A city street lined with autumn-colored trees and historic buildings, leading towards a large domed capitol building.

Holiday Homes in Madison

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Check prices for these dates

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

Our top choices for Madison holiday homes

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

1. 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 €507
includes taxes & fees
11 Oct - 12 Oct
Doty ★ Walk to Everything -Hotel Quality- Downtown
Master Bedroom /King bed

2. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (24 reviews)
"This was the perfect size home for a holiday family get together. Nice common spaces with enough areas to go when a little alone time was needed "
United States
Steve S.
The price is €566
includes taxes & fees
9 Nov - 10 Nov
Entire 3 Bedroom with Fireplace - sleeps 12
A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

3. 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 €394
includes taxes & fees
1 Nov - 2 Nov
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
A bedroom with a vanity, a large mirror, a bed, and a nightstand with a lamp.

4. 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 €231
includes taxes & fees
18 Oct - 19 Oct
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.

5. 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 €228
includes taxes & fees
17 Oct - 18 Oct
Escape to tranquility – your countryside haven, and at times with a horse or two
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

6. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is €244
includes taxes & fees
11 Oct - 12 Oct
Blue Lakeview Home
A kitchen with a sliding glass door leading to a wooden deck with a view of a grassy field and a lake.

7. 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 €300
includes taxes & fees
14 Oct - 15 Oct
Updated home with lake views, across the street from Lake WI, near free ferry
A cozy cabin interior with a wooden ceiling, a large window, a dining area, and a seating area with a chair and sofa.

8. 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 €377
includes taxes & fees
26 Oct - 27 Oct
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SPRING AND SUMMER FUN !!
A dining area with a wooden table and chairs, a window with blinds, and a view of a wooden fence.

9. #4 Riverfront Lodging. Beach, Boat, Fish, Hike.

#4 Riverfront Lodging. Beach, Boat, Fish, Hike.
Poynette
10.0 out of 10, Exceptional, (1 review)
"Amazing view, clean stay and pet friendly for those with fur babies. Will definitely be coming back!"
United States
Miranda
The price is €248
includes taxes & fees
13 Oct - 14 Oct
#4 Riverfront Lodging. Beach, Boat, Fish, Hike.
A hallway with wooden paneling, a framed welcome sign, and a door leading to a room.

10. Riverfront Lodging. Beach, hike, ski, explore, relax. #1

Riverfront Lodging. Beach, hike, ski, explore, relax. #1
Dekorra
The price is €240
includes taxes & fees
9 Nov - 10 Nov
Riverfront Lodging. Beach, hike, ski, explore, relax. #1
A dining area with a table set for four, a sofa, and a television mounted on the wall.

11. FirePit/Grill/PacMan Your Fall Escape Starts Here

FirePit/Grill/PacMan Your Fall Escape Starts Here
Milton
10.0 out of 10, Exceptional, (24 reviews)
"Clean, pet friendly and well appointed. Would be great to revisit in summer when we could enjoy all of the outdoor amenities. Highly recommend. "
United States
Vicky Z.
The price is €623
includes taxes & fees
12 Oct - 13 Oct
FirePit/Grill/PacMan Your Fall Escape Starts Here
A living room with two grey sofas, a patterned rug, and a kitchen in the background.

12. 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 €449
includes taxes & fees
11 Oct - 12 Oct
Waters Edge Cottage
A grassy area with a tree, a small rock formation, and a distant structure.

13. #3 Riverfront Lodging. Beach, Boat, Fish, Hike.

#3 Riverfront Lodging. Beach, Boat, Fish, Hike.
Poynette
The price is €230
includes taxes & fees
9 Nov - 10 Nov
#3 Riverfront Lodging. Beach, Boat, Fish, Hike.
A deck with a table and chairs, overlooking a grassy area with trees and a body of water.

14. Riverfront Lodging. Beach, hike, ski, explore, relax. #2

Riverfront Lodging. Beach, hike, ski, explore, relax. #2
Dekorra
10.0 out of 10, Exceptional, (1 review)
"Great stay for our fishing trip"
United States
Brian S.
The price is €255
includes taxes & fees
9 Nov - 10 Nov
Riverfront Lodging. Beach, hike, ski, explore, relax. #2
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 Madison Hotel Reviews

Best Western West Towne Suites

Best Western West Towne Suites

8/10 Good
"Aaa"
Bruce 2-night trip
Posted 8 hours ago
Best Western West Towne Suites

Find out more about Madison

Madison Holiday Homes information

Number of reviews
284
Accommodation
167 Holiday Homes
Lowest Price
€228
Highest Price
€623