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

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Madison holiday homes

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

1. 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 £399
includes taxes & fees
8 Oct - 9 Oct
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

2. 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 £416
includes taxes & fees
11 Oct - 12 Oct
Doty ★ Walk to Everything -Hotel Quality- Downtown
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.

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

3BR/3BA Home | Dual Living Spaces
Fitchburg
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is £555
includes taxes & fees
27 Sept - 28 Sept
3BR/3BA Home | Dual Living Spaces

4. 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 £465
includes taxes & fees
4 Oct - 5 Oct
Entire 3 Bedroom with Fireplace - sleeps 12
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, (2 reviews)
"Feeding the horses was so fun and the scenery is very picturesque. Wonderful place to stay!"
United States
Katelyn F.
The price is £192
includes taxes & fees
13 Oct - 14 Oct
Escape to tranquility – your countryside haven, and at times with a horse or two
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 £353
includes taxes & fees
20 Oct - 21 Oct
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.

7. 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, (31 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is £193
includes taxes & fees
1 Oct - 2 Oct
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
A dining area with a wooden table set for four, a sofa, and a TV in the background.

8. HotTub/FirePit/Arcade Your Fall Escape Starts Here

HotTub/FirePit/Arcade 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 £491
includes taxes & fees
28 Sept - 29 Sept
HotTub/FirePit/Arcade Your Fall Escape Starts Here
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

9. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is £203
includes taxes & fees
7 Oct - 8 Oct
Blue Lakeview Home
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.

10. 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 £376
includes taxes & fees
27 Sept - 28 Sept
Waters Edge Cottage
A two-story building with a central driveway leading to a gated entrance.

11. #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 £205
includes taxes & fees
28 Sept - 29 Sept
#4 Riverfront Lodging. Beach, Boat, Fish, Hike.
A room with a window, a green headboard, a beige sofa, and two framed posters on the wall.

12. 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 £206
includes taxes & fees
29 Sept - 30 Sept
Riverfront Lodging. Beach, hike, ski, explore, relax. #2
A kitchen with a sliding glass door leading to a wooden deck with a view of a grassy field and a lake.

13. 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 £259
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.

14. 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 £334
includes taxes & fees
11 Oct - 12 Oct
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SPRING AND SUMMER FUN !!
A cozy room with a wooden wall, a sofa, a coffee table, a ceiling fan, and a window.

15. #3 Riverfront Lodging. Beach, Boat, Fish, Hike.

#3 Riverfront Lodging. Beach, Boat, Fish, Hike.
Poynette
The price is £196
includes taxes & fees
28 Sept - 29 Sept
#3 Riverfront Lodging. Beach, Boat, Fish, Hike.
An outdoor seating area with Adirondack chairs and a fire pit, surrounded by trees and a body of water.

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

Riverfront Lodging. Beach, hike, ski, explore, relax. #1
Dekorra
The price is £209
includes taxes & fees
29 Sept - 30 Sept
Riverfront Lodging. Beach, hike, ski, explore, relax. #1
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

Moxy Madison Downtown

Moxy Madison Downtown

10/10 Excellent
"Staff was super helpful and kind."
Tina 2-night trip
Posted less than an hour ago
Moxy Madison Downtown

Find out more about Madison

Madison Holiday Homes information

Number of reviews
376
Accommodation
152 Holiday Homes
Lowest Price
£192
Highest Price
£555