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Search results; Over 1,000 homes in Madison

Guest favorite
Guest suite in Madison
Fireplace, fire pit, near vineyards and trails
2 bedrooms, 2 beds, 1 private bath
Aug 16 – 21
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4.83 out of 5 average rating, 219 reviews
Guest favorite
Guesthouse in Madison
A mile from vineyards, near SNP trails
4.83 out of 5 average rating, 112 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 16 – 21
Guest favorite
Home in Madison
Historic 1700s building with high ceilings
4.9 out of 5 average rating, 69 reviews, 1 bath
Aug 16 – 21
Guest favorite
Home in Madison
Historic home near Shenandoah National Park
4.97 out of 5 average rating, 32 reviews, 4 bedrooms, 6 beds, 2.5 baths
Aug 25 – 30
Top guest favorite
Farm stay in Madison
86-acre cattle farm with a stream
4.97 out of 5 average rating, 199 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 15 – 20
Top guest favorite
Farm stay in Madison
Renovated 1960s farmhouse with river access
4.99 out of 5 average rating, 82 reviews, 3 bedrooms, 3 beds, 2 baths
Sep 21 – 26
Top guest favorite
Cottage in Madison
Country cottage on a 23-acre farm
4.95 out of 5 average rating, 506 reviews, 2 bedrooms, 2 beds, 1.5 baths
Sep 20 – 25
Top guest favorite
Guesthouse in Madison
Panoramic Blue Ridge views on 10 acres
4.97 out of 5 average rating, 266 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 13 – 18
Top guest favorite
Tiny home in Madison
Private sauna and river on 350 acres
5.0 out of 5 average rating, 186 reviews, 1 bed, 1 bath
Aug 16 – 21
Top guest favorite
Apartment in Madison
Secluded 5 acres with a hot tub
4.91 out of 5 average rating, 273 reviews, 1 bed, 1 bath
Aug 14 – 19
Guest favorite
Cottage in Madison
Rustic riverside cottage near Shenandoah NP
4.92 out of 5 average rating, 186 reviews, 2 bedrooms, 3 beds, 1.5 baths
Sep 13 – 18
Guest favorite
Cabin in Madison
Lakefront cabin with a canoe and dock
4.88 out of 5 average rating, 433 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 24 – 29
Top guest favorite
Cottage in Madison
Blue Ridge views from a 60-acre retreat
4.93 out of 5 average rating, 104 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 14 – 19
Top guest favorite
Home in Madison
Barrel sauna with mountain views near wineries
4.95 out of 5 average rating, 485 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 23 – 28
Top guest favorite
Farm stay in Madison
1810 manor on a 53-acre brewery estate
4.95 out of 5 average rating, 132 reviews, 4 bedrooms, 5 beds, 2 baths
Sep 8 – 13
Top guest favorite
Place to stay in Madison
Farmstay garage apartment with a kitchen
4.99 out of 5 average rating, 247 reviews, 1 bed, 1 bath
Aug 13 – 18
Top guest favorite
Home in Madison
Mountain views and a fire pit
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 5 beds, 2.5 baths
Sep 20 – 25
Guest favorite
Home in Madison
Lakefront with a dock and mountain views
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 4 beds, 3 baths
Aug 16 – 21
Top guest favorite
Home in Madison
Pool, hot tub, and fire pit on 10 acres
5.0 out of 5 average rating, 45 reviews, 6 bedrooms, 11 beds, 4.5 baths
Oct 4 – 9