Madison Holiday Rentals

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Holiday Rentals in Madison

Property grounds
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, (80)
"Everything was absolutely great! Location was perfect, lots of good restaurants and shopping near the house. Beautiful scenery and tranquil setting for relaxing. House was just as advertised and had everything we needed. Hosts are amazing and so kind! You’ll love the visits from their pups! Highly recommend!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Fridge, microwave, oven, stovetop
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (136)
"We rented this place to visit family in Madison and attend a ren faire. It was great as we were looking for a small place with a full kitchen to cook. Neat touches with the Alexa with song and light recommendations. We enjoyed the living room white board - played lots of Pictionary. Our group was myself, my daughter, and my sister. The basement den made a great third bedroom. I might recommend a pull out couch."
Amazing townhouse, amazing attractions, amazing city!
Exterior
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (186)
"This was our first experience renting this home & we're definitely booking this home again next year. Everything from very attentive, kind renters, too extremely clean & renovated home, extremely comfortable beds & pillows. Not to mention the gorgeous & relaxing back yard. Perfect place to stay, for sure"
A Pleasant Retreat- No Cleaning Fee & New Discounts
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On the beach
Madison & ~UW~-Madison Area Lakefront Home
9.8 out of 10, Exceptional, (165)
"The cottage is clean and well stocked for a long weekend. The view of the lake is beautiful, and I'm sure it's even better in the warm months. We had everything we needed. Great little house for a long weekend."
Madison & ~UW~-Madison Area Lakefront Home
Property grounds
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
10.0 out of 10, Exceptional, (17)
"Our stay at the Pink Acorn was amazing! Kelly truly makes her guests feel welcome. She left a sweet note and lovely treats. The house is stocked with everything you need and was exceptionally clean. The beds are super comfortable and have nice cozy blankets. Am added bonus was seeing rabbits and chipmunks in the backyard. Kelly leaves directions to walk to the beach around the corner and it’s a must do…and make sure to grab some ice cream at the shop across from the park."
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Fridge, microwave, oven, stovetop
Monona Home
10.0 out of 10, Exceptional, (19)
"Great property. Fenced in back yard great for dogs!"
Monona Home
Fridge, microwave, oven, stovetop
Cozy, Spacious Downtown Verona 3 Bedroom Home
10.0 out of 10, Exceptional, (17)
"The property was clean, tidy and highly functional. 5 stars!"
Cozy, Spacious Downtown Verona 3 Bedroom Home
Exterior
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
10.0 out of 10, Exceptional, (18)
"Everything about our stay was fantastic! The house was nicely decorated and extremely clean. The kitchen was well appointed and had everything we needed. Beds were comfy. Shower was great. A perfect place for our group of friends to spend a long weekend. I wouldn’t hesitate to stay here again!"
The price is HK$1,990
per night
18 Jun - 19 Jun
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
TV
2 Bedroom - Main Street Sun Prairie WI
9.6 out of 10, Exceptional, (17)
"Overall awesome place. Chris stayed in contact the entire time but wasn’t overbearing. We enjoyed our stay."
The price is HK$819
per night
11 Jun - 12 Jun
2 Bedroom - Main Street Sun Prairie WI
Marina
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
10.0 out of 10, Exceptional, (13)
"We loved our visit to Madison, made even more special with our stay in this awesome retro house! All of the special touches throughout the house were amazing, we would definitely stay here again in the future."
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Interior
Conveniently Located just off University Avenue on Madison's West Side
10.0 out of 10, Exceptional, (105)
"Had a great time enjoyed the place very much."
Conveniently Located just off University Avenue on Madison's West Side
Fridge, microwave, oven, stovetop
Two Bedroom with views of Lake Monona in the heart of downtown Madison
The price is HK$3,658
per night
28 May - 29 May
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Fridge, microwave, oven, stovetop
Doty ★ Walk to Everything -Hotel Quality- Downtown
9.8 out of 10, Exceptional, (21)
"My many family members stayed at the property and gave only positive feedback. The large open living room/kitchen was perfect for all activities. They accessed many things by walking or driving at times. I worried that the daytime moving of parked cars on the street was an inconvenience, but three young men in the group didn't seem to mind. Parking ramps were easily available to others who visited."
Doty ★ Walk to Everything -Hotel Quality- Downtown
Property grounds
Large Home close to everything, Dogs welcome.
10.0 out of 10, Exceptional, (1)
"We were in town visiting sick family and unfortunately spent most of our time at the hospital. The home was located within 15 mins of UW Hospital and many local restaurants and shopping. The home had plenty of bedrooms and space if traveling with a larger group. We did take our dog and though there isn’t much yard space the neighborhood is great for a walk. Very safe and quiet. The only negative to the house would be the stairs if anyone has mobility issues. You have to do stairs to get to...
Large Home close to everything, Dogs welcome.
Interior
Home away from home!!!
8.6 out of 10, Excellent, (9)
"The location of this property is perfect: near a bunch of shopping and downtown Sun Prairie, and a straight shot into Madison. The space was great, clean, spacious, and all the amenities you need for a week or a weekend. We will definitely be coming back!"
Home away from home!!!
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, (12)
"Beautiful spot to have special family time and everyone was comfortable with plenty of space. Kitchen and family room spacious and beautiful…even on a rainy day wonderful bright and cozy. We loved our stay"
A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!
Property grounds
Perfect For Large Groups And Families ~ 7.1 Miles From UW Madison
10.0 out of 10, Exceptional, (69)
"Julie and Joe were great- explained the whole house and answered questions quickly and helpfully. House was clean and had everything we needed to host family for graduation weekend. We had a great time"
Perfect For Large Groups And Families ~ 7.1 Miles From UW Madison
Fridge, microwave, oven, stovetop
10min to Capitol - Trails & Parks - East Madison
9.8 out of 10, Exceptional, (14)
"Great little getaway. Cute place in a nice area and close to many popular places in Madison."
The price is HK$1,342
per night
28 May - 29 May
10min to Capitol - Trails & Parks - East Madison
Property grounds
Waterfront w/ HOT TUB + King Suite + Game Room
9.2 out of 10, Wonderful, (15)
"St pattys fun with friends and family"
Waterfront w/ HOT TUB + King Suite + Game Room
Outdoor dining
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
10.0 out of 10, Exceptional, (36)
"We had a great time! House was so clean and stocked with everything we needed. Would definitely stay again. Just adorable! I would recommend cutting the grass and storing your wood in a sheltered area. The wood was too wet to use-we had to purchase some & the grass was long with prickly vines on the stairs. The grass was long around the BBQ."
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
Don't see what you're looking for?
See all available properties in Madison
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.

Other types of properties in Madison you may be interested in

Exterior
The Madison Concourse Hotel and Governor's Club
3.5 star property
9.4 out of 10, Exceptional, (1613)
"Quiet, easy and nice to book check in check out only complaint no food included but you pay for what you get otherwise it’s perfect. "
The price is HK$1,007
per night
23 May - 24 May
The Madison Concourse Hotel and Governor's Club
Exterior
Best Western Plus InnTowner Madison
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Friendly staff and very clean room. Seems recently remodeled."
The price is HK$1,170
per night
27 May - 28 May
Best Western Plus InnTowner Madison
Exterior
AmericInn by Wyndham Madison West
3.0 star property
8.6 out of 10, Excellent, (1043)
"I appreciated the breakfast. I don't have any complaints"
The price is HK$530
per night
27 May - 28 May
AmericInn by Wyndham Madison West
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.

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
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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 Henry Vilas Zoo, 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 entertainment choices and top-notch restaurants during your visit.

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

Hot Tub, with a View, Private Modern Garden Level Apartment, Conservancy Access : This highly rated holiday home rental in Madison is located near skiing, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. You can relax into your holiday with a selection of games and 1 hot tub. Some other homes for rent in Madison include NEW OWNER SPECIAL>Madison Lakefront Home and Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly! .

How many holiday rentals will I find in Madison?

Expedia has 83 holiday rentals for your stay in Madison.

What can I see and do in Madison?

Family-friendly attractions include Henry Vilas Zoo and Madison Children's Museum, whereas Lake Mendota and Olbrich Botanical Gardens 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.

Recent reviews of Madison properties
Expedia verified reviews

DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

5/5 Excellent
"Everything was fantastic!!!"
A verified traveller stayed at DoubleTree by Hilton Madison Downtown
Posted 1 day ago
DoubleTree by Hilton Madison Downtown