Historic home of James Madison, Montpelier, Virginia

Madison Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

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, (55 reviews)
"I was a great stay. Serene and secluded."
United States
Eugene L.
The price is AED 579
AED 1,064 total
includes taxes & fees
29 Jun - 30 Jun
The Cabin at the Lake
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 AED 511
AED 926 total
includes taxes & fees
6 Jul - 7 Jul
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.
The price is AED 716
AED 1,487 total
includes taxes & fees
29 Jun - 30 Jun
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
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
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 AED 584
AED 828 total
includes taxes & fees
7 Jul - 8 Jul
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
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
Mountainside Villas at Massanutten by Tripforth
Interior

Massanutten Chalet

Massanutten Chalet
McGaheysville
10.0 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay! The house was very clean and well stocked with everything you could possibly think of! "
United States
Kim E.
The price is AED 582
AED 1,428 total
includes taxes & fees
29 Jun - 30 Jun
Massanutten Chalet
Outdoor spa tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville
10.0 out of 10, Exceptional, (366 reviews)
"It was exactly what we needed, out of the way and in nature, but close to beautiful attractions and grocery stores "
United States
Aaron A.
The price is AED 735
AED 1,207 total
includes taxes & fees
19 Jul - 20 Jul
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Fridge, microwave, oven, stovetop

Historical home, walkable to many restaurants and shops.

Historical home, walkable to many restaurants and shops.
Luray
9.8 out of 10, Exceptional, (93 reviews)
"This is a very charming property and walkable to lots of cute shopping and the River Walk. We had a little hiccup at check in and it was taken care of so promptly!"
United States
Nicky T.
The price is AED 436
AED 956 total
includes taxes & fees
29 Jun - 30 Jun
Historical home, walkable to many restaurants and shops.
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 AED 790
AED 1,555 total
includes taxes & fees
23 Jul - 24 Jul
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
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 AED 868
AED 1,137 total
includes taxes & fees
29 Jun - 30 Jun
The White Pine Loft: Perfect for Couples!
Exterior

Log Cabin on the River

Log Cabin on the River
Stanardsville
9.8 out of 10, Exceptional, (46 reviews)
"Great place to get away for peace and quiet"
United States
Winslow
The price is AED 961
AED 1,374 total
includes taxes & fees
25 Jun - 26 Jun
Log Cabin on the River
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, (78 reviews)
"Beautiful view!"
United States
Michelle H.
The price is AED 1,366
AED 2,120 total
includes taxes & fees
21 Jul - 22 Jul
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, (89 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 AED 477
AED 970 total
includes taxes & fees
5 Jul - 6 Jul
The House in the Holla at the foot of Shenandoah National Park
Smart TV, stereo

Rugby Road Residential -RRR- near UVa and downtown

Rugby Road Residential -RRR- near UVa and downtown
Barracks Rugby
10.0 out of 10, Exceptional, (52 reviews)
"We had a great stay! The hosts were communicative and friendly and the cottage had everything we needed! We will definitely be back!"
United States
Binky L.
The price is AED 588
AED 1,058 total
includes taxes & fees
14 Jul - 15 Jul
Rugby Road Residential -RRR- near UVa and downtown
Dining

6BR Luxe Log Retreat | Hot Tub, Forest-Backed, Resort Access

6BR Luxe Log Retreat | Hot Tub, Forest-Backed, Resort Access
McGaheysville
9.0 out of 10, Wonderful, (112 reviews)
"The house was beautiful and great for our family. "
United States
Jenny R.
The price is AED 1,184
AED 2,506 total
includes taxes & fees
7 Jul - 8 Jul
6BR Luxe Log Retreat | Hot Tub, Forest-Backed, Resort Access
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 AED 557
AED 1,289 total
includes taxes & fees
25 Jun - 26 Jun
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
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.
The price is AED 983
AED 1,282 total
includes taxes & fees
26 Jun - 27 Jun
Mountains & Privacy: Perfect for Couples/Sm Groups
Exterior detail

Beautiful Log Chalet, Hot Tub, Gas Grill, Secluded 6 wooded acres. Best privacy

Beautiful Log Chalet, Hot Tub, Gas Grill, Secluded 6 wooded acres. Best privacy
Stanley
8.4 out of 10, Very Good, (85 reviews)
"It was a beautiful cabin, exactly what we needed to get away from the city and just disconnect. If you’re not comfortable driving on mountain roads, just something to think about. Overall an amazing little getaway. "
United States
Mike B.
Beautiful Log Chalet, Hot Tub, Gas Grill, Secluded 6 wooded acres. Best privacy
Property grounds

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)
"Wonderful rental! Host very friendly! "
United States
Anonymous traveler
The price is AED 413
AED 621 total
includes taxes & fees
25 Jun - 26 Jun
Newly renovated entire guest suite in Orange County.
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

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"The hotel staff were super nice. While the place could use some updating and nicer colors and designs , it was super comfortable and the breakfasts were sumptuous!"
Marjorie 3-night trip
Posted 8 hours ago
English Inn of Charlottesville

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.