Holiday Homes in Madison

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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Madison holiday homes

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
The price is €218
includes taxes & fees
10 May - 11 May
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, (1 review)
"The home was perfect for us! The kitchen and dining area were big enough for all of us to cook and enjoy each other’s company. And the living space was also very comfortable for all of us to hang out. The home was clean and in a great location. We loved everything "
United States
Jenny B.
The price is €354
includes taxes & fees
17 May - 18 May
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
The price is €342
includes taxes & fees
10 May - 11 May
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
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, (8 reviews)
"Host and everything was very accommodating! Very nice stay"
United States
James G.
The price is €195
includes taxes & fees
22 Apr - 23 Apr
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
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
9.8 out of 10, Exceptional, (83 reviews)
"Great place’ we loved our stay"
United States
Thomas D.
The price is €212
includes taxes & fees
22 Apr - 23 Apr
The House in the Holla at the foot of Shenandoah National Park
Interior

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 property in a really cool location!"
United States
Eric D.
The price is €178
includes taxes & fees
22 Apr - 23 Apr
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Exterior

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, (25 reviews)
"Great accomodations, kids loved the game area, easy drive from Charlottesville and to SNP"
United States
Adriana P.
The price is €194
includes taxes & fees
22 Apr - 23 Apr
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Smart TV, table football, ping pong

5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more
Louisa
10.0 out of 10, Exceptional, (24 reviews)
"Excellent stay! Spacious, tidy, and was perfect for our group! We would definitely go back! "
United States
Bianca C.
The price is €485
includes taxes & fees
22 Apr - 23 Apr
5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more
Exterior

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, (43 reviews)
"Amazing stay in Luray, VA. House was very clean and up kept "
United States
Shedrick J.
The price is €285
includes taxes & fees
22 Apr - 23 Apr
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
Interior

Spacious Home Downtown - Walk to Parks & Shops

Spacious Home Downtown - Walk to Parks & Shops
Luray
10.0 out of 10, Exceptional, (21 reviews)
"The home was charming. It was very clean. The beds were comfortable. The front porch was cute and comfortable."
United States
Jeanne L.
The price is €312
includes taxes & fees
22 Apr - 23 Apr
Spacious Home Downtown - Walk to Parks & Shops
Exterior

Luray farmhouse on the river

Luray farmhouse on the river
Luray
9.4 out of 10, Exceptional, (45 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 €336
includes taxes & fees
4 May - 5 May
Luray farmhouse on the river
Fireplace, DVD player

Ridgeview Mountain Cabin

Ridgeview Mountain Cabin
Rileyville
9.4 out of 10, Exceptional, (43 reviews)
"We had a great stay at this cabin! Host was responsive and gave many ideas of what to do. The cabin was cozy and it was a perfect stay! A must see is the caverns about 20-30 min away. We drove a Subaru Outback suv and had no problem with the road going up to the cabin, if it snows it can be slippery and icy going down, drive very slow. Overall 5 star stay! Thanks "
United States
Stephanie C.
The price is €355
includes taxes & fees
22 Apr - 23 Apr
Ridgeview Mountain Cabin
Pool

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, (58 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 €470
includes taxes & fees
26 Apr - 27 Apr
Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites~Toys~Flower on the Mountain
Terrace/patio

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 €342
includes taxes & fees
22 Apr - 23 Apr
Sunset Mountain Cabin
Living area

Shenandoah Valley Yurt

Shenandoah Valley Yurt
Stanley
10.0 out of 10, Exceptional, (7 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 €216
includes taxes & fees
4 May - 5 May
Shenandoah Valley Yurt
Pool

~Weekly 15% OFF~ Modern Charm w/ Luxury Beds, Fireplace, Workspace

~Weekly 15% OFF~ Modern Charm w/ Luxury Beds, Fireplace, Workspace
Luray
10.0 out of 10, Exceptional, (20 reviews)
"Excellent location for visiting Luray and Shenandoah Nat’l Park. Clean and comfortable. "
United States
Michele P.
The price is €340
includes taxes & fees
22 Apr - 23 Apr
~Weekly 15% OFF~ Modern Charm w/ Luxury Beds, Fireplace, Workspace
Fridge, microwave, oven, stovetop

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 traveller
The price is €168
includes taxes & fees
4 May - 5 May
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Terrace/patio

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 €801
includes taxes & fees
28 Apr - 29 Apr
The Deer Den
TV, fireplace

*NEW* Downtown Darling - walk to Shops+Dining+Brewery

*NEW* Downtown Darling - walk to Shops+Dining+Brewery
Luray
9.4 out of 10, Exceptional, (9 reviews)
"House was well equipped for our family with multiple younger children. We liked being in town, but close enough to drive to Shenandoah for hikes each day."
United States
Elizabeth P.
The price is €271
includes taxes & fees
22 Apr - 23 Apr
*NEW* Downtown Darling - walk to Shops+Dining+Brewery
Smart TV, fireplace, table football, ping pong

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, (34 reviews)
"Great service!"
United States
Chuck B.
The price is €228
includes taxes & fees
4 May - 5 May
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
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

Holiday Inn Express & Suites Charlottesville by IHG

Holiday Inn Express & Suites Charlottesville by IHG

10/10 Excellent
"Very nice breakfast…the entire facility is beautiful!"
Gail 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Charlottesville by IHG

Find out more about Madison

Madison Holiday Homes information

Number of reviews
506
Accommodation
633 Holiday Homes
Lowest Price
€168
Highest Price
€801