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.
Vacation RentalsVacation Rentals

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)
"Hose was excellent, great communication, helpful, answered questions, even returned items inadvertently left behind. Location was great for activities around the national park and caverns."
United States
Tracy P.
$101 nightly
The price is $112
Oct 4 - Oct 5
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, (31 reviews)
"Kids absolutely loved the property with many kinds of animals!"
United States
Ikuo
$177 nightly
The price is $197
Oct 6 - Oct 7
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, (64 reviews)
"Great view and access to the lake!"
United States
Leti H.
$263 nightly
The price is $292
Oct 4 - Oct 5
Total with taxes and fees
The Cabin at the Lake
A tent set up in a forested area with a checkered mat inside.

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
Oct 7 - Oct 8
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
Oct 4 - Oct 5
Total with taxes and fees
Charming 4-bedroom house in Madison centrally located!
A spacious kitchen with modern appliances, a dining area with a large table, and a cozy living area with a sofa and coffee table.

7. 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
Oct 4 - Oct 5
Total with taxes and fees
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
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, (27 reviews)
"Wonderful house. Great location for hiking old rag."
United States
Jeffrey C.
$606 nightly
The price is $675
Oct 4 - Oct 5
Total with taxes and fees
Walk to Old Rag | Hot Tub | Mountain Farmhouse
S'mores anyone?

9. 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.
$703 nightly
The price is $782
Oct 26 - Oct 27
Total with taxes and fees
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
A spacious living room with a high wooden ceiling, large windows, a sofa, armchairs, a coffee table, and a dining area.

10. 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, (73 reviews)
"Wonderful house and great setting; will go back!"
United States
Jay R.
$658 nightly
The price is $732
Oct 4 - Oct 5
Total with taxes and fees
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
A cabin with a dining table set for a meal, a bicycle, and a sign indicating the name 'Vangelis'.

11. 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, (143 reviews)
"Loved everything about my stay, customer service was amazing and I’m definitely making this an animal visit!"
United States
Promise
$175 nightly
The price is $198
Nov 3 - Nov 4
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
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
Oct 5 - Oct 6
Total with taxes and fees
Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
A spacious living room with a large beige sectional sofa, two blue armchairs, a wooden coffee table, and a floor lamp.

13. 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, (145 reviews)
"A very nice place. Very clean and comfortable. Would definitely stay again."
United States
Stephanie
$110 nightly
The price is $124
Nov 1 - Nov 2
Total with taxes and fees
Boardwalk Hotel on Lake Anna by Kasa
A wooden cabin with a staircase leading to a covered porch, surrounded by a gravel area and a wooden fence.

14. Wood Haven Lodge 2 bedroom

Wood Haven Lodge 2 bedroom
Elkton
10.0 out of 10, Exceptional, (13 reviews)
"Excellent property with beautiful views just minutes from Shenandoah National Park. Wake up to cows and horses, go about your day, then return to this cozy cabin with everything you might need. I loved this place!"
United States
Cassie D.
$187 nightly
The price is $206
Oct 5 - Oct 6
Total with taxes and fees
Wood Haven Lodge 2 bedroom
A wooden deck with Adirondack chairs and a table, surrounded by dense forest and a stream.

15. 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, (98 reviews)
"The house is very clean and supplied with everything you will need."
United States
Mike I.
$217 nightly
The price is $246
Oct 8 - Oct 9
Total with taxes and fees
The House in the Holla at the foot of Shenandoah National Park
A house with a brick chimney, a small window, and a wooden deck.

16. Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (45 reviews)
"The stay was great. Very close to all the nearby attractions and 30 minutes to skyline drive"
United States
vishal k.
$153 nightly
The price is $164
Oct 12 - Oct 13
Total with taxes and fees
Newly renovated entire guest suite in Orange County.
Outdoor dining

17. 10 mins from Shenandoah National Park ~ Cozy Cabin

10 mins from Shenandoah National Park ~ Cozy Cabin
Elkton
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay there, it was only a night but the cottage has everything you need for a relaxing trip. The hot tub was super easy to use and the view of the woods was beautiful."
United States
Tamsin D.
$243 nightly
The price is $268
Oct 4 - Oct 5
Total with taxes and fees
10 mins from Shenandoah National Park ~ Cozy Cabin
A forested area with a fire pit and Adirondack chairs.

18. Moonfire Farm Shenandoah region cozy getaway

Moonfire Farm Shenandoah region cozy getaway
Barboursville
9.8 out of 10, Exceptional, (42 reviews)
"It was a very pleasant stay. We chatted it up with Stuart the owner he was very nice. The place was super clean and we had everything we needed. We would totally stay again. Great experience!"
United States
Matt
$187 nightly
The price is $214
Oct 4 - Oct 5
Total with taxes and fees
Moonfire Farm Shenandoah region cozy getaway
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, (30 reviews)
"Great place to stay with a very responsive and flexible host! Check in and check out was very easy"
United States
Ron G.
$256 nightly
The price is $280
Oct 5 - Oct 6
Total with taxes and fees
Shenandoah Valley Yurt
A wooden staircase leading to a deck with a railing, a potted plant, and a metal chair.

20. Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
Stanardsville
9.8 out of 10, Exceptional, (58 reviews)
"This was a beautiful and quiet place to spend your nights between hiking and exploring Shenandoah national park! Highly recommend and would come back!"
United States
Anna
$165 nightly
The price is $187
Oct 11 - Oct 12
Total with taxes and fees
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
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

Massanutten Resort

Massanutten Resort

10/10 Excellent
"Great for Family with kids ."
Tohidul 2-night trip
Posted 1 hour ago
Massanutten Resort

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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