Windsor Vacation Rentals

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Vacation Rentals in Windsor

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

10.0 out of 10, Exceptional, (344)
"Clean, nice updated shower and quiet but quick trip to many bars and restaurants."
LAKEFRONT LOFT-PERFECT COUPLES GETAWAY--rent 3 get 4th free 10/1-12/20-just ask!

DewDrop Cottage: Walk to the strip! 2 bed 1 bath, sleeps 5

10.0 out of 10, Exceptional, (195)
"Very cozy."
DewDrop Cottage: Walk to the strip! 2 bed 1 bath, sleeps 5

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

9.6 out of 10, Exceptional, (189)
"It was a convenient location to the strip and the parks. "
The price is CA $181
CA $347 total
includes taxes & fees
Jul 27 - Jul 28
Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country

Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C

9.4 out of 10, Exceptional, (310)
"enjoyed our stay"
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C

Beach View Suite #8

2.0 star property
The price is CA $185
CA $249 total
includes taxes & fees
Jul 21 - Jul 22
Beach View Suite #8

Sun Retreats GOTL Cozy campground in lovely Geneva with AC, WiFi, fitness room

10.0 out of 10, Exceptional, (1)
"Very enjoyable stay,nice location "
The price is CA $274
CA $333 total
includes taxes & fees
Jul 21 - Jul 22
Sun Retreats GOTL Cozy campground in lovely Geneva with AC, WiFi, fitness room

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

9.4 out of 10, Exceptional, (243)
"Took a trip with family and friends for my birthday. Location was perfect. Best part of this location was that everyone was able to have their own room. "
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

9.0 out of 10, Wonderful, (88)
"The property was very clean and cozy. Location was good. Will return, perhaps summer months when the strip is more active"
The price is CA $123
CA $215 total
includes taxes & fees
Jul 17 - Jul 18
Great Strip Location | Walk to Lake| Wine Country | A/C | Grill & Firepit

Quaint cottage a short walk from the GTOL strip!

9.8 out of 10, Exceptional, (43)
"The stay was great. Cute little place. Very cozy and clean."
The price is CA $190
CA $327 total
includes taxes & fees
Jul 29 - Jul 30
Quaint cottage a short walk from the GTOL strip!

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

10.0 out of 10, Exceptional, (5)
The price is CA $171
CA $291 total
includes taxes & fees
Jul 30 - Jul 31
Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.

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

9.4 out of 10, Exceptional, (202)
"It was located in a nice area! Firepit was an added bonus! Will stay again if ever in the area!"
The price is CA $196
CA $365 total
includes taxes & fees
Jul 29 - Jul 30
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course

The Cottage at GOTL

9.8 out of 10, Exceptional, (53)
"Great location for a quick get away! "
The price is CA $171
CA $288 total
includes taxes & fees
Jul 21 - Jul 22
The Cottage at GOTL

Linny's GOTL Cottages "Blue Pearl" 3-bedroom house on the strip in GOTL, spire

10.0 out of 10, Exceptional, (3)
"This house is in a great location with just about a 30 second walk to the strip. Clean house, great space for multiple couples and friendly host. **Highly recommended**"
The price is CA $240
CA $423 total
includes taxes & fees
Jul 27 - Jul 28
Linny's GOTL Cottages "Blue Pearl" 3-bedroom house on the strip in GOTL, spire

Recently updated apartment in a Triplex unit #1 close to wineries and the lake.

9.8 out of 10, Exceptional, (27)
"Was a short stay and easy to find "
The price is CA $175
CA $288 total
includes taxes & fees
Aug 6 - Aug 7
Recently updated apartment in a Triplex unit #1 close to wineries and the lake.

GOTL Coastal Cottage- Sunset Vacation Rentals

9.2 out of 10, Wonderful, (76)
"We stayed at this house for a girls week of fun. Well, it rained the whole 2 days we were here, and nothing was opened on the strip. ( we were here pre-season which was ok with us) We really liked this cozy little house and its proximity to the lake.We will stay here again. The only thing this house needed was a new coffee maker."
GOTL Coastal Cottage- Sunset Vacation Rentals

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

9.8 out of 10, Exceptional, (63)
"The best I have ever stayed in."
The price is CA $249
CA $422 total
includes taxes & fees
Jul 21 - Jul 22
Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly

Mid Century Guest House on Wooded Lot

10.0 out of 10, Exceptional, (48)
"This property is absolutely wonderful. Beautiful and quiet."
Mid Century Guest House on Wooded Lot

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

9.6 out of 10, Exceptional, (241)
"Owners were great to communicate and very accommodating!"
Main Strip Location | Pet Friendly | Wi-Fi & Cable | A/C | Steps from Winery

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

9.8 out of 10, Exceptional, (195)
"If you're looking for a great place to stay with a group of your friends or your family, this is a great location."
Great Strip Location | Lake View | Pet Friendly | A/C | Sauna| Wine Country|WiFi

No.1 Pinot Modern Cottage Heart of the Geneva Vineyards

2.0 star property
10.0 out of 10, Exceptional, (8)
"Check in check out so easy very clean very homey Super host"
The price is CA $377
CA $537 total
includes taxes & fees
Aug 13 - Aug 14
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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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?

Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country: 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 Middlefield Cheese Chalet Shop, or get outside and enjoy nature at Punderson Lake. Windsor Mills Covered Bridge and Pioneer Waterland & Dry Fun Park 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.