Photo by Phil Martin

Search Holiday Rentals in Madison

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Top Holiday Rentals 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, (140)
"Very nice well appointed home. We came in for a nearby family wedding and it was a great place to stay. Try to arrive during the day though as it is a little hard to find at night. But well worth opening and closing a gate or two. Fantastic view. Great space."
Old Rag View Horse Farm with Log Lodge and Treehouse
Massanutten Resort by Tripforth
Indoor pool, outdoor pool
Massanutten Resort by Tripforth
3.0 star property
7.8 out of 10, Good, (129)
"The only bad thing was the Woodstone pool opens late at 11 am"
Massanutten Resort 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, (254)
"The best thing there I love it and enjoy my stay "
Mountainside Villas at Massanutten by Tripforth
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Massanutten's Woodstone Meadows by Tripforth
Outdoor pool
Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, (182)
"Perfect and gorgeous resort. It’s located a short outside the central entrance to Shenandoah. "
Massanutten's Woodstone Meadows by Tripforth
The Great Escape - Near everything yet off the beaten path
Exterior
The Great Escape - Near everything yet off the beaten path
10.0 out of 10, Exceptional, (356)
"The property was very clean and in a good location. There were several restaurants and hiking trails all less than an hour away. Enjoyed it immensely."
The Great Escape - Near everything yet off the beaten path
Cozy Log Cabin Hot Tub Stone Fireplace Mountain Views Couples Mountain Escape
Cozy Log Cabin Hot Tub Stone Fireplace Mountain Views Couples Mountain Escape
10.0 out of 10, Exceptional, (55)
"Everything was absolutely perfect! We will definitely be back! The view on the porch was my favorite!"
Cozy Log Cabin Hot Tub Stone Fireplace Mountain Views Couples Mountain Escape
Massanuttens Shenandoah Villas by Tripforth
Indoor pool, outdoor pool
Massanuttens Shenandoah Villas by Tripforth
4.0 star property
7.6 out of 10, Good, (111)
"The hot tub did do work fire place was complicated and romote needs batteries but it was beautiful "
Massanuttens Shenandoah Villas by Tripforth
The Natchez - quiet front porch & rockers.
Fridge, microwave, oven, stovetop
The Natchez - quiet front porch & rockers.
10.0 out of 10, Exceptional, (96)
"We had a great stay! The cabin was well stocked and Ken made sure we had everything we needed."
The Natchez - quiet front porch & rockers.
Lazy Bear Lodge VA :)
1 bedroom, iron/ironing board, WiFi, bed sheets
Lazy Bear Lodge VA :)
9.8 out of 10, Exceptional, (270)
"Quiet secluded getaway in a cozy country cabin"
Lazy Bear Lodge VA :)
Massanutten Getaway - Great WiFi and Pet friendly
Pool
Massanutten Getaway - Great WiFi and Pet friendly
9.6 out of 10, Exceptional, (77)
"Had a great stay, will definitely be coming back! Home was clean, spacious, and had lots of entertainment for the kids. Great location to slopes/hiking trails and whatever else you need on the resort."
Massanutten Getaway - Great WiFi and Pet friendly
Helms Mountain Getaway with Hi Speed Internet
Exterior
Helms Mountain Getaway with Hi Speed Internet
9.6 out of 10, Exceptional, (40)
"As always the cabin was clean, comfortable and welcoming. Secluded and the only noise heard was the song birds. The hot tub was perfect and the fire pit was great when it was too rainy for the hot tub. See you again in the fall."
Helms Mountain Getaway with Hi Speed Internet
Massanutten Near Slopes, 2 Masters, Pool Table, Air Hockey, 2 FPs
Exterior
Massanutten Near Slopes, 2 Masters, Pool Table, Air Hockey, 2 FPs
9.8 out of 10, Exceptional, (280)
"Very clean, large house with great amenities. Kevin was great to work with before and during our stay!"
Massanutten Near Slopes, 2 Masters, Pool Table, Air Hockey, 2 FPs
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
Property grounds
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
9.6 out of 10, Exceptional, (151)
"We enjoyed the home but the land even more. Nature is awesome!"
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
Above The Rivers Edge Cabin #1
Lake
Above The Rivers Edge Cabin #1
9.8 out of 10, Exceptional, (153)
"Had a fantabulos time! The cabin had everything we needed."
Above The Rivers Edge Cabin #1
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, (46)
"Beautiful views. Condos were great to stay with family. Love the kitchen. I was able to cook all meals for my family of 4. Jet tubs were dirty so I cleaned it but still felt uneasy taking a bath. Aesthetic of it was nice though. I also loved the options of different activities for adults and family. "
The Summit at Massanutten Resort by Tripforth
Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing
TV, fireplace, DVD player, books
Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing
9.0 out of 10, Wonderful, (114)
"Quiet and lonely was the reason to stay here and it did not disappoint. Will be staying here again."
Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing
Tree top home in Massanutten next to slopes
Fridge, microwave, oven, stovetop
Tree top home in Massanutten next to slopes
9.6 out of 10, Exceptional, (72)
"We enjoyed our 2 nights here…would recommend"
Tree top home in Massanutten next to slopes
Relax at 3100 feet and enjoy the peace and tranquility
Property grounds
Relax at 3100 feet and enjoy the peace and tranquility
9.8 out of 10, Exceptional, (60)
"My wife and myself both enjoy nature, and this place did not disappoint. Honestly picking the place strictly on the view alone did not disappoint. We looked forward to waking up early for the sun rise and coffee, enjoyed the winding ride up and down the mountain, and counted the minutes until sunset just to watch every evening."
Relax at 3100 feet and enjoy the peace and tranquility
Log cabin home with mountain and ski slope views
Exterior
Log cabin home with mountain and ski slope views
9.4 out of 10, Exceptional, (50)
"This is a great house, located very close to the resort. Beautiful views and many amenities made this a wonderful home away from home."
Log cabin home with mountain and ski slope views
Newly Renovated Vacation 4 bedroom Resort House in Massanutten VA!
Snow and ski sports
Newly Renovated Vacation 4 bedroom Resort House in Massanutten VA!
9.0 out of 10, Wonderful, (17)
"Enjoyed the stay. Very convenient with Massanutten and near JMU. Some nice sight seeing. The property is well maintained and very quick response time by the manager. They are strict on checkout times. I got a message 15 min before checkout warning me that the housekeeper was waiting on us and that I had 15 min. This was after a snafu at checkin where, even though we were an hour late for checkin, the property wasn’t quite ready. Not a big deal, especially since we booked the day before. Loved...
Newly Renovated Vacation 4 bedroom Resort House in Massanutten VA!
Don't see what you're looking for?
See all available properties in Madison
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.

Other types of properties in Madison you may be interested in

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, (140)
"Very nice well appointed home. We came in for a nearby family wedding and it was a great place to stay. Try to arrive during the day though as it is a little hard to find at night. But well worth opening and closing a gate or two. Fantastic view. Great space."
Old Rag View Horse Farm with Log Lodge and Treehouse
English Inn of Charlottesville
Front of property
English Inn of Charlottesville
3.0 star property
9.0 out of 10, Wonderful, (1694)
"Very quiet, clean and a great breakfast"
The price is 1 196 kr
per night
16 Jun - 17 Jun
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, (318)
"Checkin took a long time. The lady (Zoe) who checked me in was SUPER nice. But there were a lot of young people hanging around doing nothing. The room was comfortable and clean and had a balcony. But the color scheme was awful! Dark green and weird yellow. Too bad there was no breakfast offered. "
The price is 1 463 kr
per night
19 Jun - 20 Jun
Massanutten Resort
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.

How many holiday rentals will I find in Madison?

With 16 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.

Recent reviews of Madison properties
Expedia verified reviews

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

5/5 Excellent
"One night. Bed was very comfortable. Clean rooms. The breakfast was delicious and had a great variety. I would definitely stay there again."
A verified traveller stayed at Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Posted 1 day ago
Country Inn & Suites by Radisson, Charlottesville-UVA, VA