Search Vacation Homes in Middleton

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 111 Vacation Homes in Middleton with updated reviews, rates, and availability.

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (221)
"We stayed two nights on a weekend to celebrate with family and our college graduate. We had 7 stay comfortably using the sunroom bed. The house was amazing and had everything we needed throughout the weekend. The backyard is very nice. We really loved everything about the house. The hosts were excellent, very helpful and extremely easy to communicate with. The neighborhood is very quiet and the location gives easy access to Madison. An amazing weekend! We would highly recommend!"
The price is SAR 845
SAR 1,082 total
includes taxes & fees
5 Jan - 6 Jan
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, (100)
"Exquisitely laid out and decorated to blend perfectly with nature’s beauty. Attention to detail and wonderful amenities. You will not be disappointed with this cozy private retreat!"
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, (31)
"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 958
SAR 1,974 total
includes taxes & fees
6 Jan - 7 Jan
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Okee Bay House on Lake Wisconsin w/ Private Dock!

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a relaxing stay at this great lake house. The house is exactly as advertised, especially the access to the lake which is right in the backyard. Everything in the house is up to date with all you need for a group stay. We also enjoyed walking over to the nearby lakeside restaurants which have great seafood and live music. We would definitely return to this house."
Okee Bay House on Lake Wisconsin w/ Private Dock!

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

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

Amazing townhouse, amazing attractions, amazing city!

10.0 out of 10, Exceptional, (159)
"Relaxing four getaway night stay with a dear friend. Location is perfect and close to top notch restaurants, grocery stores, and downtown Madison. Quiet neighborhood. Timely, friendly communication with owners. Comfortable beds. The unit is clean, stylish, comfortable and we loved our stay! "
Amazing townhouse, amazing attractions, amazing city!

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

10.0 out of 10, Exceptional, (26)
"We were celebrating our son's graduation. This was a perfect spot and couldn't be happier with our selection. We will definitely stay here again if the need arises. "
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

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

10.0 out of 10, Exceptional, (144)
"We have stayed multiple times, and always enjoy the country setting; cleanliness; well equipped, large kitchen; nearby dog park; and wonderful hosts. "
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

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 672
SAR 874 total
includes taxes & fees
6 Jan - 7 Jan
Studio queen with views of Lake Monona in the heart of downtown Madison

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (131)
"Awesome stay with Son and Grandsons. Great place to stay."
ONE OF A KIND vacation rental with a view

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!

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (30)
"Had a wonderful first trip to Madison for the entire week of Thanksgiving. The house was absolutely perfect. Clean, cute, warm, perfect location to everything downtown. Also had better quality amenities than a lot of rentals; nice towels, comfortable beds and bedding and great furniture, fully stocked kitchen utensils and things. Felt perfectly at home. "
Doty ★ Walk to Everything -Hotel Quality- Downtown

Wisconsin River Valley Farmhouse: Fire Pit & View

10.0 out of 10, Exceptional, (46)
"Great property, easy and easy out, loved that the dogs could be with us."
Wisconsin River Valley Farmhouse: Fire Pit & View

Home away from home!!!

8.6 out of 10, Excellent, (11)
"This is a basement apartment in a gorgeous neighborhood. Took us about 25 minutes to get into the campus area, which we came to see. Great WiFi, we worked during tne day, house was quiet. Comfortable bed, sofa couch, and large bathroom. It was cool but there are portable heaters that were perfect. Close to a grocery store. Also, Gus’s Diner was minutes away and had very nice food. Great pizza close by too. House is next to an open space, saw cranes and goldfinches. Great place to stay. Hosts...
Home away from home!!!

Updated home with lake views-near skiing, Devil's Lake, and 30 min to WI Dells!

10.0 out of 10, Exceptional, (26)
"Perfect home base for a two-family vacay. Four teenage boys and two moms and we never felt crowded. Easy drive to the Dells, Devil’s Lake, and Baraboo. Beautiful views of Lake WI from the deck and a quick walk to fishing at Memorial park and ice cream at the ferry crossing. The house was very clean, stocked with basics, and communication with the owner was so easy. Highly recommend!"
Updated home with lake views-near skiing, Devil's Lake, and 30 min to WI Dells!

Lake Monona Waterfront + HOT TUB + Game Room

9.6 out of 10, Exceptional, (27)
"Excellent location with beautiful view of the canal. Kids enjoyed watching the ducks and squirrels. Had everything we needed to enjoy our family quality time"
Lake Monona Waterfront + HOT TUB + Game Room

HOT TUB - 20 min to Capitol - KING Bed - Fireplace

9.8 out of 10, Exceptional, (6)
"My adult children (including SIL) and my partner and I wanted to visit Madison for the first time. While the house is a little further from downtown (20 mins.) than we might have liked, it was worth it for the size, comfort and cleanliness of the house. We had plenty of room and all of the necessities. We pretty much just slept and had breakfast at the house, but it would've been great if we'd needed to spend more time there. (I was looking forward to using the hot tub and Pacman machine,...
HOT TUB - 20 min to Capitol - KING Bed - Fireplace

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

Double Full Room at The Little Village

9.6 out of 10, Exceptional, (15)
"Our stay was quite pleasant. There was an issue with our thermostat when we first arrived. We texted the number provided and within thirty minutes someone had arrived to resolve the issue. Very happy with the service. "
The price is SAR 346
SAR 457 total
includes taxes & fees
5 Jan - 6 Jan
Double Full Room at The Little Village
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.
Don't see what you're looking for?
See all available properties in Middleton
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Middleton

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

10.0 out of 10, Exceptional, (144)
"We have stayed multiple times, and always enjoy the country setting; cleanliness; well equipped, large kitchen; nearby dog park; and wonderful hosts. "
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (221)
"We stayed two nights on a weekend to celebrate with family and our college graduate. We had 7 stay comfortably using the sunroom bed. The house was amazing and had everything we needed throughout the weekend. The backyard is very nice. We really loved everything about the house. The hosts were excellent, very helpful and extremely easy to communicate with. The neighborhood is very quiet and the location gives easy access to Madison. An amazing weekend! We would highly recommend!"
The price is SAR 845
SAR 1,082 total
includes taxes & fees
5 Jan - 6 Jan
A Pleasant Retreat- No Cleaning Fee & New Discounts

‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!

10.0 out of 10, Exceptional, (45)
"You could not imagine a more perfect location to stay. The privacy, views of the lake and the well appointed home were all provided the perfect makings for a glorious vacation. "
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
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.