Windsor Vacation Rentals

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Vacation Rentals in Windsor

Property grounds
Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit
9.2 out of 10, Wonderful, (53)
"Perfect little cottage for the two of us! Loved the area and the fire pits to make it more cozy in the evening. The host was very responsive! The only thing I would suggest is some updating to the place (some painting would help too) but otherwise perfect! Would go again for sure!"
The price is CA $67
CA $154 total
includes taxes & fees
May 22 - May 23
Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit
View from property
3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly
9.8 out of 10, Exceptional, (91)
"Very nice places with a great price"
The price is CA $234
CA $521 total
includes taxes & fees
May 23 - May 24
3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly
Fridge, microwave, oven, dishwasher
East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly
9.4 out of 10, Exceptional, (50)
"We were in town for the Buckeye PVA Wheelchair Games at the Spire Institute, this property was the best fit for that we needed. Not only was it close (15 minutes) but it had amazing views and a great amount of parks within walking distance for my son to enjoy. Thank you for providing such an amazing venue for my first adventure to GOTL."
East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly
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Fridge, microwave, oven, stovetop
Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery
9.6 out of 10, Exceptional, (203)
"Came up for our anniversary and had a nice stay. Several restaurants close within walking distance"
Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery
Property grounds
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C
9.4 out of 10, Exceptional, (270)
"Great time! Perfect location"
The price is CA $163
CA $392 total
includes taxes & fees
May 16 - May 17
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C
On the beach
Family Fun And Beautiful Views On Lake Erie. Perfect Luxury Condo/Indoor Pool
10.0 out of 10, Exceptional, (278)
"My wife and I wanted to have a weekend getaway to a place neither of us had visited so we chose Geneva as our destination. The condo is exactly what we wanted. It is exceptionally maintained and has gorgeous views of Lake Erie. It is close to everything that we wanted to do and was the perfect place for us to rest and relax. The owners are very responsive, and they want you to have a good time while you are there. We could not have asked for a better experience and are already planning our...
Family Fun And Beautiful Views On Lake Erie. Perfect Luxury Condo/Indoor Pool
Fridge, microwave, oven, stovetop
Great Strip Location | Walk to Lake|Wine Country|A/C|Fireplace|Family Friendly
9.6 out of 10, Exceptional, (67)
"Everything was cool it was nice good area right on the strip i enjoy my stay it was awesome everything was there u need"
Great Strip Location | Walk to Lake|Wine Country|A/C|Fireplace|Family Friendly
Beach
Lakefront Luxury 2Br/2Ba Lake View /Beach/Indoor Pool-Rent 3/4th free-use by 5/1
10.0 out of 10, Exceptional, (238)
"This was our first time there and it was great! We didn't know what to expect in March but absolutely beautiful and had all the conveniences we needed! We will definitely be back! Thank you!"
Lakefront Luxury 2Br/2Ba Lake View /Beach/Indoor Pool-Rent 3/4th free-use by 5/1
Beach nearby
Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country
9.6 out of 10, Exceptional, (160)
"The place was exactly as advertised, extremely clean. Price was reasonable."
Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country
Indoor pool, a heated pool
Endless Summer - Sleeps 6 Condo
10.0 out of 10, Exceptional, (57)
"Never been to Geneva on the Lake. My friend and I decided to take our husbands on a birthday weekend because they share the same birthday. We had a fantastic time. The condo and facilities are exceptional. Could not have asked for a better location. This is one of the only VRBOs I have rented that the beds were so comfortable. Can’t wait to come back."
Endless Summer - Sleeps 6 Condo
Exterior
Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly
9.4 out of 10, Exceptional, (66)
"comfortable place"
Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly
Property grounds
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course
9.4 out of 10, Exceptional, (167)
"This was the second time staying at this location. Great walking distance to strip and plenty of parking. Plenty of space for my fiancé and our dog. Would highly recommend."
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course
Exterior
Gretchen's Getaway Cottage: 2 Queen & 1 Twin beds, Futon, AC, Wi-Fi, Fire Pit
10.0 out of 10, Exceptional, (114)
"The house was off the main road from the restaurants and bars which was nice. It was cute and clean and the owners were very responsive and helpful."
The price is CA $239
CA $418 total
includes taxes & fees
May 30 - May 31
Gretchen's Getaway Cottage: 2 Queen & 1 Twin beds, Futon, AC, Wi-Fi, Fire Pit
Beach towels
GOTL Quiet Family Cottage: ctrl HVAC, kitchen, spa shower, jetted bath,14 guests
10.0 out of 10, Exceptional, (1)
The price is CA $458
CA $637 total
includes taxes & fees
May 11 - May 12
GOTL Quiet Family Cottage: ctrl HVAC, kitchen, spa shower, jetted bath,14 guests
Fridge, microwave, oven, stovetop
Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries
9.4 out of 10, Exceptional, (208)
"Thank you so much for allowing us to stay here for our Nationals dance competition weekend! Super close to the venue for us. Beautiful view of the lake! Great property to stay. Plan to use again for next dance season!"
Private Lake Access | Pet Friendly | Wi-Fi & Cable | A/C | Fire Pit | Wineries
Fridge, microwave, oven, stovetop
GOTL Coastal Cottage- Sunset Vacation Rentals
9.2 out of 10, Wonderful, (66)
"We stayed two nights while attending a wedding. The location worked great for GOTL, with a view of Lake Erie from the living room. The house was clean and neat inside, though musty. The exterior decks were dangerous with a hole through the floor in one and a bottom step missing from the other."
GOTL Coastal Cottage- Sunset Vacation Rentals
Oven
Quaint cottage a short walk from the GTOL strip!
9.8 out of 10, Exceptional, (13)
"Perfect size for a couple girls including the pull out couch. Could not get living room tv to work past login screen."
The price is CA $103
CA $226 total
includes taxes & fees
May 13 - May 14
Quaint cottage a short walk from the GTOL strip!
Interior
Great Strip Location | Lake View | Pet Friendly | A/C | Sauna| Wine Country|WiFi
9.8 out of 10, Exceptional, (167)
"Worth it"
Great Strip Location | Lake View | Pet Friendly | A/C | Sauna| Wine Country|WiFi
Fridge, microwave, oven, stovetop
GOTL - Hot Tub - Wine Tours - Sunset Vacation Rentals
9.8 out of 10, Exceptional, (6)
"Great place!"
GOTL - Hot Tub - Wine Tours - Sunset Vacation Rentals
Property grounds
East End of The Strip. A/C Wifi Cable TV Firepit Walk to Park/Lake Wineries
9.6 out of 10, Exceptional, (61)
"My husband and I traveled to GOTL with our 2 dogs. The home was right across from a small park, which was great for walking the dogs. It was within walking distance to tons of restaurants/bars and a winery. A lot of the places were still closed for the season, but there was enough for us to do for a couple days. The house was clean and met all of our expectations. We will be back!"
East End of The Strip. A/C Wifi Cable TV Firepit Walk to Park/Lake Wineries
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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.

Other types of properties in Windsor you may be interested in

Exterior
Red Roof Inn Cleveland - Mentor/ Willoughby
2.0 star property
7.6 out of 10, Good, (1002)
"Very clean and tidy while taking care of extremely nice staff overall super enjoyable"
The price is CA $90
CA $103 total
includes taxes & fees
May 21 - May 22
Red Roof Inn Cleveland - Mentor/ Willoughby
Indoor pool, seasonal outdoor pool
The Lodge at Geneva
3.5 star property
9.2 out of 10, Wonderful, (479)
"Beautiful property. Also met locals hiking in the area who gave many suggestions for things to do nearby. Friendly community "
The price is CA $217
CA $270 total
includes taxes & fees
May 13 - May 14
The Lodge at Geneva
Exterior
Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel
2.5 star property
9.4 out of 10, Exceptional, (666)
"Hotel was clean. Breakfast was tasty."
The price is CA $200
CA $231 total
includes taxes & fees
May 21 - May 22
Holiday Inn Express And Suites Painesville - Concord, an IHG Hotel
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.

Everything you need to know about Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor vacation rentals we have selected for you start as low as CA $67 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly: This vacation home rental outside of Windsor is located on a lake and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family.

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 Nelson-Kennedy Ledges State Park. Windsor Mills Covered Bridge and Grand River Cellars Winery 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.

Recent reviews of Windsor properties
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