Middleton Vacation Rentals

  • 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
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

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
9.8 out of 10, Exceptional, (26 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is CA $172
CA $298 total
includes taxes & fees
May 28 - May 29
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Outdoor dining

Escape to tranquility – your countryside haven, and at times with a horse or two

Escape to tranquility – your countryside haven, and at times with a horse or two
Dane
The price is CA $254
CA $407 total
includes taxes & fees
May 21 - May 22
Escape to tranquility – your countryside haven, and at times with a horse or two
TV, fireplace, foosball, offices

Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie
10.0 out of 10, Exceptional, (19 reviews)
"An amazing house, great location, it was the most wonderfully supplied VRBO ever!"
United States
George P.
The price is CA $313
CA $958 total
includes taxes & fees
Jun 2 - Jun 3
Hot Tub - King Suite - Game Room - Large Groups
Fridge, microwave, oven, stovetop

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (12 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is CA $213
CA $650 total
includes taxes & fees
May 26 - May 27
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
TV, fireplace, offices

Game Room - King Suite - Theatre Room - Fireplace

Game Room - King Suite - Theatre Room - Fireplace
Sun Prairie
10.0 out of 10, Exceptional, (12 reviews)
"Very nice area. Beautiful modern home. Would stay again."
Canada
Wissam J.
The price is CA $287
CA $927 total
includes taxes & fees
May 31 - Jun 1
Game Room - King Suite - Theatre Room - Fireplace
Property grounds

Waters Edge Cottage

Waters Edge Cottage
Merrimac
7.8 out of 10, Good, (12 reviews)
"Won $500 pull tab this weekend. Would stay again."
United States
Ryan R.
The price is CA $341
CA $700 total
includes taxes & fees
May 24 - May 25
Waters Edge Cottage
Smart TV, fireplace, stereo, printers

Spring Vibes | Trail Access

Spring Vibes | Trail Access
Fitchburg
10.0 out of 10, Exceptional, (23 reviews)
"We enjoyed staying here. VERY nice house, easy access, clean, a lot of space, no issues. We would book here again!"
United States
Liz A.
The price is CA $379
CA $1,022 total
includes taxes & fees
May 25 - May 26
Spring Vibes | Trail Access
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, (17 reviews)
"This was the perfect size home for a holiday family get together. Nice common spaces with enough areas to go when a little alone time was needed "
United States
Steve S.
The price is CA $481
CA $827 total
includes taxes & fees
May 21 - May 22
Entire 3 Bedroom with Fireplace - sleeps 12
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, (52 reviews)
"The location is wonderful. The river setting is beautiful. The pelicans are so fun to watch. Enjoyed all the rooms with tvs."
United States
Robert
The price is CA $333
CA $693 total
includes taxes & fees
May 31 - Jun 1
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, (40 reviews)
"Great location - close to downtown and campus. Clean and stocked accommodations with plenty of room to relax. On street parking available but a bit challenging during peak times. Would definitely stay here again - recommended to other UW families."
United States
Denise W.
The price is CA $409
CA $631 total
includes taxes & fees
May 27 - May 28
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.
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

Best Western Premier Park Hotel

Best Western Premier Park Hotel

10/10 Excellent
"The hotel has been refreshed since I Iast stayed there. The room, restaurant, and lobby are very nice and kept impeccably. The location across the street from the Capitol is a great place from which to explore and enjoy Madison. I highly recommend!"
James 2-night trip
Posted 4 hours ago
Best Western Premier Park Hotel

Find out more about Middleton

Middleton Vacation Homes information

Number of reviews
189
Accommodation
117 Vacation Homes
Lowest Price
CA $298
Highest Price
CA $1,022

Explore a world of travel with Expedia