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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Middleton vacation 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

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
9.8 out of 10, Exceptional, (32 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is ￥20,466
￥39,669 total
includes taxes & fees
Oct 4 - Oct 5
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
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

Escape to tranquility – your countryside haven, and at times with a horse or two
Dane
10.0 out of 10, Exceptional, (3 reviews)
"Feeding the horses was so fun and the scenery is very picturesque. Wonderful place to stay!"
United States
Katelyn F.
The price is ￥23,300
￥38,967 total
includes taxes & fees
Oct 11 - Oct 12
Escape to tranquility – your countryside haven, and at times with a horse or two
A spacious living room with a fireplace, comfortable seating, and a television mounted above it.

3. Premium 3BR | Quick to Downtown

Premium 3BR | Quick to Downtown
Fitchburg
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is ￥53,388
￥129,568 total
includes taxes & fees
Oct 5 - Oct 6
Premium 3BR | Quick to Downtown
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!

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (56 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is ￥37,575
￥77,847 total
includes taxes & fees
Oct 12 - Oct 13
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
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

Updated home with lake views, across the street from Lake WI, near free ferry
Merrimac
10.0 out of 10, Exceptional, (44 reviews)
"Had a great time staying here very nice little house"
United States
Paul W.
The price is ￥28,180
￥53,487 total
includes taxes & fees
Oct 14 - Oct 15
Updated home with lake views, across the street from Lake WI, near free ferry
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

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
9.8 out of 10, Exceptional, (19 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is ￥22,481
￥71,258 total
includes taxes & fees
Oct 28 - Oct 29
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
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

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"Great place!"
United States
Robert F.
The price is ￥60,138
￥88,916 total
includes taxes & fees
Oct 8 - Oct 9
Doty ★ Walk to Everything -Hotel Quality- Downtown
Master Bedroom /King bed

8. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (24 reviews)
"Tami was a wonderful host! Check in was fast and she was easy to communicate with. The house was clean and spacious."
United States
Joanna C.
The price is ￥59,036
￥99,182 total
includes taxes & fees
Oct 4 - Oct 5
Entire 3 Bedroom with Fireplace - sleeps 12
A living room with two grey sofas, a patterned rug, and a kitchen in the background.

9. Waters Edge Cottage

Waters Edge Cottage
Merrimac
8.2 out of 10, Very good, (20 reviews)
"Won $500 pull tab this weekend. Would stay again."
United States
Ryan R.
The price is ￥39,043
￥80,586 total
includes taxes & fees
Oct 4 - Oct 5
Waters Edge Cottage
A cozy cabin interior with a wooden ceiling, a large window, a dining area, and a seating area with a chair and sofa.

10. COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SPRING AND SUMMER FUN !!

COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SPRING AND SUMMER FUN !!
Lodi
10.0 out of 10, Exceptional, (112 reviews)
"Cute place!!!"
United States
Emma L L.
The price is ￥28,196
￥71,104 total
includes taxes & fees
Oct 26 - Oct 27
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SPRING AND SUMMER FUN !!
A wooden dining table set with chairs, a stone fireplace, and a large window overlooking a snowy landscape.

11. 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, (8 reviews)
"Great facility, clean, enjoyable!"
United States
Chris C.
The price is ￥164,585
￥302,837 total
includes taxes & fees
Oct 14 - Oct 15
Lodge w/ Indoor Pool along Devil's Lake Park!
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.
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Top Middleton Hotel Reviews

Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

10/10 Excellent
"The property was clean and the building was cleaned regularly."
Jennifer 3-night trip
Posted 4 hours ago
Baymont by Wyndham Madison West/Middleton WI West

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Middleton Vacation Homes information

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