Holiday Rentals in Windham

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Oct - 2 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan
In four months
6 Feb - 8 Feb

Holiday Rentals in Windham

Exterior
Prairie House RV Spaces
Prairie House RV Spaces
1.0 star property
8.0 out of 10, Very good, (1)
"Relax a little close to road but easy in easy out. "
The price is €39
includes taxes & fees
29 Oct - 30 Oct
Prairie House RV Spaces
Dining
Country Cottage Farm Stay at Stoneycreek Acres
Country Cottage Farm Stay at Stoneycreek Acres
10.0 out of 10, Exceptional, (69)
"Second time staying here in two years. The cottage is perfect for some relaxing, slow time with the wife. Molly is probably the best host we have had at a vrbo"
The price is €291
includes taxes & fees
16 Nov - 17 Nov
Country Cottage Farm Stay at Stoneycreek Acres
Property grounds
Ledgestone Farms-Rustic Western Getaway
Ledgestone Farms-Rustic Western Getaway
8.6 out of 10, Excellent, (29)
"Great place to stay for a trip into nelson ledges. Clean and comfortable with WiFi access and a mini fridge. The property it's on is quite large and there are even some farm animals adding to the rustic ambiance. "
The price is €150
includes taxes & fees
12 Nov - 13 Nov
Ledgestone Farms-Rustic Western Getaway
Property grounds
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!
10.0 out of 10, Exceptional, (120)
"the host was very noce. check in was easy & the place was clean. nice & cozy. i would highly stay there again. "
The price is €150
includes taxes & fees
27 Oct - 28 Oct
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
Fridge, microwave, oven, stovetop
Peaceful Eagle One is nestled in a quaint small town near many attractions
Peaceful Eagle One is nestled in a quaint small town near many attractions
10.0 out of 10, Exceptional, (5)
"We enjoyed our stay. Very close to where my son lives in Cortland. It was perfect for us to go slowly in the mornings, then head to the their house after they chored. Good for my husband (only a couple steps) with mobility issues. We will definitely stay there again! Oh yes, the Greene Eagle Winery was great too!"
The price is €146
includes taxes & fees
19 Oct - 20 Oct
Peaceful Eagle One is nestled in a quaint small town near many attractions
Outdoor dining
Primitive cabin with additional camping room
Primitive cabin with additional camping room
9.8 out of 10, Exceptional, (14)
"Clean, peaceful, relaxing stay"
The price is €97
includes taxes & fees
16 Nov - 17 Nov
Primitive cabin with additional camping room
Property grounds
Cozy Country Apartment in Heart of Geauga County
Cozy Country Apartment in Heart of Geauga County
9.8 out of 10, Exceptional, (30)
"We had a great visit and stay. The beds were comfortable and the neighborhood was so quite, we slept great. The homemade zucchini bread was a special touch."
The price is €215
includes taxes & fees
28 Oct - 29 Oct
Cozy Country Apartment in Heart of Geauga County
Exterior
Camp Newbury: 100% off grid. 2 log cabins, pavilion, trails and shooting range.
Camp Newbury: 100% off grid. 2 log cabins, pavilion, trails and shooting range.
10.0 out of 10, Exceptional, (4)
"Axel was very accommodating and helpful. The property is great."
The price is €319
includes taxes & fees
17 Oct - 18 Oct
Camp Newbury: 100% off grid. 2 log cabins, pavilion, trails and shooting range.
Exterior
Pine Lake Trout Club Cabin #7!!!
Pine Lake Trout Club Cabin #7!!!
9.8 out of 10, Exceptional, (9)
"Great spot for a weekend getaway. "
The price is €203
includes taxes & fees
17 Oct - 18 Oct
Pine Lake Trout Club Cabin #7!!!
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Quaint little studio
Quaint little studio
10.0 out of 10, Exceptional, (4)
"Have stayed at this listing several times, great host and property!"
The price is €150
includes taxes & fees
16 Nov - 17 Nov
Quaint little studio
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
10.0 out of 10, Exceptional, (14)
"Perfect for a couple or family with younger children. "
The price is €171
includes taxes & fees
18 Oct - 19 Oct
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
10.0 out of 10, Exceptional, (4)
"The stay was amazing! Only thing missing was extra linens in case of emergency. "
The price is €137
includes taxes & fees
19 Oct - 20 Oct
Buckeye Bungalow-Charming 2-bedroom apartment in Youngstown
Private kitchen
Comfort Awaits at Cozy Get Away - Dog Friendly - 3BD / 2BA + Living Spaces
Comfort Awaits at Cozy Get Away - Dog Friendly - 3BD / 2BA + Living Spaces
9.4 out of 10, Exceptional, (8)
"This property was perfect for four generations of our family attending a reunion. There was plenty of space for 6 adults and 2 kids, and the whole house was clean and well-furnished. "
The price is €286
includes taxes & fees
20 Oct - 21 Oct
Comfort Awaits at Cozy Get Away - Dog Friendly - 3BD / 2BA + Living Spaces
Fridge, microwave, oven, stovetop
Blue Shutters Inn
Blue Shutters Inn
10.0 out of 10, Exceptional, (25)
"Good place. "
The price is €133
includes taxes & fees
20 Oct - 21 Oct
Blue Shutters Inn
Fireplace
Ledgestone Farms-Charming Country Studio
Ledgestone Farms-Charming Country Studio
8.0 out of 10, Very good, (2)
"The room was very very nice!! In the dark it was hard to figure out where to go but we did find it. Theres no good signs near the property guiding you to the room and it was not lit up in area of stairway. We liked that the inside was very well kept and very cozy. had no issue's with safety or any thing like that at all."
The price is €150
includes taxes & fees
15 Nov - 16 Nov
Ledgestone Farms-Charming Country Studio
Microwave
Ledgestone Farms- Cozy Hideaway
Ledgestone Farms- Cozy Hideaway
6.8 out of 10, (3)
"Quiet and very restful. We had a very nice few days, We went to Nelson Ledges, my husband had gone there many times as a child. "
Ledgestone Farms- Cozy Hideaway
Exterior detail
Little house on the farm
Little house on the farm
10.0 out of 10, Exceptional, (94)
"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 €199
includes taxes & fees
18 Oct - 19 Oct
Little house on the farm
Fridge, microwave, oven, stovetop
Black Bear At Heron Hill Retreat Hot Tub On Lake!
Black Bear At Heron Hill Retreat Hot Tub On Lake!
10.0 out of 10, Exceptional, (2)
"Two characteristics of this property that made a huge positive impression on me: cleanliness and spaciousness. The dinning area has enough space to accommodate eight people and if you have several people in the kitchen, they have plenty of space to work. Three of the four bedrooms are extremely generous with space and the fourth- not as spacious, has plenty of room to accommodate a crib on either side of the bed. We didn’t get spend time outside because we were away all day for the two days we...
The price is €505
includes taxes & fees
19 Oct - 20 Oct
Black Bear At Heron Hill Retreat Hot Tub On Lake!
1 bedroom, WiFi, bed sheets
Peaceful private apartment in the charming Hiram countryside
Peaceful private apartment in the charming Hiram countryside
10.0 out of 10, Exceptional, (3)
"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!"
Peaceful private apartment in the charming Hiram countryside
Fridge, microwave, oven, stovetop
Peaceful Pioneer Place on our Family Farm in Mantua
Peaceful Pioneer Place on our Family Farm in Mantua
9.4 out of 10, Exceptional, (3)
"We had a great time!! The home has a beautiful lay out and we were very comfortable!!!"
The price is €383
includes taxes & fees
20 Oct - 21 Oct
Peaceful Pioneer Place on our Family Farm in Mantua
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.
View all properties
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 Suites Youngstown North

Comfort Suites Youngstown North

10/10 Excellent
"The hotel was very convenient right off the Ohio Turnpike. The room was clean, quiet, and comfortable. There's woodsy area that backs up the building, so there's no noise coming from there. It's also close to a number of eating places and gas stations. I would definitely stay there again. "
Theodore 1-night trip
Posted 4 hours ago
Comfort Suites Youngstown North

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 €150 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?

Where Country Meets City: This holiday home rental outside of Windham offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable 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.