A calm body of water reflecting a sunset sky with scattered clouds.

Middleton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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, (33 reviews)
"A lovely location, and the lodging was quite comfortable and enjoyable to spend time in. We hope to be able to return."
United States
Mike G.
The price is CA $185
CA $358 total
includes taxes & fees
Oct 18 - Oct 19
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 CA $198
CA $340 total
includes taxes & fees
Oct 12 - Oct 13
Escape to tranquility – your countryside haven, and at times with a horse or two
A kitchen with a sliding glass door leading to a wooden deck with a view of a grassy field and a lake.

3. 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, (46 reviews)
"Very clean property, exactly as advertised. Host was easy to work with."
United States
Jacob M.
The price is CA $255
CA $483 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.

4. 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 CA $201
CA $648 total
includes taxes & fees
Nov 1 - Nov 2
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.

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

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (46 reviews)
"Great place!"
United States
Robert F.
The price is CA $543
CA $812 total
includes taxes & fees
Oct 13 - Oct 14
Doty ★ Walk to Everything -Hotel Quality- Downtown
A cozy cabin interior with a wooden ceiling, a large window, a dining area, and a seating area with a chair and sofa.

6. 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, (113 reviews)
"Cute place!!!"
United States
Emma L L.
The price is CA $225
CA $604 total
includes taxes & fees
Oct 26 - Oct 27
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SPRING AND SUMMER FUN !!
Master Bedroom /King bed

7. 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 CA $533
CA $906 total
includes taxes & fees
Nov 1 - Nov 2
Entire 3 Bedroom with Fireplace - sleeps 12
A living room with two grey sofas, a patterned rug, and a kitchen in the background.

8. 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 CA $353
CA $728 total
includes taxes & fees
Oct 12 - Oct 13
Waters Edge Cottage
A wooden dining table set with chairs, a stone fireplace, and a large window overlooking a snowy landscape.

9. 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 CA $1,487
CA $2,658 total
includes taxes & fees
Oct 19 - Oct 20
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

Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

8/10 Good
"Tout était très bien sauf le confort du lit. Matelas trop dur."
Sylvie 5-night trip
Posted 4 hours ago
Tru by Hilton Madison West, WI

Find out more about Middleton

Middleton Vacation Homes information

Number of reviews
266
Accommodation
134 Vacation Homes
Lowest Price
CA $340
Highest Price
CA $2,658

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