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Our top choices for Windsor vacation homes
Vacation Home in 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.
The price is AED 520
AED 1,653 total
includes taxes & fees
10 Dec - 11 Dec
Vacation Home in Sun Prairie
10.0 out of 10, Exceptional, (15)
"We had a great visit "
Jennifer D.
The price is AED 646
AED 2,219 total
includes taxes & fees
10 Dec - 11 Dec
Vacation Home in 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.
The price is AED 801
AED 2,865 total
includes taxes & fees
10 Dec - 11 Dec
Vacation Home in 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.
The price is AED 621
AED 819 total
includes taxes & fees
10 Dec - 11 Dec
Vacation Home in 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.
The price is AED 625
AED 1,069 total
includes taxes & fees
14 Dec - 15 Dec
Vacation Home in 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.
The price is AED 877
AED 1,829 total
includes taxes & fees
10 Dec - 11 Dec
Vacation Home in Sun Prairie
The price is AED 716
AED 2,549 total
includes taxes & fees
10 Dec - 11 Dec
Vacation Home in 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.
The price is AED 1,010
AED 1,293 total
includes taxes & fees
1 Jan - 2 January 2026
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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Top Windsor Hotel Reviews
The Madison Concourse Hotel and Governor's Club
10/10 Excellent
