A wooden covered bridge over a river surrounded by lush greenery.

Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Windsor vacation rentals

Property grounds

Charming 1-bedroom cabin in Geneva

Charming 1-bedroom cabin in Geneva
Geneva
9.8 out of 10, Exceptional, (8 reviews)
"Great out of the grid hideaway. Hosts are very nice, thanks for having us! "
United States
nina H.
The price is ￥18,189
￥22,150 total
includes taxes & fees
Jul 13 - Jul 14
Charming 1-bedroom cabin in Geneva
Terrace/patio

Cabin 1 The Sunrise Patio

Cabin 1 The Sunrise Patio
Geneva
9.0 out of 10, Wonderful, (13 reviews)
"Very easy, inconvenient check-in, a quiet and comfortable little area with plenty of options of things to do if you plan to stay for more than a few days. Also very accommodating to quick one night stays if needed."
United States
Joseph S.
The price is ￥16,168
￥20,533 total
includes taxes & fees
Jul 14 - Jul 15
Cabin 1 The Sunrise Patio
Living area

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, (15 reviews)
"Good stay"
Canada
Corey
The price is ￥15,861
￥33,969 total
includes taxes & fees
Jul 13 - Jul 14
A great stay, Two, close to Spire, GOTL, & Wineries....King Bed!
Property grounds

Charming GOTL 1 Bedroom Lake Erie Cottage, sleeps 4

Charming GOTL 1 Bedroom Lake Erie Cottage, sleeps 4
Geneva
10.0 out of 10, Exceptional, (32 reviews)
"Very nice place, check it out!"
United States
Christopher D.
The price is ￥18,674
￥39,870 total
includes taxes & fees
Jul 13 - Jul 14
Charming GOTL 1 Bedroom Lake Erie Cottage, sleeps 4
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, (44 reviews)
"Wonderful place! We all want to go back for a longer stay - especially when it's warm enough to enjoy the screened in porch."
United States
Laura M.
The price is ￥21,988
￥34,952 total
includes taxes & fees
Aug 3 - Aug 4
3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.
Exterior

Little house on the farm

Little house on the farm
Middlefield
10.0 out of 10, Exceptional, (97 reviews)
"Absolutely perfect. Beautiful country home on a farm. Would 100% recommend and stay again. Amish store and restaurant just minutes away. Hosts left snacks and a variety of coffee and creamer choices. WiFi was great too as I had very little cell phone reception on the property. "
United States
Megan
The price is ￥25,060
￥37,024 total
includes taxes & fees
Jul 13 - Jul 14
Little house on the farm
Outdoor spa tub

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
Madison
9.6 out of 10, Exceptional, (9 reviews)
"Super clean and cozy cabin! I can’t wait to stay again! "
United States
Alyssa T.
The price is ￥26,992
￥30,711 total
includes taxes & fees
Jul 13 - Jul 14
Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
Terrace/patio

Tiny Haven

Tiny Haven
Kinsman
10.0 out of 10, Exceptional, (30 reviews)
"The property was beautiful, the host was very generous and sweet, and it was overall, just a nice and relaxing place to get away from it all."
United States
Victor H.
The price is ￥20,210
￥36,863 total
includes taxes & fees
Jul 14 - Jul 15
Tiny Haven
Exterior

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, (61 reviews)
"Great option for needing a place to stay while visiting family. "
United States
Katelin B.
The price is ￥18,189
￥27,081 total
includes taxes & fees
Jul 23 - Jul 24
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Smart TV, fireplace

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, (136 reviews)
"Great stay and amazing host"
United States
Raven S.
The price is ￥15,715
￥28,973 total
includes taxes & fees
Jul 13 - Jul 14
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
Exterior

BB Hideaway

BB Hideaway
Geneva
9.2 out of 10, Wonderful, (5 reviews)
"We had a wonderful time place was beautiful!! Very clean! Owners were amazing above and beyond 10000/10000 definitely coming back! Thank you guys so much !!"
United States
Paige M.
The price is ￥18,189
￥22,150 total
includes taxes & fees
Jul 13 - Jul 14
BB Hideaway
2 bedrooms, free WiFi, bed sheets

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

A great stay, close to Spire, GOTL, & Wineries....King Bed!
Geneva
10.0 out of 10, Exceptional, (42 reviews)
"Great stay"
United States
Freeman H.
The price is ￥15,861
￥32,837 total
includes taxes & fees
Jul 19 - Jul 20
A great stay, close to Spire, GOTL, & Wineries....King Bed!
Dining

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 ￥20,695
￥42,198 total
includes taxes & fees
Jul 13 - Jul 14
Rest, Relax and Enjoy our Gentleman's Farm in Mantua
1 bedroom, desk, iron/ironing board, WiFi

Merlot Cottage - GOTL Strip - Lover's Retreat

Merlot Cottage - GOTL Strip - Lover's Retreat
Geneva
9.4 out of 10, Exceptional, (3 reviews)
"This was a cute little cottage! Right on the edge of the strip."
United States
Jessica
The price is ￥12,288
￥34,774 total
includes taxes & fees
Jul 13 - Jul 14
Merlot Cottage - GOTL Strip - Lover's Retreat
Property grounds

Cozy Shed-Teau in Geneva + Firepit

Cozy Shed-Teau in Geneva + Firepit
Geneva
9.4 out of 10, Exceptional, (9 reviews)
"Your place was beautiful. Unfortunately we did not get to spend the night as planned. Thank you."
United States
Lori S.
The price is ￥18,335
￥23,670 total
includes taxes & fees
Jul 13 - Jul 14
Cozy Shed-Teau in Geneva + Firepit
Interior

The Riesling Cottage - GOTL Strip - Cozy & Quaint

The Riesling Cottage - GOTL Strip - Cozy & Quaint
Geneva
10.0 out of 10, Exceptional, (24 reviews)
"Very nice, clean.and cozy cottage. Would recommend to everyone. "
United States
David R
The price is ￥12,288
￥47,385 total
includes taxes & fees
Jul 13 - Jul 14
The Riesling Cottage - GOTL Strip - Cozy & Quaint
Interior

Nestled Inn Mespo Modern & Cozy Apartment

Nestled Inn Mespo Modern & Cozy Apartment
Middlefield
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful place and very well taken care of."
United States
Andrew G.
The price is ￥24,252
￥33,144 total
includes taxes & fees
Jul 13 - Jul 14
Nestled Inn Mespo Modern & Cozy Apartment
Living area

Beach View Suite #8

Beach View Suite #8
Fairport Harbor
8.8 out of 10, Excellent, (8 reviews)
"We had an absolutely wonderful stay. Everything was exactly as stated in the listing. Would definitely stay here again and plan to do so."
United States
Kelly N.
The price is ￥24,252
￥34,357 total
includes taxes & fees
Jul 13 - Jul 14
Beach View Suite #8
Interior

Pine Lake Trout Club Cabin #1!!!

Pine Lake Trout Club Cabin #1!!!
Chagrin Falls
10.0 out of 10, Exceptional, (2 reviews)
The price is ￥28,294
￥32,336 total
includes taxes & fees
Jul 14 - Jul 15
Pine Lake Trout Club Cabin #1!!!
Fridge, microwave, oven, stovetop

Quaint Cozy 1-bedroom apartment in pleasant Geneva with AC, WiFi

Quaint Cozy 1-bedroom apartment in pleasant Geneva with AC, WiFi
Geneva
9.2 out of 10, Wonderful, (20 reviews)
"Super comfy bed, A/C was excellent, cute little 50’s style restaurant just down the road. "
United States
Stephanie
The price is ￥18,771
￥33,207 total
includes taxes & fees
Jul 13 - Jul 14
Quaint Cozy 1-bedroom apartment in pleasant Geneva with AC, WiFi
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

Wingate by Wyndham Geneva at SPIRE Academy

Wingate by Wyndham Geneva at SPIRE Academy

10/10 Excellent
"Staff were very helpful. Breakfast was delicious and the area was clean and maintained."
Michelle 2-night trip
Posted 2 hours ago
Wingate by Wyndham Geneva at SPIRE Academy

Find out more about Windsor

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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?

House 1 mile from Geneva on Lake. We have several wineries in the area. : This vacation home rental outside of Windsor is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Snow Lake. Windsor Mills Covered Bridge and Rothenbühler Cheese Chalet 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.