Photo by Phil Martin

Holiday Homes in Madison

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Featured Holiday Homes in Madison

Mountainside Villas at Massanutten by Tripforth
3.5 star property
9.0 out of 10, Wonderful, (269)
"Price was fair and enough room for our family"
Mountainside Villas at Massanutten by Tripforth
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
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
Massanutten's Regal Vistas by Tripforth
3.5 star property
8.6 out of 10, Excellent, (49)
"one negative point here is - there are lot many cockroaches. You must do serious pesticide treatment for the entire building to get rid of cockroaches from kitchen to bath-tub to bed."
Massanutten's Regal Vistas by Tripforth
Lux Resort Home - Spectacular multi deck private woods view-Hot Tub Pet Friendly
9.6 out of 10, Exceptional, (4)
"We enjoyed our stay at the wonderful house in a lovely treed area."
The price is AU$976
includes taxes & fees
13 Nov - 14 Nov
Lux Resort Home - Spectacular multi deck private woods view-Hot Tub Pet Friendly
Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball
10.0 out of 10, Exceptional, (360)
"This property was perfect for our trip up to JMU for a football game! The home had plenty of space and a great room set up for 3 families of three with infants. It is hard to find houses that fit 12 with mostly queen/king bed options, so I was really excited to find this property! The house’s proximity to the resort entrance made for quick trips to Harrisonburg. There were a lot of specific directions to follow for check out that were hung all around the property’s walls, including running a...
Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball
Private Hot Tub and Resort Amenities Included!
9.6 out of 10, Exceptional, (34)
"Had a great time. Always love Massanutten "
Private Hot Tub and Resort Amenities Included!
A Comfortable Home | Walking Distance To Amenities | New Hot Tub | Just Relax
9.6 out of 10, Exceptional, (4)
"Great location to be close to the ski area and mountain golf course, bedrooms were nice and clean. living room was a little small but overall and nice place to stay"
A Comfortable Home | Walking Distance To Amenities | New Hot Tub | Just Relax
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
The House in the Holla at the foot of Shenandoah National Park
9.8 out of 10, Exceptional, (36)
"Beautiful property, and perfect location. "
The price is AU$405
includes taxes & fees
13 Nov - 14 Nov
The House in the Holla at the foot of Shenandoah National Park
RiverFront Country Home with Blue Mountain Views
9.8 out of 10, Exceptional, (22)
"Place was awesome. There was a great view from the front porch. There is a gas station less than a half mile away, which is very convenient. We were able to get to either Monticello or Montpelier in less than an hour. The town of Crozet is about 40 minutes away, which also has plenty to do. The location made it easy for us to get to all the places we wanted to go. I would absolutely stay at this place again."
RiverFront Country Home with Blue Mountain Views
Pet Friendly Massanutten Resort Home, Fireplace, Game Room, and Free Access to Select Resort Amenities!
8.8 out of 10, Excellent, (40)
"evjoyed our stay "
Pet Friendly Massanutten Resort Home, Fireplace, Game Room, and Free Access to Select Resort Amenities!
Cabin, Pool, Hot Tub, Lake, Wineries and Mountains Oh My!
10.0 out of 10, Exceptional, (49)
"This property is an amazing hidden gem that we consider ourselves very fortunate to have found. Driving up the wooded driveway not only takes you to this wonderful home but to an incredible oasis. I can't rave enough about how clean everything was. We always rent mid-late August and very frequently properties are looking pretty tired after being rented all summer. This was not the case with Blue Bird. It was immaculate, including the windows! I loved, Loved, LOVED that the trees on the...
Cabin, Pool, Hot Tub, Lake, Wineries and Mountains Oh My!
Scenic mountain getaway with a firepit and amazing views
10.0 out of 10, Exceptional, (24)
"Nice/Clean place with great views. Be prepared the drive to the property is a mile of gravel/offroad "
Scenic mountain getaway with a firepit and amazing views
Mosaic House at Massanutten with Hot Tub, Firepit, Game Room- Golf, Hike, Bike, Ski!
10.0 out of 10, Exceptional, (11)
"Disappointed there was not a fire pit as described. Place was well furnished "
Mosaic House at Massanutten with Hot Tub, Firepit, Game Room- Golf, Hike, Bike, Ski!
Spacious Retreat with Outdoor Firepit & Large Deck
9.8 out of 10, Exceptional, (14)
"7 of us stayed here for a weekend and we couldn't have been happier with the house and the host! Lots of room for all of us, and even room for a few more. House was clean and comfortable, and Anna was more than accommodating! "
The price is AU$469
includes taxes & fees
13 Nov - 14 Nov
Spacious Retreat with Outdoor Firepit & Large Deck
Overlook Mountain Cabin
9.8 out of 10, Exceptional, (153)
"The drive up the mountain to the property was fun and exciting—book this house and you'll see what I mean :) There’s ample parking too. The house was spotless, with a deck offering magnificent valley views. The sunset was beautiful, the internet was excellent, and the privacy was perfect—we didn’t want to leave! If you’re looking for a romantic spot, this is it! It's also ideal for families; the hike to the waterfall is great for kids, even if there’s no waterfall (it only flows during the rainy...
The price is AU$516
includes taxes & fees
18 Nov - 19 Nov
Overlook Mountain Cabin
Shenandoah Holiday Gem: 2 King Suites, Open Concept, Waterpark, Ski, Snow Tube
10.0 out of 10, Exceptional, (27)
"Babbling Brook is an awesome house!! It has all the amenities you could ever want. It was beautiful, comfy, spacious and we loved & enjoyed every minute of our stay there. We especially loved evenings on the deck with the gas fire pit. Our host made everything very easy with how to videos & instructions. She was also extremely attentive and quickly responded to questions. I give Babbling Brook my highest recommendation and would definitely stay there again!!"
The price is AU$723
includes taxes & fees
13 Nov - 14 Nov
Shenandoah Holiday Gem: 2 King Suites, Open Concept, Waterpark, Ski, Snow Tube
Be Our Guest at Massanutten Resort
10.0 out of 10, Exceptional, (123)
"Very nice property that is well maintained with a great support team to help and support all aspects of the rental. We will be back again early next year "
Be Our Guest at Massanutten Resort
Hot Tub*Resort Rec Included*Pets*Games
9.6 out of 10, Exceptional, (9)
"Super cute house. Never really have to leave the resort area to have a great weekend away. Would return. "
Hot Tub*Resort Rec Included*Pets*Games
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
10.0 out of 10, Exceptional, (150)
"What a great spot to get away. Orchards are nearby and the view is phenomenal. Property overall is amazing and everyone was in love with the house and grounds. Richard is extremely responsive and a great owner."
Old Rag View Horse Farm with Log Lodge and Treehouse
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
3.5 star property
9.0 out of 10, Wonderful, (269)
"Price was fair and enough room for our family"
Mountainside Villas at Massanutten 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.