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Compare 136 Vacation Homes in Windsor with updated reviews, rates, and availability.

Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C
9.4 out of 10, Exceptional, 271 reviews
"It was a great location for relaxing with an incredible lake view or to explore GOTL. We hired a local private wine tour company ( Next Flight) and visited multiple local wineries. The only “ negative” regarding the property was that we didn’t know in advance it contains zero closets. If we book it again we will pack accordingly with clothes that aren’t intended to be hung on hangers. The streaming TV service was not very reliable, but we didn’t try to use it much at all anyway, and that seems...
The price is $387
$616 total
includes taxes & fees
Jun 20 - Jun 21
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C
GOTL Coastal Cottage- Sunset Vacation Rentals
9.2 out of 10, Wonderful, 67 reviews
"It was easy to find in a good location. Very clean updated kitchen & bathroom. Beds were comfortable."
GOTL Coastal Cottage- Sunset Vacation Rentals
Strip Location | Pet Friendly | A/C | Wi-Fi & Cable | Fire Pit | Wine Country
9.6 out of 10, Exceptional, 185 reviews
"This house is exactly what we wanted for our weekend away!! Great location! Will definitely stay again!"
Strip Location | Pet Friendly | A/C | Wi-Fi & Cable | Fire Pit | Wine Country
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Great Strip Location | Walk to Lake | Wine Country | A/C | Grill & Firepit
8.0 out of 10, Very Good, 38 reviews
"Very rustic little cabin. "
Great Strip Location | Walk to Lake | Wine Country | A/C | Grill & Firepit
East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly
9.4 out of 10, Exceptional, 52 reviews
"The location was great, communication with owners was easy . Very few complaints"
East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly
Great Strip Location |WalktoLake|Wine Country|Brewing Company|A/C|Grill&Firepit
9.2 out of 10, Wonderful, 48 reviews
"This location was great! Lots of parking. The location was near the end of the strip, but still close enough that you were able to walk to everything. Right next to East End, so you got to enjoy the live music while hanging out by the fire pits. The place was very clean. While small, the pictures don’t do the space justice and we found it to be rather roomy. The only complaint is the heater. We made sure it was unplugged and turned off, but every three hours or so it kept heating up, which made...
Great Strip Location |WalktoLake|Wine Country|Brewing Company|A/C|Grill&Firepit
Great Strip Location | Walk to Lake|Wine Country|A/C|Fireplace|Family Friendly
9.6 out of 10, Exceptional, 69 reviews
"Fantastic stay, great location and only took 5 minutes of walking to get anywhere on the strip."
Great Strip Location | Walk to Lake|Wine Country|A/C|Fireplace|Family Friendly
Cozy bungalow in Geneva on the Lake.
Cozy bungalow in Geneva on the Lake.
Ezmeralda's ~ Classic 1920's Renovated Bungalow ~ "A Hidden Gem of Geneva"
10.0 out of 10, Exceptional, 164 reviews
"I've been to Ezmerelda's 3 times now and love it more each time! It's my "go to" place for time away with my best friend or boyfriend. A fire at the wine shack soothes my soul. I love watching the birds at the feeders and seeing all the wonderful plants bloom. Jan, the hostess, is a steward of wildlife and plant propagation and the gardens are simply beautiful. Lots of little restaurants, wineries, and antique shops nearby."
Ezmeralda's ~ Classic 1920's Renovated Bungalow ~ "A Hidden Gem of Geneva"
Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly
10.0 out of 10, Exceptional, 15 reviews
"Property as listed and very comfortable. We had an extra person potentially staying that was not in our original booking and they gave us no issue and never even tried to charge extra. We ended up not having an extra person, but it was nice to have the option without the looming extra fee."
The price is $142
$259 total
includes taxes & fees
Jul 2 - Jul 3
Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly
Lakefront home with beach just minutes from wineries. Backyard sunsets!
10.0 out of 10, Exceptional, 3 reviews
"House was very clean. Lakeview was spectacular. Only negative was there was no way to get down to the private beach from the property ! Owner was very nice and excess able. Walking distance to the winery and restaurants was great!!"
Lakefront home with beach just minutes from wineries. Backyard sunsets!
Dog-Friendly Retreat Near Wineries/Spire/GOTL
10.0 out of 10, Exceptional, 6 reviews
"Very clean and cozy place, great location for the Woof, Wag, and Wine trail! Short drive to the Grand River Valley Wineries for the afternoon with our pup, then dropped him off at the house and was able to walk to the park (with the beach) and the beautiful Vincent Williams Winery for date night. Nice fenced in backyard with very friendly neighbors. House has everything for a relaxing getaway."
The price is $120
$230 total
includes taxes & fees
Jun 9 - Jun 10
Dog-Friendly Retreat Near Wineries/Spire/GOTL
Dogwood Cottage: Short walk to the Strip, 2 Full Baths, A/C, WIFI, Private Yard
10.0 out of 10, Exceptional, 87 reviews
"Wonderful cottage. Had everything we needed. Comfortable for the 7 of us! Kitchen lots of space for 3 working adults. Great wrap around bench for table. Cozy place! Loved the hooks everywhere as we were at Spire for swim championships. Hope to rent this next yr again!!"
Dogwood Cottage: Short walk to the Strip, 2 Full Baths, A/C, WIFI, Private Yard
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
10.0 out of 10, Exceptional, 69 reviews
"Jet as great as last time. Quick to respond. Thank you Mike."
The price is $100
$171 total
includes taxes & fees
Jun 10 - Jun 11
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
GOTL Strip - Private Beach - Lake Erie Views- Sunset Vacation Rentals
GOTL Strip - Private Beach - Lake Erie Views- Sunset Vacation Rentals
Centrally located local wineries, GOTL, and Spire. Walk to winery, coffeehouse
10.0 out of 10, Exceptional, 23 reviews
"This property was super clean and well appointed with everything we needed to enjoy our trip (to see the solar eclipse!) The layout of the house was great for two families with a wide range of kids, giving everyone enough private space. The lovely common areas were comfy and a great place to spend time together. We really loved gathering around the large island for meals and games. Being able to walk to the coffee shop and dinner was a treat, and we loved how close the property is to...
Centrally located local wineries, GOTL, and Spire. Walk to winery, coffeehouse
Gorgeous totally renovated 3 bedroom house in Geneva on the Lake. Lake view.
10.0 out of 10, Exceptional, 19 reviews
"I rented this house for a two-night stay with my dog to escape everyday life. Everything was perfect, from the property, to the location, to the communication. Once I parked my car I did not have to drive anywhere until checkout. This property is a very short walk to a park on the Lake, to wineries, to bars, and to restaurants. A bonus find was a dog winery and restaurant just down the way! I emphatically recommend this property."
Gorgeous totally renovated 3 bedroom house in Geneva on the Lake. Lake view.
The Thistle House off Chardon Square
10.0 out of 10, Exceptional, 22 reviews
"Molly was great to work with! House was clean and perfect for our short stay."
The price is $295
$498 total
includes taxes & fees
Jun 11 - Jun 12
The Thistle House off Chardon Square
Wine Country Haven - Authentic Farmhouse + Hot Tub
Wine Country Haven - Authentic Farmhouse + Hot Tub
Newly Remodeled Sears & Roebuck Cottage
10.0 out of 10, Exceptional, 37 reviews
"Well kept, clean, home about 2 blocks away from Township park - great views of lake. Very positive interactions with property owner. Would stay there again."
Newly Remodeled Sears & Roebuck Cottage
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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 property types in Windsor

3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly
9.8 out of 10, Exceptional, 92 reviews
"My 2 sisters and I (ages 70 - 85) had a wonderful stay! We loved each of us having our own cottage for a bit of privacy, and loved how close we were to each other. We enjoyed walking the strip, trying out local restaurants, and the homemade ice cream!"
3Cottages on Strip, Lakefront, AC, WiFi, Fire pit, Deck over Lake, Pet Friendly
Great Strip Location|Walk to Lake|Wine Country|A/C| Grill & Firepit|Family.
9.6 out of 10, Exceptional, 48 reviews
"Cabin was so cute would live to rent this in the future. "
Great Strip Location|Walk to Lake|Wine Country|A/C| Grill & Firepit|Family.
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C
9.4 out of 10, Exceptional, 271 reviews
"It was a great location for relaxing with an incredible lake view or to explore GOTL. We hired a local private wine tour company ( Next Flight) and visited multiple local wineries. The only “ negative” regarding the property was that we didn’t know in advance it contains zero closets. If we book it again we will pack accordingly with clothes that aren’t intended to be hung on hangers. The streaming TV service was not very reliable, but we didn’t try to use it much at all anyway, and that seems...
The price is $387
$616 total
includes taxes & fees
Jun 20 - Jun 21
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C
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.

Windsor Vacation Homes information

Number of reviews
1,146
Accommodation
136 Vacation Homes
Lowest Price
$49
Highest Price
$387

Recent reviews of Windsor hotels
Expedia verified reviews