Photo by Phil Martin

Search Holiday Rentals in Madison

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Madison holiday rentals

Exterior
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Cabin in Stanardsville

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (55)
"Everything is wonderful and comfortable!"
United States
Yasmine
The price is 2.606.076 ₫
4.145.687 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
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

Hampton Inn Charlottesville

Hampton Inn Charlottesville

10/10 Excellent
"Clean room, quiet location and much more"
Carol 1-night trip
Posted 3 days ago
Hampton Inn Charlottesville

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.

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 Madison Plaza.

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.