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Madison Holiday Rentals

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Holiday Rentals in Madison

Property grounds
Old Rag View Horse Farm with Log Lodge and Treehouse
10.0 out of 10, Exceptional, (138)
"Great place in the mountains!"
Old Rag View Horse Farm with Log Lodge and Treehouse
Outdoor pool
Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, (180)
"Nice place"
Massanutten's Woodstone Meadows by Tripforth
Indoor pool, outdoor pool
Mountainside Villas at Massanutten by Tripforth
3.5 star property
9.0 out of 10, Wonderful, (250)
"The property itself met my expectations and was pleasant to stay at, however, upon check-in i was told that there would be an extra cleaning fee (expedia wont let me include the price but it was a good amount). I was a little surprised and wished they had made that more clear before i booked the property, but at that point i had to pay the fee. Following that, we were given a checklist of our duties upon checkout that included stripping the beds, washing all dishes, taking out the trash,...
Mountainside Villas at Massanutten by Tripforth
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Indoor pool, outdoor pool
Massanutten Resort by Tripforth
3.0 star property
7.8 out of 10, Good, (126)
"We enjoyed our stay at the Massanutten Resort. The resort offers many amenities and activities however everything must be purchased separately. I wish they offered an all inclusive option for families. The prices are high, but I guess that's as expected for a four seasons resort. The indoor waterpark was awesome! Getting to see the wildlife right off the balcony was amazing, everything from deer and groundhogs to birds and skunks! Gorgeous mountain views, secluded peaceful and quiet! (aside from...
Massanutten Resort by Tripforth
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
Cozy Log Cabin Hot Tub Stone Fireplace Mountain Views Couples Mountain Escape
10.0 out of 10, Exceptional, (53)
"Beautiful panoramic mountain view! Cabin was very cute and clean. It sits very close to other cabins. We had some difficulty with the front door lock because the battery was low and the TV remote batteries were dead. The bed is very firm and not comfortable at all. The picture/description said there was a swing but the swing has been removed. It has 2 chairs in its place. There was no covering over it so we were unable to use it due to rain. The area is very rural, takes 30-40 minutes to get...
Cozy Log Cabin Hot Tub Stone Fireplace Mountain Views Couples Mountain Escape
Indoor pool, outdoor pool
Massanuttens Shenandoah Villas by Tripforth
4.0 star property
7.6 out of 10, Good, (110)
"Great place to begin hold family "
Massanuttens Shenandoah Villas by Tripforth
Exterior
The Great Escape - Near everything yet off the beaten path
10.0 out of 10, Exceptional, (352)
"Beautiful home has everything you need and more. Our dogs loved the spacious back yard. George Washington Forest is very close. Perfect area to hike and take in all the beauty this location has to offer."
The Great Escape - Near everything yet off the beaten path
Fridge, microwave, oven, stovetop
Newly-built in Massanutten Resort Prime Area, Pool Table, Six Smart TVs, Gas FP
10.0 out of 10, Exceptional, (142)
"Nice place to stay, lots of room."
Newly-built in Massanutten Resort Prime Area, Pool Table, Six Smart TVs, Gas FP
Exterior
Helms Mountain Getaway with Hi Speed Internet
9.6 out of 10, Exceptional, (39)
"The only way to describe the view is to see it"
Helms Mountain Getaway with Hi Speed Internet
Property grounds
Star view cabin-Riverfront
9.8 out of 10, Exceptional, (276)
"My husband and I stayed for a short weekend away from the city. This place is the perfect place to disconnect and surround yourself with nature and beautiful views. Only suggestion that I have for guests is to be sure you bring towels, cooking oil, extra paper towells, and coffee/tea of your choice. Otherwise, everything is provided!"
Star view cabin-Riverfront
Lake
Above The Rivers Edge Cabin #1
9.8 out of 10, Exceptional, (151)
"It was great clean property quiet secluded just overall great me and the wife really enjoyed it"
Above The Rivers Edge Cabin #1
Fridge, microwave, oven, stovetop
Tree top home in Massanutten next to slopes
9.6 out of 10, Exceptional, (70)
"PERFECT location on a quiet street in Massanutten Resort. We were able to bring our dog and enjoyed walks on the quiet street mornings and evenings w him. Our three boys had a blast at our first-ever visit to Massanutten Resort: we enjoyed the waterpark, zip line, go-karts/bumper cars, putt-putt and explored (but didn’t have a chance to use) the resort recreation centers with pools, basketball, arcades and pool tables. So much to do - we were never bored. Returning to the house for lunch and...
Tree top home in Massanutten next to slopes
Fridge, microwave, oven, stovetop
Massanutten, easy drive to slopes!, lower level entrance, Pet-friendly, JMU,
9.4 out of 10, Exceptional, (25)
"Very nice house, we stayed here for 5 nights and I’d recommend it to anyone that wants to utilize it for Massanutten or Shenandoah national park."
Massanutten, easy drive to slopes!, lower level entrance, Pet-friendly, JMU,
Exterior
NEW! Game Room-Fireplace-FREE Resort Rec Passes!
10.0 out of 10, Exceptional, (3)
"We have been coming to Massanutten for several years with the family. This home was one of our favorites. The home is roomy.(there were 12 of us)...with the two kitchen tables upstairs for everyone to sit at. The location to the ski resort is perfect. The kids enjoyed the game room. We only stayed for a long weekend but I can see that this house would be great for a week vacation with the two kitchens."
NEW! Game Room-Fireplace-FREE Resort Rec Passes!
Outdoor pool
HOT TUB! Fireplace! Mtntop! 5 BDMS! 3 LEVELS OF AWESOME! Pet Friendly
9.8 out of 10, Exceptional, (125)
"Great property and host! Will be back to this house in the future!"
HOT TUB! Fireplace! Mtntop! 5 BDMS! 3 LEVELS OF AWESOME! Pet Friendly
Property grounds
Alpine Vista- One of the best views- Brand New Renovations -3 King Beds!
9.6 out of 10, Exceptional, (83)
"Great home with a lovely view of the valley. Great area with the resort, and a nice golf course. House was very accommodating. 9 of us had room to spare."
Alpine Vista- One of the best views- Brand New Renovations -3 King Beds!
Exterior
Cozy modern cabin - the squirrel's nest
9.4 out of 10, Exceptional, (199)
"We had a great time staying at the Squirrel’s Nest. The location is secluded but still only 15 minutes away from Shenandoah. The cabin was warm & cozy and a perfect escape from everyday life. Hot tub was a plus!"
Cozy modern cabin - the squirrel's nest
Pool
Secluded Log Cottage Hot tub on Deck Two Person Whirlpool Tub Fire Place wifi
8.0 out of 10, Very good, (72)
"We had a great time getting away and having a secluded, private and peaceful place to stay. We drove around Shenandoah’s Sky Line Dr and came back to amazing weather and spent a few hours in the hot tub. Accessing the property was easy peasy and the property manager was super quick to respond to any questions. Very relaxing, exactly what we needed! With that being said…the cleanliness was my biggest issue. The futon in the living room is red with black stains all over it, just filthy. We had...
Secluded Log Cottage Hot tub on Deck Two Person Whirlpool Tub Fire Place wifi
Aerial view
The Summit at Massanutten Resort by Tripforth
3.5 star property
9.2 out of 10, Wonderful, (45)
"Very nice place to stay, enough space, very clean and close to a lot of activities. We would stay here again"
The Summit at Massanutten Resort by Tripforth
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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

Property grounds
Old Rag View Horse Farm with Log Lodge and Treehouse
10.0 out of 10, Exceptional, (138)
"Great place in the mountains!"
Old Rag View Horse Farm with Log Lodge and Treehouse
Front of property
English Inn of Charlottesville
3.0 star property
9.0 out of 10, Wonderful, (1660)
"Nice place. Receptionist at check in not very friendly, but she got the job done"
The price is HK$977
HK$1,107 total
includes taxes & fees
21 May - 22 May
English Inn of Charlottesville
2 indoor pools, seasonal outdoor pool, pool loungers, lifeguards on site
Massanutten Resort
2.5 star property
8.2 out of 10, Very good, (293)
"Beautiful area!"
The price is HK$773
HK$1,023 total
includes taxes & fees
21 May - 22 May
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 in Madison close to Sweely Estate Winery, 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's Woodstone Meadows by Tripforth: This holiday home rental outside of Madison is located near skiing, and has an outdoor pool, an arcade/games room and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. Another good choice for your trip to Madison is Old Rag View Horse Farm with Log Lodge and Treehouse.

How many holiday rentals will I find in Madison?

With 17 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 enjoy the outdoors, whereas family-friendly attractions include Sweely Estate Winery. In the wider area, you’ll find Early Mountain Vineyards and Montpelier.

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.