Madison Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Madison holiday rentals

Terrace/patio

Cabin in Madison

The Cabin at the Lake
9.8 out of 10, Exceptional, (46 reviews)
"Wonderful host and stay! "
United States
Donna H.
The price is HK$1,232
HK$2,264 total
includes taxes & fees
4 Mar - 5 Mar
The Cabin at the Lake
Dining

Holiday Home in Madison

Historic Madison Eagle Inn
10.0 out of 10, Exceptional, (12 reviews)
"The place was great! It was clean and comfortable - a great jumping off point for a weekend of hiking in Shenandoah. Would definitely stay again. "
United States
Anonymous traveller
The price is HK$1,056
HK$1,928 total
includes taxes & fees
1 Mar - 2 Mar
Historic Madison Eagle Inn
Interior

Holiday Home in Madison

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
The price is HK$1,307
HK$2,891 total
includes taxes & fees
3 Mar - 4 Mar
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Fridge, microwave, oven, stovetop

Holiday Home in Madison

Charming 4-bedroom house in Madison centrally located!
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$1,368
HK$2,967 total
includes taxes & fees
15 Mar - 16 Mar
Charming 4-bedroom house in Madison centrally located!
Exterior

Holiday Home in Madison

Tatum's Mtn View Retreat- SAUNA-Hiking- Unit A
9.8 out of 10, Exceptional, (7 reviews)
"We loved the ambience of the place. Clean,in a perfect location, several extra touches were supplied. We would go back in a heartbeat!"
United States
Sandra M.
The price is HK$1,791
HK$3,131 total
includes taxes & fees
14 Mar - 15 Mar
Tatum's Mtn View Retreat- SAUNA-Hiking- Unit A
View from property

Cabin in Stanardsville

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (73 reviews)
"Great Staff Great Getaway Great Everything "
United States
LaToya
The price is HK$592
HK$1,025 total
includes taxes & fees
3 Mar - 4 Mar
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Property grounds

Holiday Home in Stanardsville

The House in the Holla at the foot of Shenandoah National Park
9.8 out of 10, Exceptional, (78 reviews)
"Great place’ we loved our stay"
United States
Thomas D.
The price is HK$915
HK$1,878 total
includes taxes & fees
1 Mar - 2 Mar
The House in the Holla at the foot of Shenandoah National Park
Exterior

Cabin in Stanley

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
9.4 out of 10, Exceptional, (43 reviews)
"Beautiful property great stay "
United States
Eva T.
The price is HK$1,185
HK$2,726 total
includes taxes & fees
1 Mar - 2 Mar
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Fridge, microwave, oven, stovetop

Holiday Home in Shenandoah

Yellow Shutter Farmhouse Oasis
9.4 out of 10, Exceptional, (11 reviews)
"Had a great time staying here! Hot tub was great after long hikes. "
United States
Sean
The price is HK$794
HK$2,276 total
includes taxes & fees
1 Mar - 2 Mar
Yellow Shutter Farmhouse Oasis
Exterior detail

Holiday Home in Rixeyville

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
9.6 out of 10, Exceptional, (8 reviews)
"Great little place. Perfect for one or two travelers.Super nice hosts. Would highly recommend."
United States
Terri G.
The price is HK$697
HK$1,779 total
includes taxes & fees
27 Feb - 28 Feb
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Smart TV, Hulu, streaming services

Holiday Home in Luray

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
9.8 out of 10, Exceptional, (68 reviews)
"This property was very clean and conveniently located to everything we wanted to do. We enjoyed our stay"
United States
Cindy H.
The price is HK$633
HK$1,686 total
includes taxes & fees
1 Mar - 2 Mar
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
Outdoor spa tub

Cabin in Page County

The Zen Garden by Zen Living
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$2,143 total
includes taxes & fees
2 Mar - 3 Mar
The Zen Garden by Zen Living
Exterior

Holiday Home in Stanardsville

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
10.0 out of 10, Exceptional, (23 reviews)
"Great accomodations, kids loved the game area, easy drive from Charlottesville and to SNP"
United States
Adriana P.
The price is HK$950
HK$1,714 total
includes taxes & fees
27 Feb - 28 Feb
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Outdoor spa tub

Cabin in Page County

Lookout Cabin in the mountains, Amazing Views!
9.8 out of 10, Exceptional, (37 reviews)
"Very nice cabin in the mountains. Awesome view and hot tub was nice after hiking during the day!"
United States
Daniel P.
The price is HK$1,505
HK$3,108 total
includes taxes & fees
1 Mar - 2 Mar
Lookout Cabin in the mountains, Amazing Views!
Interior

Cabin in Luray

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
9.6 out of 10, Exceptional, (71 reviews)
"Very nice place and very well set up and welcoming."
United States
Adam Y.
The price is HK$1,026
HK$2,471 total
includes taxes & fees
27 Feb - 28 Feb
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Outdoor dining

Cabin in Elkton

10 mins from Shenandoah National Park ~ Cozy Cabin
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful Fall setting surrounded by quiet privacy. Loved sitting in the hot tub looking at the night sky during a crisp fall evening. Place very clean and cozy!"
United States
Lucille T.
The price is HK$1,017
HK$2,105 total
includes taxes & fees
1 Mar - 2 Mar
10 mins from Shenandoah National Park ~ Cozy Cabin
Exterior

Cabin in Elkton

Shenandoah Mansion
9.0 out of 10, Wonderful, (7 reviews)
"The house was amazing and very cozy. My family enjoyed the amenities that come with the property. I would visit again."
United States
Jansenia Diane
The price is HK$1,126
HK$8,713 total
includes taxes & fees
3 Mar - 4 Mar
Shenandoah Mansion
Pool

Holiday Home in McGaheysville

Mountain Views, Resort Access, Full Kitchen!
9.4 out of 10, Exceptional, (6 reviews)
"Great house. The neighborhood deer were a special touch. We loved the high ceiling in the living room, large and comfortable beds, and in-home jacuzzi and sauna. The kitchen was well stocked. Thank you for a great stay!"
United States
Bea T.
The price is HK$1,556
HK$2,428 total
includes taxes & fees
1 Mar - 2 Mar
Mountain Views, Resort Access, Full Kitchen!
Outdoor dining

Cabin in Luray

Outdoor Theatre | Hot Tub | Fire Pit | Dogs
9.8 out of 10, Exceptional, (61 reviews)
"Communication was excellent! The house was cozy and relaxing. Had a wonderful vacation!"
United States
Jennifer W.
The price is HK$774
HK$2,298 total
includes taxes & fees
1 Mar - 2 Mar
Outdoor Theatre | Hot Tub | Fire Pit | Dogs
Terrace/patio

Cabin in Shenandoah

Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK
10.0 out of 10, Exceptional, (7 reviews)
"The experience was amazing. The cabin has everything you could need and the host has a great communication all the time."
United States
Abel A.
The price is HK$917
HK$2,671 total
includes taxes & fees
2 Mar - 3 Mar
Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison Hotel Reviews

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Great stay. Clean and quiet."
Thomas 1-night trip
Posted 2 days ago
English Inn of 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!

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. Another good choice for your trip to Madison is Old Rag View Horse Farm with Log Lodge and Treehouse.

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.