Windsor Cabin Rentals

Compare Cabins, Resorts, & Rentals in Windsor, Wisconsin, USA

A TOUCH OF COUNTRY LIVING Minutes from Madison
10.0 (181 Reviews)
2 Bedrooms 4 Guests
Luxury Prairie Retreat 5 Min from Madison!
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10.0 (1 Review)
3 Bedrooms 10 Guests
The Speckled Hen Inn B&B
FromCA $393 per night
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9.8 (9 Reviews)
1 Bedroom 2 Guests
Bonnie's Private City Cabin-Madison's Only Log Cabin Rental
10.0 (71 Reviews)
1 Bedroom 2 Guests
Econo Lodge Madison East
FromCA $92 per night
7.1 (422 Reviews)
83 Bedrooms 20 Guests
DoubleTree by Hilton Madison East
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9.4 (1007 Reviews)
1 Bedroom 2 Guests
Luxury 'Prairie Retreat': 5 Min from Madison!
10.0 (15 Reviews)
3 Bedrooms 10 Guests
Par-fect Escape on Lake Windsor Golf Course
New
1 Bedroom 10 Guests
Hampton Inn Madison East Towne Mall Area
9.4 (1004 Reviews)
1 Bedroom 2 Guests
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
10.0 (14 Reviews)
3 Bedrooms 12 Guests
206 - King Suite
FromCA $327 per night
9.7 (3 Reviews)
1 Bedroom 3 Guests
Private Pool - Hot Tub - Sauna - Game Room - Pets
10.0 (10 Reviews)
5 Bedrooms 20 Guests
204 - Double Queen
FromCA $315 per night
9.5 (2 Reviews)
1 Bedroom 4 Guests
Hampton Inn Madison East Towne Mall Area
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9.2 (98 Reviews)
115 Bedrooms 16 Guests
Free Breakfast Pool & Hot Tub. Near UW-Madison
10.0 (1 Review)
2 Bedrooms 4 Guests
Hilton Garden Inn Madison Sun Prairie
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9.2 (59 Reviews)
117 Bedrooms 32 Guests
1 Bedroom - 1218 Canterbury Ct
FromCA $222 per night
10.0 (1 Review)
1 Bedroom 2 Guests
203 - Double Queen
FromCA $275 per night
9.0 (5 Reviews)
1 Bedroom 5 Guests
Courtyard by Marriott Madison East
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8.9 (76 Reviews)
127 Bedrooms 47 Guests
Comfort Inn & Suites Madison North
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8.8 (157 Reviews)
13 Bedrooms 39 Guests
Capital City- 6 Miles from Madison with fireplace
9.8 (37 Reviews)
4 Bedrooms 12 Guests
Fairfield Inn and Suites by Marriott Madison East
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8.7 (72 Reviews)
130 Bedrooms 39 Guests
Entire 3 Bedroom with Fireplace - sleeps 12
9.8 (16 Reviews)
3 Bedrooms 10 Guests
201 -Single Queen
FromCA $247 per night
8.7 (3 Reviews)
1 Bedroom 2 Guests
20min to Capitol - Garage - Yard - KING Bed - Pets
9.8 (7 Reviews)
4 Bedrooms 16 Guests
Doubletree By Hilton Madison East
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8.5 (288 Reviews)
225 Bedrooms 40 Guests
Free Breakfast. Pool & Hot Tub. Near UW-Madison!
9.0 (37 Reviews)
1 Bedroom 2 Guests
MainStay Suites Madison Airport
8.5 (171 Reviews)
66 Bedrooms 32 Guests
Free Breakfast. Pool & Hot Tub. Near UW-Madison!
8.8 (21 Reviews)
2 Bedrooms 6 Guests
Holiday Inn Express & Suites Madison by IHG
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8.5 (132 Reviews)
139 Bedrooms 42 Guests
Home away from home!
FromCA $202 per night
8.8 (16 Reviews)
1 Bedroom 3 Guests
202 - Single Queen
FromCA $258 per night
8.5 (2 Reviews)
1 Bedroom 2 Guests
King Suite. Free Breakfast. Pool. Near UW-Madison!
8.6 (7 Reviews)
1 Bedroom 2 Guests
Holiday Inn Express Deforest Madison Area by IHG
8.4 (86 Reviews)
108 Bedrooms 36 Guests
Free Breakfast. Pool + Hot Tub. Near UW-Madison!
8.4 (16 Reviews)
1 Bedroom 4 Guests
Staybridge Suites Madison - East by IHG
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8.2 (92 Reviews)
121 Bedrooms 36 Guests
Par-fect Escape on Lake Windsor Golf Course
New
3 Bedrooms 8 Guests
1 Bedroom - 1220 Canterbury Ct
FromCA $395 per night
New
1 Bedroom 2 Guests
Cute cozy 2 bedroom apartment
FromCA $134 per night
New
2 Bedrooms 4 Guests
PrimeStay Extended Suites by IHG
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8.0 (33 Reviews)
69 Bedrooms 32 Guests
Holiday Inn Express & Suites Madison by IHG
9.4 (698 Reviews)
1 Bedroom 2 Guests
205 - Queen Suite
FromCA $288 per night
8.0 (3 Reviews)
1 Bedroom 2 Guests
Hilton Garden Inn Madison Sun Prairie
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9.4 (347 Reviews)
1 Bedroom 2 Guests
Apartment Suite Penthouse located at hotel on Madison's east side!
7.4 (3 Reviews)
1 Bedroom 6 Guests
La Quinta by Wyndham Madison American Center
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7.7 (779 Reviews)
111 Bedrooms 21 Guests
The Mill Hotel
FromCA $136 per night
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9.4 (69 Reviews)
1 Bedroom 2 Guests
Free Breakfast. Pool & Hot Tub. Near UW-Madison!
6.8 (5 Reviews)
2 Bedrooms 4 Guests
Holiday Inn Madison at The American Center by IHG
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7.7 (206 Reviews)
271 Bedrooms 34 Guests
Cambria Hotel Madison East
FromCA $161 per night
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7.7 (156 Reviews)
119 Bedrooms 38 Guests
Best Western East Towne Suites
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7.4 (275 Reviews)
194 Bedrooms 28 Guests
Super 8 by Wyndham Sun Prairie/Madison E
7.4 (128 Reviews)
53 Bedrooms 23 Guests
ECHO Suites Extended Stay by Wyndham Madison
7.2 (54 Reviews)
124 Bedrooms 24 Guests
Grandstay Hotel & Suites
FromCA $175 per night
6.9 (45 Reviews)
32 Bedrooms 22 Guests
AmericInn by Wyndham Madison WI
6.4 (460 Reviews)
82 Bedrooms 9 Guests
Valued Stay Aloha
FromCA $121 per night
6.1 (32 Reviews)
2 Bedrooms 6 Guests
Rodeway Inn & Suites Madison East
5.9 (127 Reviews)
84 Bedrooms 15 Guests
Super 8 by Wyndham Windsor/Madison North
5.5 (47 Reviews)
35 Bedrooms 17 Guests
Motel 6-Madison, WI - East
FromCA $98 per night
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5.0 (534 Reviews)
91 Bedrooms 31 Guests
Valued Stay Sun Prairie
FromCA $186 per night
5.0 (9 Reviews)
2 Bedrooms 3 Guests
Red Roof Inn Madison, WI
FromCA $106 per night
3.7 (125 Reviews)
6 Bedrooms 14 Guests
Home2 Suites By Hilton Madison East
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New
148 Bedrooms 38 Guests
Tru By Hilton Madison East
FromCA $220 per night
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New
64 Bedrooms 10 Guests
Fairfield Inn & Suites by Marriott Madison East
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9.2 (1004 Reviews)
1 Bedroom 2 Guests
Courtyard by Marriott Madison East
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9.0 (652 Reviews)
1 Bedroom 2 Guests

About Windsor Vacation Rentals

There are more than 127 incredible getaway rentals that are available in Windsor. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.ca and uncover great stays in Windsor.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.ca in Windsor, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Windsor. Places to stay near Windsor are 459.66 ft² on average, with prices averaging CA $274 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Windsor. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

Find Nearby Cabin Rentals in these Cities & Neighborhoods Windsor, WI


Frequently Asked Questions About Windsor?

What are the top cabins, lake houses & summer homes in Windsor?

How many hotels, resorts, or cabin rentals are available in Windsor?

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2026 is over 127 in the Windsor area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Windsor.