A mountainous landscape with large boulders and distant hills.

Madison County Vacation Rentals

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Top Cities in Madison County

A forest stream with rocks and trees.
Vacation RentalsVacation Rentals

Syria

Syria

Our top choices for Madison County vacation rentals

Interior

Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Etlan
10.0 out of 10, Exceptional, (22 reviews)
"Fantastic place, so relaxing and beautiful. Host was responsive and extremely helpful. "
United States
Mack
The price is CA $192
CA $297 total
includes taxes & fees
Jul 8 - Jul 9
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
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 CA $115
CA $160 total
includes taxes & fees
Jul 8 - Jul 9
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Dining

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (17 reviews)
"Host was communicative with easy check in instructions. Loved the location in relation to a local brewery and winery. The bakery and breakfast restaurant on the Main Street were fantastic as easy to walk to. "
United States
Sophie
The price is CA $197
CA $361 total
includes taxes & fees
Jul 6 - Jul 7
Historic Madison Eagle Inn
Terrace/patio

The Cabin at the Lake

The Cabin at the Lake
Madison
9.8 out of 10, Exceptional, (57 reviews)
"I was a great stay. Serene and secluded."
United States
Eugene L.
The price is CA $248
CA $450 total
includes taxes & fees
Jul 9 - Jul 10
The Cabin at the Lake
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 CA $263
CA $562 total
includes taxes & fees
Jul 2 - Jul 3
Charming 4-bedroom house in Madison centrally located!
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 CA $277
CA $585 total
includes taxes & fees
Jul 12 - Jul 13
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
TV, fireplace, video games, DVD player

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
Etlan
9.4 out of 10, Exceptional, (72 reviews)
"Wonderful house and great setting; will go back!"
United States
Jay R.
The price is CA $632
CA $1,039 total
includes taxes & fees
Jul 5 - Jul 6
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
View from property

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.5 star property
Stanardsville
9.4 out of 10, Exceptional, (108 reviews)
"Great place"
United States
Ouali
The price is CA $240
CA $336 total
includes taxes & fees
Jul 14 - Jul 15
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Lobby

Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (43 reviews)
"Very clean close to every and anything local food was amazing and host had a book that showed a lot about the area which came in handy and grounds was so nice games was fun and pit was amazing bed was so comfortable shower pressure was great water was nice an hot too will come back "
United States
Varnell
The price is CA $141
CA $159 total
includes taxes & fees
Jul 8 - Jul 9
Roadhaven1830
Smart TV, stereo

Cozy Retreat - Hot tub + Mountain Views + Pets

Cozy Retreat - Hot tub + Mountain Views + Pets
Fort Valley
9.8 out of 10, Exceptional, (68 reviews)
"We enjoyed the hot tub, the views, and the easy check in/check out."
United States
Dakota B.
The price is CA $206
CA $484 total
includes taxes & fees
Jul 26 - Jul 27
Cozy Retreat - Hot tub + Mountain Views + Pets
Interior

Boardwalk Hotel on Lake Anna by Kasa

Boardwalk Hotel on Lake Anna by Kasa
4.0 star property
Louisa
9.2 out of 10, Wonderful, (101 reviews)
"The hotel and shower products are very nice, room has a huge mirror."
United States
Ksenia
The price is CA $199
CA $223 total
includes taxes & fees
Jul 5 - Jul 6
Boardwalk Hotel on Lake Anna by Kasa
Exterior detail

Creekside Villa 1 bedroom

Creekside Villa 1 bedroom
Elkton
9.8 out of 10, Exceptional, (10 reviews)
"Great place. Close to everything "
United States
Allen
The price is CA $62
CA $194 total
includes taxes & fees
Jul 5 - Jul 6
Creekside Villa 1 bedroom
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, (41 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 CA $181
CA $585 total
includes taxes & fees
Jul 8 - Jul 9
Lake-view! Hot Tub! Fire Pit. Grill. Game Room. King bed.
Dining

1987 “OAK SPRINGS”- Majestic-Tranquil-Serene…

1987 “OAK SPRINGS”- Majestic-Tranquil-Serene…
Luray
9.4 out of 10, Exceptional, (9 reviews)
"The cabin and host were excellent. "
United States
John
The price is CA $236
CA $397 total
includes taxes & fees
Jul 6 - Jul 7
1987 “OAK SPRINGS”- Majestic-Tranquil-Serene…
Exterior

Wood Haven Lodge 2 bedroom

Wood Haven Lodge 2 bedroom
Elkton
10.0 out of 10, Exceptional, (7 reviews)
"Had a great stay. Property was clean and cozy. Beautiful views. Loved the farm setting! "
United States
Timea Z.
The price is CA $172
CA $349 total
includes taxes & fees
Jul 7 - Jul 8
Wood Haven Lodge 2 bedroom
Exterior

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (27 reviews)
"The property is perfect for a weekend getaway for a couple of a small family with kids. I really enjoyed my stay and would recommend it."
United States
Ronald
The price is CA $177
CA $320 total
includes taxes & fees
Jul 6 - Jul 7
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Exterior

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Stanley
9.2 out of 10, Wonderful, (54 reviews)
"Great get away for the family. Quiet and relaxing. "
United States
Darla
The price is CA $215
CA $497 total
includes taxes & fees
Jul 12 - Jul 13
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Property grounds

The House in the Holla at the foot of Shenandoah National Park

The House in the Holla at the foot of Shenandoah National Park
Stanardsville
9.6 out of 10, Exceptional, (90 reviews)
"We absolutely loved our stay here! Being able to hear the river all the time was dreamy. Everything in the house was clean and comfortable. It was perfect for us and we would love to return in the future! "
United States
Victoria W.
The price is CA $166
CA $349 total
includes taxes & fees
Jul 5 - Jul 6
The House in the Holla at the foot of Shenandoah National Park
Living area

Shenandoah Valley Yurt

Shenandoah Valley Yurt
Stanley
9.6 out of 10, Exceptional, (16 reviews)
"Cute property and attentive host!"
United States
Tracy S.
The price is CA $157
CA $338 total
includes taxes & fees
Jul 7 - Jul 8
Shenandoah Valley Yurt
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 CA $213
CA $283 total
includes taxes & fees
Jul 8 - Jul 9
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
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 County Hotel Reviews

Comfort Inn & Suites Charlottesville Hollymead Town Center

Comfort Inn & Suites Charlottesville Hollymead Town Center

10/10 Excellent
"Great stay! Clean, good breakfast"
Marlana 1-night trip
Posted less than an hour ago
Comfort Inn & Suites Charlottesville Hollymead Town Center

Find out more about Madison County

Everything you need to know about Madison County 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 County 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 County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Madison County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison County. 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 County 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 County vacation rentals we have selected for you start as low as CA $159 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madison County rentals

At Expedia, we put the best Madison County 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 County 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 County 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 County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.