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Madison Vacation Rentals

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Vacation 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)
"The hot tub did do work fire place was complicated and romote needs batteries but it was beautiful "
Massanuttens Shenandoah Villas by Tripforth
Exterior
The Great Escape - Near everything yet off the beaten path
10.0 out of 10, Exceptional, (352)
"We enjoyed our stay"
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)
"This cabin was very comfortable and clean! The kitchen was well equipped for all our needs. The views from the inside are just as spectacular on the outside. While the house is not directly on the reiver that was okay. We figured it would be hard to find a house right on the river with amazing views of the mountains off in the distance. The walk down to the river is not bad. It takes about 7 or so minutes. I highly recommend boots or something other than standard shoes if you go before the dew...
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)
"My family and the grandparents all had a nice stay at this location. Nice location just outside of Harrisonburg, away from the crowds of students/parents on a very busy weekend, Stay was comfortable and we had plenty of room. Used the big kitchen table to play cards and enjoyed the hot tub on our last night. Thanks!"
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
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.

Madison Vacation Rental Travel Info

Number of vacation rentals
4
Popular accommodation
Madison private vacation homes
Known landmarks
Early Mountain Vineyards
International airport
Charlottesville, VA (CHO-Charlottesville-Albemarle)

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, (1664)
"Nice place. Receptionist at check in not very friendly, but she got the job done"
The price is CA $146
CA $165 total
includes taxes & fees
May 20 - May 21
English Inn of Charlottesville
2 indoor pools, seasonal outdoor pool, sun loungers, lifeguards on site
Massanutten Resort
2.5 star property
8.2 out of 10, Very good, (294)
"Beautiful area!"
The price is CA $135
CA $178 total
includes taxes & fees
May 19 - May 20
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.

Everything you need to know about Madison vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madison vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Madison vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there vacation rentals in Madison?

Yes, we offer vacation rentals in Madison near Sweely Estate Winery, or you can go with a more secluded option if you're looking for a relaxing stay. Madison is known for its mountain views.

What's the top vacation rental in Madison?

Massanutten's Woodstone Meadows by Tripforth: You might want to consider this vacation home rental near Madison, which is located near skiing and has an outdoor pool, an arcade game room, and a barbecue grill 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 vacation rentals will I find in Madison?

With 17 Expedia vacation rentals, you're sure 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 larger area, you’ll find Early Mountain Vineyards and Montpelier.

What are vacation rentals like in Madison?

Vacation rentals are private accommodations you can book for a short or long stay in Madison. Vacation rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family getaway.

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
C ville
"Nice clean room. Great shower"
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