Entire home
Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home
Choose dates to view prices
Photo gallery for Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home





Entire home
5 bedrooms 3 bathrooms Sleeps 18 3600 sq ft
Popular amenities
Explore the area

Madison, VA
- Sharp Rock Vineyards18 min drive
- Old Rag Mountain45 min drive
- Luray Caverns57 min drive
- Charlottesville, VA (CHO-Charlottesville-Albemarle)58 min drive
Room options
About the neighborhood
About this property
Similar properties

Old Rag View Horse Farm with Log Lodge and Treehouse
Old Rag View Horse Farm with Log Lodge and Treehouse
- Hot Tub
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 159 reviews
Property amenities
Policies
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a private host, not a professional engaged in trade or business. 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Frequently asked questions
Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home Reviews
Reviews
10
Exceptional
10/10
Cleanliness
Reviews
May 16, 2025
Liked: Cleanliness
Stayed 4 nights in May 2025
10/10 Excellent
michael d.
Feb 18, 2025
Liked: Cleanliness
Dowd family
michael d.
Stayed 3 nights in Feb 2025
10/10 Excellent
Rachel H.
Feb 10, 2025
Liked: Cleanliness
Well provisioned house in a lovely setting
Rachel H.
Stayed 3 nights in Feb 2025
10/10 Excellent
Matt S., Richmond, VA
Jan 6, 2025
Liked: Cleanliness
Another Great Stay at Whippoorwill!
Matt S.
Stayed 5 nights in Dec 2024
10/10 Excellent
Wendy K.
Nov 24, 2024
Liked: Cleanliness
Loved Our Week Away!
Wendy K.
Stayed 7 nights in Nov 2024
10/10 Excellent
Rachel H.
Nov 22, 2024
Liked: Cleanliness
Perfect Retreat
Rachel H.
Stayed 3 nights in Nov 2024
10/10 Excellent
James C.
Oct 14, 2024
Liked: Cleanliness
Amazing as always !
James C.
Stayed 3 nights in Sep 2024
10/10 Excellent
Emily B.
Oct 5, 2024
Liked: Cleanliness
Fantastic stay!
Emily B.
Stayed 4 nights in Sep 2024
10/10 Excellent
Holly J.
Aug 18, 2024
Liked: Cleanliness
40th bday celebration
Holly J.
Stayed 2 nights in Aug 2024
10/10 Excellent
John P., Meeker
Aug 13, 2024
Liked: Cleanliness
Fabulous
John P.
Stayed 4 nights in Jul 2024
10/10 Excellent
Denice O.
Aug 7, 2024
Liked: Cleanliness
Amazing Place
Denice O.
Stayed 4 nights in Jul 2024
10/10 Excellent
Toniann B.
Jul 5, 2024
Liked: Cleanliness
Don’t pass this house up!
Toniann B.
Stayed 7 nights in Jun 2024
10/10 Excellent
Daniel S., Vienna, Virginia
Jun 5, 2024
Liked: Cleanliness
Peaceful mountain paradise
Daniel S.
Stayed 6 nights in May 2024
10/10 Excellent
Richard R.
May 9, 2024
Liked: Cleanliness
Amazing
Richard R.
Stayed 2 nights in Apr 2024
10/10 Excellent
Andrew P.
Apr 24, 2024
Liked: Cleanliness
Bachelor Party Getaway
Andrew P.
Stayed 2 nights in Apr 2024
10/10 Excellent
Kathryn T.
Apr 7, 2024
Liked: Cleanliness
Perfect escape
Kathryn T.
Stayed 2 nights in Apr 2024
10/10 Excellent
Matt S., Richmond, VA
Jan 8, 2024
Liked: Cleanliness
Whippoorwill Manor Farm is a special place!
Matt S.
Stayed 5 nights in Dec 2023
10/10 Excellent
Maureen T.
Nov 13, 2023
Liked: Cleanliness
Review
Maureen T.
Stayed 4 nights in Nov 2023
10/10 Excellent
Rachel H.
Nov 7, 2023
Liked: Cleanliness
Fall Retreat
Rachel H.
Stayed 3 nights in Nov 2023
10/10 Excellent
karen D.
Oct 31, 2023
Liked: Cleanliness
Fall gathering with friends
karen D.
Stayed 3 nights in Oct 2023
10/10 Excellent
Brenda W.
Aug 28, 2023
Liked: Cleanliness
Just as wonderful as i remembered.
Brenda W.
Stayed 3 nights in Aug 2023
10/10 Excellent
Scott M.
Jul 1, 2023
Liked: Cleanliness
Fantastic Stay
Scott M.
Stayed 7 nights in Jun 2023
10/10 Excellent
Cathy G.
Apr 27, 2023
Liked: Cleanliness
Amazing Property and Weekend
Cathy G.
Stayed 2 nights in Apr 2023
10/10 Excellent
Rachel H.
Feb 16, 2023
Liked: Cleanliness
Amazing weekend
Rachel H.
Stayed 3 nights in Feb 2023
10/10 Excellent
Alicia K.
Jan 10, 2023
Liked: Cleanliness
Another wonderful stay!
Alicia K.
Stayed 4 nights in Jan 2023
Travelocity's Latest Trends
Hotels
- Club Wyndham Patriots’ Place
- Hyatt Place Harrisonburg
- Country Inn & Suites by Radisson, Fredericksburg South (I-95), VA
- Natural Bridge Hotel, Trademark Collection by Wyndham
- Wingate by Wyndham Springfield
- Great Wolf Lodge Williamsburg
- The Founders Inn and Spa, Tapestry Collection by Hilton
- Wingate by Wyndham Waynesboro
- Washington Dulles Marriott Suites
- Falls Church Marriott Fairview Park
- The Omni Homestead Resort & Spa
- Hillside
- Travelodge by Wyndham Winchester
- Best Inn
- The Martha Washington Inn And Spa
- Frederick House
- Key West Cottages
- Primland Resort, Auberge Resorts Collection
- Embassy Suites Springfield
- The Ritz-Carlton, Tysons Corner
- Wingate by Wyndham Chesapeake
- Stay 4 Less
- Club Wyndham Governor’s Green
- Silver Collection Hotel
- Country Inn & Suites by Radisson, Williamsburg East (Busch Gardens), VA
- Club Wyndham Kingsgate
- Best Western Battlefield Inn
- The Watermark Hotel
- Salamander Resort And Spa
- Archer Hotel Tysons