Holiday rentals in Madison County
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Top-rated holiday rentals in Madison County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Madison County holiday rentals
Other great holiday rentals in Madison County
Superhost
Chalet in Stanardsville
River Song Chalet - Private Retreat!
Guest favourite
Farm stay in Sperryville
The Roost at Upper Nonesuch
Guest favourite
Farm stay in Madison
Rustic Farmhouse on Farm W/ Mountain & River Views
Guest favourite
Bungalow in Orange
Farm Cottage just outside town of Orange.
Guest favourite
Guest suite in Reva
Ridgeview Retreat Log Cabin - Hiking, Wine, UVA
Guest favourite
Cottage in Madison
Spectacular Mountain Retreat
Guest favourite
Loft in Madison
The Loft at Hebron Valley Overlook
Guest favourite
Home in Stanardsville
Cozy Corner Getaway
Destinations to explore
- Cabin rentals Madison County
- Family-friendly rentals Madison County
- Monthly Rentals Madison County
- Rentals with outdoor seating Madison County
- Waterfront rentals Madison County
- Rentals with a kayak Madison County
- Rentals with a patio Madison County
- Rentals with a fireplace Madison County
- Rentals with a washing machine and dryer Madison County
- Rentals with breakfast Madison County
- House rentals Madison County
- Rentals with a hot tub Madison County
- Pet-friendly rentals Madison County
- Fitness-friendly rentals Madison County
- Rentals with pools Madison County
- Cottage rentals Madison County
- Rentals with a firepit Madison County
- Farm stay rentals Madison County
- Family-friendly rentals Madison County
- Rentals with lake access Madison County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom