Search Vacation Homes in Madison
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Madison vacation homes
Historic Madison Eagle Inn
Historic Madison Eagle InnMadison
10.0 out of 10, Exceptional, (16 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. "
Sophie
The price is AED 511
AED 905 total
includes taxes & fees
29 Jun - 30 Jun
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."
Lori K.
The price is AED 716
AED 1,487 total
includes taxes & fees
1 Jun - 2 Jun
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Lakefront Home in Madison near SNP, Wineries, Breweries, and VenuesMadison
The price is AED 863
AED 1,669 total
includes taxes & fees
29 Jun - 30 Jun
RiverFront Country Home with Blue Mountain Views
RiverFront Country Home with Blue Mountain ViewsFree Union
9.8 out of 10, Exceptional, (30 reviews)
"This property is in an ideal location. The house was very clean and well stocked with everything you possibly could need. The owner definitely takes pride to make sure you are well accommodated and comfortable. Carpets needed cleaning in some areas but other than that the house was spotless. Enjoyed our stay."
James
The price is AED 334
AED 645 total
includes taxes & fees
2 Jun - 3 Jun
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 CulpeperRixeyville
9.8 out of 10, Exceptional, (11 reviews)
"Great tiny home by the owner’s house. Beautiful area (but not super convenient to shopping or restaurants). I thought it was great."
John Mark
The price is AED 327
AED 836 total
includes taxes & fees
5 Jun - 6 Jun
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Barn Apartment on Farm Near Old Rag and Shenandoah National ParkEtlan
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic place, so relaxing and beautiful. Host was responsive and extremely helpful. "
Mack
The price is AED 496
AED 766 total
includes taxes & fees
10 Jun - 11 Jun
Completely private suite with tub,kitchen, living room, & private entrance
Completely private suite with tub,kitchen, living room, & private entranceWashington
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. "
David
The price is AED 580
AED 978 total
includes taxes & fees
1 Jun - 2 Jun
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)
"Clean, spacious, and well-appointed, with unique activities in the unit (billiards, ping-pong, arcade, crafts, puzzles, games). Will be back!"
Mary
The price is AED 459
AED 824 total
includes taxes & fees
31 May - 1 Jun
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.
Find vacation rentals that suit your style
Cabins
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Madison Hotel Reviews
English Inn of Charlottesville
10/10 Excellent
