Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Windsor

Exterior detail
Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly

Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly

Geneva
9.4 out of 10, Exceptional, (104)
"We love staying at Matt’s property’s this is our second year stay at one of his properties and it was amazing "
United States
Megan B.
The price is ￥6,783
￥22,741 total
includes taxes & fees
Nov 23 - Nov 24
Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly
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!

Warren
10.0 out of 10, Exceptional, (122)
"the host was very noce. check in was easy & the place was clean. nice & cozy. i would highly stay there again. "
United States
Duane C.
The price is ￥13,874
￥26,514 total
includes taxes & fees
Nov 15 - Nov 16
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
Private kitchen
1st Floor Beach Access 2-Bedroom Condo in Geneva U2

1st Floor Beach Access 2-Bedroom Condo in Geneva U2

Geneva
10.0 out of 10, Exceptional, (2)
"We had an excellent stay. The property was very clean. Looks like it was recently renovated and it’s at the east end of the strip and quieter. The host was prompt in responding. We didn’t need much as we only stayed one night. I wish we stayed a couple nights. Would love to come back. "
United States
William S.
The price is ￥19,423
￥34,376 total
includes taxes & fees
Nov 13 - Nov 14
1st Floor Beach Access 2-Bedroom Condo in Geneva U2
Smart TV
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, (47)
"I have stayed here before and enjoyed it just as much the second time. The place had a lot of charm, was very clean and was very convenient to where I was working. I will stay there again. "
United States
Kathryn
The price is ￥8,047
￥15,755 total
includes taxes & fees
Nov 17 - Nov 18
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Property grounds
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course

Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course

Geneva
9.4 out of 10, Exceptional, (222)
"It was a great stay. Very convenient location. The music from the bar in the backyard was very loud over the weekend but overall great place. "
United States
Alison F.
The price is ￥8,016
￥24,072 total
includes taxes & fees
Nov 27 - Nov 28
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course
Fridge, microwave, oven, stovetop
Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly

Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly

Geneva
9.8 out of 10, Exceptional, (83)
"A short stay of 3 nights, touring wine country. This property was very nice. "
United States
Anita C.
The price is ￥10,945
￥26,619 total
includes taxes & fees
Dec 3 - Dec 4
Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly
Outdoor dining
Keys cottage -walk to the strip,Private lot, 2bdr 3rd guestroom detached.Spire

Keys cottage -walk to the strip,Private lot, 2bdr 3rd guestroom detached.Spire

Geneva
10.0 out of 10, Exceptional, (104)
"Great cottage close to the strip. Very clean and a lot of space. The back porch and yard are awesome! Second year staying here and plan on booking again for next year!"
United States
Douglas P.
The price is ￥13,735
￥31,616 total
includes taxes & fees
Nov 13 - Nov 14
Keys cottage -walk to the strip,Private lot, 2bdr 3rd guestroom detached.Spire
Fridge, microwave, oven, stovetop
A great stay, close to Spire, GOTL, & Wineries....King Bed!

A great stay, close to Spire, GOTL, & Wineries....King Bed!

Geneva
9.8 out of 10, Exceptional, (38)
"Nice, clean place to stay. Close enough to everything you’d want to do at GOTL"
United States
Tim B.
The price is ￥12,347
￥28,070 total
includes taxes & fees
Nov 13 - Nov 14
A great stay, close to Spire, GOTL, & Wineries....King Bed!
Private kitchen
A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!

A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!

Geneva
10.0 out of 10, Exceptional, (8)
"The duplex is very clean, easy to get in, and great communication. We will book again in the future. "
United States
Ronda K.
The price is ￥12,347
￥29,149 total
includes taxes & fees
Nov 16 - Nov 17
A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!
Property grounds
Ledgestone Farms-Rustic Western Getaway

Ledgestone Farms-Rustic Western Getaway

Warren
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. "
United States
Connor P.
The price is ￥15,342
￥26,081 total
includes taxes & fees
Dec 12 - Dec 13
Ledgestone Farms-Rustic Western Getaway
Smart TV
Little oasis a short walk from GOTL strip

Little oasis a short walk from GOTL strip

Geneva-on-the-Lake
10.0 out of 10, Exceptional, (90)
"Very clean place to stay with everything you need and walking distance to the main strip to walk for food and drinks. "
United States
Jen W.
The price is ￥11,792
￥28,440 total
includes taxes & fees
Nov 23 - Nov 24
Little oasis a short walk from GOTL strip
Exterior
Beautiful newly remodeled cottage - Walk to strip, close to spire

Beautiful newly remodeled cottage - Walk to strip, close to spire

Geneva
10.0 out of 10, Exceptional, (104)
"We will definitely stay there again! Loved the location and it was clean and beautiful!"
United States
Tina W.
The price is ￥15,261
￥32,927 total
includes taxes & fees
Nov 16 - Nov 17
Beautiful newly remodeled cottage - Walk to strip, close to spire
1 bedroom, WiFi, bed sheets
Peaceful private apartment in the charming Hiram countryside

Peaceful private apartment in the charming Hiram countryside

Garrettsville
10.0 out of 10, Exceptional, (3)
"Our stay was a very pleasant one. This property is off the beaten path and very peaceful, yet it's only a few minutes from town. It truly has a home away from home feel, and I would absolutely stay here again. "
United States
Topher D.
The price is ￥13,808
￥29,273 total
includes taxes & fees
Dec 5 - Dec 6
Peaceful private apartment in the charming Hiram countryside
Fridge, microwave, oven, stovetop
Sleeps 8-Cozy 3-Bedroom Cottage, 2 Blocks from the Strip, 10 Minutes from Spire

Sleeps 8-Cozy 3-Bedroom Cottage, 2 Blocks from the Strip, 10 Minutes from Spire

Geneva
10.0 out of 10, Exceptional, (18)
"Great location, clean and host was great at keeping me informed. Will stay again!"
United States
Jaclyn H.
The price is ￥20,348
￥44,395 total
includes taxes & fees
Nov 13 - Nov 14
Sleeps 8-Cozy 3-Bedroom Cottage, 2 Blocks from the Strip, 10 Minutes from Spire
Terrace/patio
Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.

Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.

Geneva
9.8 out of 10, Exceptional, (22)
"Easy check in, clean, great location. "
United States
Stephanie H.
The price is ￥12,332
￥24,510 total
includes taxes & fees
Nov 13 - Nov 14
Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.
Exterior detail
Cottage on Strip w/ 3 BDs, Newly Renovated, Pet Friendly Wifi,AC,Grill, Fire Pit

Cottage on Strip w/ 3 BDs, Newly Renovated, Pet Friendly Wifi,AC,Grill, Fire Pit

Geneva
9.4 out of 10, Exceptional, (56)
"Great location, clean, well stocked kitchen. Beds were comfortable. The location is next to a bar that has live entertainment. Nice fire pits where we listened to the live music. Good band Friday not so much Saturday. Would recommend this to anyone. Just be prepared for the live entertainment next door."
United States
Alynn S.
Cottage on Strip w/ 3 BDs, Newly Renovated, Pet Friendly Wifi,AC,Grill, Fire Pit
Dining
3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.

3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.

Rome
10.0 out of 10, Exceptional, (21)
"Beautiful home and yard. Loved the swing on front porch. Also screened side porch. Nice fire pit in back yard but our stay was too short and we didn’t use. The cabin is gorgeous and has EVERYTHING you need. Bed was very comfortable and decor was beautiful. Will definitely stay here again next time we come to Ohio."
United States
Jennie W.
The price is ￥19,269
￥31,977 total
includes taxes & fees
Nov 13 - Nov 14
3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.
Beach nearby
Lakefront Retreat Condo, Indoor Pool, Beach, Wineries, Spire

Lakefront Retreat Condo, Indoor Pool, Beach, Wineries, Spire

Geneva
9.8 out of 10, Exceptional, (64)
"Fantastic condo with a beautiful view and lots of great amenities! Stayed here for a weekend competition at the Spire. Perfect and our hosts were so helpful and accommodating! "
United States
missy z.
Lakefront Retreat Condo, Indoor Pool, Beach, Wineries, Spire
Exterior
3 Little Cottages - #2 Sunburst Cottage

3 Little Cottages - #2 Sunburst Cottage

Geneva
9.4 out of 10, Exceptional, (20)
"Everything was great! "
United States
Ruth G.
The price is ￥25,435
￥44,079 total
includes taxes & fees
Nov 18 - Nov 19
3 Little Cottages - #2 Sunburst Cottage
Property grounds
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)
"This is our second stay at the farm which is now our new "go-to" when visiting family in the area. Excellent accommodations!"
United States
Nancy D.
The price is ￥19,269
￥37,921 total
includes taxes & fees
Nov 13 - Nov 14
Rest, Relax and Enjoy our Gentleman's 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.
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Top Windsor Hotel Reviews

Hampton Inn Madison

Hampton Inn Madison

10/10 Excellent
"Breakfast was good, room was clean and comfortable."
Kelli 2-night trip
Posted 2 days ago
Hampton Inn Madison

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor 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 Windsor!

Frequently asked questions

Are there vacation rentals in Windsor?

Yes, we have vacation rentals near top local attractions in Windsor, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Windsor?

Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries: This vacation home rental outside of Windsor is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

What can I see and do in Windsor?

While exploring the area, visit family-friendly sights like Pioneer Waterland & Dry Fun Park, or get outside and enjoy nature at Punderson Lake. Windsor Mills Covered Bridge and Riverdale Road Covered Bridge are a couple of places you'll find in the larger area.

What are vacation rentals like in Windsor?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Windsor. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.