Middleton Vacation Rentals

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Vacation Rentals in Middleton

King Suite | Free Breakfast. Pool and Hot Tub

Middleton
8.6 out of 10, Excellent, (4)
"Back burner of stovetop nonfunctional."
United States
John H.
The price is ¥16,662
¥22,720 total
includes taxes & fees
Nov 16 - Nov 17
King Suite | Free Breakfast. Pool and Hot Tub

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

2.0 star property
Middleton
10.0 out of 10, Exceptional, (1)
"This stay was truly perfect! Our hosts thought of every single detail and more. The property was perfectly appointed with all the little touches that made it ideal for a quiet couple's getaway just outside Madison. We drove nearly 8 hours north from Kansas City to get here, so imagine how wonderful it was to walk into a warm, cozy, welcoming house that had snacks on hand and a pizza delivery number front and center waiting for us! Best part of all - it was dog-friendly! Our dog immediately felt...
United States
Heather P.
The price is ¥22,046
¥46,665 total
includes taxes & fees
Nov 16 - Nov 17
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

The Dylin by Mint House

4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (114)
"Great location and very comfortable stay. Love the extra space to hang out."
United States
Brian
The Dylin by Mint House

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Village of Cottage Grove
10.0 out of 10, Exceptional, (7)
"Perfect place to stay to visit my daughter who lives in East Madison. Quiet neighborhood. Easy access to Madison and airport. House was equipped with what we needed--my daughter and me. Beds were VERY comfortable. We will be returning in October for another visit. Owner as so prompt to address any needs we had. "
United States
Janice A.
The price is ¥23,109
¥70,992 total
includes taxes & fees
Nov 16 - Nov 17
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Pool with Slide. Great for Business Travelers!

Fitchburg
The price is ¥19,200
¥25,176 total
includes taxes & fees
Nov 26 - Nov 27
Pool with Slide. Great for Business Travelers!

Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries

Merrimac
8.0 out of 10, Very Good, (1)
"Owner accidently gave us the wrong door code, but mistakes happen and we problem solved.Inside was even nicer & updated from photos shown overall and the space was perfect for what we needed.I do not believe the description was fully complete. It said Bluff Views which I didn't see which was fine, but I was NOT expecting this tiny house to be in a parking lot adjacent of a bar/venue. The one photo of the ouside is clearly photoshopped into blue sky, but it is really a blue bar.Our stay was...
United States
Sheri M.
The price is ¥21,568
¥37,610 total
includes taxes & fees
Nov 18 - Nov 19
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Mount Horeb
10.0 out of 10, Exceptional, (18)
"We enjoyed all the different lighting throughout the home. It is decorated quite lovely. The living room is beautiful. The bedroom is romantic and comfortable. The kitchen and bath have all the things to make staying here very relaxing."
United States
Leisha G.
The price is ¥15,868
¥28,600 total
includes taxes & fees
Nov 23 - Nov 24
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Fitchburg
The price is ¥22,676
¥29,279 total
includes taxes & fees
Nov 26 - Nov 27
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

1 Bedroom - 1220 Canterbury Ct

Sun Prairie
The price is ¥22,647
¥43,505 total
includes taxes & fees
Nov 22 - Nov 23
1 Bedroom - 1220 Canterbury Ct

Private Pool - HOT TUB - Sauna - Game Room - Pets

Sun Prairie
10.0 out of 10, Exceptional, (6)
"The Sun Prairie house perfectly met the goals for our family gathering of six adults and golden retriever for social and private space and so many entertainment options! The house was spotless, the neighborhood quiet, with Woodmans close by for shopping. We had 5 days of sunshine, golfing nearby courses, enjoying afternoon pool time, evening hot tub, and bug-free outdoor dining-so private and relaxing! We never ran out of room for food/drinks in the large volume fridge (loved the beverage...
United States
Patricia M.
The price is ¥50,686
¥142,544 total
includes taxes & fees
Nov 16 - Nov 17
Private Pool - HOT TUB - Sauna - Game Room - Pets

Hot Tub - King Suite - Game Room - Large Groups

Sun Prairie
10.0 out of 10, Exceptional, (13)
"We had a great visit "
United States
Jennifer D.
Hot Tub - King Suite - Game Room - Large Groups

Studio Queen in the heart of downtown.

2.0 star property
Downtown Madison
The price is ¥32,199
¥42,529 total
includes taxes & fees
Nov 16 - Nov 17
Studio Queen in the heart of downtown.

Free Breakfast. Pool & Hot Tub. Near UW-Madison!

2.0 star property
Madison
The price is ¥32,841
¥43,434 total
includes taxes & fees
Nov 23 - Nov 24
Free Breakfast. Pool & Hot Tub. Near UW-Madison!

Lakeview Cabin > Unique Mid-Century Tucked in Bluff

Merrimac
9.8 out of 10, Exceptional, (21)
"Great property, beautiful view, very unique design on this property. The property was well prepared for our visit. Just sits on the side of a hill with a view in the distance of the Wisconsin River. I highly recommend it."
United States
Jay T.
The price is ¥27,014
¥61,066 total
includes taxes & fees
Dec 10 - Dec 11
Lakeview Cabin > Unique Mid-Century Tucked in Bluff

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

Sun Prairie
10.0 out of 10, Exceptional, (11)
"Perfect property for our group, will definitely be back.Immaculately maintained, excellent kitchen for preparing large group meals. Would recommend visitors bring spices, dried goods (flour, sugar, etc), storage containers/bags, wraps/foils and extra paper towels. If you forget there is excellent shopping and food options within 5 to 7 minute drive (costco, woodmans, aldi).Host was reaponsive leading up to our trip and extremely friendly and flexible. Even did a call with me to ensure we would...
United States
Nick he-him M.
The price is ¥50,840
¥88,045 total
includes taxes & fees
Nov 14 - Nov 15
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Home w/Fireplaces | Close to Madison

Fitchburg
10.0 out of 10, Exceptional, (16)
"Beautiful furnishings, very clean, Well stocked. Would definitely stay there again. The host was very responsive."
United States
Valerie S.
The price is ¥47,253
¥117,982 total
includes taxes & fees
Nov 16 - Nov 17
Home w/Fireplaces | Close to Madison

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

Monona
9.8 out of 10, Exceptional, (47)
"We absolutely loved this place! Perfect spot with a pier on the water. My kids were catching fish within minutes. The house was perfect and Jake couldn’t have been easier to work with. Highly recommend! "
United States
Mark G.
The price is ¥36,771
¥76,705 total
includes taxes & fees
Nov 18 - Nov 19
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Capital PrimeTime - 6 Miles from Madison w/ fireplace

Sun Prairie
9.8 out of 10, Exceptional, (30)
"Would recommend - very good location, nice space, and great host!"
United States
James O.
The price is ¥57,773
¥96,713 total
includes taxes & fees
Nov 14 - Nov 15
Capital PrimeTime - 6 Miles from Madison w/ fireplace

Entire 3 Bedroom with Fireplace - sleeps 12

Sun Prairie
9.8 out of 10, Exceptional, (15)
"Great property, great location… with awesome dining and shopping options - a short drive to Madison without the congestion of being in Madison downtown. Tami was very helpful. Would definitely come back! Thanks Tami for a wonderful stay."
United States
Smitha S.
The price is ¥53,921
¥93,072 total
includes taxes & fees
Nov 16 - Nov 17
Entire 3 Bedroom with Fireplace - sleeps 12
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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Top Middleton Hotel Reviews

Find out more about Middleton

Search for holiday rentals in Middleton on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleton using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Middleton?

Yes, we offer vacation rentals close to popular points of interest in Middleton, or you can go with a more secluded option if you want a relaxing place to stay. Tourists like the array of shops and top-notch restaurants in Middleton. Make sure you have time to check out the cafes and football games during your trip.

What's the top vacation rental that Middleton has to offer?

Contemporary home in quiet neighborhood with pool & great back yard close to all: This Middleton vacation home rental is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a balcony and a garden.

How many vacation rentals are there in Middleton?

Choose from 5 Expedia vacation rentals in Middleton for a memorable vacation.

What’s there to see and do in Middleton?

Cultural attractions include National Mustard Museum, whereas Lake Mendota is a spot to enjoy nature. Other places in town to visit include Pleasant View Golf Course and Capital Brewery.

What’s a vacation rental in Middleton like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Middleton. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for families.