Middleton Vacation Homes

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Our top choices for Middleton holiday homes

A covered patio with outdoor furniture, a view of a red barn, and a grassy field.

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

Dane

Katelyn F.

HK$1,950 total

includes taxes & fees

13 Oct - 14 Oct

A spacious living room with a fireplace, a large TV mounted on a stone wall, and a dining area with a kitchen in the background.

2. 3BR/3BA Home | Dual Living Spaces

Fitchburg

Brenda B.

HK$5,428 total

includes taxes & fees

27 Sept - 28 Sept

A bedroom with a vanity, a large mirror, a bed, and a nightstand with a lamp.

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

Mount Horeb

Mike L.

HK$1,976 total

includes taxes & fees

1 Oct - 2 Oct

A wooden dock leading to a house with a balcony, surrounded by trees and a body of water.

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

Monona

LiHsin C.

HK$4,008 total

includes taxes & fees

12 Oct - 13 Oct

A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

5. Doty ★ Walk to Everything -Hotel Quality- Downtown

Downtown Madison

Robert F.

HK$4,285 total

includes taxes & fees

8 Oct - 9 Oct

A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

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

Village of Cottage Grove

Marisa P.

HK$3,821 total

includes taxes & fees

19 Oct - 20 Oct

A wooden dining table with a metal basket centerpiece, large windows with a view of the sea, and a gray sofa in a room with wooden paneling.

7. Waters Edge Cottage

Merrimac

Ryan R.

HK$4,015 total

includes taxes & fees

25 Sept - 26 Sept

8. Entire 3 Bedroom with Fireplace - sleeps 12

Sun Prairie

Joanna C.

HK$4,765 total

includes taxes & fees

7 Oct - 8 Oct

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Top Middleton Hotel Reviews

Comfort Suites Madison West - Middleton

10/10 Excellent

"Aweso.e job"

Motel 6 Madison, WI - East

8/10 Good

"Keep your expectations reasonable. You can't beat the price, but of course, you get what you pay for. The vending machines have no diet options. It may smell like either cigarettes or weed at the times, and you may hear your neighbors getting it on, but at the end of the day, the beds are comfortable, the shower works great, you get nice clean towels, and I would definitely come back. As a solo traveler, I would say it's probably better for solo travelers or even couples looking to save a few bucks and have a comfortable place to sleep."

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