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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Madison holiday homes

Living area

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

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"The house was super clean and well stocked, and very comfortable. Great location, easy to walk everywhere we wanted to go. Street parking was a little hard to find on the weekend, but parking garages were close and very reasonably priced. We would definitely stay here again "
United States
Deborah G.
The price is AU$790
includes taxes & fees
1 Sept - 2 Sept
Doty ★ Walk to Everything -Hotel Quality- Downtown
Exterior

2. 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, (55 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is AU$686
includes taxes & fees
2 Sept - 3 Sept
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Living area

3. Madison Summer | 3BR Escape

Madison Summer | 3BR Escape
Fitchburg
10.0 out of 10, Exceptional, (26 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is AU$1,195
includes taxes & fees
23 Aug - 24 Aug
Madison Summer | 3BR Escape
Room

4. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (21 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 AU$885
includes taxes & fees
21 Aug - 22 Aug
Entire 3 Bedroom with Fireplace - sleeps 12
Pool

5. Private Pool - Hot Tub - Game Room - 20 min DT

Private Pool - Hot Tub - Game Room - 20 min DT
Sun Prairie
10.0 out of 10, Exceptional, (11 reviews)
"We had a great family weekend in a great home that had plenty of space for all 12 of us. It was clean and the host was very accommodating and responsive. We will definitely look to stay there again on our next ski adventure. "
United States
Kylie V.
The price is AU$1,401
includes taxes & fees
25 Aug - 26 Aug
Private Pool - Hot Tub - Game Room - 20 min DT
Pool

6. Private Pool - Hot Tub - Sauna - Game Room - Pets

Private Pool - Hot Tub - Sauna - Game Room - Pets
Sun Prairie
9.8 out of 10, Exceptional, (20 reviews)
"Nice locations and neighborhood. "
United States
Megan P.
The price is AU$1,676
includes taxes & fees
23 Aug - 24 Aug
Private Pool - Hot Tub - Sauna - Game Room - Pets
Exterior

7. #4 Riverfront Lodging. Beach, Boat, Fish, Hike.

#4 Riverfront Lodging. Beach, Boat, Fish, Hike.
Poynette
The price is AU$380
includes taxes & fees
24 Aug - 25 Aug
#4 Riverfront Lodging. Beach, Boat, Fish, Hike.
Exterior

8. Riverfront Lodging. Beach, Boat, Fish, Hike. #2

Riverfront Lodging. Beach, Boat, Fish, Hike. #2
Dekorra
The price is AU$411
includes taxes & fees
24 Aug - 25 Aug
Riverfront Lodging. Beach, Boat, Fish, Hike. #2
Room

9. 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, (29 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is AU$351
includes taxes & fees
30 Aug - 31 Aug
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Private kitchen

10. Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is AU$668
includes taxes & fees
2 Sept - 3 Sept
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Outdoor dining

11. 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 AU$412
includes taxes & fees
23 Aug - 24 Aug
Escape to tranquility – your countryside haven, and at times with a horse or two
Private kitchen

12. #3 Riverfront Lodging. Beach, Boat, Fish, Hike.

#3 Riverfront Lodging. Beach, Boat, Fish, Hike.
Poynette
The price is AU$380
includes taxes & fees
23 Aug - 24 Aug
#3 Riverfront Lodging. Beach, Boat, Fish, Hike.
Interior

13. Riverfront Lodging. Beach, Boat, Fish, Hike. #1

Riverfront Lodging. Beach, Boat, Fish, Hike. #1
Dekorra
The price is AU$411
includes taxes & fees
24 Aug - 25 Aug
Riverfront Lodging. Beach, Boat, Fish, Hike. #1
Living area

14. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is AU$377
includes taxes & fees
24 Aug - 25 Aug
Blue Lakeview Home
Private kitchen

15. Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
Fitchburg
9.0 out of 10, Wonderful, (17 reviews)
"We enjoyed the full kitchen and outdoor area. It was a short 20 minute drive to downtown. The neighborhood is also walkable with a park close by. Thanks for a great stay. "
United States
Faith P.
The price is AU$2,149
includes taxes & fees
23 Aug - 24 Aug
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
Interior

16. Updated home with lake views, across the street from Lake Wisc!

Updated home with lake views, across the street from Lake Wisc!
Merrimac
10.0 out of 10, Exceptional, (40 reviews)
"Had a great time staying here very nice little house"
United States
Paul W.
The price is AU$460
includes taxes & fees
15 Sept - 16 Sept
Updated home with lake views, across the street from Lake Wisc!
Private kitchen

17. Waters Edge Cottage

Waters Edge Cottage
Merrimac
8.2 out of 10, Very good, (18 reviews)
"Won $500 pull tab this weekend. Would stay again."
United States
Ryan R.
The price is AU$697
includes taxes & fees
23 Aug - 24 Aug
Waters Edge Cottage
Outdoor spa tub

18. Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
9.0 out of 10, Wonderful, (11 reviews)
"This house was perfect for a weekend getaway with friends. Very spacious, lots of big beds, and perfect for the dogs as well. The hot tub and sauna were very refreshing. We'd definitely stay here again!"
United States
Tony
The price is AU$1,477
includes taxes & fees
1 Sept - 2 Sept
Waterfront - Hot Tub - Sauna - Game Room - Pets
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

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"The room was great especially cause it had the joining door so my best friend to come over to my room. The breakfast was good had many options. The pool was very comfortable and clean and the hot tub was great, clean and nice and hot."
Kristina 1-night trip
Posted 4 hours ago
AmericInn by Wyndham Madison West

Find out more about Madison

Madison Holiday Homes information

Number of reviews
289
Accommodation
152 Holiday Homes
Lowest Price
AU$351
Highest Price
AU$2,149