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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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 €506
includes taxes & fees
21 Oct - 22 Oct
Doty ★ Walk to Everything -Hotel Quality- Downtown
Room

2. Charming 3-bedroom house on Madison's Eastside! Close to everything!

Charming 3-bedroom house on Madison's Eastside! Close to everything!
Madison
The price is €529
includes taxes & fees
21 Oct - 22 Oct
Charming 3-bedroom house on Madison's Eastside! Close to everything!
Master Bedroom /King bed

3. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (26 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 €555
includes taxes & fees
1 Nov - 2 Nov
Entire 3 Bedroom with Fireplace - sleeps 12
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)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
The price is €410
includes taxes & fees
21 Oct - 22 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.

5. 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, (34 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 €232
includes taxes & fees
21 Oct - 22 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.

6. 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
21 Oct - 22 Oct
Escape to tranquility – your countryside haven, and at times with a horse or two
A cozy cabin interior with a wooden ceiling, a large window, a dining area, and a seating area with a chair and sofa.

7. 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, (115 reviews)
"Beautiful view! Nice features all around!"
United States
Tim
The price is €367
includes taxes & fees
9 Nov - 10 Nov
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SPRING AND SUMMER FUN !!
A two-story house with a large front lawn and a body of water in the background.

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

Riverfront Lodging. Beach, hike, ski, explore, relax. #1
Dekorra
The price is €234
includes taxes & fees
27 Oct - 28 Oct
Riverfront Lodging. Beach, hike, ski, explore, relax. #1
A grassy area with a tree, a small rock formation, and a distant structure.

9. #3 Riverfront Lodging. Beach, Boat, Fish, Hike.

#3 Riverfront Lodging. Beach, Boat, Fish, Hike.
Poynette
The price is €230
includes taxes & fees
3 Nov - 4 Nov
#3 Riverfront Lodging. Beach, Boat, Fish, Hike.
A dining area with a table set for four, a sofa, and a television mounted on the wall.

10. FirePit/Grill/Arcade Your Fall Escape Starts Here

FirePit/Grill/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.
FirePit/Grill/Arcade Your Fall Escape Starts Here
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

11. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is €247
includes taxes & fees
3 Nov - 4 Nov
Blue Lakeview Home
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 €448
includes taxes & fees
21 Oct - 22 Oct
Waters Edge Cottage
A deck with a table and chairs, overlooking a grassy area with trees and a body of water.

13. 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 €259
includes taxes & fees
2 Nov - 3 Nov
Riverfront Lodging. Beach, hike, ski, explore, relax. #2
A dining area with a wooden table and chairs, a window with blinds, and a view of a wooden fence.

14. #4 Riverfront Lodging. Beach, Boat, Fish, Hike.

#4 Riverfront Lodging. Beach, Boat, Fish, Hike.
Poynette
9.0 out of 10, Wonderful, (2 reviews)
"Amazing view, clean stay and pet friendly for those with fur babies. Will definitely be coming back!"
United States
Miranda
The price is €232
includes taxes & fees
21 Oct - 22 Oct
#4 Riverfront Lodging. Beach, Boat, Fish, Hike.
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

Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

10/10 Excellent
"It’s very clean and well served breakfast at our stay thanks and we will for sure come again."
Jackelin 1-night trip
Posted 2 hours ago
Baymont by Wyndham Madison West/Middleton WI West

Find out more about Madison

Madison Holiday Homes information

Number of reviews
264
Accommodation
167 Holiday Homes
Lowest Price
€228
Highest Price
€555