Search results; Over 1,000 homes in Madison

Top guest favourite
Cabin in Madison
Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
2 bedrooms, 2 beds, 1 private bathroom
9–14 Sept
,
4.97 out of 5 average rating, 133 reviews
Top guest favourite
Home in Madison
Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
4 beds
20–25 Jul
4.94 out of 5 average rating, 324 reviews
Top guest favourite
Home in Madison
Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
4 beds
20–25 Aug
4.95 out of 5 average rating, 479 reviews
Guest favourite
Farm stay in Madison
Lucian's Place
3 beds
31 Jul – 5 Aug
4.99 out of 5 average rating, 80 reviews
Top guest favourite
Home in Madison
Cozy Madison Home near Venues, Wineries, & SNP
5 beds
28 Jul – 2 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Cottage in Madison
THE PERFECT HIKING & WINERY COUNTRY RETREAT
2 queen beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 499 reviews
Top guest favourite
Tiny home in Madison
Luxury Mountain Tiny Home #2: Sauna, River, Views
1 king bed
9–14 Aug
5.0 out of 5 average rating, 182 reviews
Guest favourite
Home in Madison
Downtown Madison Studio near Hiking and Venues
19–24 Jul
4.9 out of 5 average rating, 67 reviews
Top guest favourite
Farm stay in Madison
Comfortable, scenic farm Living
4 beds
15–20 Aug
4.97 out of 5 average rating, 198 reviews
Guest favourite
Guest house in Madison
Madison Farmette Guest House
2 king beds
26–31 Jul
4.83 out of 5 average rating, 111 reviews
Top guest favourite
Home in Madison
White Rock Escape
5 beds
14–19 Jul
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Cabin in Etlan
Old Rag Mountain Cabin w/WiFi, TV, Fire Pit, Patio
2 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 212 reviews
Top guest favourite
Home in Madison
4TreesVA : Private Retreat Near Old Rag Mountain
4 beds
22–27 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Banco
Spacious Retreat with Outdoor Firepit & Large Deck
5 beds
31 Jul – 5 Aug
4.99 out of 5 average rating, 150 reviews
Top guest favourite
Home in Madison
Graves Mill Cottage
3 beds
14–19 Jul
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Madison
Family Friendly Retreat Near Shenandoah & Old Rag
6 beds
25–30 Jul
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Madison
Lakefront Home in Madison
4 beds
30 Jul – 4 Aug
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Cabin in Stanardsville
Moon Shadow - Sauna & EV Charger
2 beds
16–21 Aug
4.92 out of 5 average rating, 74 reviews
Top guest favourite
Flat in Madison
The Studio at Dark Run Retreat
1 bed
27 Jul – 1 Aug
4.91 out of 5 average rating, 271 reviews