Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Windsor

Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries
Fridge, microwave, oven, stovetop

Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries

9.4 out of 10, Exceptional, (255)
"We had a great time staying here, with all my grown siblings - thank you!"
Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries
Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit
Exterior detail

Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit

8.8 out of 10, Excellent, (101)
"Fantastic, loved our cabin! "
The price is ￥7,325
￥16,880 total
includes taxes & fees
Oct 16 - Oct 17
Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit
Great Strip Location|Walk to Lake|Wine Country|A/C| Grill & Firepit|Family.
Exterior detail

Great Strip Location|Walk to Lake|Wine Country|A/C| Grill & Firepit|Family.

9.2 out of 10, Wonderful, (83)
"Had everything we needed and very close location to walk to everything. "
Great Strip Location|Walk to Lake|Wine Country|A/C| Grill & Firepit|Family.
Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country
Property grounds

Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country

9.6 out of 10, Exceptional, (201)
"Great!"
Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country
LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 3 get 4th free 10/1-12/20-just ask!
On the beach

LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 3 get 4th free 10/1-12/20-just ask!

10.0 out of 10, Exceptional, (353)
"Great place for a couple at GOTL. Very nice and private amenities. Great host."
The price is ￥17,191
￥23,798 total
includes taxes & fees
Oct 26 - Oct 27
LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 3 get 4th free 10/1-12/20-just ask!
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course
Property grounds

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

9.4 out of 10, Exceptional, (218)
"It was located in a nice area! Firepit was an added bonus! Will stay again if ever in the area!"
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course
Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery
Fridge, microwave, oven, stovetop

Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery

9.6 out of 10, Exceptional, (253)
"Great location and clean. The stay was perfect."
Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery
Lovely Two Bedroom Lake Erie Cottage near Strip and Beach - Pet Friendly
Fridge, microwave, oven, stovetop

Lovely Two Bedroom Lake Erie Cottage near Strip and Beach - Pet Friendly

10.0 out of 10, Exceptional, (37)
"I loved this cozy cottage and its location! It was very clean and had everything we needed for us and our two dogs. We would definitely stay here again. "
The price is ￥17,939
￥35,370 total
includes taxes & fees
Sep 28 - Sep 29
Lovely Two Bedroom Lake Erie Cottage near Strip and Beach - Pet Friendly
Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.
Terrace/patio

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

9.8 out of 10, Exceptional, (19)
"It was very clean and cozy. Linney was great to deal with."
The price is ￥16,444
￥28,777 total
includes taxes & fees
Oct 1 - Oct 2
Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.
Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (74)
"Came in for a weekend stay had a good time"
The price is ￥32,196
￥51,244 total
includes taxes & fees
Oct 10 - Oct 11
Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly
Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly
Exterior detail

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

9.4 out of 10, Exceptional, (99)
"We love staying at Matt’s property’s this is our second year stay at one of his properties and it was amazing "
The price is ￥22,912
￥41,068 total
includes taxes & fees
Oct 11 - Oct 12
Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly
Quaint cottage a short walk from the GTOL strip!
Fridge, microwave, oven, stovetop

Quaint cottage a short walk from the GTOL strip!

9.8 out of 10, Exceptional, (52)
"This was the perfect cottage!!! Absolutely perfect"
The price is ￥14,665
￥28,717 total
includes taxes & fees
Oct 5 - Oct 6
Quaint cottage a short walk from the GTOL strip!
Great Strip Location | Lake View | Pet Friendly | A/C | Sauna| Wine Country|WiFi
Interior

Great Strip Location | Lake View | Pet Friendly | A/C | Sauna| Wine Country|WiFi

9.8 out of 10, Exceptional, (203)
"Stayed Memorial Day weekend, perfect strip location! Sauna is a great touch "
Great Strip Location | Lake View | Pet Friendly | A/C | Sauna| Wine Country|WiFi
Great Strip Location | Walk to Lake|Wine Country|A/C|Fireplace|Family Friendly
Fridge, microwave, oven, stovetop

Great Strip Location | Walk to Lake|Wine Country|A/C|Fireplace|Family Friendly

9.6 out of 10, Exceptional, (107)
"Place was clean, large bedrooms and living space. Would rent this house again"
The price is ￥13,178
￥36,994 total
includes taxes & fees
Oct 19 - Oct 20
Great Strip Location | Walk to Lake|Wine Country|A/C|Fireplace|Family Friendly
Charming 1-bedroom cabin in Geneva
Property grounds

Charming 1-bedroom cabin in Geneva

9.8 out of 10, Exceptional, (7)
"Friendly and generous hoste"
The price is ￥15,472
￥19,546 total
includes taxes & fees
Sep 29 - Sep 30
Charming 1-bedroom cabin in Geneva
Little oasis a short walk from GOTL strip
Smart TV

Little oasis a short walk from GOTL strip

10.0 out of 10, Exceptional, (89)
"Enjoyed the stay"
The price is ￥17,356
￥34,398 total
includes taxes & fees
Sep 28 - Sep 29
Little oasis a short walk from GOTL strip
3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly
Outdoor dining

3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly

9.6 out of 10, Exceptional, (125)
"Great location. 11 of us stayed in the 3 cottages, with dogs and all went well! Highly recommend!"
3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly
Cabin 1 The Sunrise Patio
Property grounds

Cabin 1 The Sunrise Patio

9.2 out of 10, Wonderful, (5)
"Atmosphere cabin property and hosts where exceptional!Recommend contacting host before booking they are off grid (no electric, running water or sewer) "
The price is ￥17,191
￥21,384 total
includes taxes & fees
Oct 3 - Oct 4
Cabin 1 The Sunrise Patio
New Remodel |Close Lake&Park|Wine Country|Family/Pet Friendly|A/C|Wi-FiCable
Fridge, microwave, oven, stovetop

New Remodel |Close Lake&Park|Wine Country|Family/Pet Friendly|A/C|Wi-FiCable

9.0 out of 10, Wonderful, (97)
"Was a nice and updated. AC worked great. Clean and tidy. Would stay there again."
The price is ￥8,820
￥24,475 total
includes taxes & fees
Sep 30 - Oct 1
New Remodel |Close Lake&Park|Wine Country|Family/Pet Friendly|A/C|Wi-FiCable
No.1 Pinot Modern Cottage Heart of the Geneva Vineyards
Fridge, microwave, coffee/tea maker, toaster

No.1 Pinot Modern Cottage Heart of the Geneva Vineyards

2.0 star property
10.0 out of 10, Exceptional, (10)
"Everything was wonderful during our stay they had everything you needed and might need. The check in and out process was seamless and they are close to a ton of wineries."
The price is ￥37,373
￥54,265 total
includes taxes & fees
Oct 6 - Oct 7
No.1 Pinot Modern Cottage Heart of the Geneva Vineyards
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 & Suites Cleveland Mentor

Hampton Inn & Suites Cleveland Mentor

10/10 Excellent
"Spacious room, shops and restaurants near by. Friendly staff"
Anne 1-night trip
Posted 2 days ago
Hampton Inn & Suites Cleveland Mentor

Find out more about Windsor

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:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

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?

Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.: This vacation home rental outside of Windsor is located on a lake and offers a barbecue grill, air-conditioning, and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.