1 Br Private Vacation Home Vacation Rental In Madison, Virginia
PETS NOW WELCOME! Welcome to the historic Madison Eagle, a standalone studio-style space that combines the charm of the past with modern comfort. Located in the heart of Madison on Main St, the...
Created Jul 20, 2026
1 Br Apartment Vacation Rental In Madison, Virginia
About this spaceComfy one bedroom apartment with a sofa bed in the foyer, located on 5 secluded acres, 3 miles outside the town of Madison.The spaceGuests have their own private apartment with use...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Madison, Virginia
Located just minutes from Old Rag Mountain, Whippoorwill Manor Farm is a destination that affords the rare experience to rent your own farm for a week or a weekend. The house was completely...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Madison, Virginia
Beautifully renovated and cozy home in Madison, VA. Unit B is the bottom level of a duplex offering a peaceful setting, amazing views, close to wineries, wedding venues, hiking. New SAUNA! Near...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Etlan, Virginia
3,400 Sq Ft | Cookout Ready | 21 Mi to Shenandoah National ParkGather loved ones and escape to the mountains of Shenandoah Valley at this 'Blackberry Hill Retreat' Madison vacation rental. Start...
Created Jul 20, 2026
2 Br Cottage Vacation Rental In Madison, Virginia
Recently and lovingly renovated guest cottage from 1890 sitting in the middle of our 10 acre mountain property. All new appliances with an open floor plan. Cozy sunroom along with large windows all...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Madison, Virginia
This lovingly restored farmhouse is nestled in the heart of Virginia wine country. With four comfortable bedrooms, including a queen bed, a full bed, two twin beds, and a sofa bed, guests have...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Madison, Virginia
This fully renovated historic home offers a unique blend of old-world charm and modern comfort. The Eve offers well-appointed areas to unwind, including private bedrooms and a cozy library. The...
Created Jul 20, 2026
4 Br Country House Vacation Rental In Madison, Virginia
Your home away from home in Madison. 4 bedrooms, each feature a private bath. Sleeps 12. This superb, secluded property offers a delightful retreat for guests. everyone will find their perfect spot...
Created Jul 20, 2026
6 Br Private Vacation Home Vacation Rental In Madison, Virginia
Welcome to Emerald Retreat! Tucked away on 10 peaceful acres in Virginia`s scenic countryside, this is your ultimate escape into nature. Perfect for a family reunion or a friends retreat, this...
Created Jul 20, 2026
2 Br Cabin Vacation Rental In Madison, Virginia
Lake view cabin! 2 bedrooms one bathroom. Close to breweries, wineries, grocery store, and 20 minutes from Shenandoah National Park. You will have everything you need at our home provided for you....
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Madison, Virginia
Enjoy a peaceful stay at this 3-bedroom home in Madison with lakefront and mountain views. The fabulous space features one queen bed and two full beds, perfect for families or groups. Guests will...
Created Jul 20, 2026
2 Br Cottage Vacation Rental In Madison, Virginia
Escape to this charming cottage in Madison. This 2-bedroom retreat features a cozy queen bed, a comfortable full bed, and three quaint twin beds. With amenities like heating, AC, and WiFi, guests...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Madison, Virginia
Welcome to Starwood Manor Escape to Starwood Manor, a gracious Federal-style estate nestled on 36 private acres of the Blue Ridge Mountains foothills. Wake up to panoramic mountain and pastoral...
Created Jul 20, 2026
3 Br Country House Vacation Rental In Madison, Virginia
Whindale Ranch is a scenic, quiet, well fenced 86 acre working cattle farm with beautiful rolling pastoral hills & a gentle meandering stream.The recently renovated house is 0.5 mile off...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Madison, Virginia
Escape to Creekside Cottage. Enjoy the tranquil sounds of the meandering creek and take in the sweeping mountain views! Breath in nature and simply relax. Minutes from amazing fishing, wineries, +...
Created Jul 20, 2026
1 Br Apartment Vacation Rental In Madison, Virginia
About this spaceQuiet studio on a secluded 5 acres only 3 miles from town. Kick back and relax by the pool in the warmer months, or in the hot tub in the cooler months. Small trails lead to the...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Madison, Virginia
This cozy 2 bedroom, 2 full bath house, recently remodeled with a great Kitchen that opens to a spacious Family room. Great WiFi/cell service! Covered front porch & back walkway/propane grill, are...
Created Jul 20, 2026
7 Br Private Vacation Home Vacation Rental In Madison, Virginia
Gorgeous 5-bedroom riverfront home with breathtaking views of the Blue Ridge and Robinson River.Welcome to the Madison House! This custom designed and built estate rests on a knoll overlooking 13.5...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Madison, Virginia
Great location near the Blue Ridge Mountains in Madison County for family or friends. 3 BR, 2 BA spacious house. Property continues across the street and borders the peaceful Robinson River for...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Madison, Virginia
Welcome to this peaceful countryside escape for creating a relaxing and memorable getaway. Early check-in when available, seamless self-entry with a digital lock, a 50 AMP electric vehicle charger,...
Created Jul 20, 2026
4 Br Country House Vacation Rental In Madison County, Virginia
Be our VIP for your vacation! In addition to our historic home, you will have early access and guest-only perks at Bald Top Brewing Company located a short walk from the Manor House on Woodbourne...
Created Jul 20, 2026
6 Br Private Vacation Home Vacation Rental In Madison, Virginia
Chestnut Oak Farm is a luxurious western-style lodge retreat on a 90 acre horse farm near the base of Old Rag Mountain. The lodge was constructed in 2009 using granite blocks from the farm and huge...
Created Jul 20, 2026
6 Br Country House Vacation Rental In Madison, Virginia
So close to the local wineries, breweries and hiking trails! Charming country home for large groups, sleeps 10-12. Acres of rolling green pastures with gorgeous Blue Ridge Mountain views. Black...
Created Jul 20, 2026
4 Br Country House Vacation Rental In Madison, Virginia
Escape to this peaceful farmhouse in picturesque Madison. With four bedrooms featuring a mix of king, queen, twin, and bunk beds, guests find plenty of space to relax. Two bathrooms make getting...
Created Jul 20, 2026
