Entire home
Old Rag View Horse Farm with Log Lodge and Treehouse
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Reviews
9.8 out of 10
Exceptional
6 bedrooms5+ bathroomsSleeps 164400 sq ft
Popular amenities
Explore the area

Madison, VA
- Place, Sharp Rock Vineyards15 min drive
- Place, Blue Quartz Winery15 min drive
- Place, Shenandoah National Park28 min drive
- Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)52 min drive
Rooms & beds
6 bedrooms (sleeps 16)
5 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 5
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area
About this property
Old Rag View Horse Farm with Log Lodge and Treehouse
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 Virginia pine logs in a western style of rustic elegance. The lodge is surrounded by decks and porches to take in the magnificent view over Hidden Valley, Old Rag Mountain, the farm's twin ponds, and the horses grazing in the fields. The lodge is equipped with a Chef's Kitchen, huge dining room (we have seated sixteen), double-sided fireplace, baby grand piano, screened porch, and covered porch. The main lodge house has three Master Bedrooms, and two other large bedrooms with a shared bath. Downstairs is a walkout game room with foosball, ping pong, bar, and a fire pit/movie pit with 52" screen TV. The outdoor 8 person hot tub is steps away, overlooking the pond.
150 feet down the hill below the pond is the 'Guest' Treehouse. The treehouse is a cedar sided two level cabin-style house which sleeps six, with full bath and kitchen--and an optional fire pole exit for the adventurous. This treetop aerie has to be seen to be believed!
The farm has a small herd of horses and one alpaca, Mike. We have hiking trails on the property. A fantastic network of both gravel and paved roads fans out from the farm for incredible short and long distanced cycling routes. Or you can leave the farm to hike the incredible local trails or fish the local streams, or visit some of the local wineries or organic farms. We are 35 miles from Charlottesville, and 82 miles from Washington DC.
Caretakers live onsite and can help out with questions, firewood, directions, and even with provisioning if desired. They are happy to arrange spectacular custom-guided trail rides from a local stable in the surrounding mountains--even overnight camping trips.
Keywords: Farm, Horsefarm, Estate
150 feet down the hill below the pond is the 'Guest' Treehouse. The treehouse is a cedar sided two level cabin-style house which sleeps six, with full bath and kitchen--and an optional fire pole exit for the adventurous. This treetop aerie has to be seen to be believed!
The farm has a small herd of horses and one alpaca, Mike. We have hiking trails on the property. A fantastic network of both gravel and paved roads fans out from the farm for incredible short and long distanced cycling routes. Or you can leave the farm to hike the incredible local trails or fish the local streams, or visit some of the local wineries or organic farms. We are 35 miles from Charlottesville, and 82 miles from Washington DC.
Caretakers live onsite and can help out with questions, firewood, directions, and even with provisioning if desired. They are happy to arrange spectacular custom-guided trail rides from a local stable in the surrounding mountains--even overnight camping trips.
Keywords: Farm, Horsefarm, Estate
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Hot Tub
Kitchen
Washer
Dryer
Pet friendly
Air conditioning
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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
Check out before 11:00 AM
Children
Children allowed: ages 0-17
Kid heaven.
Events
Events allowed
Pets
Pets allowed
Dogs are welcome, ours love the place.
Smoking
Smoking is not permitted
Please smoke outdoors.
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
Parties and events are allowed on site
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the neighborhood
Madison
Madison is home to this vacation home. River District Arts and Glassworks Gallery are cultural highlights, and some of the area's activities can be experienced at Sharp Rock Vineyards and DuCard Vineyards. Enjoy the area's slopes with cross-country skiing and skiing, and don't miss out on the sledding.

Madison, VA
What's nearby
- Sharp Rock Vineyards - 15 min drive - 10.2 km
- Blue Quartz Winery - 15 min drive - 10.9 km
- DuCard Vineyards - 21 min drive - 9.2 km
- Copper Fox Distillery - 24 min drive - 26.5 km
- Shenandoah National Park - 28 min drive - 30.3 km
Getting around
Restaurants
- Shotwell Run Brew Co L - 11 min drive
- Ducard Vineyards - 12 min drive
- La Bella Terra B & B - 23 min drive
- Revalation Vineyards - 16 min drive
- Central Coffee Co Limited - 10 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.8/10
Cleanliness
9.8/10
Check-in
9.6/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Nov 2, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Oct 2025
6/10 Okay
David L.
Jan 6, 2026
Liked: Communication, location, listing accuracy
David L.
Stayed 2 nights in Jan 2026
10/10 Excellent
Garsy H.
Sep 6, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy



Garsy H.
Stayed 4 nights in Aug 2025
10/10 Excellent
Michael C.
Jul 31, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michael C.
Stayed 4 nights in Jul 2025
10/10 Excellent
Ellen P.
Jul 10, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
A uniquely beautiful experience!!
Ellen P.
Stayed 3 nights in Jul 2025
10/10 Excellent
Jane K.
May 29, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Groom's parents' haven
Jane K.
Stayed 7 nights in May 2025
10/10 Excellent
Judith G.
Sep 24, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
amazing!
Judith G.
Stayed 3 nights in Sep 2024
10/10 Excellent
Ted M.
Dec 28, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing place
Ted M.
Stayed 3 nights in Dec 2023
10/10 Excellent
Andrew B.
Jan 7, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful house, beautiful location
Andrew B.
Stayed 5 nights in Jan 2024
10/10 Excellent
Jay K.
Mar 15, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful!
Jay K.
Stayed 2 nights in Mar 2024
10/10 Excellent
Aimee D.
Mar 12, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful!
Aimee D.
Stayed 3 nights in Mar 2023
10/10 Excellent
Daniel C.
Oct 16, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Phenomenal place!
Daniel C.
Stayed 3 nights in Oct 2024
10/10 Excellent
Andrew B.
Jan 8, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place!
Andrew B.
Stayed 5 nights in Jan 2023
10/10 Excellent
Laura C.
Nov 19, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property in beautiful location!
Laura C.
Stayed 2 nights in Nov 2024
10/10 Excellent
Clare P.
Sep 23, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
IJM Leadership Retreat
Clare P.
Stayed 3 nights in Sep 2024
10/10 Excellent
Andrew B.
Jan 7, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place, and cozy
Andrew B.
Stayed 5 nights in Jan 2025
10/10 Excellent
Matthew h.
Sep 30, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mountain view wedding
Matthew h.
Stayed 3 nights in Sep 2023
10/10 Excellent
Verified traveler
Dec 21, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Another great weekend!
Verified traveler
Stayed 3 nights in Dec 2020
8/10 Good
David M.
Oct 9, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Out There
David M.
Stayed 3 nights in Sep 2024
10/10 Excellent
kathleen s.
Jun 9, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Splendor
kathleen s.
Stayed 2 nights in Jun 2024
10/10 Excellent
Colleen Q.
May 19, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great lodge!
Colleen Q.
Stayed 2 nights in May 2024
10/10 Excellent
Verified traveler
Apr 10, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Once again - magical
Verified traveler
Stayed 3 nights in Apr 2023
10/10 Excellent
Cynthia F.
Jun 25, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Extraordinarily spacious, comfortable house with beautiful vistas
Cynthia F.
Stayed 3 nights in Jun 2022
10/10 Excellent
Verified traveler
Sep 1, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
WE LOVE THIS PLACE!
Verified traveler
Stayed 3 nights in Aug 2022
10/10 Excellent
Frank C.
Jul 24, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Time
Frank C.
Stayed 4 nights in Jul 2023
About the host
Hosted by Richard Smith
Our family has cherished this special farm since we bought in 1995. Since building the new house, we have shared it with numerous friends and families who come out to regroup, renew, and get inspired by the natural beauty of the place.
Why they chose this property
Most beautiful place we had ever seen in Virginia. We had been camping, hiking, climbing and biking in this area for years, and fell more in love with it every time we visited. We bought it to create a place for families to bond. Great place for family reunions and get-togethers.
What makes this property unique
The area is uniquely rich in character. The edge of the Piedmont and the Blue Ridge is flush with beautiful organic farms, wineries, and incredible cycling and hiking. Great base to visit Charlottsville and Monticello (35 miles), Luray (30 miles), Skyline Drive (18 miles), Sperryville (12 miles), Little Washington (15 miles), Flint Hill (17 miles),Orange (15 miles) and to take advantage of countless small antique shops and artist galleries that are close by.
Languages:
English
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