Middleton Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Middleton holiday rentals

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 HK$803
HK$1,103 total
includes taxes & fees
11 Jan - 12 Jan
King Suite | Free Breakfast. Pool and Hot Tub
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 HK$1,114
HK$2,358 total
includes taxes & fees
13 Jan - 14 Jan
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
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 HK$990
HK$2,490 total
includes taxes & fees
10 Jan - 11 Jan
Cannery Square Short Term Rentals -104 by Patriot
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 HK$631
HK$995 total
includes taxes & fees
18 Jan - 19 Jan
Enjoy Nature with Full Comfort!
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)
"Super clean & right in the middle of town. Great place for a girls getaway weekend!"
United States
Rachel I.
The price is HK$877
HK$1,399 total
includes taxes & fees
11 Jan - 12 Jan
Sugar River Suite - Your Sweet Escape in the Heart of it All!
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 HK$935
HK$1,645 total
includes taxes & fees
10 Jan - 11 Jan
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
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, (36 reviews)
"Clean and quiet. Nice neighborhood amenities. "
United States
Mark L.
The price is HK$1,504
HK$3,147 total
includes taxes & fees
10 Jan - 11 Jan
2 Bedroom - Main Street Sun Prairie WI
Exterior
Cannery Square Unit - 106 by Patriot Properties

Cannery Square Unit - 106 by Patriot Properties

Cannery Square Unit - 106 by Patriot Properties
Sun Prairie
9.4 out of 10, Exceptional, (26 reviews)
"Great place "
United States
Armando
Cannery Square Unit - 106 by Patriot Properties
Lobby
Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is HK$780
HK$1,056 total
includes taxes & fees
30 Jan - 31 Jan
Pool with Slide. Great for Business Travelers!
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 HK$1,103
HK$3,446 total
includes taxes & fees
11 Jan - 12 Jan
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
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 HK$1,317
HK$1,737 total
includes taxes & fees
11 Jan - 12 Jan
One Bedroom Queen in the heart of downtown.
Lobby
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

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

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
The price is HK$920
HK$1,214 total
includes taxes & fees
30 Jan - 31 Jan
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
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 HK$1,769
HK$5,528 total
includes taxes & fees
12 Jan - 13 Jan
Hot Tub - Private Pool - Game Room - 20 min DT
TV, fireplace, offices
Hot Tub - Game Room - 20 min to Capitol - Pets

Hot Tub - Game Room - 20 min to Capitol - Pets

Hot Tub - Game Room - 20 min to Capitol - Pets
2.0 star property
Sun Prairie
10.0 out of 10, Exceptional, (1 review)
"I had an excellent stay with Kingdom Hospitality. The home was immaculate, and I enjoyed the updated kitchen. The hot tub was clean, and a great amenity for stress relief. "
United States
Trey B.
Hot Tub - Game Room - 20 min to Capitol - Pets
TV, fireplace, table football, 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 HK$1,597
HK$4,985 total
includes taxes & fees
11 Jan - 12 Jan
Hot Tub - King Suite - Game Room - Large Groups
Sauna
1 Bedroom - 1220 Canterbury Ct

1 Bedroom - 1220 Canterbury Ct

1 Bedroom - 1220 Canterbury Ct
Sun Prairie
The price is HK$1,145
HK$2,199 total
includes taxes & fees
10 Jan - 11 Jan
1 Bedroom - 1220 Canterbury Ct
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 traveller
The price is HK$1,860
HK$3,871 total
includes taxes & fees
10 Jan - 11 Jan
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
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!
2.0 star property
Madison
The price is HK$1,661
HK$2,206 total
includes taxes & fees
11 Jan - 12 Jan
Free Breakfast. Pool & Hot Tub. Near UW-Madison!
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 HK$2,143
HK$2,753 total
includes taxes & fees
11 Jan - 12 Jan
A Pleasant Retreat- No Cleaning Fee & New Discounts
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 HK$1,325
HK$2,161 total
includes taxes & fees
11 Jan - 12 Jan
Doty ★ Walk to Everything -Hotel Quality- 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

Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

10/10 Excellent
"I did not use breakfast or bar."
Lori 1-night trip
Posted 1 day ago
Hampton Inn & Suites Madison / Downtown

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 holiday rental in Middleton?

Yes, there are holiday rentals close to the most popular sights in Middleton, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Middleton. Make sure you have time to check out the cafés and football games during your trip.

What are some of the best holiday rentals that Middleton has to offer?

A Pleasant Retreat- No Cleaning Fee & New Discounts: This holiday home rental outside of Middleton offers a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Middleton?

Choose from 4 Expedia holiday rentals in Middleton for a memorable holiday.

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 holiday rental in Middleton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleton. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family gatherings.