Madison Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Madison vacation rentals

Terrace/patio

Charming 2-bedroom cottage in lovely Madison with WiFi, AC

Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Madison
10.0 out of 10, Exceptional, (18 reviews)
"We enjoyed our stay, we loved the property and location, so beautiful!!"
United States
Kelly M.
The price is ￥21,495
￥42,275 total
includes taxes & fees
Jun 9 - Jun 10
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Terrace/patio

The Cabin at the Lake

The Cabin at the Lake
Madison
9.8 out of 10, Exceptional, (54 reviews)
"Wonderful host and stay! "
United States
Donna H.
The price is ￥28,051
￥49,858 total
includes taxes & fees
Jun 24 - Jun 25
The Cabin at the Lake
Interior

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Madison
The price is ￥32,058
￥65,770 total
includes taxes & fees
Jun 10 - Jun 11
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Fridge, microwave, oven, stovetop

Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was excellent. The host was responsive to every need. The house was beautiful. The view from the front window is beautiful!! The bathtub and shower in the main bathroom is luxurious!! We would be willing to stay there again."
United States
Lori K.
The price is ￥31,257
￥64,887 total
includes taxes & fees
Jun 21 - Jun 22
Charming 4-bedroom house in Madison centrally located!
Exterior

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.6 out of 10, Exceptional, (16 reviews)
"Great host. Super clean. Excellent driving directions and walking info to get to the cabin. Awesome solution for people who love camping"
United States
Patrick
The price is ￥12,983
￥17,856 total
includes taxes & fees
Jun 9 - Jun 10
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Exterior

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
Stanardsville
9.4 out of 10, Exceptional, (107 reviews)
"Great place"
United States
Ouali
The price is ￥25,486
￥36,141 total
includes taxes & fees
Jul 6 - Jul 7
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Exterior

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (88 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is ￥37,668
￥49,706 total
includes taxes & fees
Jun 9 - Jun 10
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Fridge, microwave, oven, stovetop

The White Pine Loft: Perfect for Couples!

The White Pine Loft: Perfect for Couples!
Stanley
9.8 out of 10, Exceptional, (75 reviews)
"We were impressed how everything was clean and orderly!"
United States
Diane B.
The price is ￥33,661
￥43,716 total
includes taxes & fees
Jun 15 - Jun 16
The White Pine Loft: Perfect for Couples!
Indoor pool, outdoor pool

Mountainside Villas at Massanutten by Tripforth

Mountainside Villas at Massanutten by Tripforth
3.5 star property
McGaheysville
9.0 out of 10, Wonderful, (382 reviews)
"Excellent place Gina was amazing the reception"
United States
Dominick
The price is ￥31,030
￥41,328 total
includes taxes & fees
Jun 9 - Jun 10
Mountainside Villas at Massanutten by Tripforth
Outdoor spa tub

The Black Bear Lodge: Amazing Mountain Views!

The Black Bear Lodge: Amazing Mountain Views!
Stanley
9.8 out of 10, Exceptional, (82 reviews)
"Great views. Cabin is well organized and clean. Owners/Managers are quick to respond and easy to work with. Our third stay at this cabin."
United States
Wayne S.
The price is ￥43,759
￥54,309 total
includes taxes & fees
Jun 9 - Jun 10
The Black Bear Lodge: Amazing Mountain Views!
Property grounds

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (142 reviews)
"Loved the privacy we felt the whole time we were there"
United States
Erica S.
The price is ￥24,044
￥31,991 total
includes taxes & fees
Jun 9 - Jun 10
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Smart TV, fireplace, video games, DVD player

Skyline View: New build! A+ views! Spacious!

Skyline View: New build! A+ views! Spacious!
Stanley
10.0 out of 10, Exceptional, (76 reviews)
"We loved our stay. The house was spacious. We had no bad surprises "
United States
Ralph
The price is ￥35,584
￥59,446 total
includes taxes & fees
Jun 11 - Jun 12
Skyline View: New build! A+ views! Spacious!
Exterior

Luray farmhouse on the river

Luray farmhouse on the river
Luray
9.4 out of 10, Exceptional, (51 reviews)
"It was a beautiful place, relaxing, great for a group to cook, sit on a porch, next to the deep water of The Shenandoah River. Great beds, kitchen was easy for several people cooking at the same time"
United States
David S.
The price is ￥28,708
￥63,411 total
includes taxes & fees
Jun 15 - Jun 16
Luray farmhouse on the river
Terrace/patio

Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.

Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.
Luray
9.6 out of 10, Exceptional, (38 reviews)
"the host came mid stay to refill the hot tub! wasn’t expecting that at all. super attentive and kind hosts - beautiful stay! "
United States
Miranda B.
The price is ￥19,886
￥61,888 total
includes taxes & fees
Jun 9 - Jun 10
Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.
Exterior

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
Luray
9.8 out of 10, Exceptional, (50 reviews)
"Amazing stay in Luray, VA. House was very clean and up kept "
United States
Shedrick J.
The price is ￥23,082
￥56,554 total
includes taxes & fees
Jun 22 - Jun 23
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
Fireplace, DVD player

Clouds Mountain Cabin

Clouds Mountain Cabin
Rileyville
9.4 out of 10, Exceptional, (16 reviews)
"We had a very quiet nice stay it was nice to have the woods where we could walk the dogs. The drive up was a little difficult even with four wheel drive but definitely worth the view "
United States
Jessica S.
The price is ￥28,160
￥60,231 total
includes taxes & fees
Jun 9 - Jun 10
Clouds Mountain Cabin
Interior

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Luray
9.6 out of 10, Exceptional, (79 reviews)
"Very nice place and very well set up and welcoming."
United States
Adam Y.
The price is ￥21,038
￥50,089 total
includes taxes & fees
Jun 9 - Jun 10
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Property grounds

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Amissville
9.8 out of 10, Exceptional, (90 reviews)
"Hilltop Hideaway is a very charming house out in the middle of beautiful country by itself. We only stayed one night but we were very impressed with how clean the house is."
United States
Lisa S.
The price is ￥34,462
￥69,033 total
includes taxes & fees
Jun 9 - Jun 10
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Exterior

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Stanley
9.2 out of 10, Wonderful, (52 reviews)
"Great get away for the family. Quiet and relaxing. "
United States
Darla
The price is ￥24,286
￥55,333 total
includes taxes & fees
Jun 9 - Jun 10
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
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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Top Madison Hotel Reviews

Comfort Inn & Suites Charlottesville Hollymead Town Center

Comfort Inn & Suites Charlottesville Hollymead Town Center

10/10 Excellent
"Very clean and seemed new!"
Jessica 1-night trip
Posted 12 hours ago
Comfort Inn & Suites Charlottesville Hollymead Town Center

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

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Look no further and take a look at our great range of rental properties in Madison!

Frequently asked questions

Are there vacation rentals in Madison?

Yes, we offer vacation rentals near popular points of interest in Madison, or you can select a more secluded option if you're looking for relaxation. Madison is known for its mountain views.

What's the top vacation rental in Madison?

Mountainside Villas at Massanutten by Tripforth: Visitors like this Madison vacation home rental. It is located near skiing and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Amenities like kitchenware and free parking are also available for your convenience. You and your friends and family can relax into your vacation with amenities like an outdoor tennis court.

How many vacation rentals will I find in Madison?

With 23 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 get outside and enjoy nature. Other places in town to visit include Early Mountain Vineyards and Lawrence Beasley Park.

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.