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Windsor Holiday Rentals

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Check prices for these dates

Tonight
12 Jul - 13 Jul
Tomorrow
13 Jul - 14 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Holiday Rentals in Windsor

Charming townhome with AC, WiFi in fabulous Cottage Grove
Pool

Charming townhome with AC, WiFi in fabulous Cottage Grove

The price is HK$863
HK$1,158 total
includes taxes & fees
20 Jul - 21 Jul
Charming townhome with AC, WiFi in fabulous Cottage Grove
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Fridge, microwave, oven, stovetop

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

10.0 out of 10, Exceptional, (3)
"We enjoyed our stay in Cottage Grove. It was clean and a very lovely place. "
The price is HK$1,309
HK$3,811 total
includes taxes & fees
14 Jul - 15 Jul
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
King Suite - Game Room - Large Groups - Yard
Fridge, microwave, oven, stovetop

King Suite - Game Room - Large Groups - Yard

10.0 out of 10, Exceptional, (8)
"The house was spotlessly clean and spacious. Easy to get to Madison and also lots to do in Sun Prairie. "
The price is HK$2,143
HK$5,782 total
includes taxes & fees
14 Jul - 15 Jul
King Suite - Game Room - Large Groups - Yard
Home away from home!!!
Terrace/patio

Home away from home!!!

8.8 out of 10, Excellent, (14)
"Nice stay. Communication was good and owner was courteous and helpful with my requests. Plenty of room to spread out with a large living area. Kitchen fully equipped. "
The price is HK$841
HK$1,873 total
includes taxes & fees
20 Jul - 21 Jul
Home away from home!!!
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Interior

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

10.0 out of 10, Exceptional, (1)
"Property was very clean and nicely decorated. Manager was very responsive and super helpful!! Would def stay again if we have any event in Madison! "
The price is HK$2,331
HK$4,186 total
includes taxes & fees
13 Jul - 14 Jul
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Entire 3 Bedroom with Fireplace - sleeps 12
Terrace/patio

Entire 3 Bedroom with Fireplace - sleeps 12

9.8 out of 10, Exceptional, (14)
"Plenty of blankets pillows bed were great"
The price is HK$2,747
HK$4,707 total
includes taxes & fees
15 Jul - 16 Jul
Entire 3 Bedroom with Fireplace - sleeps 12
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Exterior

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (38)
"We enjoyed our stay!"
The price is HK$1,881
HK$3,917 total
includes taxes & fees
21 Jul - 22 Jul
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Studio queen with views of Lake Monona in the heart of downtown Madison
Exterior

Studio queen with views of Lake Monona in the heart of downtown Madison

9.4 out of 10, Exceptional, (8)
"We had no issues with our stay and really enjoyed the unit we booked. "
The price is HK$1,484
HK$1,958 total
includes taxes & fees
16 Jul - 17 Jul
Studio queen with views of Lake Monona in the heart of downtown Madison
One Bedroom Queen in the heart of downtown.
Private kitchen

One Bedroom Queen in the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay and the close location to the capital. Great modern style and very functional "
The price is HK$1,876
HK$2,475 total
includes taxes & fees
3 Aug - 4 Aug
One Bedroom Queen in the heart of downtown.
Studio Queen in the heart of downtown.
Private kitchen

Studio Queen in the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (3)
"I can’t say enough about this place. Great accommodations and location."
Studio Queen in the heart of downtown.
Studio Queen in the heart of downtown.
Room

Studio Queen in the heart of downtown.

2.0 star property
The price is HK$1,798
HK$2,376 total
includes taxes & fees
22 Jul - 23 Jul
Studio Queen in the heart of downtown.
One Bedroom King with Den with views of the heart of downtown.
Exterior

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
9.4 out of 10, Exceptional, (16)
"Great stay, easy location."
The price is HK$2,269
HK$2,992 total
includes taxes & fees
20 Jul - 21 Jul
One Bedroom King with Den with views of the heart of downtown.
One Bedroom King with views of Lake Monona in the heart of downtown.
1 bedroom

One Bedroom King with views of Lake Monona in the heart of downtown.

2.0 star property
The price is HK$2,033
HK$2,684 total
includes taxes & fees
31 Jul - 1 Aug
One Bedroom King with views of Lake Monona in the heart of downtown.
One Bedroom King with views of the heart of downtown.
1 bedroom, WiFi

One Bedroom King with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The unit is very nice, clean and functional and has everything you may need for a short or long stay. The location is incredible. Can walk to many fine restaurants or travel to any part of Madison and environs quickly. "
The price is HK$2,112
HK$2,774 total
includes taxes & fees
4 Aug - 5 Aug
One Bedroom King with views of the heart of downtown.
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Interior

Two Bedroom with views of Lake Monona in the heart of downtown Madison

10.0 out of 10, Exceptional, (5)
"We loved everything about this property. Would definitely stay there again."
The price is HK$2,897
HK$3,826 total
includes taxes & fees
13 Jul - 14 Jul
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Two bedroom suite with city views in the heart of downtown Madison
Fridge, microwave, oven, stovetop

Two bedroom suite with city views in the heart of downtown Madison

9.8 out of 10, Exceptional, (29)
"Supper clean, comfortable beds and great location. Will definitely stay here again. "
The price is HK$2,740
HK$3,618 total
includes taxes & fees
13 Jul - 14 Jul
Two bedroom suite with city views in the heart of downtown Madison
One Bedroom King with views of the heart of downtown.
Outdoor dining

One Bedroom King with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was easy to check-in and very clean! It had all the amenities to feel right at home. Excellent location close to restaurants within walking distance. We had a lovely time!"
The price is HK$2,504
HK$3,309 total
includes taxes & fees
1 Aug - 2 Aug
One Bedroom King with views of the heart of downtown.
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
Exterior

One Bedroom King with Den with views of Lake Monona in the heart of downtown.

9.6 out of 10, Exceptional, (20)
"What a great spot right on the lake and near a lot of great restaurants and places. "
The price is HK$2,347
HK$3,092 total
includes taxes & fees
20 Jul - 21 Jul
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
One Bedroom King/accessible with views of Lake Monona in the heart of downtown.
Exterior

One Bedroom King/accessible with views of Lake Monona in the heart of downtown.

10.0 out of 10, Exceptional, (3)
"Great place to land for a weekend in Madison."
The price is HK$2,033
HK$2,675 total
includes taxes & fees
4 Aug - 5 Aug
One Bedroom King/accessible with views of Lake Monona in the heart of downtown.
One Bedroom King/accessible in the heart of downtown.
Exterior

One Bedroom King/accessible in the heart of downtown.

The price is HK$1,955
HK$2,566 total
includes taxes & fees
29 Jul - 30 Jul
One Bedroom King/accessible in the heart of downtown.
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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Frequently asked questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals in Windsor close to Mousehouse Cheesehaus, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Windsor has a good selection of restaurants. Make sure you have time to check out the shopping and sporting events during your trip.

What are some of the best holiday rentals that Windsor has to offer?

Relax in this clean cozy 3 bedroom, 2 bath home in the heart of Madison. Perfect: This holiday home rental outside of Windsor is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

What can I see and do in Windsor?

Explore the area and family-friendly sights such as Mousehouse Cheesehaus, or get out into nature at a spot like Olbrich Botanical Gardens. In the wider area, you’ll find East Towne Mall and Madison Area Technical College.

What are holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.