Holiday rentals in Madison

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Top guest favourite

Apartment in Lake Geneva

4.98 out of 5 average rating, 206 reviews

Lake Geneva Cloud 9

LauraRating, 5 stars1 month ago

We were in Lake Geneva for a convention, so were mostly only in the condo for sleeping, but the place had everything we could possibly need and then some. There were plenty of extra supplies in the kitchen and bathroom. If we had been traveling with kids, there were toys and games. And if it had been a warmer season or we were there for relaxation, the location looks great for outdoor activities. Cheryl sent us good instructions for parking, unlocking the door, etc. And inside there was a whole binder of stuff to make anything we needed to do easy. Thanks, Cheryl...you made our brief stay easy and comfortable!

Top guest favourite

Home in Lake Geneva

4.98 out of 5 average rating, 144 reviews

Updated luxury country getaway short walk to lake!

KaitlinRating, 5 stars1 week ago

The house was cozy and clean! I am sensitive to fragrance and appreciated the home not being overly scented! Walkable to the lake and we loved seeing all the deer in the neighborhood. Shari was easy to get in touch with and we were provided with everything we needed during our stay.

Top guest favourite

Home in Elkhorn

4.98 out of 5 average rating, 146 reviews

Red Lodge - Game Room, Hot Tub, Near Lake

KatieRating, 5 stars3 weeks ago

This place was the perfect retreat for a few days away from home. Even in the off season we stayed entertained with the games and hot tub, making every moment enjoyable. Nestled in a charming yet private neighborhood, the home is spotless, thoughtfully maintained, and filled with warmth. It’s convenient location made exploring easy while still offering a peaceful escape. A truly wonderful stay.

Top guest favourite

Home in Wisconsin Dells

4.94 out of 5 average rating, 227 reviews

Arcade Games | 5 BR |Huge Deck | Fire Pit

SytskeRating, 5 stars3 days ago

We had a great stay! Many attractions nearby, spacious and clean home, very quiet despite being next to a road, and the host provided a high chair for our baby. We would recommend booking this place for a visit to the Dells.

Top guest favourite

Home in McFarland

4.88 out of 5 average rating, 145 reviews

Lovely Waterfront Two Bedroom House

TracyRating, 5 stars1 week ago

Jordyn gets a gold star from me! She is a delightful host. My favorite part of the home was watching the sunrise and the water foul in the morning. The home was very clean and clutter free. We were very comfortable. It was conveniently located for our activities in and out of the city.

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Popular amenities for Madison holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Madison's top sights

Wisconsin State Capitol141 locals recommend

Olbrich Botanical Gardens138 locals recommend

Memorial Union Terrace122 locals recommend

State Street111 locals recommend

Henry Vilas Zoo101 locals recommend

The Old Fashioned86 locals recommend

Other great holiday rentals in Madison

Guest favourite

Home in Poynette

4.91 out of 5 average rating, 188 reviews

Island View Hideaway-Peaceful, On Water, Sandbars!

PeterRating, 5 stars2 months ago

This is our second time staying here. It was wonderful with the hot tub and cozy, spacious, living room area. The kitchen is well equipped with items. And the view across the river is lovely. Thank you!

Top guest favourite

Home in Merrimac

5 out of 5 average rating, 40 reviews

Spring has sprung, book your trip today!

EileenRating, 5 stars2 weeks ago

Kelly’s home is absolutely beautiful. The three bedrooms are all very comfortable. The setting is very peaceful. The kitchen is very well equipped. We enjoyed it thoroughly and hope to go back.

Superhost

Apartment in Wisconsin Dells

4.84 out of 5 average rating, 55 reviews

YourBohoRetreat+FREE Waterpark Passes

GeoffRating, 5 stars3 weeks ago

We had so much fun at our stay!! The place is extremely clean and has a brand new kitchen & new appliances. It's nice having a full bathroom downstairs & upstairs. The upstairs bedroom is lofted so the kids enjoyed seeing if various items of theirs could fly :)) There was a Roku box on both tvs upstairs and downstairs so it was easy to watch shows/movies. Wifi was solid. Its an easy walk to the activity center. They have tennis courts, pickleball, basketball, racquetball, pool & hot tub along with changing facilities; all free to reserve/use. You could probably spend all week here and never leave! It was our first time here so we did all the touristy things and loved it: Bellos Circus, Rick Wilcox Magic Theater, WizardQuest, Ripleys, Mirror Maze, Big Chief Gokarts, Kalahari Waterpark, Frischs BigBoy etc! It was super convenient having a walmart, DD, kohls, McDs, Ross etc so close. The house was very quiet. Be sure to bring shampoo and any food condiments, otherwise everything is here.

Guest favourite

Cabin in Merrimac

4.94 out of 5 average rating, 72 reviews

Enjoy sunsets at a fully equipped & secluded cabin

GregRating, 5 stars1 month ago

Really amazing property with great views and super convenient to get to Devil's Head which is right down the street. Will definitely be looking to visit again in the future!

Superhost

Barn in Davis

5 out of 5 average rating, 4 reviews

Sunrise Country Views

CathyRating, 5 stars4 days ago

If you want peace and beautiful surroundings, this is the best accommodations for that. The rooms are spacious and very clean. Everything was updated and looked fantastic. I hope to visit again in the future.

Superhost

Home in Argyle

4.89 out of 5 average rating, 248 reviews

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

CodyRating, 5 stars3 weeks ago

Great nature views, enjoyed our mini vacation and the hot tub.

Top guest favourite

Cottage in Williams Bay

5 out of 5 average rating, 34 reviews

Blue Cottage in the Bay - Walk to beach and shops

AmandaRating, 5 stars2 weeks ago

This was a perfect place for a short getaway! It was very family friendly, in a great location, and very clean. We would recommend to anyone looking to stay in the Lake Geneva area.

Superhost