Photo by Phil Martin

Madison Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Madison

Massanutten's Woodstone Meadows by Tripforth
Outdoor pool
Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, (188)
"Need luggage carts to load up going to different floors"
Massanutten's Woodstone Meadows by Tripforth
Mountainside Villas at Massanutten by Tripforth
Indoor pool, outdoor pool
Mountainside Villas at Massanutten by Tripforth
3.5 star property
9.0 out of 10, Wonderful, (268)
"Price was fair and enough room for our family"
Mountainside Villas at Massanutten by Tripforth
Massanutten Resort by Tripforth
Indoor pool, outdoor pool
Massanutten Resort by Tripforth
3.0 star property
7.8 out of 10, Good, (145)
"Beautiful area! Check in took us over a hour. Not enough details on the rental information "
Massanutten Resort by Tripforth
Massanuttens Shenandoah Villas by Tripforth
Indoor pool, outdoor pool
Massanuttens Shenandoah Villas by Tripforth
4.0 star property
7.6 out of 10, Good, (124)
"Very nice and perfect getaway "
Massanuttens Shenandoah Villas by Tripforth
The Summit at Massanutten Resort by Tripforth
Aerial view
The Summit at Massanutten Resort by Tripforth
3.5 star property
9.2 out of 10, Wonderful, (49)
"Will stay again "
The Summit at Massanutten Resort by Tripforth
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.
Don't see what you're looking for?
See all available properties in Madison
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Madison you may be interested in

English Inn of Charlottesville
Lobby lounge
English Inn of Charlottesville
3.0 star property
9.2 out of 10, Wonderful, (1909)
"Great!"
The price is S$161
includes taxes & fees
14 Nov - 15 Nov
English Inn of Charlottesville
Massanutten Resort
2 indoor pools, seasonal outdoor pool, pool loungers, lifeguards on site
Massanutten Resort
2.5 star property
8.0 out of 10, Very good, (523)
"The resort has such a wide range of amenities for all ages - we will definitely come back there."
The price is S$163
includes taxes & fees
10 Nov - 11 Nov
Massanutten Resort
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Exterior
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
3.0 star property
9.0 out of 10, Wonderful, (1007)
"Everything was perfect during our overnight stay."
The price is S$143
includes taxes & fees
8 Dec - 9 Dec
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
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.

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 Resort by Tripforth: This holiday home rental outside of Madison is located near skiing, and has an outdoor pool, an arcade/games room and free WiFi to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Madison?

With 20 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 Sweely Estate Winery.

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.