Madison Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Madison holiday 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 HK$1,232
HK$2,249 total
includes taxes & fees
21 Apr - 22 Apr
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 HK$1,174
HK$2,244 total
includes taxes & fees
10 May - 11 May
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, (14 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 HK$1,088
HK$1,971 total
includes taxes & fees
10 May - 11 May
Historic Madison Eagle Inn
Interior

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

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Madison
The price is HK$1,487
HK$3,116 total
includes taxes & fees
19 Apr - 20 Apr
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
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 HK$1,557
HK$3,202 total
includes taxes & fees
18 May - 19 May
Charming 4-bedroom house in Madison centrally located!
Exterior

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.4 out of 10, Exceptional, (12 reviews)
"This was a cute little rustic stay- we loved how private the location was and how close it was to Old Rag- very convenient. "
United States
Trudy H.
The price is HK$634
HK$872 total
includes taxes & fees
21 Apr - 22 Apr
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
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, (90 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 HK$1,088
HK$1,587 total
includes taxes & fees
21 Apr - 22 Apr
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, (7 reviews)
"Easy check in and perfect location about 5 minutes from park entrance"
United States
Nathaniel J.
The price is HK$345
HK$1,071 total
includes taxes & fees
19 Apr - 20 Apr
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 HK$764
HK$2,126 total
includes taxes & fees
22 Apr - 23 Apr
Stargaze from Hot Tub Pet-Friendly Mtn Cabin
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 HK$697
HK$1,739 total
includes taxes & fees
18 Apr - 19 Apr
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Exterior

Log Cabin on the River

Log Cabin on the River
Stanardsville
9.8 out of 10, Exceptional, (44 reviews)
"Great place to get away for peace and quiet"
United States
Winslow
The price is HK$1,174
HK$1,931 total
includes taxes & fees
19 Apr - 20 Apr
Log Cabin on the River
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.
The price is HK$528
HK$1,331 total
includes taxes & fees
19 Apr - 20 Apr
Conductor's Suite at the Depot in charming Shenandoah
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 HK$1,027
HK$2,445 total
includes taxes & fees
19 Apr - 20 Apr
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
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, (82 reviews)
"Great place’ we loved our stay"
United States
Thomas D.
The price is HK$916
HK$1,880 total
includes taxes & fees
19 Apr - 20 Apr
The House in the Holla at the foot of Shenandoah National Park
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, (137 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 HK$1,174
HK$1,553 total
includes taxes & fees
20 Apr - 21 Apr
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
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, (24 reviews)
"Great accomodations, kids loved the game area, easy drive from Charlottesville and to SNP"
United States
Adriana P.
The price is HK$978
HK$1,729 total
includes taxes & fees
21 Apr - 22 Apr
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
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 property in a really cool location!"
United States
Eric D.
The price is HK$1,056
HK$1,597 total
includes taxes & fees
21 Apr - 22 Apr
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
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, (42 reviews)
"Amazing stay in Luray, VA. House was very clean and up kept "
United States
Shedrick J.
The price is HK$1,051
HK$2,638 total
includes taxes & fees
19 Apr - 20 Apr
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
Outdoor dining

Outdoor Theatre | Hot Tub | Fire Pit | Dogs

Outdoor Theatre | Hot Tub | Fire Pit | Dogs
Luray
9.8 out of 10, Exceptional, (63 reviews)
"Host was welcoming, cabin was well stocked, clean, and comfy "
United States
Skyler C.
The price is HK$884
HK$2,518 total
includes taxes & fees
22 Apr - 23 Apr
Outdoor Theatre | Hot Tub | Fire Pit | Dogs
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 HK$1,643
HK$2,698 total
includes taxes & fees
14 May - 15 May
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
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

Holiday Inn Charlottesville-Univ Area by IHG

Holiday Inn Charlottesville-Univ Area by IHG

6/10 Okay
"Well, after checking in, I was initially assigned a room where the sheets contained lots of hair, which to me looked like pubic hair. I typically inspect the bedding immediately upon entering a room, and this particular instance was quite disgusting. However, the front desk attendant was exceptionally helpful and promptly swiched me to a room directly across the hall, which fortunately had clean sheets. Overall, the room was quite adequate for a one-night stay."
Jessica 1-night trip
Posted 7 hours ago
Holiday Inn Charlottesville-Univ Area by IHG

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!

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?

Mountainside Villas at Massanutten by Tripforth: This holiday home rental outside of Madison is located near skiing, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Amenities such as kitchenware and free parking are also available for your convenience. You and your friends and family can relax into your holiday with amenities such as an outdoor tennis court.

How many holiday rentals will I find in Madison?

With 22 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.