Middleton Vacation Rentals

Name: Doty ★ Walk to Everything -Hotel Quality- Downtown
Price range: $287 total

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Vacation Rentals in Middleton

A Pleasant Retreat- No Cleaning Fee & New Discounts

Sun Prairie WI

$315 nightly

$354 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

With a stay at this vacation home in Sun Prairie, you'll be within a 10-minute walk of Sun Prairie Historical Library and Museum and Angell Park Speedway.

Kitchen

Washer

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

Sun Prairie Wisconsin

$752 nightly

$799 total

Dec 15 - Dec 16

Total with taxes and fees

Located in Sun Prairie, this vacation home is within a 5-minute drive of Sun Prairie Historical Library and Museum and Sun Prairie Family Aquatic Center.

Pool

Hot Tub

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Madison WI

With a stay at this vacation home in Madison (Faircrest), you'll be within a 10-minute drive of University of Wisconsin-Madison and Camp Randall Stadium.

Hot Tub

Kitchen

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

Mount Horeb WI

$175 nightly

$193 total

Dec 28 - Dec 29

Total with taxes and fees

A stay at this vacation home places you in the heart of Mount Horeb, within a 5-minute walk of Mount Horeb Chamber of Commerce Welcome Center and Boeck's Park.

Kitchen

Free WiFi

On the Yahara River, access to Madison Lakes

Monona WI

With a stay at this vacation home in Madison (Monona), you'll be within a 10-minute drive of University of Wisconsin-Madison and Alliant Energy Center.

Kitchen

Washer

Updated home w/ lake views across from Lake WI!

Merrimac WI

When you a stay at this vacation home in Merrimac, you'll be on a river, within a 5-minute walk of Glacial Lake Wisconsin and Memorial Park.

Kitchen

Free WiFi

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

Verona WI

Located in Verona, this vacation home is on a lake, a 5-minute drive from Goodman Aquatic Center and 8 minutes from Summer Frolic Sunrise Park.

Pool

Hot Tub

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

Sun Prairie WI

$508 nightly

$572 total

Dec 13 - Dec 14

Total with taxes and fees

Located in Sun Prairie, this vacation home is a 4-minute drive from American Center and 5 minutes from Token Creek Park Dog Park.

Kitchen

Washer

Amazing townhouse, amazing attractions, amazing city!

Monona WI

With a stay at this vacation home in Madison (Monona), you'll be within a 10-minute drive of University of Wisconsin-Madison and Alliant Energy Center.

Kitchen

Washer

Hot Tub - King Suite - Game Room - Large Groups

Sun Prairie WI

With a stay at this vacation home in Sun Prairie, you'll be a 5-minute walk from Firemen's Park in the Prairie and 6 minutes by foot from Angell Park Speedway.

Hot Tub

Kitchen

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

Dane WI

Located in Dane, this vacation home is within a 10-minute drive of Pink Elephant and Ripp Park Dog Park.

Washer

Dryer

Doty ★ Walk to Everything -Hotel Quality- Downtown

Madison WI

$248 nightly

$287 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Madison, within a 5-minute drive of University of Wisconsin-Madison and Camp Randall Stadium.

Kitchen

Washer

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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.