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Our top choices for Madison vacation homes

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
The price is AED 511
AED 925 total
includes taxes & fees
11 May - 12 May
Historic Madison Eagle Inn

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

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Madison
The price is AED 716
AED 1,487 total
includes taxes & fees
18 May - 19 May
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

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
1 Jun - 2 Jun
Charming 4-bedroom house in Madison centrally located!

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, (8 reviews)
"Host and everything was very accommodating! Very nice stay"
United States
James G.
The price is AED 327
AED 828 total
includes taxes & fees
11 May - 12 May
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
Luray
10.0 out of 10, Exceptional, (71 reviews)
"Amazing location and cute design. Would definitely stay here again. "
United States
Ashley
The price is AED 347
AED 870 total
includes taxes & fees
11 May - 12 May
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

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, (26 reviews)
"Great accomodations, kids loved the game area, easy drive from Charlottesville and to SNP"
United States
Adriana P.
The price is AED 459
AED 828 total
includes taxes & fees
12 May - 13 May
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Historical home, walkable to many restaurants and shops.

Historical home, walkable to many restaurants and shops.
Luray
9.8 out of 10, Exceptional, (86 reviews)
"Very cute house with lots of charm. Beds were comfortable. Host responded to messages quickly. "
United States
Nicole G.
The price is AED 430
AED 953 total
includes taxes & fees
11 May - 12 May
Historical home, walkable to many restaurants and shops.

Mountainside Estate- 2 Min to Slopes-Family Fun!

Mountainside Estate- 2 Min to Slopes-Family Fun!
McGaheysville
10.0 out of 10, Exceptional, (17 reviews)
"The rental was extremely clean and the hosts were very communicative and helpful! This was an amazing place to stay and it’s so close to the skiing mountain!"
United States
Ethan B.
Mountainside Estate- 2 Min to Slopes-Family Fun!

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, (18 reviews)
"Fantastic place, so relaxing and beautiful. Host was responsive and extremely helpful. "
United States
Mack
The price is AED 496
AED 758 total
includes taxes & fees
19 May - 20 May
Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful rental! Host very friendly! "
United States
Anonymous traveler
The price is AED 413
AED 621 total
includes taxes & fees
18 May - 19 May
Newly renovated entire guest suite in Orange County.

Luray farmhouse on the river

Luray farmhouse on the river
Luray
9.4 out of 10, Exceptional, (48 reviews)
"It was a beautiful place, relaxing, great for a group to cook, sit on a porch, next to the deep water of The Shenandoah River. Great beds, kitchen was easy for several people cooking at the same time"
United States
David S.
The price is AED 658
AED 1,453 total
includes taxes & fees
18 May - 19 May
Luray farmhouse on the river

Shenandoah Valley Yurt

Shenandoah Valley Yurt
Stanley
9.4 out of 10, Exceptional, (9 reviews)
"Fantastic stay! Yurt was furnished with an eclectic blend of antiques and modern furniture and super cozy accessories! Very, very clean.Host was prompt with communication! I was here to do remote work and finish up a project… all the furnishings were super comfy for having to hunker down and work from a computer for extended hours each day. Hope to come back again!"
United States
Sheila O.
The price is AED 383
AED 849 total
includes taxes & fees
11 May - 12 May
Shenandoah Valley Yurt

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, (83 reviews)
"Great place’ we loved our stay"
United States
Thomas D.
The price is AED 478
AED 961 total
includes taxes & fees
17 May - 18 May
The House in the Holla at the foot of Shenandoah National Park

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
Luray
9.8 out of 10, Exceptional, (45 reviews)
"Amazing stay in Luray, VA. House was very clean and up kept "
United States
Shedrick J.
The price is AED 493
AED 1,237 total
includes taxes & fees
13 May - 14 May
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites~Toys~Flower on the Mountain

Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites~Toys~Flower on the Mountain
McGaheysville
10.0 out of 10, Exceptional, (59 reviews)
"We had a a wonderful stay. The home was very clean and conveniently located to enjoy all activities. The host was extremely responsive and accommodating. Would stay here again."
United States
Jamie F.
The price is AED 697
AED 2,077 total
includes taxes & fees
11 May - 12 May
Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites~Toys~Flower on the Mountain

The Deer Den

The Deer Den
Massanutten
10.0 out of 10, Exceptional, (11 reviews)
"The host is very responsive and the home was just as pictured! We had a great time and enjoyed the variety of amenities. It was very convenient to the activities on the resort as well. Would stay again!"
United States
Jennifer W.
The price is AED 558
AED 3,346 total
includes taxes & fees
11 May - 12 May
The Deer Den

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Gordonsville
9.8 out of 10, Exceptional, (41 reviews)
"2nd time at horse farm. Loved it again. Peaceful and quiet. We love the restaurants in orange. Will be back again next year. "
United States
Anonymous traveler
The price is AED 588
AED 709 total
includes taxes & fees
11 May - 12 May
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Overlook Mountain Cabin

Overlook Mountain Cabin
Page County
9.8 out of 10, Exceptional, (166 reviews)
"We loved this little cabin. It’s extremely comfortable and the view is spectacular (and you can enjoy it from the hot tub !) Unless you have a4-wheel drive with good clearance, we recommend taking one of the Jeeps the owner offers up to the house. "
United States
sara r.
The price is AED 790
AED 1,591 total
includes taxes & fees
11 May - 12 May
Overlook Mountain Cabin

Sunset Mountain Cabin

Sunset Mountain Cabin
Rileyville
9.8 out of 10, Exceptional, (38 reviews)
"Absolutely enjoyed our time here! So peaceful and beautiful! The host was amazing and very responsive! Loved the hot tub and how very open the space was. Definitely would come back!"
United States
Kim B.
The price is AED 707
AED 1,481 total
includes taxes & fees
11 May - 12 May
Sunset Mountain Cabin

Completely private suite with tub,kitchen, living room, & private entrance

Completely private suite with tub,kitchen, living room, & private entrance
Washington
10.0 out of 10, Exceptional, (20 reviews)
"Short walk to Inn at Little Washington and Pattyo's which we didn't realize and a reasonable way to drive Skyline Drive and visit in Ruckersville. Host was very helpful. "
United States
David
The price is AED 533
AED 919 total
includes taxes & fees
11 May - 12 May
Completely private suite with tub,kitchen, living room, & private entrance
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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