Entire home
Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home
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Reviews
1010 out of 10
Exceptional
Entire home
5 bedrooms3 bathroomsSleeps 18334 sq m
Popular amenities
- Parking available
- Dryer
- Gym
- Fireplace
- Washer
- Barbecue grill
Explore the area

Madison, VA
- Blue Quartz WineryPlace, Blue Quartz Winery11 min drive
- Thorton Gap Entrance ShenandoahPlace, Thorton Gap Entrance Shenandoah33 min drive
- Old Rag MountainPlace, Old Rag Mountain37 min drive
- Charlottesville, VA (CHO-Charlottesville-Albemarle)Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)48 min drive
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About the area
Madison
Located in Madison, this vacation home is in the mountains, within a 15-minute drive of Sharp Rock Vineyards and Blue Quartz Winery. .This family-friendly vacation home is 14.9 mi (24 km) from Shenandoah National Park and 5.8 mi (9.3 km) from DuCard Vineyards.
What's nearby
- Blue Quartz Winery - 11 min drive - 7.9 km
- Sharp Rock Vineyards - 15 min drive - 12.0 km
- Thorton Gap Entrance Shenandoah - 33 min drive - 38.7 km
- Old Rag Mountain - 37 min drive - 29.3 km
- Luray Caverns - 46 min drive - 58.0 km
Getting around
- Culpeper Station - 34 min drive
- Charlottesville-Albemarle Airport (CHO) - 47 min drive
Restaurants
- Shotwell Run Brew Co L - 10 min drive
- Ducard Vineyards - 13 min drive
- Central Coffee Co Limited - 12 min drive
- La Bella Terra B & B - 19 min drive
- Freekick - 25 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home
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 restored in 2005 adding a new addition that houses a large modern kitchen, and 3 full baths (over 3,800 sq. ft). One of Washington's top interior decorators designed the home specifically with the idea of family/friends use. Thus, the home has maintained its unique historical charm to include its wide hickory planked floors, log cabin rooms with stone fireplaces, and hand crafted wood work throughout the home. The original part of the house (log cabin) dates back to the 1700's and is the second oldest structure in Madison County. The farm even has a game building out back that's great to enjoy a drink while playing foosball or shuffleboard. There is also a professional outdoor ping pong table. The house has all the modern conveniences to stay connected including, direct TV and wireless internet (Please not that Broadband internet is not available in this area). Please note that this property is not set up to host weddings/events.
Great nearby outdoor activities such as: climbing Old Rag MT (the most spectacular hike in VA) or hiking White Oak Canyon to see its impressive upper and lower waterfalls, both parking lots are approximately 7 miles from the house both located in Shenandoah National Park. Whippoorwill Manor Farm is just minutes from Graves Mountain Lodge, Prince Michel, Sharp Rock, DuCard Vineyards and Shotwell Run Brewing.
Our objective is to treat our guests the same as we would our extended family/friends that come and visit the farm. Therefore, the important essentials are provided which includes: linens, towels, blankets, essential paper products, cleaning supplies, some laundry detergent, coffee, spices and condiments (no guaranteed stock), charcoal, lighter fluid and wood for fire place (some local cabins charge $40.00 just for the firewood). There is also a 25 pound a day ice maker. To assist in keeping the cleaning fee modest, you will need to make your own bed. Covers and blankets are on the beds with its sheets folded at the base. Finally, our Caretakers (Bill and Delores) live nearby and are available to personally address any concerns or questions you may have. Please be advised that the farm has the best available Internet in Madison County but it is not city speed and is not unlimited so we request you download videos prior to visit and not conduct gaming during stay.
The property is only 15-20 minutes from the historic towns of Culpepper, Madison and Sperryville, ideal for shopping and quality restaurants. Additionally, it serves as a perfect home vacation site to explore the many historic landmarks of the Shenandoah Valley and its vast natural beauty.
Come enjoy this truly unique and beautiful property for a peaceful and fun vacation or come with a group of friends for a long weekend to hike, bike, and enjoy each other with a number of local attractions and activities. On the property, there are a number of activities to enjoy such as corn hole, volleyball and horseshoes. In the evenings, the fire pit is a wonderful place to tell stories and share experiences year round. The house has a full back up generator in the event power is lost so your stay will not be disrupted if a major storm strikes.
For cycling enthusiasts from other parts of the country, the mountain scenery coupled with the quiet, safe, country roads are a national treasure to be experienced. The very popular Tour de Madison Bike Ride (held in mid-May every year), and the ride enjoys national stature. The Tour is not a race, but rather designed as a wonderful way to see the great scenic beauty of the Blue Ridge Mountains. They have routes for the entire family; you can choose between 16, 40, and 62 miles along country roads. If you can't make the actual weekend, the owner will provide you with the specific routes of the Tour so can enjoy them during your stay. Your group could even do a different 'century' every day for a week and beyond the initial few miles leaving/returning to the house; you will not have to cover the same ground twice!
Keywords: Historic farm home with log cabin section, private retreat on 110 secluded acres - ideal family reunion, hiking, active lifestyles
Great nearby outdoor activities such as: climbing Old Rag MT (the most spectacular hike in VA) or hiking White Oak Canyon to see its impressive upper and lower waterfalls, both parking lots are approximately 7 miles from the house both located in Shenandoah National Park. Whippoorwill Manor Farm is just minutes from Graves Mountain Lodge, Prince Michel, Sharp Rock, DuCard Vineyards and Shotwell Run Brewing.
Our objective is to treat our guests the same as we would our extended family/friends that come and visit the farm. Therefore, the important essentials are provided which includes: linens, towels, blankets, essential paper products, cleaning supplies, some laundry detergent, coffee, spices and condiments (no guaranteed stock), charcoal, lighter fluid and wood for fire place (some local cabins charge $40.00 just for the firewood). There is also a 25 pound a day ice maker. To assist in keeping the cleaning fee modest, you will need to make your own bed. Covers and blankets are on the beds with its sheets folded at the base. Finally, our Caretakers (Bill and Delores) live nearby and are available to personally address any concerns or questions you may have. Please be advised that the farm has the best available Internet in Madison County but it is not city speed and is not unlimited so we request you download videos prior to visit and not conduct gaming during stay.
The property is only 15-20 minutes from the historic towns of Culpepper, Madison and Sperryville, ideal for shopping and quality restaurants. Additionally, it serves as a perfect home vacation site to explore the many historic landmarks of the Shenandoah Valley and its vast natural beauty.
Come enjoy this truly unique and beautiful property for a peaceful and fun vacation or come with a group of friends for a long weekend to hike, bike, and enjoy each other with a number of local attractions and activities. On the property, there are a number of activities to enjoy such as corn hole, volleyball and horseshoes. In the evenings, the fire pit is a wonderful place to tell stories and share experiences year round. The house has a full back up generator in the event power is lost so your stay will not be disrupted if a major storm strikes.
For cycling enthusiasts from other parts of the country, the mountain scenery coupled with the quiet, safe, country roads are a national treasure to be experienced. The very popular Tour de Madison Bike Ride (held in mid-May every year), and the ride enjoys national stature. The Tour is not a race, but rather designed as a wonderful way to see the great scenic beauty of the Blue Ridge Mountains. They have routes for the entire family; you can choose between 16, 40, and 62 miles along country roads. If you can't make the actual weekend, the owner will provide you with the specific routes of the Tour so can enjoy them during your stay. Your group could even do a different 'century' every day for a week and beyond the initial few miles leaving/returning to the house; you will not have to cover the same ground twice!
Keywords: Historic farm home with log cabin section, private retreat on 110 secluded acres - ideal family reunion, hiking, active lifestyles
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Conveniences include a phone, as well as a microwave and a coffee/tea maker.
Be sure to enjoy recreational amenities including a sauna and a fitness center. Additional amenities at this vacation home include an arcade/game room and barbecue grills.
Guests will find features like internet access and onsite parking.
Property amenities
Ski
- Cross-country skiing nearby
Pool/Spa
- Sauna
Internet
- Available in the house: WiFi
Parking and transport
- Car required
- Parking on site
Kitchen
- Blender
- Cleaning supplies
- Coffee grinder
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Electric kettle
- Hob
- Ice maker
- Lobster/crab pot
- Microwave
- Oven
- Paper towels
- Refrigerator
- Spices
- Toaster
Bedrooms
- 5 bedrooms
- Bedsheets provided
Bathroom
- 3 bathrooms
- Bathtub
- Hair dryer
- Shampoo
- Shower
- Soap
- Toilet paper
- Towels provided
Living spaces
- Fireplace
- Living room
- Wood stove
Entertainment
- DVD player
- Stereo
- TV with cable/satellite channels
Outdoor areas
- Balcony
- Barbecue grill
- Firepit
- Free firewood
- Garden
- Outdoor furniture
Laundry
- Laundry detergent
- Laundry facilities
- Washing machine
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
- In-room accessibility
- Smoke-free property
Services and conveniences
- Iron/ironing board
- Phone
Location highlights
- In a rural location
- In the mountains
Things to do
- Arcade/game room
- Bicycles
- Foosball table
- Gym
- Table tennis
- Fishing nearby
- Golfing nearby
- Hiking/biking trails nearby
- Horseback riding nearby
- Hunting nearby
- Kayaking nearby
- Mountain biking nearby
- Rock climbing nearby
- Wildlife walks nearby
- Winery tours nearby
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- First aid kit
- Fire extinguisher
- Deadbolt lock
General
- Bicycles
- Garden
- Unit size: 3,600 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 26
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
Pets not allowed
Children and extra beds
Children are welcome
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
We should mention
A car is required for transportation to and from this property