Find vacation rentals that suit your style
Our top choices for Windsor condo rentals
1. Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtownSun Prairie
10.0 out of 10, Exceptional, (26 reviews)
10/10
Exceptional
(26 reviews)
"It was a beautiful place and we love to be back!!!"
"It was a beautiful place and we love to be back!!!"
Terri N.
$493 nightly
The price is $555
$555 total
Nov 8 - Nov 9
Total with taxes and fees
2. King Suite | Free Breakfast. Pool and Hot Tub
King Suite | Free Breakfast. Pool and Hot TubMiddleton
8.4 out of 10, Very good, (7 reviews)
8.4/10
Very good
(7 reviews)
"Great place for a stay."
"Great place for a stay."Andy D.
$157 nightly
The price is $178
$178 total
Nov 8 - Nov 9
Total with taxes and fees
3. Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!Madison
$327 nightly
The price is $380
$380 total
Dec 6 - Dec 7
Total with taxes and fees
4. King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!Fitchburg
$204 nightly
The price is $232
$232 total
Nov 12 - Nov 13
Total with taxes and fees
5. Free Breakfast Pool & Hot Tub. Near East Towne Mall!
Free Breakfast Pool & Hot Tub. Near East Towne Mall!Madison
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."
"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."Joy E.
$327 nightly
The price is $380
$380 total
Dec 6 - Dec 7
Total with taxes and fees
6. Capital City- 6 Miles from Madison with fireplace
Capital City- 6 Miles from Madison with fireplaceSun Prairie
10.0 out of 10, Exceptional, (58 reviews)
10/10
Exceptional
(58 reviews)
"Great, comfortable stay. And close to shopping, which is just what I like to do! "
"Great, comfortable stay. And close to shopping, which is just what I like to do! "Joyana A.
$505 nightly
The price is $568
$568 total
Nov 8 - Nov 9
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.
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.
Learn more about Windsor
Bike the scenic Lake Windsor Park trails before cooling off at the splash pad on hot summer days. Families gather at Token Creek County Park just outside Windsor for fishing, picnicking, and exploring the natural springs.
Top reviews in Windsor
Hampton Inn by Hilton Deforest
Hampton Inn by Hilton DeforestDe Forest
10/10 Excellent
Clean room, helpful staff, quiet location!
Clean room, helpful staff, quiet location!
Keng
Holiday Inn Express Deforest (Madison Area) by IHG
Holiday Inn Express Deforest (Madison Area) by IHGDe Forest
10/10 Excellent
The hot tub and pool was a great way to relax and unwind after a day of car travel.
The hot tub and pool was a great way to relax and unwind after a day of car travel.
Dale
Comfort Inn & Suites Madison North
Comfort Inn & Suites Madison NorthDe Forest
10/10 Excellent
We've had good experiences with Comfort Inns so far, and this was no exception. The room was clean, the beds were comfortable, and all the fixtures were working (the toilet flushed, all the lights worked, etc.) The staff was friendly and helpful, and it was a pleasure to stay here.
We've had good experiences with Comfort Inns so far, and this was no exception. The room was clean, the beds were comfortable, and all the fixtures were working (the toilet flushed, all the lights worked, etc.) The staff was friendly and helpful, and it was a pleasure to stay here.
Anonymous traveler
Days Inn by Wyndham Madison NE/Windsor
Days Inn by Wyndham Madison NE/WindsorWindsor
10/10 Excellent
The beds and pillows were very comfortable.
The beds and pillows were very comfortable.
Joanne
Tru By Hilton Madison East
Tru By Hilton Madison EastMadison
10/10 Excellent
We enjoyed our stay! The lobby was fresh, new, colorful, fun, clean, cheerful, warm, inviting & spacious to hang out in. There was even a nice new pool table. The location was very convenient!
We enjoyed our stay! The lobby was fresh, new, colorful, fun, clean, cheerful, warm, inviting & spacious to hang out in. There was even a nice new pool table. The location was very convenient!
Tonette
Hilton Garden Inn Madison Sun Prairie
Hilton Garden Inn Madison Sun PrairieSun Prairie
10/10 Excellent
Amazing restaurant and bar! Great room and bed and bedding! Love the conditioner and lotion!
Amazing restaurant and bar! Great room and bed and bedding! Love the conditioner and lotion!
Leann
DoubleTree by Hilton Madison East
DoubleTree by Hilton Madison EastGreater Sandburg
10/10 Excellent
We enjoyed our stay. Staff was very friendly.
We enjoyed our stay. Staff was very friendly.
Troy
Fairfield Inn & Suites by Marriott Madison East
Fairfield Inn & Suites by Marriott Madison EastMadison
10/10 Excellent
Clean rooms and friendly staff.
Clean rooms and friendly staff.
Tri
Holiday Inn Express & Suites Madison by IHG
Holiday Inn Express & Suites Madison by IHGMadison
10/10 Excellent
Great Hotel Rightboff the expressway. Clean and friendly.
Great Hotel Rightboff the expressway. Clean and friendly.
April
Cambria Hotel Madison East
Cambria Hotel Madison EastMadison
10/10 Excellent
It was so nice to have a bar and restaurant right there! No need to get back in the car.
It was so nice to have a bar and restaurant right there! No need to get back in the car.
Kathleen
DoubleTree by Hilton Madison Downtown
DoubleTree by Hilton Madison DowntownDowntown Madison
10/10 Excellent
Remarkable stay! Very friendly and helpful staff, great amenities. The water pressure in the shower was divine. 10/10 will be back!
Remarkable stay! Very friendly and helpful staff, great amenities. The water pressure in the shower was divine. 10/10 will be back!
Anonymous traveler
La Quinta Inn & Suites by Wyndham Madison American Center
La Quinta Inn & Suites by Wyndham Madison American CenterMadison
10/10 Excellent
Only of the few properties that Cats are accepted. Fast checkin… no pet fee. The area seem to be kind of isolated during the nigth ( in the middle of a Hospital and Medics campus). The hotel was in a renovation process but the changes looks great.
Only of the few properties that Cats are accepted. Fast checkin… no pet fee. The area seem to be kind of isolated during the nigth ( in the middle of a Hospital and Medics campus). The hotel was in a renovation process but the changes looks great.
Luis
Spark By Hilton Madison Central
Spark By Hilton Madison CentralMadison
10/10 Excellent
Pros: Clean, easy check in/out, high quality bed, large shower, tasty breakfast
Cons: pillows were all same level of softness/hardness, can hear train whistle from the room
Conclusion: highly recommend
Pros: Clean, easy check in/out, high quality bed, large shower, tasty breakfast
Cons: pillows were all same level of softness/hardness, can hear train whistle from the room
Conclusion: highly recommend
Crystal
Home2 Suites By Hilton Madison East
Home2 Suites By Hilton Madison EastMadison
10/10 Excellent
Large, clean, comfortable & quiet room; staff at the hotel were very helpful.
Large, clean, comfortable & quiet room; staff at the hotel were very helpful.
eva
Courtyard by Marriott Madison East
Courtyard by Marriott Madison EastMadison
10/10 Excellent
Wonderful staff, good location, very comfortable and clean. Great overall experience will be staying again everytime we travel to the Dell's
Wonderful staff, good location, very comfortable and clean. Great overall experience will be staying again everytime we travel to the Dell's
Anonymous traveler
Holiday Inn Express & Suites Madison Central by IHG
Holiday Inn Express & Suites Madison Central by IHGMadison
10/10 Excellent
Friendly staff, clean hotel, what more could you want?
The room was very nice / spacious and the bathroom was very clean. The pool area was impeccable and the lobby area of the hotel is nice for grabbing a free cup of coffee and reading/chatting, etc.
The breakfast (included) offered a nice range of hot and cold options and all were tasty.
Would definitely stay here again!
Friendly staff, clean hotel, what more could you want?
The room was very nice / spacious and the bathroom was very clean. The pool area was impeccable and the lobby area of the hotel is nice for grabbing a free cup of coffee and reading/chatting, etc.
The breakfast (included) offered a nice range of hot and cold options and all were tasty.
Would definitely stay here again!
Lisa
Comfort Suites Cottage Grove – Madison
Comfort Suites Cottage Grove – MadisonVillage of Cottage Grove
10/10 Excellent
This was probably the nicest hotel I have stayed at during my travels. It was as nice as some resorts I have been to. The room was spacious, modern, clean, and surprisingly quiet considering I had a room right on the balcony above the front desk. However, the thing that made this stay as good as it was, is hands down do to the staff. Every single one of them was friendly, efficient, courteous and helpful. I mostly interacted with Sofiia at the front desk, and she was wonderful. The young lady...
This was probably the nicest hotel I have stayed at during my travels. It was as nice as some resorts I have been to. The room was spacious, modern, clean, and surprisingly quiet considering I had a room right on the balcony above the front desk. However, the thing that made this stay as good as it was, is hands down do to the staff. Every single one of them was friendly, efficient, courteous and helpful. I mostly interacted with Sofiia at the front desk, and she was wonderful. The young lady...
Malcolm
The Mill Hotel
The Mill HotelWaunakee
10/10 Excellent
Very beautiful and clean and an oasis for our journey. We will be back.
Very beautiful and clean and an oasis for our journey. We will be back.
Amanda
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If you're ready to explore the best of Windsor, be sure to stop by Mousehouse Cheesehaus. It's popular among travelers and locals alike.