A mountainous landscape with large boulders and distant hills.

Vacation Rentals in Madison County

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Top Cities in Madison County

A forest stream with rocks and trees.
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Syria

Syria

Our top choices for Madison County vacation rentals

A cabin with a wooden deck, two chairs, a red door, and a window.

1. Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.8 out of 10, Exceptional, (21 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
$101 nightly
The price is $112
Sep 23 - Sep 24
Total with taxes and fees
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
A modern kitchen with a central island, bar stools, and pendant lighting.

2. 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, (28 reviews)
"Kids absolutely loved the property with many kinds of animals!"
United States
Ikuo
$162 nightly
The price is $181
Sep 23 - Sep 24
Total with taxes and fees
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
A spacious dining area with a central table surrounded by chairs, a chandelier, and wine bottles on the table.

3. Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Great place - clean and very easy parking. The bed was comfortable too!"
United States
Tracy
$237 nightly
The price is $247
Oct 4 - Oct 5
Total with taxes and fees
Historic Madison Eagle Inn
A covered deck with blue and turquoise Adirondack chairs, a white chair, and a green doormat.

4. The Cabin at the Lake

The Cabin at the Lake
Madison
9.6 out of 10, Exceptional, (62 reviews)
"Great view and access to the lake!"
United States
Leti H.
$263 nightly
The price is $292
Sep 23 - Sep 24
Total with taxes and fees
The Cabin at the Lake
A rustic outdoor seating area with a table and chairs surrounded by a forest.

5. Butterfly Camp near Old Rag Mountain and Shenandoah National Park

Butterfly Camp near Old Rag Mountain and Shenandoah National Park
Etlan
$158 nightly
The price is $175
Sep 23 - Sep 24
Total with taxes and fees
Butterfly Camp near Old Rag Mountain and Shenandoah National Park
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

6. Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (3 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.
$394 nightly
The price is $439
Sep 23 - Sep 24
Total with taxes and fees
Charming 4-bedroom house in Madison centrally located!

7. Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse

Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Sperryville
10.0 out of 10, Exceptional, (28 reviews)
"The property was great -- would definitely book again!"
United States
Everett R.
$504 nightly
The price is $557
Sep 23 - Sep 24
Total with taxes and fees
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
A log cabin interior with a wooden ceiling, a black leather sofa, white armchairs, and a rustic dining area.

8. Walk to Old Rag | Hot Tub | Mountain Farmhouse

Walk to Old Rag | Hot Tub | Mountain Farmhouse
Sperryville
10.0 out of 10, Exceptional, (26 reviews)
"Great house! Perfect for a hike at Old Ray. Nice owners too!"
United States
Mary Margaret R.
$536 nightly
The price is $592
Sep 23 - Sep 24
Total with taxes and fees
Walk to Old Rag | Hot Tub | Mountain Farmhouse
A spacious kitchen with modern appliances, a dining area with a large table, and a cozy living area with a sofa and coffee table.

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

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Madison
8.0 out of 10, Very good, (1 review)
"Positive Highlights: quiet location still close to Skyline Drive, amenities, fresh interior recently modernized, love for details (charging cables, coffee bar, etc)"
United States
Birgit W.
$412 nightly
The price is $459
Sep 23 - Sep 24
Total with taxes and fees
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
A black RV with a wooden deck and steps leading to a covered area.

10. 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, (141 reviews)
"Fantastic stay!! Everything was perfect."
United States
Humberto
$169 nightly
The price is $191
Sep 23 - Sep 24
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
A spacious living room with a large beige sectional sofa, two blue armchairs, a wooden coffee table, and a floor lamp.

11. Boardwalk Hotel on Lake Anna by Kasa

Boardwalk Hotel on Lake Anna by Kasa
4.0 star property
Louisa
9.0 out of 10, Wonderful, (141 reviews)
"A very nice place. Very clean and comfortable. Would definitely stay again."
United States
Stephanie
$107 nightly
The price is $120
Sep 30 - Oct 1
Total with taxes and fees
Boardwalk Hotel on Lake Anna by Kasa
A two-story house with a stone facade, a front porch, and a well-maintained lawn.

12. Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (30 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
$198 nightly
The price is $224
Sep 24 - Sep 25
Total with taxes and fees
Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
A small, single-story wooden cabin with a white-framed door and a small porch.

13. Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Rixeyville
9.8 out of 10, Exceptional, (11 reviews)
"Perfect little house. Clean and very nice host."
United States
Debbie G.
$216 nightly
The price is $228
Sep 23 - Sep 24
Total with taxes and fees
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
A wooden deck with Adirondack chairs and a table, surrounded by dense forest and a stream.

14. 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
9.8 out of 10, Exceptional, (97 reviews)
"The house is very clean and supplied with everything you will need."
United States
Mike I.
$217 nightly
The price is $246
Sep 23 - Sep 24
Total with taxes and fees
The House in the Holla at the foot of Shenandoah National Park

15. Charming Cottage w/ Incredible Views & Firepit

Charming Cottage w/ Incredible Views & Firepit
Stanley
10.0 out of 10, Exceptional, (25 reviews)
"Nice quaint house in the country"
United States
Adam R.
$319 nightly
The price is $356
Sep 23 - Sep 24
Total with taxes and fees
Charming Cottage w/ Incredible Views & Firepit
A two-story residential building with a front porch, a pathway leading to the entrance, and a well-maintained lawn.

16. Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (51 reviews)
"Wow what an awesome place to stay!! Clean and so nice. I highly recommend."
United States
Mickey
$132 nightly
The price is $149
Oct 12 - Oct 13
Total with taxes and fees
Roadhaven1830
A wooden deck with two sliding glass doors leading to a covered patio area.

17. Creekside Villa 1 bedroom

Creekside Villa 1 bedroom
Elkton
10.0 out of 10, Exceptional, (13 reviews)
"Clean room and great space."
United States
Makenzi
$124 nightly
The price is $137
Oct 19 - Oct 20
Total with taxes and fees
Creekside Villa 1 bedroom
A wooden cabin with a staircase leading to a covered porch, surrounded by a gravel area and a wooden fence.

18. Wood Haven Lodge 2 bedroom

Wood Haven Lodge 2 bedroom
Elkton
10.0 out of 10, Exceptional, (13 reviews)
"Had a great stay. Property was clean and cozy. Beautiful views. Loved the farm setting! "
United States
Timea Z.
$194 nightly
The price is $214
Sep 30 - Oct 1
Total with taxes and fees
Wood Haven Lodge 2 bedroom
A cozy interior with a bed, a sofa, a wooden wall, and a small table.

19. Shenandoah Valley Yurt

Shenandoah Valley Yurt
Stanley
9.8 out of 10, Exceptional, (28 reviews)
"Great place to stay with a very responsive and flexible host! Check in and check out was very easy"
United States
Ron G.
$250 nightly
The price is $273
Sep 23 - Sep 24
Total with taxes and fees
Shenandoah Valley Yurt
A modern house with a deck, surrounded by a well-maintained lawn and trees.

20. Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Stanley
9.2 out of 10, Wonderful, (59 reviews)
"Absolutely wonderful stay in every way!! Would definitely rent this house again!!! "
United States
Kim W.
$335 nightly
The price is $349
Sep 24 - Sep 25
Total with taxes and fees
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 County Hotel Reviews

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

10/10 Excellent
"We enjoyed the stay at Mimslyn very much! It is walking distance to town if you don’t mind walking up the hill which we did not. The rooms were a bit small and I would recommend removing a piece of furniture or two to give guests a bit more space but the rooms seemed clean. We traveled with an infant and didn’t realize how much we would need a fridge and microwave so that was a bit of a challenge, but the staff was incredibly accommodating with allowing us to store our baby medical items with them. I cannot express enough how wonderful the staff is here. The only thing that would give me pause about staying here again is the lack of a mini fridge, but all in all the staff truly made the experience wonderful."
Jennifer 2-night trip
Posted 11 hours ago
Mimslyn Inn Historic Hotels Of America

Find out more about Madison County

Discover your perfect Madison County vacation rental with Expedia

How many vacation rentals are available in Madison County?


Expedia has plenty of vacation rentals to choose from in and around  Madison County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Madison County?


The selection of Madison County vacation rentals we have selected for you start as low as $112 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Madison County?


Vacation rentals in Madison County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Madison County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Madison County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. 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. 


How do I find the best deal on a vacation rental in Madison County?


Find vacation rentals in Madison County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Madison County.  


What amenities are available in a vacation rental in Madison County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Madison County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Madison County?   


Everytime is a great time to head to Madison County! Staying in a Madison County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Madison County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Madison County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Madison County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Madison County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.  


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