Holiday Rentals in Windham

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Holiday Rentals in Windham

Our top choices for Windham holiday rentals

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

10.0 out of 10, Exceptional, (36)
"This is such a nice property in a quiet area. I hope to go back again, but in the Spring when they are making the maple syrup. It's cozy and clean and perfect for 1-2 people. "
The price is €132
includes taxes & fees
29 Sept - 30 Sept
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

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

Log Cabin in Farm Country in Portage County

10.0 out of 10, Exceptional, (37)
"Clean charming and peaceful. We plan on renting aga I n next year."
Log Cabin in Farm Country in Portage County

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 €383
includes taxes & fees
2 Sept - 3 Sept
Peaceful Pioneer Place on our Family Farm in Mantua

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!

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

10.0 out of 10, Exceptional, (29)
"Great home away from home. Absolutely loved the neighborhood. The house had everything we needed. Even enjoyed an afternoon of cornhole. "
Oasis at Avalon Lakes - Hot Tub - Gas Fire Pit - Outdoor livingroom w/gas fire

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

9.2 out of 10, Wonderful, (67)
"We had a great weekend visit. Close to the winery and other great lake activities. We just wanted quiet and decompression and that is what we just what we did. The hot tub was a nice touch and loved the cozy patio."
Sunset cottage complete w/large deck, fire pit and mins away from public beach

Primitive cabin with additional camping room

9.8 out of 10, Exceptional, (14)
"Clean, peaceful, relaxing stay"
Primitive cabin with additional camping room

The Lakeside Cottage in Stow!

9.8 out of 10, Exceptional, (78)
"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!

Lake Time Cottage Lake Milton OH: Wifi, Smart TVs, gas fire pit, lake toys,

10.0 out of 10, Exceptional, (25)
"It was wonderful! Can’t wait to go back again!"
Lake Time Cottage Lake Milton OH: Wifi, Smart TVs, gas fire pit, lake toys,

The House Hotels - Erie Street 1

9.8 out of 10, Exceptional, (11)
"Perfect for just a couple people or a couple couples "
The House Hotels - Erie Street 1

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 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 €263
includes taxes & fees
2 Sept - 3 Sept
Lakeside Paradise on Berlin

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

9.8 out of 10, Exceptional, (25)
"We absolutely loved our time together here. The house was the perfect size for our family to be able to spread out while still being together! We are hoping to make this our yearly Christmas meetup spot for many years to come! "
Cheerful Family Manor- Sleeps 25 w/hot tub and private pool in Amish Country

Newly Remodeled in Cuyahoga Falls! Close to everything!

10.0 out of 10, Exceptional, (23)
"Great location and clean, well presented property. Close to Cuyahoga National Park."
Newly Remodeled in Cuyahoga Falls! Close to everything!

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!

Forever spring cabin

10.0 out of 10, Exceptional, (219)
"Our second time here and as good as the first. Very quiet and cozy. Would recommend."
Forever spring cabin

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

9.6 out of 10, Exceptional, (32)
"This is our second stay at the farm which is now our new "go-to" when visiting family in the area. Excellent accommodations!"
The price is €217
includes taxes & fees
1 Sept - 2 Sept
Rest, Relax and Enjoy our Gentleman's Farm in Mantua

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

Cozy Country Apartment in Heart of Geauga County

9.8 out of 10, Exceptional, (28)
"The farm was an amazing place to stay! The listing was exactly as expected and we were surprised to be welcomed with fresh pumpkin bread and farm fresh eggs! My toddlers and I took a walk around the farm in the morning and the family greeted us with welcome arms. We were introduced to all of the animals and they answered all of our questions. SO much more than we’ve experienced at any other VRBO. 100% recommend and we hope to come back some day! "
The price is €234
includes taxes & fees
11 Sept - 12 Sept
Cozy Country Apartment in Heart of Geauga County
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

Find out more about Windham

Find out more about Windham

Everything you need to know about Windham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windham holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windham holiday rentals we have selected for you start as low as €132 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windham rentals

At Expedia, we put the best Windham holiday 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 holiday.

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 holiday rentals in Windham?

Yes, there are holiday rentals close to the most popular sights in Windham, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Windham has to offer?

Lakeside living awaits at beautiful Lake Milton, OH with dock across the street: This holiday home rental outside of Windham is located on a lake, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 wider area.

What’s a holiday rental in Windham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windham. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.