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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 29 Resorts in Madison with updated reviews, rates, and availability.

Cozy 2-bedroom resort with fitness room, WiFi in awesome Massanutten
Pool

Cozy 2-bedroom resort with fitness room, WiFi in awesome Massanutten

Cozy 2-bedroom resort with fitness room, WiFi in awesome Massanutten
2BR 2BA Luxury Woodstone w Hot Tub at Massanutten
Outdoor pool

2BR 2BA Luxury Woodstone w Hot Tub at Massanutten

10.0 out of 10, Exceptional, (3)
"This place is perfect! So cozy and has everything you need!! Owner was super with communication! We would definitely stay here again!!!"
2BR 2BA Luxury Woodstone w Hot Tub at Massanutten
Shenandoah Crossing Resort with acres of wilderness
2 bedrooms, iron/ironing board, internet, bed sheets

Shenandoah Crossing Resort with acres of wilderness

9.6 out of 10, Exceptional, (14)
"My family and I had a great time! The cabin was great and their were plenty of activities for the kids."
Shenandoah Crossing Resort with acres of wilderness
Shenandoah Crossing Resort with acres of wilderness
Exterior

Shenandoah Crossing Resort with acres of wilderness

9.2 out of 10, Wonderful, (7)
"We had a great vacation at Shenandoah Crossing even though it rained every day. With the indoor pool, hot tub, movie theater and an abundance of arts and crafts we were all able to find something fun to do. It was a great place to enjoy family time. I know we’ll be back next year! It’s a great place to vacation."
Shenandoah Crossing Resort with acres of wilderness
Shenandoah Crossing Resort with acres of wilderness
Terrace/patio

Shenandoah Crossing Resort with acres of wilderness

8.0 out of 10, Very Good, (2)
"Sadly, our yurt was covered in spider webs that hadn’t been cleaned and we had rodents, spiders (wolf and black widow!!) and couldn’t sleep. Otherwise I will say we had fun, liked the property and things to do. Would just not stay in a yurt again."
Shenandoah Crossing Resort with acres of wilderness
Three Bedroom Condo, Shenandoah Crossing 11111
Pool

Three Bedroom Condo, Shenandoah Crossing 11111

Three Bedroom Condo, Shenandoah Crossing 11111
Massanutten Resort suite with mountain view
Outdoor pool

Massanutten Resort suite with mountain view

Massanutten Resort suite with mountain view
2BR Yurt Shenandoah Xing Resort w/Amenities
Terrace/patio

2BR Yurt Shenandoah Xing Resort w/Amenities

2BR Yurt Shenandoah Xing Resort w/Amenities
Sleeps 12, beautiful resort!
Pool

Sleeps 12, beautiful resort!

Sleeps 12, beautiful resort!
Cozy 2-bedroom resort with AC, WiFi in enjoyable Massanutten
Miscellaneous

Cozy 2-bedroom resort with AC, WiFi in enjoyable Massanutten

Cozy 2-bedroom resort with AC, WiFi in enjoyable Massanutten
Family sized 2 bedroom villa with game game and indoor pool.
Pool

Family sized 2 bedroom villa with game game and indoor pool.

Family sized 2 bedroom villa with game game and indoor pool.
Lower Unit in the Summit Massanutten Resort July 1 to July 8 2022
Exterior

Lower Unit in the Summit Massanutten Resort July 1 to July 8 2022

Lower Unit in the Summit Massanutten Resort July 1 to July 8 2022
Two Bedroom Home at Massanutten Resort (2757803)
Indoor pool, outdoor pool

Two Bedroom Home at Massanutten Resort (2757803)

Two Bedroom Home at Massanutten Resort (2757803)
Luxury Resort in Shenandoah Valley
Snow and ski sports

Luxury Resort in Shenandoah Valley

8.0 out of 10, Very Good, (1)
"Property was nice"
Luxury Resort in Shenandoah Valley
2BR 2BA w Hot Tub at Massanutten
Indoor pool, outdoor pool

2BR 2BA w Hot Tub at Massanutten

9.4 out of 10, Exceptional, (3)
"Owner was quick to respond to all my inquiries and unit was spacious and clean."
2BR 2BA w Hot Tub at Massanutten
Two Bedroom Home at Massanutten Resort (2757772)
Indoor pool, outdoor pool

Two Bedroom Home at Massanutten Resort (2757772)

Two Bedroom Home at Massanutten Resort (2757772)
Cozy,inspiring at Shenandoahvalley, swimming pool.Ideal for families or friends
Miscellaneous

Cozy,inspiring at Shenandoahvalley, swimming pool.Ideal for families or friends

Cozy,inspiring at Shenandoahvalley, swimming pool.Ideal for families or friends
Great view with lots of activities for the whole family.
Indoor pool, outdoor pool

Great view with lots of activities for the whole family.

Great view with lots of activities for the whole family.
Beautiful & Cozy Family Getaway at Woodstone Massanutten
Exterior

Beautiful & Cozy Family Getaway at Woodstone Massanutten

Beautiful & Cozy Family Getaway at Woodstone Massanutten
Suite with Mountain View
Outdoor pool

Suite with Mountain View

Suite with Mountain View
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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Other property types in Madison

Old Rag View Horse Farm with Log Lodge and Treehouse
Property grounds

Old Rag View Horse Farm with Log Lodge and Treehouse

10.0 out of 10, Exceptional, (157)
"Our family group of 10 has come several times in the winter. Beautiful house and location. The great room with huge fireplace and view of the Blue Ridge is perfect for hanging out in the winder, and the big and well-equipped kitchen is excellent for big family dinners.This time, a big winder storm presented some winter challenges, and the host did a great job of making things right. "
Old Rag View Horse Farm with Log Lodge and Treehouse
Massanutten's Woodstone Meadows by Tripforth
Apartment, 1 Bedroom | Exterior

Massanutten's Woodstone Meadows by Tripforth

4.0 star property
9.0 out of 10, Wonderful, (213)
"Nice and quiet place to stay over the weekend and food was great "
Massanutten's Woodstone Meadows by Tripforth
Postcard Cabins Shenandoah
Cabin, 1 Queen Bed | Desk, laptop workspace

Postcard Cabins Shenandoah

2.0 star property
10.0 out of 10, Exceptional, (6)
"It was so wonderful to enjoy the starry and silent night."
The price is AED 345
AED 537 total
includes taxes & fees
15 May - 16 May
Postcard Cabins Shenandoah
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

What can I expect from a resort vacation in Madison?
You deserve a getaway, and a resort is the perfect place to pamper yourself with the amenities and services you need for a relaxing stay in Madison. One of the comfortable resorts in the area might be just what you’re looking for, whether you want great restaurants on site, blissful spa treatments, or nightly entertainment options.
What's a favorite resort in Madison?
Our top-rated resorts around Madison: Adventures Luxury Retreat ~ Hot Tub ~ BBQ ~ Fire Pit! - 22.3 mi (35.8 km) from Madison. Features a water park, a car charging station, and a garden. Cozy 2-bedroom resort with fitness room, WiFi in awesome Massanutten - 24.9 mi (40.1 km) from Madison. Has a fitness center. 2BR 2BA Luxury Woodstone w Hot Tub at Massanutten - 24.9 mi (40.1 km) from Madison. Enjoy the outdoor pool and hot tub. Shenandoah Crossing Resort with acres of wilderness - 21.6 mi (34.7 km) from Madison. Access to a fitness center, concierge services, and an indoor pool.
What can I do in Madison?
Travelers enjoy visiting the historic sites and other landmarks in Madison, and have good things to say about activities such as hiking. Madison Plaza is a great place to go for some retail therapy, while Shenandoah National Park is one of the biggest draws. Additional attractions in the area include Early Mountain Vineyards and Rapidan River.
What's the weather like in Madison?
The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Madison is 47 inches.
What's the best way to get to and around Madison?
Fly into Charlottesville-Albemarle Airport (CHO), which is located 19.5 mi (31.5 km) away from the heart of the city. Otherwise, look for flights into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is 35.7 mi (57.5 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.