Middleton Vacation Rentals

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Check prices for these dates

Tonight
Jan 12 - Jan 13
Tomorrow
Jan 13 - Jan 14
This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

Our top choices for Middleton vacation rentals

Smart TV, computer monitors
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Apartment in Middleton

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"We had a fantastic stay at this property, and it truly exceeded our expectations. The location is excellent—perfectly situated with convenient access to both the east and west sides of Madison, making it easy to get wherever we needed to go. The owners were incredibly helpful and responsive, answering the few questions we had quickly and kindly, which made the entire experience even smoother.One of the biggest highlights for us was the private fenced-in area, which was absolutely perfect for our...
United States
Jessi P.
The price is ￥22,594
￥48,347 total
includes taxes & fees
Jan 14 - Jan 15
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Terrace/patio
King Suite | Free Breakfast. Pool and Hot Tub

Condo in Middleton

King Suite | Free Breakfast. Pool and Hot Tub
8.0 out of 10, Very Good, (5 reviews)
"Great place for a stay."
United States
Andy D.
The price is ￥16,263
￥22,347 total
includes taxes & fees
Jan 15 - Jan 16
King Suite | Free Breakfast. Pool and Hot Tub
Front of property
The Dylin

Aparthotel in Tenney-Lapham

The Dylin
4.0 star property
9.4 out of 10, Exceptional, (123 reviews)
"Great stay at the Dylin"
United States
Lauri
The price is ￥18,331
￥21,172 total
includes taxes & fees
Feb 12 - Feb 13
The Dylin
Fridge, microwave, oven, stovetop
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Vacation Home in Village of Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
10.0 out of 10, Exceptional, (8 reviews)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
The price is ￥22,357
￥69,999 total
includes taxes & fees
Jan 19 - Jan 20
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Outdoor spa tub
Hot Tub - Private Pool - Game Room - 20 min DT

Vacation Home in Sun Prairie

Hot Tub - Private Pool - Game Room - 20 min DT
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"The house was clean, large, and nicely decorated. It felt welcoming and homey. The host was friendly and responsive to our questions. "
United States
Ellen M.
The price is ￥38,209
￥118,308 total
includes taxes & fees
Jan 14 - Jan 15
Hot Tub - Private Pool - Game Room - 20 min DT
2 bedrooms, WiFi, bed sheets
Sugar River Suite - Your Sweet Escape in the Heart of it All!

Apartment in New Glarus

Sugar River Suite - Your Sweet Escape in the Heart of it All!
10.0 out of 10, Exceptional, (20 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is ￥17,763
￥28,353 total
includes taxes & fees
Jan 14 - Jan 15
Sugar River Suite - Your Sweet Escape in the Heart of it All!
Exterior
Cannery Square Short Term Rentals -104 by Patriot

Apartment in Sun Prairie

Cannery Square Short Term Rentals -104 by Patriot
9.8 out of 10, Exceptional, (46 reviews)
"Roomy. Kitchen had basics. Good beds and pillows. "
United States
Susan
The price is ￥20,052
￥50,981 total
includes taxes & fees
Jan 14 - Jan 15
Cannery Square Short Term Rentals -104 by Patriot
Outdoor dining
Studio Queen in the heart of downtown.

Vacation Home in Downtown Madison

Studio Queen in the heart of downtown.
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Convenient location for events on the Capital Square, State Street and UW-Madison Campus."
United States
Jeffrey W.
The price is ￥25,127
￥33,221 total
includes taxes & fees
Jan 26 - Jan 27
Studio Queen in the heart of downtown.
Outdoor dining
Enjoy Nature with Full Comfort!

Apartment in Verona

Enjoy Nature with Full Comfort!
9.2 out of 10, Wonderful, (39 reviews)
"Clean very friendly nice spot"
Canada
Oliver H.
The price is ￥12,789
￥20,156 total
includes taxes & fees
Jan 18 - Jan 19
Enjoy Nature with Full Comfort!
1 bedroom, iron/ironing board, free WiFi, bed sheets
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Vacation Home in Mount Horeb

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
10.0 out of 10, Exceptional, (20 reviews)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
The price is ￥18,947
￥33,692 total
includes taxes & fees
Jan 14 - Jan 15
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
TV, fireplace, foosball, offices
Hot Tub - King Suite - Game Room - Large Groups

Vacation Home in Sun Prairie

Hot Tub - King Suite - Game Room - Large Groups
10.0 out of 10, Exceptional, (16 reviews)
"We had a great visit "
United States
Jennifer D.
The price is ￥31,736
￥101,304 total
includes taxes & fees
Jan 14 - Jan 15
Hot Tub - King Suite - Game Room - Large Groups
Fridge, microwave, oven, stovetop
2 Bedroom - Main Street Sun Prairie WI

Apartment in Sun Prairie

2 Bedroom - Main Street Sun Prairie WI
9.6 out of 10, Exceptional, (37 reviews)
"Clean and quiet. Nice neighborhood amenities. "
United States
Mark L.
The price is ￥30,473
￥64,303 total
includes taxes & fees
Jan 14 - Jan 15
2 Bedroom - Main Street Sun Prairie WI
Lobby
Pool with Slide. Great for Business Travelers!

Apartment in Fitchburg

Pool with Slide. Great for Business Travelers!
The price is ￥15,797
￥21,404 total
includes taxes & fees
Jan 30 - Jan 31
Pool with Slide. Great for Business Travelers!
Exterior
Cannery Square Short Term Rentals -102 by Patriot

Apartment in Sun Prairie

Cannery Square Short Term Rentals -102 by Patriot
8.0 out of 10, Very Good, (12 reviews)
"Was cute neighborhood and everything was very clean and close by"
United States
Bri
The price is ￥18,315
￥43,341 total
includes taxes & fees
Feb 1 - Feb 2
Cannery Square Short Term Rentals -102 by Patriot
Terrace/patio
Free Breakfast. Pool & Hot Tub. Near UW-Madison!

Condo in Madison

Free Breakfast. Pool & Hot Tub. Near UW-Madison!
2.0 star property
The price is ￥32,754
￥43,284 total
includes taxes & fees
Jan 14 - Jan 15
Free Breakfast. Pool & Hot Tub. Near UW-Madison!
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Capital PrimeTime - 6 Miles from Madison w/ fireplace

Condo in Sun Prairie

Capital PrimeTime - 6 Miles from Madison w/ fireplace
9.8 out of 10, Exceptional, (34 reviews)
"Everything about our experience staying here was excellent! Communication, very clean, nicely decorated, and in a great neighborhood with amenities close by."
United States
Nancy R.
The price is ￥59,209
￥99,828 total
includes taxes & fees
Jan 14 - Jan 15
Capital PrimeTime - 6 Miles from Madison w/ fireplace
Exterior
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Vacation Home in Monona

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
9.8 out of 10, Exceptional, (47 reviews)
"Clean and close to everything."
United States
Anonymous traveler
The price is ￥37,685
￥79,150 total
includes taxes & fees
Jan 14 - Jan 15
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Exterior detail
A Pleasant Retreat- No Cleaning Fee & New Discounts

Vacation Home in Sun Prairie

A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (266 reviews)
"Great place and the hosts were great!"
United States
Drew M.
The price is ￥43,420
￥55,598 total
includes taxes & fees
Jan 14 - Jan 15
A Pleasant Retreat- No Cleaning Fee & New Discounts
Smart TV, stereo
“Steps into Little Switzerland” Indoor Parking at The Belvedere.

Vacation Home in New Glarus

“Steps into Little Switzerland” Indoor Parking at The Belvedere.
10.0 out of 10, Exceptional, (7 reviews)
"Great location!! Quick and easy walk to shops, bars and restaurants."
United States
Jena W.
“Steps into Little Switzerland” Indoor Parking at The Belvedere.
Interior
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Vacation Home in Sun Prairie

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful spacious property, extremely clean and excellent host!"
United States
Jen F.
The price is ￥52,104
￥90,768 total
includes taxes & fees
Jan 14 - Jan 15
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to 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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Top Middleton Hotel Reviews

La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

10/10 Excellent
"Great room and location. Great price too."
Gary 2-night trip
Posted 13 hours ago
La Quinta Inn & Suites by Wyndham Madison American Center

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:

  • View our selection of featured holiday rentals in Middleton
  • Use the map to find apartments and other holiday homes in the Middleton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middleton while they last

Look no further and take a look at our great range of rental properties in Middleton!

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?

A Pleasant Retreat- No Cleaning Fee & New Discounts: Visitors like this Middleton vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Middleton?

Choose from 4 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 Capital Brewery and Pleasant View Golf Course.

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.