Madison Holiday Rentals

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Check prices for these dates

In two weeks
19 Sept - 21 Sept
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Holiday Rentals in Madison

Our top choices for Madison holiday rentals

The Dylin by Mint House
Interior entrance

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (88)
"Nice, clean, well-equipped and well-decorated rooms. "
The Dylin by Mint House
Pool with Slide. Great for Business Travelers!
Lobby

Pool with Slide. Great for Business Travelers!

The price is HK$1,116
HK$1,437 total
includes taxes & fees
11 Sept - 12 Sept
Pool with Slide. Great for Business Travelers!
Doty ★ Walk to Everything -Hotel Quality- Downtown
Fridge, microwave, oven, stovetop

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (33)
"Had a great stay!"
The price is HK$1,923
HK$3,059 total
includes taxes & fees
10 Sept - 11 Sept
Doty ★ Walk to Everything -Hotel Quality- Downtown
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Exterior

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (42)
"Such a nice house! Great location and excellent amenities!"
The price is HK$1,861
HK$3,882 total
includes taxes & fees
8 Sept - 9 Sept
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Capital PrimeTime - 6 Miles from Madison w/ fireplace
Exterior

Capital PrimeTime - 6 Miles from Madison w/ fireplace

10.0 out of 10, Exceptional, (26)
"Would recommend - very good location, nice space, and great host!"
The price is HK$2,924
HK$4,895 total
includes taxes & fees
16 Sept - 17 Sept
Capital PrimeTime - 6 Miles from Madison w/ fireplace
ONE OF A KIND vacation rental with a view
Exterior

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (142)
"This is our second stay and will gladly come back. It is easy to maneuver around Madison and the house is a spectacular vintage 80’s home. "
ONE OF A KIND vacation rental with a view
Paoli Den - Newly Remodeled!
Fridge, microwave, oven, stovetop

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (25)
"Prefect"
Paoli Den - Newly Remodeled!
Private Pool - HOT TUB - Sauna - Game Room - Pets
Terrace/patio

Private Pool - HOT TUB - Sauna - Game Room - Pets

10.0 out of 10, Exceptional, (3)
"The house is great and the facilities in the house were well-functioning, and the dish washer saved us much time. The neighborhood is quiet and great views. We enjoyed our stay."
The price is HK$3,322
HK$8,194 total
includes taxes & fees
9 Sept - 10 Sept
Private Pool - HOT TUB - Sauna - Game Room - Pets
A Pleasant Retreat- No Cleaning Fee & New Discounts
Property grounds

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (248)
"Host was easy to communicate with and it was an overall a fantastic experience. "
A Pleasant Retreat- No Cleaning Fee & New Discounts
Conveniently Located just off University Avenue on Madison's West Side
Smart TV, fireplace, DVD player, books

Conveniently Located just off University Avenue on Madison's West Side

10.0 out of 10, Exceptional, (126)
"We had a group of 5 and this worked out great. Beds were decently comfy. Utilized the fire pit which was a bonus."
Conveniently Located just off University Avenue on Madison's West Side
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Interior

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

10.0 out of 10, Exceptional, (6)
The price is HK$2,573
HK$4,456 total
includes taxes & fees
16 Sept - 17 Sept
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
One Bedroom Queen in the heart of downtown.
Private kitchen

One Bedroom Queen in the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay and the close location to the capital. Great modern style and very functional "
The price is HK$1,708
HK$2,261 total
includes taxes & fees
22 Sept - 23 Sept
One Bedroom Queen in the heart of downtown.
Madison & ~UW~-Madison Area Lakefront Home
Fridge, microwave, oven, stovetop

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (195)
"The cottage is a great location, hiking trail, restaurants and pubs in walking distance, and short drive to Madison. It is well-furnished, comfortable and is located on the water with great views. My friends and I would highly recommend this property."
Madison & ~UW~-Madison Area Lakefront Home
3BR/3BA Home | Dual Living Spaces
Fridge, microwave, oven, stovetop

3BR/3BA Home | Dual Living Spaces

10.0 out of 10, Exceptional, (12)
"Beautiful furnishings, very clean, Well stocked. Would definitely stay there again. The host was very responsive."
The price is HK$2,565
HK$6,193 total
includes taxes & fees
9 Sept - 10 Sept
3BR/3BA Home | Dual Living Spaces
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Lobby

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

The price is HK$1,248
HK$1,612 total
includes taxes & fees
11 Sept - 12 Sept
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Outdoor spa tub

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

10.0 out of 10, Exceptional, (116)
"My husband and I live hear Chicago and wanted a quick getaway and this beautiful apartment felt like a home away from home. The hosts thought of every detail when designing this fun and very functional space (even the shower soap was a special luxury!) The bed was incredibly comfortable and the fireplace added warmth and coziness. We would love to stay here again!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!
Smart TV, video games, stereo, computer monitors

A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!

9.6 out of 10, Exceptional, (18)
"Great location, very clean and updated, Danny was great to work with!"
A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!
Cannery Square Short Term Rentals -104 by Patriot
Exterior detail

Cannery Square Short Term Rentals -104 by Patriot

9.6 out of 10, Exceptional, (39)
"My family stayed here over Christmas and it was a great place to stay. Bedrooms and baths were nice. The kitchen and family room were perfect to hang out for the 4 of us. This place would be even better in the summer with the farmers market going on!"
The price is HK$1,489
HK$3,132 total
includes taxes & fees
6 Oct - 7 Oct
Cannery Square Short Term Rentals -104 by Patriot
1 Bedroom - 1220 Canterbury Ct
Fitness facility

1 Bedroom - 1220 Canterbury Ct

The price is HK$1,146
HK$2,202 total
includes taxes & fees
9 Sept - 10 Sept
1 Bedroom - 1220 Canterbury Ct
Lake Wisconsin Resort
Exterior

Lake Wisconsin Resort

3.0 star property
10.0 out of 10, Exceptional, (1)
"The cabins looked small from the outside, but we're actually very spacious we didn't feel cramped everything was very clean there was a full kitchen a table big enough to sit at least four. I think the only thing that wasn't 100% perfect was the beds are a little small they were stiff and the pillows were also very small and serviceable. I would still definitely stay there again 100% and would recommend it to everyone!"
Lake Wisconsin Resort
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

Find out more about Madison

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

  • View our selection of featured holiday rentals in Madison
  • Use the map to find apartments and other holiday homes in the Madison neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Madison while they last

Look no further and take a look at our great range of rental properties in Madison!

Frequently asked questions

Are there holiday rentals in Madison?

Yes, there are holiday rentals in Madison close to Madison Children's Museum, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Madison speak highly of the array of shops and university campus. Leave some time to check out the acclaimed theatre scene and top-notch restaurants during your visit.

What are some of the best holiday rentals that Madison has to offer?

ONE OF A KIND vacation rental with a view: This highly rated holiday home rental in Madison offers a fireplace, a furnished patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Another good choice for your trip to Madison is Doty ★ Walk to Everything -Hotel Quality- Downtown.

How many holiday rentals will I find in Madison?

Expedia has 87 holiday rentals for your stay in Madison.

What can I see and do in Madison?

Family-friendly attractions include Madison Children's Museum and Henry Vilas Zoo, whereas Olin Park and Lake Mendota are a couple of great spots to enjoy the outdoors. While here, Orpheum Theater and State Street Shopping are other places worth a visit.

What are holiday rentals like in Madison?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Madison. Holiday rentals feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.