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Compare 117 Vacation Homes in Middleton with updated reviews, rates, and availability.

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (226)
"The property was perfect for our day of visiting with our friends we had not seen in three years. The accommodations were cozy and comfortable. The amenities met our needs offering a warm atmosphere and areas to have appetizers and play games. The sleeping accommodations were comfortable and spacious. The location provided plenty of options for restaurants for dining. We will definitely think of this property for a return friendship reunion in the future. "
The price is SAR 844
SAR 1,084 total
includes taxes & fees
6 Mar - 7 Mar
A Pleasant Retreat- No Cleaning Fee & New Discounts

Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

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

10.0 out of 10, Exceptional, (103)
"enjoyable relaxing great place"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

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

9.8 out of 10, Exceptional, (32)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is SAR 995
SAR 1,972 total
includes taxes & fees
10 Mar - 11 Mar
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Amazing townhouse, amazing attractions, amazing city!

10.0 out of 10, Exceptional, (163)
"Perfect spot, near the Kohl Center & lots of places to eat. Loved watching movies on the projector in the basement living room!"
Amazing townhouse, amazing attractions, amazing city!

Historic Home Near Wi Dells, Lake Wi & Skiing with Party Space!

9.0 out of 10, Wonderful, (15)
"Plenty of sleeping options for kids.Close to Devils Head.Many restaurants within a short drive."
Historic Home Near Wi Dells, Lake Wi & Skiing with Party Space!

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

9.8 out of 10, Exceptional, (16)
"Supper clean, comfortable beds and great location. Will definitely stay here again. "
The price is SAR 1,046
SAR 1,382 total
includes taxes & fees
6 Mar - 7 Mar
Two bedroom suite with city views in the heart of downtown Madison

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (133)
"The cabin was absolutely spotless and well equipped. The owner was an excellent communicator - we did it all by email. The expectations for maintaining and checking out were very reasonable. I recommend this stay to anyone!"
ONE OF A KIND vacation rental with a view

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

10.0 out of 10, Exceptional, (145)
"We traveled with our teen sons and dog for skiing and a basketball game. The location was convenient for all our plans. We all had plenty of space in this comfortable and clean home. "
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

Okee Bay House on Lake Wisconsin w/ Private Dock!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Property was perfect "
Okee Bay House on Lake Wisconsin w/ Private Dock!

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!

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

2.0 star property
10.0 out of 10, Exceptional, (7)
"Nice loft style units in a great part of town. We had a great experience"
The price is SAR 821
SAR 1,087 total
includes taxes & fees
6 Mar - 7 Mar
One Bedroom King with Den with views of the heart of downtown.

On the Yahara River, access to Madison Lakes

10.0 out of 10, Exceptional, (26)
"A must stay if you’re in the Madison area. "
On the Yahara River, access to Madison Lakes

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

9.0 out of 10, Wonderful, (4)
"Was in town for UWM parents weekend and wanted something more than a simple hotel room as I was going to be there for nearly a week. The Saddlery for the bill. Location was amazing. Having a kitchenette meant I could fully enjoy the great farmers market that weekend. And the view out my window of the lake was a perfect way to wake up. Manager was very responsive. Everything was as stated. TV/media set up would benefit from updating, but it actually didn’t matter as it allowed me to tuck into a...
The price is SAR 596
SAR 788 total
includes taxes & fees
6 Mar - 7 Mar
Studio queen with views of Lake Monona in the heart of downtown Madison

Lake Monona Waterfront + HOT TUB + Game Room

9.6 out of 10, Exceptional, (31)
"Everything was perfect!"
Lake Monona Waterfront + HOT TUB + Game Room

COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!

10.0 out of 10, Exceptional, (83)
"My college friends and I had the most lovely time at this cozy cabin! Everything was as mentioned in the description, the lake and views were stunning. We hiked nearby and happened upon the outdoor market in Baraboo. Saturday night dinner at Fish Tales just down the road was excellent. Highly recommended, will be back next year!"
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (32)
"We had a wonderful time in Madison. We were close to everything so we could walk. "
Doty ★ Walk to Everything -Hotel Quality- Downtown

Luxurious Country Retreat

10.0 out of 10, Exceptional, (9)
"This was an excellent location for our girls weekend trip. The house allowed us to have plenty of space for sleeping, enough bathrooms and the huge kitchen table was perfect for our card games. We did not have time to enjoy the lower level for games and movie watching. Host was very responsive. Would love to stay there again."
Luxurious Country Retreat

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

10.0 out of 10, Exceptional, (39)
"This place is absolutely beautiful ! The property you stay on is an amazing farm. Trees everywhere, a pond, hills, cliffs. The home you rent is so homey, extremely clean,and these people have thought of everything to make it great for their guests. Tons of things to do during bad weather. The place is equiped with art supplies, games, movies - whatever you may like. The owner/property manager is the sweetest person ever, and always great to deal with. This has become our new favorite...
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

Beautifully updated home close to downtown New Glarus

10.0 out of 10, Exceptional, (55)
"Everything was wonderful! Super clean and super easy communications. Thanks for a wonderful weekend!"
Beautifully updated home close to downtown New Glarus
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 Middleton

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

10.0 out of 10, Exceptional, (145)
"We traveled with our teen sons and dog for skiing and a basketball game. The location was convenient for all our plans. We all had plenty of space in this comfortable and clean home. "
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family

10.0 out of 10, Exceptional, (13)
"Everything is organized perfectly. Much thought has been put into making sure that guests are fully accommodated and comfortable. Beautiful extra touches left that show great consideration from the hosts! "
Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family

The Dylin

4.0 star property
9.8 out of 10, Exceptional, (18)
"Beautifully decorated, extremely clean, very comfortable bed."
The price is SAR 364
SAR 420 total
includes taxes & fees
11 Mar - 12 Mar
The Dylin
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.