Windsor Vacation Rentals
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Vacation Rentals in Windsor
A Pleasant Retreat- No Cleaning Fee & New Discounts
Sun Prairie WI
$313 nightly
The price is $352 total per night
$352 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
With a stay at this vacation home in Sun Prairie, you'll be within a 10-minute walk of Sun Prairie Historical Library and Museum and Angell Park Speedway.
Kitchen
Washer
Private Pool - HOT TUB - Sauna - Game Room - Pets
Sun Prairie Wisconsin
Located in Sun Prairie, this vacation home is within a 5-minute drive of Sun Prairie Historical Library and Museum and Sun Prairie Family Aquatic Center.
Pool
Hot Tub
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Madison WI
With a stay at this vacation home in Madison (Faircrest), you'll be within a 10-minute drive of University of Wisconsin-Madison and Camp Randall Stadium.
Hot Tub
Kitchen
On the Yahara River, access to Madison Lakes
Monona WI
With a stay at this vacation home in Madison (Monona), you'll be within a 10-minute drive of University of Wisconsin-Madison and Alliant Energy Center.
Kitchen
Washer
Updated home w/ lake views across from Lake WI!
Merrimac WI
When you a stay at this vacation home in Merrimac, you'll be on a river, within a 5-minute walk of Glacial Lake Wisconsin and Memorial Park.
Kitchen
Free WiFi
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie WI
$508 nightly
The price is $572 total per night
$572 total
Dec 19 - Dec 20
Total with taxes and fees
Located in Sun Prairie, this vacation home is a 4-minute drive from American Center and 5 minutes from Token Creek Park Dog Park.
Kitchen
Washer
Amazing townhouse, amazing attractions, amazing city!
Monona WI
With a stay at this vacation home in Madison (Monona), you'll be within a 10-minute drive of University of Wisconsin-Madison and Alliant Energy Center.
Kitchen
Washer
Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie WI
$500 nightly
The price is $593 total per night
$593 total
Dec 8 - Dec 9
Total with taxes and fees
With a stay at this vacation home in Sun Prairie, you'll be a 5-minute walk from Firemen's Park in the Prairie and 6 minutes by foot from Angell Park Speedway.
Hot Tub
Kitchen
Escape to tranquility – your countryside haven, and at times with a horse or two
Dane WI
Located in Dane, this vacation home is within a 10-minute drive of Pink Elephant and Ripp Park Dog Park.
Washer
Dryer
Doty ★ Walk to Everything -Hotel Quality- Downtown
Madison WI
$252 nightly
The price is $291 total per night
$291 total
Dec 8 - Dec 9
Total with taxes and fees
With a stay at this vacation home, you'll be centrally located in Madison, within a 5-minute drive of University of Wisconsin-Madison and Camp Randall Stadium.
Kitchen
Washer
ONE OF A KIND vacation rental with a view
Madison WI
With a stay at this vacation home in Madison, you'll be within a 10-minute drive of University of Wisconsin-Madison and Alliant Energy Center.
Kitchen
Washer
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona WI
$439 nightly
The price is $498 total per night
$498 total
Dec 8 - Dec 9
Total with taxes and fees
Located in Madison (Monona), this vacation home is within a 10-minute drive of University of Wisconsin-Madison and Alliant Energy Center.
Kitchen
Free WiFi
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 Rentals essential information
Accommodation | 103 Vacation Rentals |
|---|---|
Lowest Price | $291 |
Highest Price | $593 |
Popular accommodation | A Pleasant Retreat- No Cleaning Fee & New Discounts, Private Pool - HOT TUB - Sauna - Game Room - Pets, Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access, On the Yahara River, access to Madison Lakes, Updated home w/ lake views across from Lake WI!, Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown, Amazing townhouse, amazing attractions, amazing city!, Hot Tub - King Suite - Game Room - Large Groups, Escape to tranquility – your countryside haven, and at times with a horse or two, Doty ★ Walk to Everything -Hotel Quality- Downtown, ONE OF A KIND vacation rental with a view, Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown! |