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
17 July - 19 July
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Madison holiday homes

Exterior

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, (52 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is AU$812
includes taxes & fees
3 Aug - 4 Aug
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Smart TV, fireplace, stereo, printers

Sunny 3BR | Near Madison Trails

Sunny 3BR | Near Madison Trails
Fitchburg
10.0 out of 10, Exceptional, (24 reviews)
"We enjoyed staying here. VERY nice house, easy access, clean, a lot of space, no issues. We would book here again!"
United States
Liz A.
The price is AU$1,243
includes taxes & fees
7 July - 8 July
Sunny 3BR | Near Madison Trails
Pool

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

Private Pool - Hot Tub - Sauna - Game Room - Pets
Sun Prairie
10.0 out of 10, Exceptional, (15 reviews)
"Great place for large group gatherings. Communication with our host was amazing. Highly recommend."
United States
Anonymous traveller
Private Pool - Hot Tub - Sauna - Game Room - Pets
3 bedrooms, free WiFi, bed sheets

Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
9.8 out of 10, Exceptional, (18 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$874
includes taxes & fees
6 July - 7 July
Entire 3 Bedroom with Fireplace - sleeps 12
Smart TV

Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (43 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$914
includes taxes & fees
6 July - 7 July
Doty ★ Walk to Everything -Hotel Quality- Downtown
1 bedroom, iron/ironing board, free WiFi, bed sheets

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, (26 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is AU$323
includes taxes & fees
6 July - 7 July
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
TV, fireplace, table football, offices

Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie
10.0 out of 10, Exceptional, (20 reviews)
"An amazing house, great location, it was the most wonderfully supplied VRBO ever!"
United States
George P.
The price is AU$1,329
includes taxes & fees
8 July - 9 July
Hot Tub - King Suite - Game Room - Large Groups
Outdoor dining

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, (1 review)
"We had a great stay! Everything was as advertised and the sunset on the patio was the highlight."
United States
Michelle M.
The price is AU$426
includes taxes & fees
19 July - 20 July
Escape to tranquility – your countryside haven, and at times with a horse or two
Property grounds

Inviting Lakefront Escape with Modern Comforts & High‑Speed Fiber

Inviting Lakefront Escape with Modern Comforts & High‑Speed Fiber
Edgerton
10.0 out of 10, Exceptional, (1 review)
"We truly loved this spot for our small family getaway. The host was so communicative and made it an easy process. The biggest and unexpected delight was the beach. There is a great little sand beach right on the lake and because the lake is shallow my kids could go in safely. They played in the sand for hours.The house itself was nice, well decorated, and clean. It honestly was bigger than I expected. It also had a lovely view of the lake where we had coffee each morning. Overall great...
United States
Kacie J.
The price is AU$499
includes taxes & fees
14 July - 15 July
Inviting Lakefront Escape with Modern Comforts & High‑Speed Fiber
Exterior

Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
Edgerton
10.0 out of 10, Exceptional, (91 reviews)
"The view was great, the weather was perfect. The kitchen - amazing, parking - ample. The whole experience was ideal for what I wanted to accomplish. The Pig got a lot of business that weekend "
United States
Collier C.
The price is AU$1,044
includes taxes & fees
5 July - 6 July
Spacious Edgerton Home w/ Private Beach & Views!
Living area

Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is AU$435
includes taxes & fees
20 July - 21 July
Blue Lakeview Home
Property grounds

Waters Edge Cottage

Waters Edge Cottage
Merrimac
8.2 out of 10, Very good, (16 reviews)
"Won $500 pull tab this weekend. Would stay again."
United States
Ryan R.
The price is AU$721
includes taxes & fees
5 July - 6 July
Waters Edge Cottage
Fridge, microwave, oven, stovetop

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, (13 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is AU$796
includes taxes & fees
20 July - 21 July
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Pool

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Oregon
8.0 out of 10, Very good, (3 reviews)
"Perfect location for a family get together. Away from the hustle bustle, but close enough to restaurants and stores. House is clean, spacious and the pool is well maintained."
United States
Nikil P.
The price is AU$3,501
includes taxes & fees
19 July - 20 July
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
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

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"only stayed 1 night (Monday). Hotel is very central and walkable to the center of town, restaurants, bars, etc. garage parking was easy and reasonable. We found Coopers bar to be the best for beers and watching the game. Town was very quiet but that’s most likely due to school not in session."
Fabio 1-night trip
Posted 1 hour ago
The Madison Concourse Hotel and Governor's Club

Find out more about Madison

Madison Holiday Homes information

Number of reviews
310
Accommodation
161 Holiday Homes
Lowest Price
AU$323
Highest Price
AU$3,501