Title: Windsor Vacation Rentals from $146: Search Short-Term Rentals | Expedia.com

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We are not like the others - we include taxes and fees

## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=180667&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=180667&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=180667&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=180667&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windsor vacation rentals

![Dining](https://images.trvl-media.com/lodging/92000000/91680000/91678600/91678589/de864266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, books](https://images.trvl-media.com/lodging/92000000/91680000/91678600/91678589/w2041h1365x3y0-d97a9b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91680000/91678600/91678589/3f652e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91680000/91678600/91678589/80aa63ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Merrimac

[](https://www.expedia.com/Merrimac-Hotels-NEW-OWNER-SPECIAL-Mid-Century-Cabin-W-Lakeview.h91678589.Hotel-Information)

9.8/10

Exceptional

(27 reviews)

"Beautiful property with a perfect view for fall color. Very comfortable and great space for both couples and family. We enjoyed a very relaxing stay. Host was very prompt with responses and easy to work with."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jenel S.

$415 nightly

$447 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Merrimac-Hotels-NEW-OWNER-SPECIAL-Mid-Century-Cabin-W-Lakeview.h91678589.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74640000/74637500/74637492/7369ac14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74640000/74637500/74637492/06426659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74640000/74637500/74637492/3efd103e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74640000/74637500/74637492/12bdd8b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Verona

[](https://www.expedia.com/Verona-Hotels-Enjoy-Nature-With-Full-Comfort.h74637492.Hotel-Information)

9.2/10

Wonderful

(39 reviews)

"Clean very friendly nice spot"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Oliver H.

$139 nightly

$147 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Verona-Hotels-Enjoy-Nature-With-Full-Comfort.h74637492.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112250000/112243000/112243000/8a317c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112250000/112243000/112243000/64676f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112250000/112243000/112243000/71c1dc76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/113000000/112250000/112243000/112243000/c87e9887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Sun Prairie

[](https://www.expedia.com/Citys-EDGE-Of-Madison-6-Miles-To-Downtown.h112243000.Hotel-Information)

10/10

Exceptional

(14 reviews)

"Beautiful spacious property, extremely clean and excellent host!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jen F.

$511 nightly

$575 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Citys-EDGE-Of-Madison-6-Miles-To-Downtown.h112243000.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/28000000/27140000/27131100/27131051/w1024h682x0y1-669a016c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/28000000/27140000/27131100/27131051/w1023h682x1y1-375fab3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27140000/27131100/27131051/f7402a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27140000/27131100/27131051/w1023h682x1y1-1324bcc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sun Prairie

[](https://www.expedia.com/Madison-Hotels-A-Pleasant-Retreat-For-1.h27131051.Hotel-Information)

10/10

Exceptional

(271 reviews)

"Everything was pleasant, location was convenient "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly J.

$282 nightly

$317 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-A-Pleasant-Retreat-For-1.h27131051.Hotel-Information)

![Smart TV, fireplace, stereo, printers](https://images.trvl-media.com/lodging/104000000/103060000/103055100/103055012/5f06971e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103060000/103055100/103055012/72c8c4c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103060000/103055100/103055012/2d3f3f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103060000/103055100/103055012/a62ca0b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fitchburg

[](https://www.expedia.com/Madison-Hotels-3-BR-Executive-Home-Near-Madison-W-Nature-Trails-Madisons-Best-Nearby.h103055012.Hotel-Information)

10/10

Exceptional

(20 reviews)

"The property was very clean and cozy. The property was set up with pretty much anything needed throughout the stay. Great location in a quiet neighborhood. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cale K.

$663 nightly

$753 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-3-BR-Executive-Home-Near-Madison-W-Nature-Trails-Madisons-Best-Nearby.h103055012.Hotel-Information)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101620000/101617200/101617146/b69df2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101620000/101617200/101617146/99f10351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101620000/101617200/101617146/50edc467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101620000/101617200/101617146/2b886a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Sun Prairie

[](https://www.expedia.com/Madison-Hotels-Capital-PrimeTime-6-Miles-From-Madison-W-Fireplace.h101617146.Hotel-Information)

9.8/10

Exceptional

(37 reviews)

"Very clean and very spacious house. Great neighborhood and location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharon M.

$562 nightly

$632 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-Capital-PrimeTime-6-Miles-From-Madison-W-Fireplace.h101617146.Hotel-Information)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84050000/84049300/84049281/3c6616e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/85000000/84050000/84049300/84049281/w506h683x259y0-0748895f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/85000000/84050000/84049300/84049281/e09be398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/85000000/84050000/84049300/84049281/b6b80d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sun Prairie

[](https://www.expedia.com/Madison-Hotels-Entire-3-Bedroom-With-Fireplace-Sleeps-12.h84049281.Hotel-Information)

9.8/10

Exceptional

(16 reviews)

"The beds were super comfortable and the house had a lot of space. Tami was very helpful and communicative with the check in and check out process."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Noah D.

$533 nightly

$600 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-Entire-3-Bedroom-With-Fireplace-Sleeps-12.h84049281.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85540000/85537300/85537244/a2858593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/86000000/85540000/85537300/85537244/eed91014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/86000000/85540000/85537300/85537244/39556d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/86000000/85540000/85537300/85537244/15c7e503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Middleton

[](https://www.expedia.com/Madison-Hotels-King-Suite-Free-Breakfast-Pool-And-Hot-Tub.h85537244.Hotel-Information)

8.0/10

Very Good

(5 reviews)

"Great place for a stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andy D.

$121 nightly

$137 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-King-Suite-Free-Breakfast-Pool-And-Hot-Tub.h85537244.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/b591d86e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/8d8391e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite | Living area](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/a67fadd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/9ae34cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Tenney-Lapham

[](https://www.expedia.com/Madison-Hotels-The-Dylin-By-Locale.h110849795.Hotel-Information)

9.4/10

Exceptional

(129 reviews)

"Check in was easy, the room was super clean and cute, great amenities, close to the Sylvee and other bars/restaurants and the lake. Would stay again!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Caitlin

$126 nightly

$146 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-The-Dylin-By-Locale.h110849795.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88420000/88410700/88410689/ec91cc9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88420000/88410700/88410689/cd9099b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/89000000/88420000/88410700/88410689/0f817c46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88420000/88410700/88410689/717052e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Sun Prairie

[](https://www.expedia.com/Madison-Hotels-2-Bedroom-Main-Street-Sun-Prairie-WI.h88410689.Hotel-Information)

9.6/10

Exceptional

(38 reviews)

"The host was very responsive and very kind and considerate to our reason for traveling. The property was beautiful and clean inside and out, we really enjoyed our stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sha'Vonne G.

$361 nightly

$406 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-2-Bedroom-Main-Street-Sun-Prairie-WI.h88410689.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/68000000/67450000/67449100/67449049/653d7d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67450000/67449100/67449049/50de3f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67450000/67449100/67449049/9ed68925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/68000000/67450000/67449100/67449049/50fba4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Merrimac

[](https://www.expedia.com/Merrimac-Hotels-Updated-Home-W-Lake-Views-Across-From-Lake-WI.h67449049.Hotel-Information)

10/10

Exceptional

(33 reviews)

"Beautiful home, Merrimack is such a quaint town. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura L.

$325 nightly

$366 total

Mar 28 - Mar 29

Total with taxes and fees

[](https://www.expedia.com/Merrimac-Hotels-Updated-Home-W-Lake-Views-Across-From-Lake-WI.h67449049.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92560000/92556500/92556475/ee30cc24_edited_d167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/93000000/92560000/92556500/92556475/1f2f92df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92560000/92556500/92556475/9f69ba7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92560000/92556500/92556475/9e90f932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Merrimac

[](https://www.expedia.com/Merrimac-Hotels-Waters-Edge-Private-Cottage.h92556475.Hotel-Information)

7.8/10

Good

(12 reviews)

"Won $500 pull tab this weekend. Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ryan R.

$452 nightly

$509 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Merrimac-Hotels-Waters-Edge-Private-Cottage.h92556475.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111089/83622a62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathtub, hair dryer, towels](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111089/91aed0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111089/6d5da384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111089/b9f70f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Sun Prairie

[](https://www.expedia.com/Madison-Hotels-Cannery-Square-Short-Term-Rentals-102-By-Patriot.h78111089.Hotel-Information)

8.0/10

Very Good

(12 reviews)

"Was cute neighborhood and everything was very clean and close by"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bri

$246 nightly

$277 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-Cannery-Square-Short-Term-Rentals-102-By-Patriot.h78111089.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333182/cf9e642a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333182/79d75eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333182/12ab8d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333182/98b4110c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Fitchburg

[](https://www.expedia.com/Madison-Hotels-King-Suite-Free-Breakfast-Pool-With-A-Slide-Close-To-Olbrich-Botanical-Gardens.h115333182.Hotel-Information)

$128 nightly

$145 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-King-Suite-Free-Breakfast-Pool-With-A-Slide-Close-To-Olbrich-Botanical-Gardens.h115333182.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/127000000/126580000/126573400/126573350/fc4b07dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/127000000/126580000/126573400/126573350/02983b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126580000/126573400/126573350/e0dafc87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/127000000/126580000/126573400/126573350/7ea98b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Merrimac

[](https://www.expedia.com/Merrimac-Hotels-Peaceful-A-Frame-Chalet-With-HOT-TUB.h126573350.Hotel-Information)

$387 nightly

$435 total

Mar 13 - Mar 14

Total with taxes and fees

[](https://www.expedia.com/Merrimac-Hotels-Peaceful-A-Frame-Chalet-With-HOT-TUB.h126573350.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262178/ae12bebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262178/c23c21df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262178/w2998h1998x2y2-5f2c6a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262178/c2bd92f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Madison

[](https://www.expedia.com/Madison-Hotels-Free-Breakfast-Pool-Hot-Tub-Near-UW-Madison.h106262178.Hotel-Information)

$237 nightly

$275 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-Free-Breakfast-Pool-Hot-Tub-Near-UW-Madison.h106262178.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74100000/74093800/74093714/aba7d103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74100000/74093800/74093714/704fdccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74100000/74093800/74093714/6bbe8da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74100000/74093800/74093714/58272a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Sun Prairie

[](https://www.expedia.com/Madison-Hotels-Cannery-Square-Unit-106-By-Patriot-Properties.h74093714.Hotel-Information)

9.4/10

Exceptional

(28 reviews)

"Great place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Armando

$286 nightly

$322 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-Cannery-Square-Unit-106-By-Patriot-Properties.h74093714.Hotel-Information)

![TV, fireplace, foosball, offices](https://images.trvl-media.com/lodging/112000000/111240000/111234000/111233952/3cd5e81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111240000/111234000/111233952/b03aa88d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, foosball, offices](https://images.trvl-media.com/lodging/112000000/111240000/111234000/111233952/b000fe2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111240000/111234000/111233952/138b24d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sun Prairie

[](https://www.expedia.com/Sun-Prairie-Hotels-AMazing-Place-Summary.h111233952.Hotel-Information)

10/10

Exceptional

(18 reviews)

"An amazing house, great location, it was the most wonderfully supplied VRBO ever!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

George P.

$543 nightly

$645 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Sun-Prairie-Hotels-AMazing-Place-Summary.h111233952.Hotel-Information)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/122000000/121730000/121722700/121722664/884db675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121730000/121722700/121722664/1c372886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121730000/121722700/121722664/8bceb4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121730000/121722700/121722664/f3ec1600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sun Prairie

[](https://www.expedia.com/Madison-Hotels-Cozy-Modern-4BD-25BA-Home-With-Private-Pool-In-Sun-Prairie.h121722664.Hotel-Information)

10/10

Exceptional

(4 reviews)

"I had an excellent stay with Kingdom Hospitality. The home was immaculate, and I enjoyed the updated kitchen. The hot tub was clean, and a great amenity for stress relief. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Trey B.

$566 nightly

$624 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-Cozy-Modern-4BD-25BA-Home-With-Private-Pool-In-Sun-Prairie.h121722664.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/84000000/83140000/83137300/83137225/48c40e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/84000000/83140000/83137300/83137225/070b417b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83140000/83137300/83137225/10ff1c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83140000/83137300/83137225/ef80e055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Fitchburg

[](https://www.expedia.com/Madison-Hotels-Pool-With-Slide-Great-For-Business-Travelers.h83137225.Hotel-Information)

$117 nightly

$133 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-Pool-With-Slide-Great-For-Business-Travelers.h83137225.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25&regionId=180667&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America&regionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America&regionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America&regionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CONDO)

Private vacation homes

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Cottages

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America&regionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America&regionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CABIN)

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## Top Windsor Hotel Reviews

![Hampton Inn & Suites Madison / Downtown](https://images.trvl-media.com/lodging/7000000/6850000/6842700/6842611/13390bcb_y.jpg)

### Hampton Inn & Suites Madison / Downtown

8/10 Good

"Friendly Staff Good location Clean Decent breakfasr"

[](https://expedia.com/Madison-Hotels-Hampton-Inn-Suites-Madison-Downtown.h6842611.Hotel-Information)

![The Madison Concourse Hotel and Governor's Club](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/5fd64d1f_y.jpg)

### The Madison Concourse Hotel and Governor's Club

10/10 Excellent

"Beautiful property, very clean rooms, fitness center, lounge, bar"

[](https://expedia.com/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information)

![DoubleTree by Hilton Madison East](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/e4eb5914_y.jpg)

### DoubleTree by Hilton Madison East

10/10 Excellent

"Fabulous"

[](https://expedia.com/Madison-Hotels-DoubleTree-By-Hilton-Madison-East.h3157.Hotel-Information)

![Best Western Plus InnTowner Madison](https://images.trvl-media.com/lodging/1000000/10000/2000/1919/f47bad39_y.jpg)

### Best Western Plus InnTowner Madison

10/10 Excellent

"Conveniently located and had everything I needed. We checked out the bar and the staff was very nice. Otherwise it was a quick visit, but I would stay here again!"

[](https://expedia.com/Madison-Hotels-Best-Western-Plus-InnTowner-Madison.h1919.Hotel-Information)

![Baymont by Wyndham Madison West/Middleton WI West](https://images.trvl-media.com/lodging/1000000/50000/40100/40004/8204d66c_y.jpg)

### Baymont by Wyndham Madison West/Middleton WI West

2/10 Terrible

"Price gauging and couldn’t move reservation. Same room 2 different weekends, $120 difference. I get that hotels can do this but the biggest problem I had is I was standing in front of them on a Friday night at almost 10pm before I realized I booked the wrong date. I was more than willing to pay the $120 difference and they had a room available, but said I would have to pay the full $175 for the room that night which was available and would still lose the full amount on the next weekend.why not just let me move my reservation which is still a week out, I would pay the difference."

[](https://expedia.com/Madison-Hotels-Baymont-By-Wyndham-Madison-WestMiddleton-WI-West.h40004.Hotel-Information)

![Hampton Inn & Suites Madison-West](https://images.trvl-media.com/lodging/3000000/2140000/2135000/2134982/w3838h2560x2y0-00a75c6b_y.jpg)

### Hampton Inn & Suites Madison-West

8/10 Good

"Minus there being an entire kids hockey team staying (nothing the hotel can control), it was a good stay. Great breakfast, easy accessible parking, nice hot tub, and a fast check in. We did get a knock on the door from housekeeping quite a few hours before check out even though we had ‘do not disturb’ hung on the door. That was a little confusing but all in all, a nice stay for the $ spent."

[](https://expedia.com/Madison-Hotels-Hampton-Inn-Suites-Madison-West.h2134982.Hotel-Information)

![Embassy Suites By Hilton Madison Downtown](https://images.trvl-media.com/lodging/105000000/104100000/104094900/104094803/c01c100f_y.jpg)

### Embassy Suites By Hilton Madison Downtown

10/10 Excellent

"Nice place, great rooms, great breakfast."

[](https://expedia.com/Madison-Hotels-Embassy-Suites-By-Hilton-Madison-Downtown.h104094803.Hotel-Information)

![Best Western Premier Park Hotel](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/4f17c333_y.jpg)

### Best Western Premier Park Hotel

10/10 Excellent

"Great location, right on the Capital square. Overall, great - cleanliness, service all good. Room was ready early. "

[](https://expedia.com/Madison-Hotels-Best-Western-Premier-Park-Hotel.h7043069.Hotel-Information)

![Moxy Madison Downtown](https://images.trvl-media.com/lodging/104000000/103390000/103384000/103383944/8732ca24_y.jpg)

### Moxy Madison Downtown

10/10 Excellent

"Great location! "

[](https://expedia.com/Madison-Hotels-Moxy-Madison-Downtown.h103383944.Hotel-Information)

## Find out more about Windsor

**Everything you need to know about Windsor vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Windsor vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $146 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Windsor rentals**

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Windsor ](https://expedia.com/Windsor-Private-Vacation-Homes.d180667-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Windsor ](https://expedia.com/Windsor-Apartments.d180667-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Windsor ](https://expedia.com/Windsor-Cottages.d180667-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Windsor ](https://expedia.com/Windsor-Condos.d180667-aaCondos.Travel-Guide-Accommodation)
- [Motels in Windsor ](https://expedia.com/Windsor-Motels.d180667-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Windsor ](https://expedia.com/Windsor-Cabins.d180667-aaCabins.Travel-Guide-Accommodation)
- [B&B in Windsor ](https://expedia.com/Windsor-Bed-And-Breakfast.d180667-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Windsor ](https://expedia.com/Windsor-Guest-Houses.d180667-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Windsor ](https://expedia.com/Windsor-Apart-Hotels.d180667-aaApartHotels.Travel-Guide-Accommodation)
- [Hostels in Windsor ](https://expedia.com/Windsor-Hostels.d180667-aaHostels.Travel-Guide-Accommodation)
- [Farmstay in Windsor ](https://expedia.com/Windsor-Agritourism.d180667-aaAgritourism.Travel-Guide-Accommodation)

## Frequently asked questions

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