Madison Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Madison vacation rentals

Terrace/patio

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 ￥25,154
￥45,891 total
includes taxes & fees
Apr 27 - Apr 28
The Cabin at the Lake
Terrace/patio

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 ￥24,719
￥46,616 total
includes taxes & fees
May 18 - May 19
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Dining

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 ￥22,168
￥39,987 total
includes taxes & fees
May 10 - May 11
Historic Madison Eagle Inn
Fridge, microwave, oven, stovetop

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.
The price is ￥33,331
￥66,844 total
includes taxes & fees
May 17 - May 18
Charming 4-bedroom house in Madison centrally located!
Interior

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

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Madison
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
View from property

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, (92 reviews)
"Wonderful views and hidden get away "
United States
Jennifer
The price is ￥22,168
￥32,344 total
includes taxes & fees
Apr 29 - Apr 30
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Exterior detail

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 ￥7,017
￥21,812 total
includes taxes & fees
Apr 26 - Apr 27
Creekside Villa 1 bedroom
Outdoor spa tub

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 ￥15,573
￥43,149 total
includes taxes & fees
Apr 26 - Apr 27
Stargaze from Hot Tub Pet-Friendly Mtn Cabin
Property grounds

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 ￥18,659
￥39,572 total
includes taxes & fees
Apr 26 - Apr 27
The House in the Holla at the foot of Shenandoah National Park
1 bedroom, iron/ironing board, WiFi, bed sheets

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
Exterior detail

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 ￥14,210
￥35,451 total
includes taxes & fees
Apr 25 - Apr 26
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Exterior

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 ￥19,935
￥35,236 total
includes taxes & fees
Apr 27 - Apr 28
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Property grounds

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 ￥23,922
￥32,172 total
includes taxes & fees
Apr 27 - Apr 28
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Interior

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 ￥20,932
￥48,916 total
includes taxes & fees
Apr 26 - Apr 27
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Dining

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

1987 “OAK SPRINGS”- Majestic-Tranquil-Serene…
Luray
9.2 out of 10, Wonderful, (7 reviews)
"The cabin and host were excellent. "
United States
John
The price is ￥29,546
￥48,246 total
includes taxes & fees
May 25 - May 26
1987 “OAK SPRINGS”- Majestic-Tranquil-Serene…
Exterior

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)
"Great get away for the family. Quiet and relaxing. "
United States
Darla
The price is ￥24,163
￥56,523 total
includes taxes & fees
May 19 - May 20
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Interior

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 place, so relaxing and beautiful. Host was responsive and extremely helpful. "
United States
Mack
The price is ￥21,530
￥32,544 total
includes taxes & fees
Apr 28 - Apr 29
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Outdoor spa tub

"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 ￥26,155
￥45,787 total
includes taxes & fees
Apr 27 - Apr 28
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Outdoor spa 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 ￥33,012
￥54,062 total
includes taxes & fees
May 10 - May 11
"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
Exterior

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 ￥21,386
￥54,263 total
includes taxes & fees
Apr 27 - Apr 28
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.
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Top Madison Hotel Reviews

DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

10/10 Excellent
"Quiet. Clean"
Tammy 2-night trip
Posted 2 hours ago
DoubleTree by Hilton Hotel Charlottesville

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

  • View our selection of featured holiday rentals in Madison
  • Use the map to find apartments and other holiday homes in the Madison neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Madison while they last

Look no further and take a look at our great range of rental properties in Madison!

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Frequently asked questions

Are there vacation rentals in Madison?

Yes, we offer vacation rentals near popular points of interest in Madison, or you can select a more secluded option if you're looking for relaxation. Madison is known for its mountain views.

What's the top vacation rental in Madison?

Massanutten's Woodstone Meadows by Tripforth: Visitors like this Madison vacation home rental. It is located near skiing and has an outdoor pool, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals will I find in Madison?

With 23 Expedia vacation rentals, you're sure 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 vacation rentals like in Madison?

Vacation rentals are private accommodations you can book for a short or long stay in Madison. Vacation rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family getaway.