Middleton Holiday Homes from £193: Search Holiday Homes in Middleton

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Our top choices for Middleton holiday homes

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

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

Mount Horeb

Mike L.

includes taxes & fees

4 Oct - 5 Oct

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

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

Dane

Katelyn F.

includes taxes & fees

11 Oct - 12 Oct

A spacious living room with a fireplace, comfortable seating, and a television mounted above it.

3. Premium 3BR | Quick to Downtown

Fitchburg

Brenda B.

includes taxes & fees

5 Oct - 6 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.

includes taxes & fees

12 Oct - 13 Oct

A kitchen with a sliding glass door leading to a wooden deck with a view of a grassy field and a lake.

5. Updated home with lake views, across the street from Lake WI, near free ferry

Merrimac

Paul W.

includes taxes & fees

14 Oct - 15 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.

includes taxes & fees

28 Oct - 29 Oct

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

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

Downtown Madison

Robert F.

includes taxes & fees

8 Oct - 9 Oct

8. Entire 3 Bedroom with Fireplace - sleeps 12

Sun Prairie

Joanna C.

includes taxes & fees

4 Oct - 5 Oct

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Top Middleton Hotel Reviews

DoubleTree by Hilton Madison Downtown

10/10 Excellent

"Each visit we have there over the last several years , this hotel does minor improvements that shows they really care about your stay here and your comfort! It's always been great but I appreciate the little touches over the years, my #1 hotel in Madison to visit my daughter in college. Great central location too! - UWMADISIN MOMMA"