Vacation rentals in Madison

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Madison

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

An outdoor swimming pool is surrounded by a stone border, illuminated by soft lighting. A basketball hoop stands nearby, with two lounge chairs positioned for relaxation. Lush greenery provides a natural backdrop, enhancing the space's tranquil ambiance.

Home in Sioux Falls

4.92 out of 5 average rating, 38 reviews

LeaRating, 5 stars2 months ago

great stay, was unfortunate we stayed in the cold season, the pool and BB court looked like fun! We did brave the cold and enjoyed the hot tub in our zero degree weather, it was awesome! speaking of the hot tub, it was SO clean, I appreciated the cleanliness of the water. seems to be a common thing with hot tubs and airbnb's usually lil dirty and not kept properly : / so this was amazing. home was nice and had nice kitchen appliances and tools for the trade. We had fun playing darts and enjoyed the N64. Very clean home! We would deff stay again : )

Guest favorite

The kitchen showcases modern stainless-steel appliances and a spacious countertop. Natural light fills the area through a window adorned with light curtains. A wooden dining table and stools offer a casual dining spot, while a small shelf displays decorative items.

Home in Sioux Falls

4.94 out of 5 average rating, 118 reviews

The Cottage | Sleeps 6 | Off I-229 | Dog Friendly

MarkRating, 5 stars2 days ago

Abby truly is a terrific host. The home was as described, very clean and comfortable. I only regret I wasn’t able to stay longer. They were very accommodating for me and my large dog. It was very comfortable and a great place to rest on my travels. All of the common worries with staying in a new place were removed -clear instructions, very clean home, more than enough space and privacy. Well done and thank you!!

Guest favorite

The treehouse features a distinct green metal roof and multiple windows for natural light. Surrounding wooden decks offer various viewing levels, providing a panoramic view of the snowy landscape. The structure is elevated on stilts, surrounded by trees, enhancing the sense of seclusion.

Treehouse in Valley Springs

4.9 out of 5 average rating, 279 reviews

Lookout Loft Treehouse

RossRating, 5 stars1 day ago

Unreal place. Made me feel like a kid camping in a treehouse again. Wish I’d been able to stay longer. Saw some reviews before booking complaining about how close the host’s house is, it absolutely was not a problem for me. The only time I really even saw it was pulling into the driveway. However, light sleepers beware there is nearby train tracks (within a mile give or take) and multiple trains went by late at night. Not a problem for me but may be for someone else.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Madison vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Madison

A spacious living area features a high, vaulted ceiling supported by a central wooden pillar. Large windows allow natural light to illuminate the stone fireplace surrounded by comfortable seating. A simple wooden tray and a vase of white flowers are placed on the kitchen counter, adding a touch of nature.

Home in Sioux Falls

4.84 out of 5 average rating, 37 reviews

Unique Home Where The Buffalo Roam Boat RV parking

CindyRating, 5 stars4 months ago

It was our annual Christmas with our family and it was so much fun and just what we were looking for. Enjoyed watching the buffalo in the field across the way.

A rustic cabin overlooking the Big Sioux River is showcased at dusk. The warm glow from windows reflects beautifully on the water's surface, surrounded by trees and brush that enhance the tranquil setting.

Cabin in Larchwood

4.92 out of 5 average rating, 112 reviews

River Retreat Cabin on bluff over Klondike Falls

RobynneRating, 5 stars1 month ago

this was our 2nd girls weekend here. the first time we toured the area, this time we were here for relaxation. Great scenery and trail walking

Top guest favorite

Home in Sioux Falls

4.97 out of 5 average rating, 33 reviews

The Gathering Place | Hot Tub, Theater Room & More

HeatherRating, 5 stars1 month ago

The Gathering Place was a great home to spend my son's Spring Break. We loved the hot tub and projector with large screen. There was plenty of room to relax. The kitchen was perfect for feeding our boys. Split level house allowed privacy for kids and adults, when needed. Highly recommend this home.

Guest favorite

A modern kitchen features a large granite island with seating, complementing its dark cabinetry. Stainless steel appliances are included, along with a sink and stylish light fixtures above. The layout connects to a dining area in the background, visible through an open space.

Home in Sioux Falls

4.84 out of 5 average rating, 44 reviews

3000 Sq Ft Downtown

BettyRating, 5 stars1 month ago

Many private spaces. Beautifully decorated with all the amenities you could want. Kitchen had everything and a comfortable dining area. Will be staying again.

Guest favorite

A spacious two-level home features a stone exterior with multiple large windows and arched designs. Colorful flower boxes adorn the front, and a well-maintained walkway leads to the entrance. The manicured lawn enhances the welcoming appearance of the property.

Home in Sioux Falls

5 out of 5 average rating, 11 reviews

Castle near Soccer field, Mall, Interstate

AllysonRating, 5 stars5 months ago

Great place to stay with a larger group of people. Wendy was responsive and allowed an early check in to accommodate our schedule. Thanks!

Superhost

A comfortable outdoor deck area features a round table surrounded by four iron chairs. The flooring is composed of gray wood planks, and the space is enclosed by white railings. Large glass doors lead into the interior, creating a seamless connection between indoor and outdoor spaces.

Home in Brandon

4.86 out of 5 average rating, 7 reviews

Rural home close to town

StacyRating, 5 stars7 months ago

We definitely stay here again. Everything is as it's stated, beautiful home very well kept.

Guest favorite

The covered front porch features wooden railings and a small seating area with two chairs. Planters with flowers adorn the entrance, and greenery surrounds the space, creating a welcoming and relaxed environment.

Home in Canton

4.98 out of 5 average rating, 61 reviews

The Lincoln House, steps to Downtown Canton

MaryRating, 5 stars3 months ago

Wonderful Christmas touches to make our family get together special! Great communication and met all my requests. Will be back!

Guest favorite

A bright and airy living space features a long breakfast bar with minimalist seating, creating an open layout. Large windows offer views of the water, while natural light enhances the room's inviting feel. A comfortable chair and a television are included in the relaxing atmosphere.

Cabin in Hartford

5 out of 5 average rating, 20 reviews

Cozy Lake Cabin w On-Property Boat Access

DenisonRating, 5 stars2 weeks ago

If you seek peace, reflection, and beautiful views provided by a truly gracious host, then this is where you should go. Staying here reminded me of the days when Air BnB first came about; a day where the actual host communicated with you rather than a 3rd party and didn’t just give you a house, but they gave you a home. It was clean, comfortable, cozy, full of amenities for cooking, a whole lot of complimentary snacks, great communicable neighbors with sincere joyousness. If you’re questioning at all where to stay, you shouldn’t, because this is it.

Show all

Vacation rentals in Madison

Top-rated vacation rentals in Madison

Vacation rentals for every style

Popular amenities for Madison vacation rentals

Other great vacation rentals in Madison

Destinations to explore