Madison Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Madison vacation rentals

Firehouse Bandits Houses

Firehouse Bandits Houses
Accoville
10.0 out of 10, Exceptional, (20 reviews)
"Very clean, spacious rooms, plenty of seating. Highly recommend this property! The owners were fantastic, Steve came by and talked with me for a while. Great place! "
United States
Chris P.
The price is CA $214
CA $409 total
includes taxes & fees
Feb 13 - Feb 14
Firehouse Bandits Houses

Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector

Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
Chapmanville
9.8 out of 10, Exceptional, (11 reviews)
"Beautiful view and quiet clean the owner is nice I don't know what else to say can't get no better than that"
United States
Archie J.
The price is CA $169
CA $282 total
includes taxes & fees
Feb 22 - Feb 23
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector

Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.

Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.
South Charleston
10.0 out of 10, Exceptional, (17 reviews)
"Cleanliness and location"
United States
Charles
The price is CA $176
CA $415 total
includes taxes & fees
Feb 22 - Feb 23
Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.

Ivy Branch Cottage - Danville

Ivy Branch Cottage - Danville
Danville
9.8 out of 10, Exceptional, (14 reviews)
"Nice, small very livable home. Close to everything shopping , dining etc"
Singapore
Shirley F.
The price is CA $169
CA $409 total
includes taxes & fees
Feb 22 - Feb 23
Ivy Branch Cottage - Danville

Luxurious cabin, 6 mi HM trails, 12 mi Charleston

Luxurious cabin, 6 mi HM trails, 12 mi Charleston
Alum Creek
10.0 out of 10, Exceptional, (38 reviews)
"Great location and had everything we needed. "
United States
Noah B.
The price is CA $157
CA $303 total
includes taxes & fees
Feb 22 - Feb 23
Luxurious cabin, 6 mi HM trails, 12 mi Charleston

Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
Logan
9.6 out of 10, Exceptional, (10 reviews)
"Perfect place if you're going to trails. Everyone we dealt with from the owners to the restaurant workers to even the locals who frequented the restaurant were great and treated you like friends. Will probably be first choice for future visits. To the owners and employees, thank you."
United States
John W.
The price is CA $271
CA $514 total
includes taxes & fees
Feb 22 - Feb 23
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

RV Site 8 Camper - Hatfield McCoy Trails

RV Site 8 Camper - Hatfield McCoy Trails
Wilkinson
The price is CA $54
CA $91 total
includes taxes & fees
Feb 15 - Feb 16
RV Site 8 Camper - Hatfield McCoy Trails

The Magnolia House

The Magnolia House
Danville
10.0 out of 10, Exceptional, (1 review)
"There were 8 adults and 2 children (5,10). There was plenty of room for everyone. The deck was awesome, though pretty chilly at night. The half bath accessed from the deck was convenient. There was a pleasant mix of modern and antique. The kitchen was fabulous (the large sinks definitely a plus!). For trail riders, it was a bit luxurious, but not so we were uncomfortable. The parking space had lefty of room for our 4 trucks/trailers and one other vehicle, as well as our 7 side by sides. We...
United States
Teresa G.
The price is CA $461
CA $556 total
includes taxes & fees
Feb 18 - Feb 19
The Magnolia House

The Palace on Charles is the perfect vacation getaway.

The Palace on Charles is the perfect vacation getaway.
Logan
The price is CA $973
CA $1,248 total
includes taxes & fees
Feb 16 - Feb 17
The Palace on Charles is the perfect vacation getaway.

Hillbilly Rockin' Rt 3 Cabins - Ivy Branch Trailhead

Hillbilly Rockin' Rt 3 Cabins - Ivy Branch Trailhead
Julian
The price is CA $949
CA $1,905 total
includes taxes & fees
Feb 22 - Feb 23
Hillbilly Rockin' Rt 3 Cabins - Ivy Branch Trailhead

RV Site 13 Camper - Hatfield McCoy Trails

RV Site 13 Camper - Hatfield McCoy Trails
Wilkinson
6.0 out of 10, (1 review)
"The location is ideal, close to Rock House and Devil Anse. It took almost 22 hours to get a response from the host and we were getting ready to book something else. The staff was not very friendly at all during the check in process. They didnt tell us where our camper was located, and we had to walk around and figure it out like Dora. They didnt tell us where to take our trash and Oscar was off duty. They didnt give us location/direction to anything. The seal to the toilet is broken so we had...
United States
Mandy C.
The price is CA $47
CA $83 total
includes taxes & fees
Feb 14 - Feb 15
RV Site 13 Camper - Hatfield McCoy Trails

ADULT ONLY Naughty Pines log cabin located in South Charleston, WV

ADULT ONLY Naughty Pines log cabin located in South Charleston, WV
South Charleston
9.8 out of 10, Exceptional, (19 reviews)
"Excellent property and so much fun"
United States
Heather P.
The price is CA $339
CA $689 total
includes taxes & fees
Mar 15 - Mar 16
ADULT ONLY Naughty Pines log cabin located in South Charleston, WV
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Madison Hotel Reviews

Find out more about Madison

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Madison. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Madison?

Yes, we have vacation rentals close to popular attractions in Madison, or you can choose a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Madison?

Firehouse Bandits Houses: This vacation home near Madison is located in the mountains and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

What can I see and do in Madison?

While you're exploring the area, Ridge View Twin Lakes and Drawdy Falls Roadside Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Bearwallow Hatfield & McCoy Trailhead and Chief Logan State Park.

What are vacation rentals like in Madison?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Madison. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for small groups.