Madison Holiday Rentals

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Holiday Rentals in Madison

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (222)
"Our 2nd stay at this home and it was perfection again. Well stocked with anything you could want and a true home away from home. Cannot imagine spending a week, with kids, in anything less. Already checking dates for our next trip north. "
The price is AU$476
includes taxes & fees
13 Jan - 14 Jan
A Pleasant Retreat- No Cleaning Fee & New Discounts

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

10.0 out of 10, Exceptional, (101)
"My husband and I stayed 2 nights here over Winter break and it was a complete dream. The place is pristine and has absolutely everything you need (chargers on the bedstand!?!). We felt completely at home and enjoyed the fire place and hot tub to warm us up. Took a nice walk to the local tavern and had the BEST cheeseburger. Owners are amazing and we got to meet their sweet pups (best part is, they understand not everyone loves dogs - and let you take the lead on that). Overall, would...
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

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

9.8 out of 10, Exceptional, (31)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is AU$864
includes taxes & fees
15 Jan - 16 Jan
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (183)
"The lake cottage was absolutely beautiful!! The home was very clean and organized and not to mention the amazing views!! The host was great at responding to any questions we had too. We will definitely be back! "
Madison & ~UW~-Madison Area Lakefront Home

Amazing townhouse, amazing attractions, amazing city!

10.0 out of 10, Exceptional, (159)
"Cozy, clean and convenient!"
Amazing townhouse, amazing attractions, amazing city!

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (30)
"Had a wonderful first trip to Madison for the entire week of Thanksgiving. The house was absolutely perfect. Clean, cute, warm, perfect location to everything downtown. Also had better quality amenities than a lot of rentals; nice towels, comfortable beds and bedding and great furniture, fully stocked kitchen utensils and things. Felt perfectly at home. "
Doty ★ Walk to Everything -Hotel Quality- Downtown

Remodeled 3 bedroom home in Monona. Close to Downtown!

10.0 out of 10, Exceptional, (25)
"Perfect house to stay in while visiting family nearby. Everything comfortable and kitchen had everything we needed for our two little kids. Thank you!"
Remodeled 3 bedroom home in Monona. Close to Downtown!

Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path

10.0 out of 10, Exceptional, (31)
"Overall great"
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path

10min to Capitol + Prime Location + Pets Welcome

9.8 out of 10, Exceptional, (18)
"Everything went well at Tim's place. Easy to get to Capitol, UW campus, shopping. A few minor touches will make this place even better!"
10min to Capitol + Prime Location + Pets Welcome

Large Home close to everything, Dogs welcome.

9.6 out of 10, Exceptional, (9)
"We stayed here for a Badgers football game. The location was a close 15-20 minute drive. Lovely neighborhood."
Large Home close to everything, Dogs welcome.

Lake Monona Waterfront + HOT TUB + Game Room

9.6 out of 10, Exceptional, (27)
"Excellent location with beautiful view of the canal. Kids enjoyed watching the ducks and squirrels. Had everything we needed to enjoy our family quality time"
Lake Monona Waterfront + HOT TUB + Game Room

HOT TUB - 20 min to Capitol - KING Bed - Fireplace

9.8 out of 10, Exceptional, (6)
"My adult children (including SIL) and my partner and I wanted to visit Madison for the first time. While the house is a little further from downtown (20 mins.) than we might have liked, it was worth it for the size, comfort and cleanliness of the house. We had plenty of room and all of the necessities. We pretty much just slept and had breakfast at the house, but it would've been great if we'd needed to spend more time there. (I was looking forward to using the hot tub and Pacman machine,...
HOT TUB - 20 min to Capitol - KING Bed - Fireplace

Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

10.0 out of 10, Exceptional, (26)
"Wonderfully cozy home and a great location. Vintage decor is a delight. This is our 2nd stay. Enjoyed every minute."
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

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

10.0 out of 10, Exceptional, (119)
"Had a family member in the hospital and had to find something spacious for all of us. Richard was a great host and very accommodating. His place is conveniently located near the hospital and was well stocked for our large group. "
Conveniently Located just off University Avenue on Madison's West Side

Home away from home!!!

8.6 out of 10, Excellent, (11)
"This is a basement apartment in a gorgeous neighborhood. Took us about 25 minutes to get into the campus area, which we came to see. Great WiFi, we worked during tne day, house was quiet. Comfortable bed, sofa couch, and large bathroom. It was cool but there are portable heaters that were perfect. Close to a grocery store. Also, Gus’s Diner was minutes away and had very nice food. Great pizza close by too. House is next to an open space, saw cranes and goldfinches. Great place to stay. Hosts...
Home away from home!!!

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

9.6 out of 10, Exceptional, (16)
"Stayed with family for a Badgers game. Wonderful location in a quiet area. Close to everything. House was perfect!"
A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!

Two Bedroom with views of Lake Monona in the heart of downtown Madison

10.0 out of 10, Exceptional, (1)
The price is AU$639
includes taxes & fees
13 Jan - 14 Jan
Two Bedroom with views of Lake Monona in the heart of downtown Madison

2 Bedroom - Main Street Sun Prairie WI

9.6 out of 10, Exceptional, (25)
"Very clean and welcoming. Kitchen was well stocked. Great location near great restaurants and coffee shops. Convenient parking spot right in front. Would definitely recommend and would love to come back. Host was very communicative and checked in to make sure we had everything we needed. "
The price is AU$454
includes taxes & fees
13 Jan - 14 Jan
2 Bedroom - Main Street Sun Prairie WI

Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!

9.8 out of 10, Exceptional, (233)
"We stayed here 12 years ago. Not much has changed. Oven needs to be replaced. If we were to come again I think my camping furniture would be more comfortable than the couch. Maybe time for some updates. Great view. Bird watching was excellent and the little Christmas tree was a nice addition. "
Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!

‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!

10.0 out of 10, Exceptional, (45)
"You could not imagine a more perfect location to stay. The privacy, views of the lake and the well appointed home were all provided the perfect makings for a glorious vacation. "
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
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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Other types of properties in Madison you may be interested in

The Madison Concourse Hotel and Governor's Club

3.5 star property
9.4 out of 10, Exceptional, (2240)
"Great stay "
The price is AU$261
includes taxes & fees
19 Jan - 20 Jan
The Madison Concourse Hotel and Governor's Club

Best Western West Towne Suites

2.5 star property
8.6 out of 10, Excellent, (1113)
"Location was excellent "
The price is AU$128
includes taxes & fees
18 Jan - 19 Jan
Best Western West Towne Suites

DoubleTree by Hilton Madison East

4.0 star property
9.4 out of 10, Exceptional, (830)
"quiet. great stay."
The price is AU$199
includes taxes & fees
2 Feb - 3 Feb
DoubleTree by Hilton Madison East
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.

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?

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 patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Some other homes for rent in Madison include Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown! and Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly! .

How many holiday rentals will I find in Madison?

Expedia has 95 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.