Madison Vacation Rentals

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    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Madison vacation rentals

Terrace/patio

The Cabin at the Lake

The Cabin at the Lake
Madison
9.8 out of 10, Exceptional, (50 reviews)
"Wonderful host and stay! "
United States
Donna H.
$260 nightly
The price is $286
May 25 - May 26
Total with taxes and fees
The Cabin at the Lake
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.
$270 nightly
The price is $298
Jun 7 - Jun 8
Total with taxes and fees
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Dining

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (15 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
$248 nightly
The price is $258
Jun 1 - Jun 2
Total with taxes and fees
Historic Madison Eagle Inn
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.
$367 nightly
The price is $405
Jun 1 - Jun 2
Total with taxes and fees
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
$367 nightly
The price is $405
May 31 - Jun 1
Total with taxes and fees
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
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, (101 reviews)
"My stay at Postcard Cabins was amazing. I really enjoyed my time here and would definitely come back again. The cabin was quiet, clean, and had everything I needed for a relaxing stay. The view was beautiful, and I especially loved the peaceful quiet time I got to spend here. It was the perfect place to unwind and disconnect for a day."
United States
Mona
$192 nightly
The price is $218
Jun 21 - Jun 22
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Property grounds

Elegant Cottage on 600 Acre Horse & Livestock Farm

Elegant Cottage on 600 Acre Horse & Livestock Farm
Gordonsville
9.8 out of 10, Exceptional, (157 reviews)
"Nice little place to stay and close to downtown Orange and Gordonsville with great food and such. Would recommend if you are in the area and looking for a peaceful getaway and relaxing stay."
United States
Jason L.
$268 nightly
The price is $288
May 25 - May 26
Total with taxes and fees
Elegant Cottage on 600 Acre Horse & Livestock Farm
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, (87 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
$285 nightly
The price is $306
May 25 - May 26
Total with taxes and fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Terrace/patio

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Gordonsville
10.0 out of 10, Exceptional, (34 reviews)
"Absolutely lovely place to stay. Stunning views and conveniently located to so many of the local attractions. Will definitely come back someday."
United States
Kirby R.
$301 nightly
The price is $323
May 22 - May 23
Total with taxes and fees
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Outdoor spa tub

Mountains & Privacy: Perfect for Couples/Sm Groups

Mountains & Privacy: Perfect for Couples/Sm Groups
Stanley
10.0 out of 10, Exceptional, (72 reviews)
"Perfect cabin for our fall getaway for 2! Hot tub was the perfect place to relax after exploring the beautiful scenery near by! "
United States
Crystal S.
$291 nightly
The price is $334
May 25 - May 26
Total with taxes and fees
Mountains & Privacy: Perfect for Couples/Sm Groups
Smart TV, fireplace, foosball, table tennis

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Gordonsville
9.4 out of 10, Exceptional, (36 reviews)
"Great service!"
United States
Chuck B.
$246 nightly
The price is $264
May 25 - May 26
Total with taxes and fees
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
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, (73 reviews)
"We loved our stay. The house was spacious. We had no bad surprises "
United States
Ralph
$398 nightly
The price is $447
May 26 - May 27
Total with taxes and fees
Skyline View: New build! A+ views! Spacious!
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, (86 reviews)
"Great place’ we loved our stay"
United States
Thomas D.
$215 nightly
The price is $244
May 24 - May 25
Total with taxes and fees
The House in the Holla at the foot of Shenandoah National Park
2 bedrooms, desk, iron/ironing board, free WiFi

Escape the city at the Cross Mountain Hideaway. A spacious cabin by Luray.

Escape the city at the Cross Mountain Hideaway. A spacious cabin by Luray.
Luray
10.0 out of 10, Exceptional, (4 reviews)
"As a family we really enjoyed the stay here with our kids. Host was really helpful and so kind. We really appreciate his kindness. Kitchen was really equipped, so it was easy to find things. He let us stay for a few more hours beyond the checkout time as well. We really appreciate it! "
United States
Nithin A.
$283 nightly
The price is $326
May 25 - May 26
Total with taxes and fees
Escape the city at the Cross Mountain Hideaway. A spacious cabin by Luray.
Pool

Resort Amenities, Mountain Views, Sauna!

Resort Amenities, Mountain Views, Sauna!
McGaheysville
9.6 out of 10, Exceptional, (33 reviews)
"Check in was easy, resort is beautiful, had a wonderful vacation ! "
United States
rachel b.
$289 nightly
The price is $321
May 26 - May 27
Total with taxes and fees
Resort Amenities, Mountain Views, Sauna!
Smart TV, fireplace

Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray

Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
Luray
10.0 out of 10, Exceptional, (63 reviews)
"Great get away for the family of 5!"
United States
David R.
$478 nightly
The price is $551
May 25 - May 26
Total with taxes and fees
Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
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.
$327 nightly
The price is $374
May 25 - May 26
Total with taxes and fees
The Black Bear Lodge: Amazing Mountain Views!
Outdoor spa tub

"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub

"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
Rileyville
10.0 out of 10, Exceptional, (327 reviews)
"Incredible views!!"
United States
anthony c.
$284 nightly
The price is $327
May 31 - Jun 1
Total with taxes and fees
"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
Exterior

Log Cabin on the River

Log Cabin on the River
Stanardsville
9.8 out of 10, Exceptional, (44 reviews)
"Great place to get away for peace and quiet"
United States
Winslow
$243 nightly
The price is $247
May 27 - May 28
Total with taxes and fees
Log Cabin on the River
Exterior detail

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
9.6 out of 10, Exceptional, (10 reviews)
"Great tiny home by the owner’s house. Beautiful area (but not super convenient to shopping or restaurants). I thought it was great."
United States
John Mark
$215 nightly
The price is $227
May 24 - May 25
Total with taxes and fees
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
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

Sonesta ES Suites Charlottesville University

Sonesta ES Suites Charlottesville University

8/10 Good
"Hotel in ruhiger Lage Inder Nähe einer kleinen Mall. Sehr saubere Zimmer. Ich fand den sehr grossen Kühl/ Gefrierschrank für meine Bedürfnisse praktisch. Es gibt eine Kochnische mit Spülmaschine. Gutes Bett. Gutes Frühstück. Checkin war leider nur OK. Checkout (Kathy) sehr freundlich. Leider war die A/C sehr laut."
Christiane 1-night trip
Posted 4 hours ago
Sonesta ES Suites Charlottesville University

Find out more about Madison

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Madison in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $218 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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: You might want to consider this vacation home rental near Madison, which 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. 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 22 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.