Holiday Homes in Madison

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Madison holiday homes

Outdoor dining

One Bedroom King with views of the heart of downtown.

One Bedroom King with views of the heart of downtown.
Downtown Madison
10.0 out of 10, Exceptional, (2 reviews)
"The property was easy to check-in and very clean! It had all the amenities to feel right at home. Excellent location close to restaurants within walking distance. We had a lovely time!"
United States
Vikki T.
The price is €180
includes taxes & fees
17 Feb - 18 Feb
One Bedroom King with views of the heart of downtown.
Smart TV

Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (37 reviews)
"Very convenient"
United States
Joe R.
The price is €248
includes taxes & fees
11 Feb - 12 Feb
Doty ★ Walk to Everything -Hotel Quality- Downtown
TV, fireplace, offices

Hot Tub - Game Room - 20 min to Capitol - Pets

Hot Tub - Game Room - 20 min to Capitol - Pets
Sun Prairie
10.0 out of 10, Exceptional, (1 review)
"I had an excellent stay with Kingdom Hospitality. The home was immaculate, and I enjoyed the updated kitchen. The hot tub was clean, and a great amenity for stress relief. "
United States
Trey B.
Hot Tub - Game Room - 20 min to Capitol - Pets
Smart TV, fireplace, stereo, printers

Winter Trail Access | Cozy Fireplace Haven

Winter Trail Access | Cozy Fireplace Haven
Fitchburg
10.0 out of 10, Exceptional, (20 reviews)
"Property was generally clean, spacious and had all the amenities that our family needed.An enjoyable stay at a nice property!"
United States
Kim & Jeff T.
The price is €594
includes taxes & fees
11 Feb - 12 Feb
Winter Trail Access | Cozy Fireplace Haven
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, (47 reviews)
"It was lovely to be by the lake and have the view from the living room along with gas fireplace. So relaxing even in the off season."
United States
Justine K.
The price is €420
includes taxes & fees
11 Feb - 12 Feb
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Interior

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful spacious property, extremely clean and excellent host!"
United States
Jen F.
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Exterior detail

A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts
Sun Prairie
10.0 out of 10, Exceptional, (269 reviews)
"Great place and the hosts were great!"
United States
Drew M.
The price is €294
includes taxes & fees
11 Mar - 12 Mar
A Pleasant Retreat- No Cleaning Fee & New Discounts
Outdoor dining

Studio Queen in the heart of downtown.

Studio Queen in the heart of downtown.
Downtown Madison
The price is €159
includes taxes & fees
11 Mar - 12 Mar
Studio Queen in the heart of downtown.
Outdoor dining

Studio Queen in the heart of downtown.

Studio Queen in the heart of downtown.
Downtown Madison
10.0 out of 10, Exceptional, (1 review)
"Convenient location for events on the Capital Square, State Street and UW-Madison Campus."
United States
Jeffrey W.
Studio Queen in the heart of downtown.
Private kitchen

One Bedroom King with Office with views of Lake Monona in the heart of downtown.

One Bedroom King with Office with views of Lake Monona in the heart of downtown.
Downtown Madison
10.0 out of 10, Exceptional, (2 reviews)
"The place is beautiful and perfectly appointed with necessary equipment. Gorgeous view! Easy and convenient parking and check in. "
United States
Maggie C.
The price is €234
includes taxes & fees
12 Feb - 13 Feb
One Bedroom King with Office with views of Lake Monona in the heart of downtown.
Outdoor dining

One Bedroom King with views of Lake Monona in the heart of downtown.

One Bedroom King with views of Lake Monona in the heart of downtown.
Downtown Madison
The price is €190
includes taxes & fees
16 Feb - 17 Feb
One Bedroom King with views of Lake Monona in the heart of downtown.
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, (16 reviews)
"The beds were super comfortable and the house had a lot of space. Tami was very helpful and communicative with the check in and check out process."
United States
Noah D.
Entire 3 Bedroom with Fireplace - sleeps 12
Exterior

A little home away to decompress, meditate, or get some work done.

A little home away to decompress, meditate, or get some work done.
Edgerton
The price is €85
includes taxes & fees
13 Mar - 14 Mar
A little home away to decompress, meditate, or get some work done.
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
10.0 out of 10, Exceptional, (22 reviews)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
The price is €190
includes taxes & fees
12 Mar - 13 Mar
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Outdoor spa tub

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
8.8 out of 10, Excellent, (5 reviews)
"Overall a really great place! Lots of space to spread out in the house and lots of fun stuff providing with the paddle boards, kayaks, and games. The back deck is huge, but could use a good cleaning. I would recommend this place. "
United States
Jessica D.
The price is €585
includes taxes & fees
11 Feb - 12 Feb
Waterfront - Hot Tub - Sauna - Game Room - Pets
Fridge, microwave, oven, stovetop

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (9 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 €405
includes taxes & fees
3 Mar - 4 Mar
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Property grounds

Waters Edge Cottage

Waters Edge Cottage
Merrimac
8.2 out of 10, Very good, (11 reviews)
"Won $500 pull tab this weekend. Would stay again."
United States
Ryan R.
Waters Edge Cottage
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

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

10/10 Excellent
"Very nice staff, and everything was nice and clean."
Karlene 1-night trip
Posted 1 day ago
DoubleTree by Hilton Madison East

Find out more about Madison

Madison Holiday Homes information

Number of reviews
449
Accommodation
155 Holiday Homes
Lowest Price
€159
Highest Price
€594