Search Vacation Homes in Middleton

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Middleton vacation homes

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
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 AED 349
AED 667 total
includes taxes & fees
31 Jan - 1 Feb
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
Village of Cottage Grove
10.0 out of 10, Exceptional, (9 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 AED 520
AED 1,653 total
includes taxes & fees
10 Feb - 11 Feb
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Outdoor dining

Studio Queen in the heart of downtown.

Studio Queen in the heart of downtown.
Downtown Madison
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 AED 547
AED 725 total
includes taxes & fees
15 Feb - 16 Feb
Studio Queen in the heart of downtown.
Exterior detail

A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts
Sun Prairie
10.0 out of 10, Exceptional, (268 reviews)
"Great place and the hosts were great!"
United States
Drew M.
The price is AED 1,010
AED 1,302 total
includes taxes & fees
8 Feb - 9 Feb
A Pleasant Retreat- No Cleaning Fee & New Discounts
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!
Monona
9.8 out of 10, Exceptional, (47 reviews)
"It was lovely to be by the lake and have the view from the living room along with gas fireplace. So relaxing even in the off season."
United States
Justine K.
The price is AED 877
AED 1,829 total
includes taxes & fees
3 Feb - 4 Feb
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
Downtown Madison
9.8 out of 10, Exceptional, (37 reviews)
"Very convenient"
United States
Joe R.
The price is AED 625
AED 1,019 total
includes taxes & fees
1 Feb - 2 Feb
Doty ★ Walk to Everything -Hotel Quality- Downtown
Interior

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 AED 1,212
AED 2,095 total
includes taxes & fees
31 Jan - 1 Feb
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Smart TV, fireplace, stereo, printers

Snowy Madison Escape | Warm Executive Home

Snowy Madison Escape | Warm Executive Home
Fitchburg
10.0 out of 10, Exceptional, (20 reviews)
"Property was generally clean, spacious and had all the amenities that our family needed.An enjoyable stay at a nice property!"
United States
Kim & Jeff T.
The price is AED 996
AED 2,673 total
includes taxes & fees
1 Feb - 2 Feb
Snowy Madison Escape | Warm Executive Home
3 bedrooms, free WiFi, bed sheets

Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
9.8 out of 10, Exceptional, (16 reviews)
"The beds were super comfortable and the house had a lot of space. Tami was very helpful and communicative with the check in and check out process."
United States
Noah D.
The price is AED 1,286
AED 2,190 total
includes taxes & fees
1 Feb - 2 Feb
Entire 3 Bedroom with Fireplace - sleeps 12
Property grounds

Waters Edge Cottage

Waters Edge Cottage
Merrimac
8.2 out of 10, Very Good, (11 reviews)
"Won $500 pull tab this weekend. Would stay again."
United States
Ryan R.
The price is AED 1,014
AED 2,012 total
includes taxes & fees
31 Jan - 1 Feb
Waters Edge Cottage
Dining

Lodge w/ Indoor Pool along Devil's Lake Park!

Lodge w/ Indoor Pool along Devil's Lake Park!
Merrimac
10.0 out of 10, Exceptional, (5 reviews)
"House and yard were really nice. Loved the indoor pool. "
United States
Susan K.
The price is AED 3,462
AED 6,578 total
includes taxes & fees
9 Feb - 10 Feb
Lodge w/ Indoor Pool along Devil's Lake Park!
Outdoor dining

Studio Queen in the heart of downtown.

Studio Queen in the heart of downtown.
Downtown Madison
The price is AED 511
AED 675 total
includes taxes & fees
1 Feb - 2 Feb
Studio Queen in the heart of downtown.
Outdoor dining

One Bedroom King with views of the heart of downtown.

One Bedroom King with views of the heart of downtown.
Downtown Madison
10.0 out of 10, Exceptional, (2 reviews)
"The property was easy to check-in and very clean! It had all the amenities to feel right at home. Excellent location close to restaurants within walking distance. We had a lovely time!"
United States
Vikki T.
The price is AED 584
AED 772 total
includes taxes & fees
17 Feb - 18 Feb
One Bedroom King with views of the heart of downtown.
Private kitchen

One Bedroom King with Office with views of Lake Monona in the heart of downtown.

One Bedroom King with Office with views of Lake Monona in the heart of downtown.
Downtown Madison
10.0 out of 10, Exceptional, (2 reviews)
"The place is beautiful and perfectly appointed with necessary equipment. Gorgeous view! Easy and convenient parking and check in. "
United States
Maggie C.
The price is AED 768
AED 1,001 total
includes taxes & fees
1 Feb - 2 Feb
One Bedroom King with Office with views of Lake Monona in the heart of downtown.
Outdoor dining

One Bedroom King with views of Lake Monona in the heart of downtown.

One Bedroom King with views of Lake Monona in the heart of downtown.
Downtown Madison
The price is AED 621
AED 810 total
includes taxes & fees
15 Feb - 16 Feb
One Bedroom King with views of Lake Monona in the heart of 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleton Hotel Reviews

Holiday Inn Express & Suites Madison West - Middleton by IHG

Holiday Inn Express & Suites Madison West - Middleton by IHG

10/10 Excellent
"Breakfast is far above what one normally finds in a motel "
Steven 1-night trip
Posted 3 days ago
Holiday Inn Express & Suites Madison West - Middleton by IHG