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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 121 Vacation Homes in Windsor with updated reviews, rates, and availability.

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

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

9.6 out of 10, Exceptional, (15)
"Our family stayed at The Saddlery hotel to celebrate our son's birthday, who is a freshman at the UW Madison.We absolutely loved everything about this hotel. From the efficient check in/check out process, very clean and beautiful rooms, amazing Lake Monona view, each moment was delightful. Also the hotel has a very safe and secure environment. The only thing that I dislike was that 20 minutes before the check out the cleaning staff was knocking on the door and came inside. I think they should...
The price is SAR 897
SAR 1,184 total
includes taxes & fees
20 Apr - 21 Apr
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
Charming 2-bedroom house close to airport and downtown with many amenities
Microwave, oven

Charming 2-bedroom house close to airport and downtown with many amenities

10.0 out of 10, Exceptional, (2)
"The home is super cute and the owners were very quick to respond to questions. I would definitely stay again "
The price is SAR 601
SAR 867 total
includes taxes & fees
20 Apr - 21 Apr
Charming 2-bedroom house close to airport and downtown with many amenities
Amazing townhouse, amazing attractions, amazing city!
Fridge, microwave, oven, stovetop

Amazing townhouse, amazing attractions, amazing city!

10.0 out of 10, Exceptional, (165)
"The property is cleaned and organized. It fits well for a small family. The checkin checkout process is convenient. We are satisfied."
Amazing townhouse, amazing attractions, amazing city!
Two bedroom suite with city views in the heart of downtown Madison
Aerial view

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

10.0 out of 10, Exceptional, (22)
"Second time staying here. Love to neighborhood. Easy to walk to restaurants bars shopping. View of the lake is beautiful. Can’t wait for warm weather to enjoy to 3rd floor patio!"
The price is SAR 1,085
SAR 1,435 total
includes taxes & fees
20 Apr - 21 Apr
Two bedroom suite with city views in the heart of downtown Madison
One Bedroom King with Den with views of the heart of downtown.
Aerial view

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

2.0 star property
10.0 out of 10, Exceptional, (9)
"Great spot…close to the city center. Plenty of restaurants, and a sweet music venue in The Majestic. We will be back!"
The price is SAR 860
SAR 1,136 total
includes taxes & fees
20 Apr - 21 Apr
One Bedroom King with Den with views of the heart of downtown.
A Pleasant Retreat- No Cleaning Fee & New Discounts
Exterior

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (231)
"Girls weekend with 3 of us. We each had our own room. The Frank Lloyd Wright inspired décor and the Georgia O'Keefe artwork was great. The hosts are friendly and made sure we had everything we needed at check in. Fresh flowers on the table were a nice touch. We would definitely stay there again."
A Pleasant Retreat- No Cleaning Fee & New Discounts
Paoli Den - Newly Remodeled!
Fridge, microwave, oven, stovetop

Paoli Den - Newly Remodeled!

9.6 out of 10, Exceptional, (14)
"We were in town for a wedding, and this was the perfect place for us and our two young children. The space was very clean and had everything we needed for our stay. The host was extremely friendly and helpful and was quick to respond to any messages. We would definitely recommend! "
Paoli Den - Newly Remodeled!
Studio queen with views of Lake Monona in the heart of downtown Madison
Aerial view

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

9.2 out of 10, Wonderful, (5)
"We had no issues with our stay and really enjoyed the unit we booked. "
The price is SAR 634
SAR 837 total
includes taxes & fees
20 Apr - 21 Apr
Studio queen with views of Lake Monona in the heart of downtown Madison
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Miscellaneous

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

9.8 out of 10, Exceptional, (34)
"We enjoyed our stay!"
The price is SAR 996
SAR 2,008 total
includes taxes & fees
14 Apr - 15 Apr
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
On the Yahara River, access to Madison Lakes
TV, fireplace, stereo

On the Yahara River, access to Madison Lakes

10.0 out of 10, Exceptional, (27)
"Very clean and comfortable house and property. Very convenient for biking around Lake Monona"
On the Yahara River, access to Madison Lakes
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Outdoor spa tub

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

10.0 out of 10, Exceptional, (106)
"I was visiting from Chicago for a concert and was immediately sold with this property! I loved the hot tub and fireplace!! The whole house was clean and very bright! I will definitely stay again!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
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, (1)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
The price is SAR 563
SAR 1,755 total
includes taxes & fees
17 Apr - 18 Apr
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.
Exterior

Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.

10.0 out of 10, Exceptional, (1)
"The Johnson house was perfect for our family of 5 and our golden doodle to stay for the Christmas holiday. We were in town visiting family and needed a place for all of us to stay. Stacy had even gone above and beyond and had a Christmas tree and decorations to truly make it feel like home. The house is in a great location to be able to visit our family members spread all around Dane County."
Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Beach towels

Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path

10.0 out of 10, Exceptional, (32)
"Such a cute place and a nice welcome from the host. Would love to come back when the weather is nice to enjoy the lake. Thanks again!"
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Entire 3 Bedroom with Fireplace - sleeps 12
Terrace/patio

Entire 3 Bedroom with Fireplace - sleeps 12

9.6 out of 10, Exceptional, (10)
"Plenty of blankets pillows bed were great"
The price is SAR 1,314
SAR 2,251 total
includes taxes & fees
14 Apr - 15 Apr
Entire 3 Bedroom with Fireplace - sleeps 12
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Smart TV, fireplace

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

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
ONE OF A KIND vacation rental with a view
Exterior

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (135)
"This is our second stay and will gladly come back. It is easy to maneuver around Madison and the house is a spectacular vintage 80’s home. "
ONE OF A KIND vacation rental with a view
Okee Bay House on Lake Wisconsin w/ Private Dock!
Fridge, microwave, stovetop, dishwasher

Okee Bay House on Lake Wisconsin w/ Private Dock!

2.0 star property
10.0 out of 10, Exceptional, (5)
"My girlfriends and I spent a lovely weekend at the Okee Bay House. This house is exactly as described. Plenty of room inside and out. Located right on the lake with gorgeous views from the deck. The hosts were very attentive and were great with communication. We could walk to dinner and breakfast. We enjoyed the conservancy walking trails just down the street and the local Winery. Clean & comfy, it was the perfect place for our girl’s getaway. We hope to make this an annual excursion. 10 out of...
Okee Bay House on Lake Wisconsin w/ Private Dock!
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
Outdoor dining

Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

8.0 out of 10, Very Good, (7)
"Lovely property and spacious home with lots of good hangout areas. Fully stocked with anything u could need and nice decorations throughout"
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Marina

Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

10.0 out of 10, Exceptional, (28)
"What a great little house. Like walking into your grandma's house. Really nicely done 1950's vibe. Clean. Comfortable. Excellent, quiet neighborhood in Monona away from the noise of downtown but an easy drive away. Highly recommended. "
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
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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Other property types in Windsor

The Dylin
Interior entrance

The Dylin

4.0 star property
9.2 out of 10, Wonderful, (36)
"Codes worked. One gal was locked out due to a dead battery. No one there. Underground parking. Walk to capital and shops."
The price is SAR 447
SAR 516 total
includes taxes & fees
20 Apr - 21 Apr
The Dylin
Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!
Lake

Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!

9.8 out of 10, Exceptional, (236)
"It was a beautiful lil cottage. It surprised me how small it was, but not in a bad way. Very cozy and cute. I wish it was warmer, but that’s on the weather. I definitely would happily stay here again. "
Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!
Two bedroom suite with city views in the heart of downtown Madison
Aerial view

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

10.0 out of 10, Exceptional, (22)
"Second time staying here. Love to neighborhood. Easy to walk to restaurants bars shopping. View of the lake is beautiful. Can’t wait for warm weather to enjoy to 3rd floor patio!"
The price is SAR 1,085
SAR 1,435 total
includes taxes & fees
20 Apr - 21 Apr
Two bedroom suite with city views in the heart of downtown Madison
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.