Middleton Vacation Rentals

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Check prices for these dates

Tonight
Jan 11 - Jan 12
Tomorrow
Jan 12 - Jan 13
Next weekend
Jan 16 - Jan 18
In two weeks
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

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

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
2.0 star property
Middleton
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
￥47,825 total
includes taxes & fees
Jan 18 - Jan 19
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Terrace/patio
King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
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 12 - Jan 13
King Suite | Free Breakfast. Pool and Hot Tub
Front of property
The Dylin

The Dylin

The Dylin
4.0 star property
Tenney-Lapham
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 11 - Feb 12
The Dylin
2 bedrooms, WiFi, bed sheets
Sugar River Suite - Your Sweet Escape in the Heart of it All!

Sugar River Suite - Your Sweet Escape in the Heart of it All!

Sugar River Suite - Your Sweet Escape in the Heart of it All!
New Glarus
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 12 - Jan 13
Sugar River Suite - Your Sweet Escape in the Heart of it All!
Exterior
Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -104 by Patriot
Sun Prairie
9.8 out of 10, Exceptional, (46 reviews)
"Roomy. Kitchen had basics. Good beds and pillows. "
United States
Susan
The price is ￥20,052
￥50,447 total
includes taxes & fees
Jan 12 - Jan 13
Cannery Square Short Term Rentals -104 by Patriot
Exterior
One Bedroom Queen in the heart of downtown.

One Bedroom Queen in the heart of downtown.

One Bedroom Queen in the heart of downtown.
2.0 star property
Downtown Madison
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed our stay and the close location to the capital. Great modern style and very functional "
United States
Alexandrines H.
The price is ￥26,683
￥35,196 total
includes taxes & fees
Jan 12 - Jan 13
One Bedroom Queen in the heart of downtown.
1 bedroom, iron/ironing board, free WiFi, bed sheets
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

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

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
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
￥33,334 total
includes taxes & fees
Jan 12 - Jan 13
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Fridge, microwave, oven, stovetop
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Village of 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 12 - Jan 13
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Outdoor dining
Enjoy Nature with Full Comfort!

Enjoy Nature with Full Comfort!

Enjoy Nature with Full Comfort!
Verona
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 12 - Jan 13
Enjoy Nature with Full Comfort!
Outdoor spa tub
Hot Tub - Private Pool - Game Room - 20 min DT

Hot Tub - Private Pool - Game Room - 20 min DT

Hot Tub - Private Pool - Game Room - 20 min DT
2.0 star property
Sun Prairie
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 ￥35,209
￥111,291 total
includes taxes & fees
Jan 12 - Jan 13
Hot Tub - Private Pool - Game Room - 20 min DT
Fridge, microwave, oven, stovetop
2 Bedroom - Main Street Sun Prairie WI

2 Bedroom - Main Street Sun Prairie WI

2 Bedroom - Main Street Sun Prairie WI
Sun Prairie
9.6 out of 10, Exceptional, (37 reviews)
"Clean and quiet. Nice neighborhood amenities. "
United States
Mark L.
The price is ￥30,473
￥63,770 total
includes taxes & fees
Jan 12 - Jan 13
2 Bedroom - Main Street Sun Prairie WI
TV, fireplace, foosball, offices
Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie
10.0 out of 10, Exceptional, (16 reviews)
"We had a great visit "
United States
Jennifer D.
The price is ￥27,947
￥94,176 total
includes taxes & fees
Jan 12 - Jan 13
Hot Tub - King Suite - Game Room - Large Groups
Exterior
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

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

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (47 reviews)
"Clean and close to everything."
United States
Anonymous traveler
The price is ￥37,685
￥78,612 total
includes taxes & fees
Jan 12 - Jan 13
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Smart TV
Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (37 reviews)
"The property itself was fantastic-clean and comfortable. The location was also very convenient in terms of access to downtown, the lake and so on. The neighborhood seemed to be a lot of college housing so there was some evening noise that quieted down by 10 or so. "
United States
Lily H.
The price is ￥26,857
￥45,245 total
includes taxes & fees
Jan 12 - Jan 13
Doty ★ Walk to Everything -Hotel Quality- Downtown
Exterior detail
A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts
Sun Prairie
10.0 out of 10, Exceptional, (265 reviews)
"Great place and the hosts were great!"
United States
Drew M.
The price is ￥43,420
￥55,953 total
includes taxes & fees
Jan 12 - Jan 13
A Pleasant Retreat- No Cleaning Fee & New Discounts
Exterior
Cannery Square Short Term Rentals -102 by Patriot

Cannery Square Short Term Rentals -102 by Patriot

Cannery Square Short Term Rentals -102 by Patriot
Sun Prairie
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
￥43,696 total
includes taxes & fees
Feb 8 - Feb 9
Cannery Square Short Term Rentals -102 by Patriot
Terrace/patio
Free Breakfast Pool & Hot Tub. Near UW-Madison

Free Breakfast Pool & Hot Tub. Near UW-Madison

Free Breakfast Pool & Hot Tub. Near UW-Madison
Madison
10.0 out of 10, Exceptional, (1 review)
"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."
United States
Joy E.
The price is ￥35,161
￥46,622 total
includes taxes & fees
Jan 22 - Jan 23
Free Breakfast Pool & Hot Tub. Near UW-Madison
Interior
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

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

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie
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
￥90,234 total
includes taxes & fees
Jan 12 - Jan 13
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Capital PrimeTime - 6 Miles from Madison w/ fireplace

Capital PrimeTime - 6 Miles from Madison w/ fireplace

Capital PrimeTime - 6 Miles from Madison w/ fireplace
Sun Prairie
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
￥99,117 total
includes taxes & fees
Jan 12 - Jan 13
Capital PrimeTime - 6 Miles from Madison w/ fireplace
Pool
Private Pool - HOT TUB - Sauna - Game Room - Pets

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

Private Pool - HOT TUB - Sauna - Game Room - Pets
Sun Prairie
10.0 out of 10, Exceptional, (10 reviews)
"The house is great and the facilities in the house were well-functioning, and the dish washer saved us much time. The neighborhood is quiet and great views. We enjoyed our stay."
United States
Patti M.
The price is ￥39,946
￥126,328 total
includes taxes & fees
Jan 14 - Jan 15
Private Pool - HOT TUB - Sauna - Game Room - Pets
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

Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

10/10 Excellent
"Very friendly, welcoming and helpful staff. Exceptionally clean room. Very nice bathroom amenities. Really happy with our stay. "
Kelly 1-night trip
Posted 3 days ago
Tru by Hilton Madison West, WI

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.