Madison Holiday 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 holiday rentals

The Cabin at the Lake

The Cabin at the Lake
Madison
9.8 out of 10, Exceptional, (48 reviews)
"Wonderful host and stay! "
United States
Donna H.
The price is AU$407
includes taxes & fees
27 Apr - 28 Apr
The Cabin at the Lake

Charming 2-bedroom cottage in lovely Madison with WiFi, AC

Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Madison
10.0 out of 10, Exceptional, (16 reviews)
"We enjoyed our stay, we loved the property and location, so beautiful!!"
United States
Kelly M.
The price is AU$398
includes taxes & fees
10 May - 11 May
Charming 2-bedroom cottage in lovely Madison with WiFi, AC

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (15 reviews)
"Host was communicative with easy check in instructions. Loved the location in relation to a local brewery and winery. The bakery and breakfast restaurant on the Main Street were fantastic as easy to walk to. "
United States
Sophie
The price is AU$349
includes taxes & fees
10 May - 11 May
Historic Madison Eagle Inn

Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (1 review)
"The home was perfect for us! The kitchen and dining area were big enough for all of us to cook and enjoy each other’s company. And the living space was also very comfortable for all of us to hang out. The home was clean and in a great location. We loved everything "
United States
Jenny B.
Charming 4-bedroom house in Madison centrally located!

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Madison
The price is AU$558
includes taxes & fees
10 May - 11 May
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
Stanardsville
9.4 out of 10, Exceptional, (91 reviews)
"Second time staying with the family here. We had so much fun! Kids love the experience! Highly recommended! "
United States
Yan
The price is AU$283
includes taxes & fees
4 May - 5 May
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Creekside Villa 1 bedroom

Creekside Villa 1 bedroom
Elkton
9.8 out of 10, Exceptional, (8 reviews)
"Easy check in and perfect location about 5 minutes from park entrance"
United States
Nathaniel J.
The price is AU$194
includes taxes & fees
27 Apr - 28 Apr
Creekside Villa 1 bedroom

Stargaze from Hot Tub Pet-Friendly Mtn Cabin

Stargaze from Hot Tub Pet-Friendly Mtn Cabin
Page County
9.6 out of 10, Exceptional, (15 reviews)
"King size bed, fenced yard for our dog, and good mid-week price are what made us choose this place for a short get away. It really suited our needs and we'll be back! Bed was comfortable. House was clean, nicely decorated, and felt welcoming. Could not get WiFi to work, but our cell phone reception was fine."
United States
Joyce F.
The price is AU$383
includes taxes & fees
29 Apr - 30 Apr
Stargaze from Hot Tub Pet-Friendly Mtn Cabin

The House in the Holla at the foot of Shenandoah National Park

The House in the Holla at the foot of Shenandoah National Park
Stanardsville
9.8 out of 10, Exceptional, (83 reviews)
"Great place’ we loved our stay"
United States
Thomas D.
The price is AU$349
includes taxes & fees
27 Apr - 28 Apr
The House in the Holla at the foot of Shenandoah National Park

Conductor's Suite at the Depot in charming Shenandoah

Conductor's Suite at the Depot in charming Shenandoah
Shenandoah
9.2 out of 10, Wonderful, (10 reviews)
"This place was just what we needed! It was cute and clean. "
United States
Abby L.
Conductor's Suite at the Depot in charming Shenandoah

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Rixeyville
9.6 out of 10, Exceptional, (8 reviews)
"Host and everything was very accommodating! Very nice stay"
United States
James G.
The price is AU$317
includes taxes & fees
24 Apr - 25 Apr
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (25 reviews)
"Great accomodations, kids loved the game area, easy drive from Charlottesville and to SNP"
United States
Adriana P.
The price is AU$313
includes taxes & fees
29 Apr - 30 Apr
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (138 reviews)
"Beautiful setting and very peaceful. We enjoyed the friendly horse, too. Next time we are in the area, we will certainly plan on staying here again."
United States
William H.
The price is AU$282
includes taxes & fees
29 Apr - 30 Apr
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Luray
9.6 out of 10, Exceptional, (74 reviews)
"Very nice place and very well set up and welcoming."
United States
Adam Y.
The price is AU$443
includes taxes & fees
29 Apr - 30 Apr
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

1987 “OAK SPRINGS”- Majestic-Tranquil-Serene…

1987 “OAK SPRINGS”- Majestic-Tranquil-Serene…
Luray
9.2 out of 10, Wonderful, (7 reviews)
"Yes everything was very nice, very well kept, please to be able to stay here and we enjoy our selves!"
United States
Michael B.
The price is AU$440
includes taxes & fees
29 Apr - 30 Apr
1987 “OAK SPRINGS”- Majestic-Tranquil-Serene…

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Stanley
9.4 out of 10, Exceptional, (49 reviews)
"Beautiful views great host great time!"
United States
Dakota P.
The price is AU$484
includes taxes & fees
4 May - 5 May
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Etlan
10.0 out of 10, Exceptional, (18 reviews)
"Fantastic property in a really cool location!"
United States
Eric D.
The price is AU$290
includes taxes & fees
28 Apr - 29 Apr
Barn Apartment on Farm Near Old Rag and Shenandoah National Park

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville
10.0 out of 10, Exceptional, (359 reviews)
"It was exactly what we needed, out of the way and in nature, but close to beautiful attractions and grocery stores "
United States
Aaron A.
The price is AU$446
includes taxes & fees
14 May - 15 May
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub

"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
Rileyville
10.0 out of 10, Exceptional, (325 reviews)
"Incredible views!!"
United States
anthony c.
The price is AU$473
includes taxes & fees
10 May - 11 May
"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
Luray
9.8 out of 10, Exceptional, (43 reviews)
"Amazing stay in Luray, VA. House was very clean and up kept "
United States
Shedrick J.
The price is AU$472
includes taxes & fees
27 Apr - 28 Apr
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Madison Hotel Reviews

Find out more about Madison

Everything you need to know about Madison holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Madison holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as AU$283 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay. Madison is known for its mountain views.

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

Massanutten's Woodstone Meadows by Tripforth: This holiday home rental outside of Madison is located near skiing, and has an outdoor pool, an arcade/games room and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals will I find in Madison?

With 23 Expedia holiday rentals, you're guaranteed to find just the right place for your Madison stay.

What can I see and do in Madison?

Shenandoah National Park and Rapidan River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Early Mountain Vineyards and Lawrence Beasley Park.

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 provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.