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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 186 Vacation Homes in Windsor with updated reviews, rates, and availability.

Linny's GOTL Cottages "Lazy Days" Charming 2-bedroom bungalow with AC, GOTL.
Fridge, microwave, stovetop, coffee/tea maker

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

The price is AED 459
AED 754 total
includes taxes & fees
9 Jun - 10 Jun
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

9.6 out of 10, Exceptional, (59)
"this place was very clean and had everything we needed. We will be back next year !"
The price is AED 525
AED 957 total
includes taxes & fees
26 Jun - 27 Jun
Modern 2B Family Home Near Wine Country- 6m Walk to Lake +Pet Friendly
East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly
Fridge, microwave, oven, dishwasher

East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly

9.6 out of 10, Exceptional, (74)
"The house was super Duper clean and very well organized! Definitely would like to stay there again!"
The price is AED 393
AED 840 total
includes taxes & fees
5 Jun - 6 Jun
East End Strip: Walk to Lake & Township Park. Wine Country, Golf, Pet Friendly
Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly
Exterior

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

9.4 out of 10, Exceptional, (83)
"This is a great place, great location, very clean. "
The price is AED 397
AED 799 total
includes taxes & fees
22 Jun - 23 Jun
Great Strip Location|WalktoLake|Wine Country|AC|Grill&Firepit|FamilyFriendly
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C
Property grounds

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

9.4 out of 10, Exceptional, (304)
"enjoyed our stay"
The price is AED 1,873
AED 2,816 total
includes taxes & fees
29 Jun - 30 Jun
Lakefront Home|Water Access| Pet Friendly| Steps from Winery|Wi-Fi & Cable|A/C
Great Strip Location |WalktoLake|Wine Country|Brewing Company|A/C|Grill&Firepit
Terrace/patio

Great Strip Location |WalktoLake|Wine Country|Brewing Company|A/C|Grill&Firepit

9.2 out of 10, Wonderful, (64)
"We really enjoyed it, had a great time We always enjoy Eagle Cliff Inn "
The price is AED 213
AED 621 total
includes taxes & fees
8 Jun - 9 Jun
Great Strip Location |WalktoLake|Wine Country|Brewing Company|A/C|Grill&Firepit
Linny's GOTL Cottages "Blue Pearl" 3-bedroom house on the strip in GOTL, spire
Terrace/patio

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

The price is AED 731
AED 1,216 total
includes taxes & fees
8 Jun - 9 Jun
Linny's GOTL Cottages "Blue Pearl" 3-bedroom house on the strip in GOTL, spire
East End of The Strip. A/C Wifi Cable TV Firepit Walk to Park/Lake Wineries
Property grounds

East End of The Strip. A/C Wifi Cable TV Firepit Walk to Park/Lake Wineries

9.6 out of 10, Exceptional, (79)
"It was cozy and served for what we needed while we closed on our other home."
East End of The Strip. A/C Wifi Cable TV Firepit Walk to Park/Lake Wineries
A great stay, close to Spire, GOTL, & Wineries....King Bed!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (26)
"The place was very nice and the communication with the owners was simple. Great location near shopping and entertainment. Would definitely rent again!"
The price is AED 378
AED 764 total
includes taxes & fees
2 Jun - 3 Jun
A great stay, close to Spire, GOTL, & Wineries....King Bed!
Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country
Beach nearby

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

9.6 out of 10, Exceptional, (179)
"Enjoyed our stay"
The price is AED 206
AED 589 total
includes taxes & fees
8 Jun - 9 Jun
Pet Friendly | A/C | Wi-Fi & Cable | Grill |Walk to Lake| Firepit | Wine Country
Mid Century Guest House on Wooded Lot
Smart TV, fireplace, books, music library

Mid Century Guest House on Wooded Lot

10.0 out of 10, Exceptional, (44)
"We really like it was very clean and people was very friendly "
Mid Century Guest House on Wooded Lot
Geneva on the Lake HOT SPOT, 3 bedrooms/ w loft,2 bath ,sleeps 8-10. Huge deck .
Interior

Geneva on the Lake HOT SPOT, 3 bedrooms/ w loft,2 bath ,sleeps 8-10. Huge deck .

9.6 out of 10, Exceptional, (14)
"We really enjoyed our stay here. The hosts and property were wonderful! Great location as well."
Geneva on the Lake HOT SPOT, 3 bedrooms/ w loft,2 bath ,sleeps 8-10. Huge deck .
GOTL Coastal Cottage- Sunset Vacation Rentals
Fridge, microwave, oven, stovetop

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
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, (239)
"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
Terrace/patio

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

8.4 out of 10, Very Good, (53)
"Cottage was a perfect size for what we needed. Location was great. Communication was easy with the property owner. Would stay there again. "
Great Strip Location | Walk to Lake | Wine Country | A/C | Grill & Firepit
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, (189)
"Great place to stay with a large group of friends or family! Walking distance to everything! "
Great Strip Location | Lake View | Pet Friendly | A/C | Sauna| Wine Country|WiFi
Quaint cottage a short walk from the GTOL strip!
Fridge, microwave, oven, stovetop

Quaint cottage a short walk from the GTOL strip!

9.6 out of 10, Exceptional, (32)
"It was a great little cottage to have a getaway! Close to the wineries and wine tours which we loved! "
The price is AED 364
AED 694 total
includes taxes & fees
23 Jun - 24 Jun
Quaint cottage a short walk from the GTOL strip!
Strip Location | Pet Friendly | A/C | Wi-Fi & Cable | Fire Pit | Wine Country
Fridge, microwave, oven, stovetop

Strip Location | Pet Friendly | A/C | Wi-Fi & Cable | Fire Pit | Wine Country

9.6 out of 10, Exceptional, (213)
"Had a very nice time here. The owner was very accessible for communication. "
Strip Location | Pet Friendly | A/C | Wi-Fi & Cable | Fire Pit | Wine Country
Little Get Away
Terrace/patio

Little Get Away

10.0 out of 10, Exceptional, (9)
"It was very clean and cute house. I would come and stay there again."
Little Get Away
Lakeside Serenity, Peace, and Tranquility in Madison!
Smart TV

Lakeside Serenity, Peace, and Tranquility in Madison!

Lakeside Serenity, Peace, and Tranquility in Madison!
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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