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Windham Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Windham holiday rentals

Private kitchen

1. Peaceful private apartment in the charming Hiram countryside

Peaceful private apartment in the charming Hiram countryside
Garrettsville
9.2 out of 10, Wonderful, (5 reviews)
"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!"
United States
Ashley
The price is HK$706
HK$1,496 total
includes taxes & fees
13 Aug - 14 Aug
Peaceful private apartment in the charming Hiram countryside
View from property

2. Prairie House RV Spaces

Prairie House RV Spaces
1.0 star property
Deerfield
8.8 out of 10, Excellent, (3 reviews)
"Relax a little close to road but easy in easy out. "
United States
Mark
The price is HK$330
HK$353 total
includes taxes & fees
6 Aug - 7 Aug
Prairie House RV Spaces
Private kitchen

3. Lovely private 3 bedroom house nestled in the Hiram countryside.

Lovely private 3 bedroom house nestled in the Hiram countryside.
Garrettsville
9.0 out of 10, Wonderful, (11 reviews)
"Beautiful home, very clean"
United States
Kara A.
The price is HK$1,451
HK$2,766 total
includes taxes & fees
17 Aug - 18 Aug
Lovely private 3 bedroom house nestled in the Hiram countryside.
Dining

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

Rest, Relax and Enjoy our Gentleman's Farm in Mantua
Mantua
9.6 out of 10, Exceptional, (38 reviews)
"We had a great time here! The kitchen was well-stocked and we enjoyed the beautiful outdoor gardens! We would definitely come back again!"
United States
Dale D.
The price is HK$1,004
HK$2,047 total
includes taxes & fees
17 Aug - 18 Aug
Rest, Relax and Enjoy our Gentleman's Farm in Mantua
Smart TV, offices

5. Small town vibes in Garrettsville

Small town vibes in Garrettsville
Garrettsville
10.0 out of 10, Exceptional, (5 reviews)
"Very clean, solid rental. "
United States
Christopher P.
The price is HK$2,697
HK$3,842 total
includes taxes & fees
6 Aug - 7 Aug
Small town vibes in Garrettsville
Property grounds

6. Cozy Secluded Safari Tent Immersed in Nature in Ravenna, Ohio

Cozy Secluded Safari Tent Immersed in Nature in Ravenna, Ohio
Ravenna
The price is HK$1,121
HK$1,278 total
includes taxes & fees
6 Aug - 7 Aug
Cozy Secluded Safari Tent Immersed in Nature in Ravenna, Ohio
Microwave, oven, stovetop

7. Private house 1 bedroom 1 bath ground-floor

Private house 1 bedroom 1 bath ground-floor
Warren
9.0 out of 10, Wonderful, (2 reviews)
"Everything was amazing...the property was as described. The host and property manager were very approachable and responded quickly when needed. Fanny, the property manager is a treasure! We felt very comfortable and safe. Would definitely stay here again. The only thing I'd say would be to provide a light for the backyard area. Thank you so much for being exceptional hosts!Kathy & Mark "
United States
KATHLEEN W.
The price is HK$572
HK$1,082 total
includes taxes & fees
18 Aug - 19 Aug
Private house 1 bedroom 1 bath ground-floor
Exterior

8. Little house on the farm

Little house on the farm
Middlefield
10.0 out of 10, Exceptional, (97 reviews)
"Great location to enjoy some peaceful country living!"
United States
Jerry L.
The price is HK$1,216
HK$1,796 total
includes taxes & fees
10 Aug - 11 Aug
Little house on the farm
Interior

9. Peaceful Cottage with Doc Access Craig Beach

Peaceful Cottage with Doc Access Craig Beach
Lake Milton
10.0 out of 10, Exceptional, (1 review)
"Great view of the lake, quiet and peaceful "
United States
Jim F.
The price is HK$1,475
HK$2,895 total
includes taxes & fees
13 Aug - 14 Aug
Peaceful Cottage with Doc Access Craig Beach
Smart TV

10. Private Studio unit

Private Studio unit
Warren
8.4 out of 10, Very good, (8 reviews)
"Easy great place thank you "
United States
Joy M.
The price is HK$486
HK$918 total
includes taxes & fees
24 Aug - 25 Aug
Private Studio unit
Property grounds

11. 2 bedroom apartment in the beautiful Middlefield countryside!

2 bedroom apartment in the beautiful Middlefield countryside!
Middlefield
8.4 out of 10, Very good, (5 reviews)
"It was good for us"
United States
Joyce A.
The price is HK$784
HK$1,459 total
includes taxes & fees
6 Aug - 7 Aug
2 bedroom apartment in the beautiful Middlefield countryside!
Fridge, microwave, oven, stovetop

12. Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.

Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.
Cortland
10.0 out of 10, Exceptional, (1 review)
"My wife’s in rehab in Warren and hopefully can recheck back in with returning customer discount.!"
United States
Robert K.
The price is HK$388
HK$1,004 total
includes taxes & fees
1 Sept - 2 Sept
Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.
Interior

13. Captain’s Quarters- charming studio apartment in the countryside

Captain’s Quarters- charming studio apartment in the countryside
Berlin Center
8.0 out of 10, Very good, (1 review)
"Very clean and comfortable, I would stay again"
United States
Wesley B.
The price is HK$882
HK$1,314 total
includes taxes & fees
12 Aug - 13 Aug
Captain’s Quarters- charming studio apartment in the countryside
Exterior

14. Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Burton
10.0 out of 10, Exceptional, (64 reviews)
"Wonderful stay. It was clean, nice area, nice view, fun decor. Bed was comfortable. Good privacy."
United States
O'Neill
The price is HK$840
HK$1,271 total
includes taxes & fees
11 Aug - 12 Aug
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Interior

15. Nestled Inn Mespo Modern & Cozy Apartment

Nestled Inn Mespo Modern & Cozy Apartment
Middlefield
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful place and very well taken care of."
United States
Andrew G.
The price is HK$1,176
HK$1,600 total
includes taxes & fees
3 Sept - 4 Sept
Nestled Inn Mespo Modern & Cozy Apartment
Interior

16. Beautiful 2-bedroom house in tranquil Warren perfect for relaxing stays

Beautiful 2-bedroom house in tranquil Warren perfect for relaxing stays
Warren
8.8 out of 10, Excellent, (6 reviews)
"Perfect!"
United States
Crystle S.
The price is HK$980
HK$1,713 total
includes taxes & fees
1 Sept - 2 Sept
Beautiful 2-bedroom house in tranquil Warren perfect for relaxing stays
Coffee/tea maker, fridge, microwave, oven

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

Cozy, comfortable and close to Cleveland-Canton-Skiing & Cuyahoga Natl. Park
Akron
10.0 out of 10, Exceptional, (22 reviews)
"The Host was very nice, the house was just beautiful,would definitely stay again"
United States
Haelee H.
The price is HK$863
HK$1,655 total
includes taxes & fees
11 Aug - 12 Aug
Cozy, comfortable and close to Cleveland-Canton-Skiing & Cuyahoga Natl. Park
Coffee/tea maker, fridge, microwave, oven

18. Blue Shutters Inn

Blue Shutters Inn
Youngstown
9.8 out of 10, Exceptional, (30 reviews)
"The Blue Shutters in was clean, warm and quiet. "
United States
Terry L.
The price is HK$980
HK$1,482 total
includes taxes & fees
13 Aug - 14 Aug
Blue Shutters Inn
Outdoor dining

19. Cozy Country Apartment in Heart of Geauga County

Cozy Country Apartment in Heart of Geauga County
Newbury
10.0 out of 10, Exceptional, (33 reviews)
"The apartment was clean, well maintained, and family friendly. Molly was a great host!"
United States
Phillip R.
The price is HK$1,137
HK$2,172 total
includes taxes & fees
18 Aug - 19 Aug
Cozy Country Apartment in Heart of Geauga County
Interior

20. Pine Lake Trout Club Cabin #1!!!

Pine Lake Trout Club Cabin #1!!!
Chagrin Falls
10.0 out of 10, Exceptional, (2 reviews)
"Nice area, very accommodating, Thanks ! "
United States
Dana d.
The price is HK$1,372
HK$1,561 total
includes taxes & fees
3 Sept - 4 Sept
Pine Lake Trout Club Cabin #1!!!
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

Comfort Inn & Suites Cuyahoga Falls - Akron

Comfort Inn & Suites Cuyahoga Falls - Akron

10/10 Excellent
"Great room. Great easy check-in."
Carrie 1-night trip
Posted 10 hours ago
Comfort Inn & Suites Cuyahoga Falls - Akron

Find out more about Windham

Search for holiday rentals in Windham on Expedia! You can easily find your home rentals, villas, holiday apartments in Windham using one of the methods below:

  • View our selection of featured holiday rentals in Windham
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  • Enter your travel dates to view the best deals on holiday rentals in Windham while they last

Look no further and take a look at our great range of rental properties in Windham!

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 Ma and Pa's Gift Shack, or get outside and enjoy nature at Pine Lake. Nelson Ledges Quarry Park and Nelson-Kennedy Ledges State Park 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.