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Vacation Homes in Windsor
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (7)
"Very nice duplex with everything you could need. Super quiet neighborhood. Would stay here again if in the area."
Matt W.
$397 nightly
The price is $450
Dec 10 - Dec 11
Total with taxes and fees
Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie
10.0 out of 10, Exceptional, (15)
"We had a great visit "
Jennifer D.
$509 nightly
The price is $604
Dec 10 - Dec 11
Total with taxes and fees
Private Pool - HOT TUB - Sauna - Game Room - Pets
Sun Prairie
10.0 out of 10, Exceptional, (6)
"The house is great and the facilities in the house were well-functioning, and the dish washer saved us much time. The neighborhood is quiet and great views. We enjoyed our stay."
Patti M.
$736 nightly
The price is $780
Dec 10 - Dec 11
Total with taxes and fees
Studio Queen in the heart of downtown.
Downtown Madison
10.0 out of 10, Exceptional, (1)
"Convenient location for events on the Capital Square, State Street and UW-Madison Campus."
Jeffrey W.
$193 nightly
The price is $223
Dec 10 - Dec 11
Total with taxes and fees
Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (36)
"Beautiful apartment with all we needed for a comfortable family July 4th weekend away!! "
Mindi Z.
$252 nightly
The price is $291
Dec 14 - Dec 15
Total with taxes and fees
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (47)
"We had a great time on our weekend trip to Madison. Location was super quick to get to downtown, house was clean, and we really enjoyed taking the canoe out on the lakes to explore."
Molly S.
$439 nightly
The price is $498
Dec 10 - Dec 11
Total with taxes and fees
Hot Tub - Private Pool - Game Room - 20 min DT
Sun Prairie
$638 nightly
The price is $698
Dec 10 - Dec 11
Total with taxes and fees
A Pleasant Retreat- No Cleaning Fee & New Discounts
Sun Prairie
10.0 out of 10, Exceptional, (260)
"A great stay! A wonderful location and excellent property, along with kind and warm hosts. Thank you. "
Rachel Z.
$313 nightly
The price is $352
Jan 1 - Jan 2, 2026
Total with taxes and fees
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.
Top Windsor Hotel Reviews
Baymont by Wyndham Madison West/Middleton WI West
10/10 Excellent
Find out more about Windsor
Windsor Vacation Homes information
Number of reviews | 424 |
|---|---|
Accommodation | 98 Vacation Homes |
Lowest Price | $210 |
Highest Price | $786 |
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