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Windham Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Windham vacation rentals

A modern kitchen with a wooden countertop, stainless steel sink, and a black refrigerator.

1. Peaceful private apartment in the charming Hiram countryside

Peaceful private apartment in the charming Hiram countryside
Garrettsville
9.4 out of 10, Exceptional, (6 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 ￥14,155
￥29,380 total
includes taxes & fees
Sep 30 - Oct 1
Peaceful private apartment in the charming Hiram countryside
A modern kitchen with white cabinets, a wooden countertop, and a dining area with a table and chairs.

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

Lovely private 3 bedroom house nestled in the Hiram countryside.
Garrettsville
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful home, very clean"
United States
Kara A.
The price is ￥29,097
￥52,013 total
includes taxes & fees
Sep 30 - Oct 1
Lovely private 3 bedroom house nestled in the Hiram countryside.
A living room with a brown leather sofa, two armchairs, a small table with a lamp, and a striped rug.

3. 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!
Warren
10.0 out of 10, Exceptional, (142 reviews)
"Perfect location for us to stay while visiting family! Very clean and easy to find! Quiet location."
United States
Danielle
The price is ￥14,155
￥26,737 total
includes taxes & fees
Sep 30 - Oct 1
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
A patio with a table and chairs, a potted plant, and a view of a garden and trees.

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 ￥20,132
￥39,006 total
includes taxes & fees
Oct 19 - Oct 20
Rest, Relax and Enjoy our Gentleman's Farm in Mantua
A modern living room with a staircase, a sofa set, and a coffee table.

5. Small town vibes in Garrettsville

Small town vibes in Garrettsville
Garrettsville
10.0 out of 10, Exceptional, (5 reviews)
"Great host"
United States
Richard B.
The price is ￥54,125
￥72,385 total
includes taxes & fees
Sep 30 - Oct 1
Small town vibes in Garrettsville
A modern living room with a wooden floor, a black sofa, a small round table, and a potted plant.

6. 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 ￥13,600
￥27,013 total
includes taxes & fees
Sep 30 - Oct 1
Beautiful 2-bedroom house in tranquil Warren perfect for relaxing stays
A spacious living area with a wooden floor, a dining table, and a kitchen in the background.

7. The Haven in the Highland's of Edinburgh

The Haven in the Highland's of Edinburgh
Ravenna
10.0 out of 10, Exceptional, (24 reviews)
"Hosts were very welcoming and it was a wonderful experience and stay! "
United States
Mulica M.
The price is ￥29,097
￥44,825 total
includes taxes & fees
Oct 12 - Oct 13
The Haven in the Highland's of Edinburgh
A two-story house with a front porch, a small garden, and a wooden deck.

8. Little house on the farm

Little house on the farm
Middlefield
10.0 out of 10, Exceptional, (99 reviews)
"Great location to enjoy some peaceful country living!"
United States
Jerry L.
The price is ￥24,378
￥34,601 total
includes taxes & fees
Oct 3 - Oct 4
Little house on the farm
Living area

9. Private Studio unit

Private Studio unit
Warren
8.4 out of 10, Very good, (9 reviews)
"Easy great place thank you "
United States
Joy M.
The price is ￥9,751
￥18,401 total
includes taxes & fees
Sep 30 - Oct 1
Private Studio unit
A lakeside view with a wooden deck and a metal railing.

10. Lakeside Paradise on Berlin

Lakeside Paradise on Berlin
Deerfield
9.8 out of 10, Exceptional, (106 reviews)
"Nice stay, kids had a great time and want to return."
United States
Joey H.
The price is ￥30,670
￥47,836 total
includes taxes & fees
Oct 15 - Oct 16
Lakeside Paradise on Berlin
A living room with a television, two armchairs, a sofa, a small table, and a decorative wall.

11. 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 ￥15,571
￥24,221 total
includes taxes & fees
Sep 30 - Oct 1
Captain’s Quarters- charming studio apartment in the countryside
A wooden two-story building with a balcony, a front door, and a sign that says "OPEN".

12. 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, (71 reviews)
"Really nice place to stay."
United States
Phillip
The price is ￥17,000
￥25,658 total
includes taxes & fees
Oct 13 - Oct 14
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
A staircase leading to a kitchen with dark wooden cabinets and a stainless steel refrigerator.

13. Nestled Inn Mespo Modern & Cozy Apartment

Nestled Inn Mespo Modern & Cozy Apartment
Middlefield
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful place and very well taken care of."
United States
Andrew G.
The price is ￥26,738
￥34,602 total
includes taxes & fees
Sep 30 - Oct 1
Nestled Inn Mespo Modern & Cozy Apartment
A covered porch with wicker chairs and a blue patterned rug.

14. 2 bedroom apartment in the beautiful Middlefield countryside!

2 bedroom apartment in the beautiful Middlefield countryside!
Middlefield
8.4 out of 10, Very good, (6 reviews)
"It was good for us"
United States
Joyce A.
The price is ￥15,728
￥29,097 total
includes taxes & fees
Oct 2 - Oct 3
2 bedroom apartment in the beautiful Middlefield countryside!
A kitchen with a large island, white cabinetry, and a black microwave. There is a window with curtains and a plant in the background.

15. Peaceful Pioneer Place on our Family Farm in Mantua

Peaceful Pioneer Place on our Family Farm in Mantua
Mantua
9.8 out of 10, Exceptional, (8 reviews)
"We enjoyed the home! Very clean!"
United States
Andrea W.
The price is ￥47,970
￥76,752 total
includes taxes & fees
Oct 6 - Oct 7
Peaceful Pioneer Place on our Family Farm in Mantua
A modern kitchen with a granite countertop, dark cabinetry, and pendant lighting.

16. The Bluebird House in Hiram

The Bluebird House in Hiram
Hiram
10.0 out of 10, Exceptional, (3 reviews)
"Very family friendly!!"
United States
Amanda W.
The price is ￥57,879
￥94,211 total
includes taxes & fees
Oct 1 - Oct 2
The Bluebird House in Hiram
A wooden deck with two metal chairs and a small round table.

17. 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 ￥22,806
￥41,680 total
includes taxes & fees
Oct 7 - Oct 8
Cozy Country Apartment in Heart of Geauga County
A bathroom with a vanity, a mirror, a framed painting, a statue, and a potted plant.

18. Buckeye Bungalow-Charming 2-bedroom apartment in Youngstown

Buckeye Bungalow-Charming 2-bedroom apartment in Youngstown
Youngstown
10.0 out of 10, Exceptional, (11 reviews)
"This property was great. Stayed there 3 days while in town for a concert and it was perfect. Clean, affordable and close to alot of shopping and restaurants. I would most definitely recommend this property if staying in Youngstown OH."
United States
Matthew
The price is ￥17,183
￥25,833 total
includes taxes & fees
Sep 30 - Oct 1
Buckeye Bungalow-Charming 2-bedroom apartment in Youngstown
A kitchen with wooden cabinets, a white stove, a sink, and a decorative floral arrangement above the sink.

19. Blue Shutters Inn

Blue Shutters Inn
Youngstown
10.0 out of 10, Exceptional, (32 reviews)
"The Blue Shutters in was clean, warm and quiet. "
United States
Terry L.
The price is ￥18,692
￥28,137 total
includes taxes & fees
Sep 30 - Oct 1
Blue Shutters Inn
A compact kitchen with a sink, stove, microwave, and cabinets.

20. 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
9.8 out of 10, Exceptional, (6 reviews)
The price is ￥8,918
￥21,338 total
includes taxes & fees
Oct 19 - Oct 20
Cozy 1-bedroom Camper on the lake with AC in adorable Cortland.
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

The Royal Inn & Suites

The Royal Inn & Suites

10/10 Excellent
"Everything was clean. The Google picture is not a great picture."
SARAH 2-night trip
Posted 12 hours ago
The Royal Inn & Suites

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:

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

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?

The Lakeside Cottage in Stow!: Visitors like this Windham vacation home rental. It is located on a lake and has a garden, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.