Entire home
Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home
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Reviews
10 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 183600 sq ft
Popular amenities
Explore the area

Madison, VA
- Place, Blue Quartz Winery11 min drive
- Place, Sharp Rock Vineyards15 min drive
- Place, Shenandoah National Park27 min drive
- Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)47 min drive
Rooms & beds
5 bedrooms (sleeps 18)
Bedroom 1
1 Queen Bed and 1 Crib
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
+2
4 Double Beds and 2 Twin Bunk Beds
Bedroom 5
+1
4 Twin Beds and 1 Queen Bed
Sunroom
1 King Bed
3 bathrooms
Bathroom 1
Toilet · Shower only
Bunkroom
Bathtub · Toilet · Shower only
Upstairs Hallway
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area
About this property
Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home
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- Kitchen
- Washer
- Dryer
- Free WiFi
10.0 out of 10, Exceptional, (146 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 26
Check out before 11:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
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
We should mention
A car is required for transportation to and from this property
About the neighborhood
Madison
Located in Madison, this vacation home is in a rural area and in the mountains. Blue Quartz Winery and Sharp Rock Vineyards are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Shenandoah National Park and Thorton Gap Entrance Shenandoah. Kayaking and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with rock climbing and hunting nearby.

Madison, VA
What's nearby
- Blue Quartz Winery - 11 min drive - 7.9 km
- Sharp Rock Vineyards - 15 min drive - 12.0 km
- Lawrence Beasley Park - 18 min drive - 20.7 km
- Early Mountain Vineyards - 24 min drive - 28.9 km
- Shenandoah National Park - 27 min drive - 32.1 km
Getting around
Restaurants
- Shotwell Run Brew Co L - 10 min drive
- Ducard Vineyards - 13 min drive
- La Bella Terra B & B - 19 min drive
- Graves Mountain Lodge - 25 min drive
- Sparrows Rest - 21 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
Dec 16, 2025
Liked: Check-in
Stayed 1 night in Nov 2025
Verified
10/10 Excellent
Rachel H.
Nov 13, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rachel H.
Stayed 3 nights in Nov 2025
Verified
10/10 Excellent
Chris F.
Sep 22, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Chris F.
Stayed 2 nights in Sep 2025
Verified
10/10 Excellent
Gregory D.
May 16, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay!
Gregory D.
Stayed 4 nights in May 2025
Verified
10/10 Excellent
Alicia K.
Jan 10, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Another wonderful stay!
Alicia K.
Stayed 4 nights in Jan 2023
Verified
10/10 Excellent
michael d.
Feb 18, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Dowd family
michael d.
Stayed 3 nights in Feb 2025
Verified
10/10 Excellent
James C.
Oct 14, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing as always !
James C.
Stayed 3 nights in Sep 2024
Verified
10/10 Excellent
Rachel H.
Nov 22, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Retreat
Rachel H.
Stayed 3 nights in Nov 2024
Verified
10/10 Excellent
Matt S.
Jan 6, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Another Great Stay at Whippoorwill!
Matt S.
Stayed 5 nights in Dec 2024
Verified
10/10 Excellent
SEAN K.
Aug 30, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome vacation
SEAN K.
Stayed 5 nights in Aug 2020
Verified
10/10 Excellent
Wendy K.
Nov 24, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved Our Week Away!
Wendy K.
Stayed 7 nights in Nov 2024
Verified
10/10 Excellent
Richard R.
May 9, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing
Richard R.
Stayed 2 nights in Apr 2024
Verified
10/10 Excellent
Rachel H.
Feb 10, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Well provisioned house in a lovely setting
Rachel H.
Stayed 3 nights in Feb 2025
Verified
10/10 Excellent
Maureen T.
Nov 13, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Review
Maureen T.
Stayed 4 nights in Nov 2023
Verified
10/10 Excellent
Kathryn T.
Apr 7, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect escape
Kathryn T.
Stayed 2 nights in Apr 2024
Verified
10/10 Excellent
Holly J.
Aug 18, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
40th bday celebration
Holly J.
Stayed 2 nights in Aug 2024
Verified
10/10 Excellent
Cathy G.
Apr 27, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Property and Weekend
Cathy G.
Stayed 2 nights in Apr 2023
Verified
10/10 Excellent
Rachel H.
Feb 16, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing weekend
Rachel H.
Stayed 3 nights in Feb 2023
Verified
10/10 Excellent
Brenda W.
Aug 28, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Just as wonderful as i remembered.
Brenda W.
Stayed 3 nights in Aug 2023
Verified
10/10 Excellent
Rachel H.
Nov 7, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fall Retreat
Rachel H.
Stayed 3 nights in Nov 2023
Verified
10/10 Excellent
Matt S.
Jan 8, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Whippoorwill Manor Farm is a special place!
Matt S.
Stayed 5 nights in Dec 2023
Verified
10/10 Excellent
John P.
Aug 13, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous
John P.
Stayed 4 nights in Jul 2024
Verified
10/10 Excellent
Daniel S.
Jun 5, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful mountain paradise
Daniel S.
Stayed 6 nights in May 2024
Verified
10/10 Excellent
Scott M.
Jul 1, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic Stay
Scott M.
Stayed 7 nights in Jun 2023
Verified
10/10 Excellent
Denice O.
Aug 7, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Place
Denice O.
Stayed 4 nights in Jul 2024
About the host
Hosted by Eric Vollmecke
I'm Eric co-owner of Whippoorwill Manor Farm which part of it has been in our family since 1950. I've traveled to over 155 countries and all the states but believe that this is one of the most beautiful places on earth in a region full of great American history. We strive hard to maintain a park like atmosphere of the home and property. Our friends and extended family love to spend time together here as there is so much to do year round. You never need to leave the property.
Why they chose this property
Our family has been enjoying this area since my grandparents purchased the adjacent farm in 1950. In 1980 our father purchased this property and began working his dream to create a 'park like atmosphere' for his family and friends to enjoy. All the barns and buildings were refurbished in the 1990's, and finally in 2004, he began the complete renovation of the farm house. A new wing was added for the baths and the kitchen as prior to this time the house had no running water.
What makes this property unique
Despite the dramatic growth of the Washington metro area and the expansion of the suburbs, this property remains as quiet and beautiful a place as it was 50 years ago and yet it is only on average 1.5 hours from Washington DC. We are avid hikers and cyclists and we believe there is no better venue for enjoying both in the entire mid-Atlantic region.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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