult for me with a bad knee. The back porch sitting area had a couple chairs and a table but, the tree next to it was overgrown and un able to use. I was in town for a wedding so for just sleeping two nights it was better than a hotel. I only mention these things so that maybe it was an oversight by...
The price is CA $122
CA $188 total
includes taxes & fees
Jan 9 - Jan 10
Entire two bedroom house peaceful and quiet

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

10.0 out of 10, Exceptional, (9)
"If I could I would give this place, and the owners, a 10-star rating! It was chosen for it's convenient location to family we were visiting, but it was so much better! Cozy, welcoming, everything was in order. Better than in order - the hosts treated us like special guests, making sure there were extra personal touches (like a fabulous coffee/tea bar). On a more practical level, the bed was extrememly comfortable for a good night sleep. Kudos to the wonderful hosts that made our stay better than...
The price is CA $158
CA $294 total
includes taxes & fees
Jan 12 - Jan 13
Cozy, comfortable and close to Cleveland-Canton-Skiing & Cuyahoga Natl. Park

The House Hotels - Erie Street 1

9.6 out of 10, Exceptional, (9)
"I came for a multi night business trip and this place was perfect. No noise, great size, close to a nice grocery and within 15 minutes of everything I was doing. Easy parking, too."
The price is CA $143
CA $281 total
includes taxes & fees
Jan 14 - Jan 15
The House Hotels - Erie Street 1

Heart of the Falls! Cozy for 2, Spacious for 8, Close to everything!

9.6 out of 10, Exceptional, (8)
"What a great find! My two sons and I enjoyed our stay while visiting my daughter and her family. Having two bathrooms is especially nice. This place is very friendly family. Plenty of board games to play. Even foosball downstairs. And even a high chair for my grandson! Wasn't expecting that! Very clean, and I love the decor. Nice inspirational art on the walls. The location is ideal. We were able to walk just a couple blocks to nearby restaurants. We're hikers, and we were just minutes...
Heart of the Falls! Cozy for 2, Spacious for 8, Close to everything!

New York Loft Vibes in Downtown Warren

10.0 out of 10, Exceptional, (6)
"Loft was well decorated, clean and well stocked with supplies,utensils etc."
The price is CA $125
CA $485 total
includes taxes & fees
Jan 9 - Jan 10
New York Loft Vibes in Downtown Warren

Forever spring cabin

10.0 out of 10, Exceptional, (211)
"Cabin was very peaceful and cozy perfect for a long weekend away "
Forever spring cabin

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

10.0 out of 10, Exceptional, (91)
"Small, but had everything we needed! "
The price is CA $143
CA $244 total
includes taxes & fees
Jan 9 - Jan 10
Conveniently located 2 bedroom home only minutes from hiking and state park fun!

Eagles Nest At Heron Hill Retreat Hot Tub on Lake!

9.6 out of 10, Exceptional, (10)
"Had a wonderful time at this property. Lots of activities for all ages. "
Eagles Nest At Heron Hill Retreat Hot Tub on Lake!

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

10.0 out of 10, Exceptional, (128)
"Very enjoyable stay for the 3rd year. My daughter really liked the house and the lake living!"
Lakeside living awaits at beautiful Lake Milton, OH with dock across the street

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 $113
CA $186 total
includes taxes & fees
Jan 12 - Jan 13
Primitive cabin with additional camping room

The Lakeside Cottage in Stow!

9.6 out of 10, Exceptional, (52)
"The house was everything we needed to visit our son (a student at Kent) and celebrate Thanksgiving together. Toasty cottage with great wildlife watching - ducks, geese and groundhogs close to everything, including great hiking at The Ledges."
The Lakeside Cottage in Stow!

Lakeside Paradise on Berlin

10.0 out of 10, Exceptional, (87)
"House is very clean with plenty of sleeping room. Nice kitchen and the yard iverlooks the lake with easy access. Fast communication and overall great experience. Looking forward to coming back soon!"
The price is CA $280
CA $461 total
includes taxes & fees
Jan 12 - Jan 13
Lakeside Paradise on Berlin

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

9.0 out of 10, Wonderful, (7)
"Welcoming and appreciated the contact free process"
The price is CA $109
CA $246 total
includes taxes & fees
Jan 12 - Jan 13
Cottage Living in Cuyahoga Falls: 3 bed, 2 bath w 2 porches, Smart TVs
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

Kent State University Hotel and Conference Center

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Kind of loud the first night, from the floor below"
The price is CA $180
CA $203 total
includes taxes & fees
Jan 12 - Jan 13
Kent State University Hotel and Conference Center

Wingate by Wyndham Youngstown/Austintown

2.5 star property
8.2 out of 10, Very good, (643)
"Always nice to stay there "
The price is CA $108
CA $125 total
includes taxes & fees
Jan 19 - Jan 20
Wingate by Wyndham Youngstown/Austintown

The Grand Resort

4.0 star property
9.4 out of 10, Exceptional, (693)
"None additional."
The price is CA $378
CA $434 total
includes taxes & fees
Feb 3 - Feb 4
The Grand Resort
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?

Luxury living and amazing outdoor experiences in the midwest: Visitors like this Windham vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable 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. You can relax into your vacation 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 Southington Township Park 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.