Entire home

Old Rag View Horse Farm with Log Lodge and Treehouse

Photo gallery for Old Rag View Horse Farm with Log Lodge and Treehouse

Exterior
Lodge front, side porch and Old Rag Mountain
Sunset View Over Old Rag Mountain from Front Porch
View from the treehouse front yard
Main entrance in fall

Reviews

10 out of 10
Exceptional
6 bedrooms5+ bathroomsSleeps 164400 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer

Explore the area

View in a map
Madison, VA
  • Sharp Rock Vineyards
    ‪18 min drive‬
  • Thorton Gap Entrance Shenandoah
    ‪40 min drive‬
  • Old Rag Mountain
    ‪45 min drive‬
  • Charlottesville, VA (CHO-Charlottesville-Albemarle)

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

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Amenities

Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
Kid heaven.
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Events

Events allowed
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Pets

Pets allowed
Dogs are welcome, ours love the place.
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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 area

Madison

Madison is home to this holiday 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 sledging.
Map
Madison, VA

What's nearby

  • Sharp Rock Vineyards - 18 min drive - 8.5 km
  • Thorton Gap Entrance Shenandoah - 40 min drive - 35.4 km
  • Old Rag Mountain - 45 min drive - 20.8 km
  • Yogi Bear's Jellystone Park - 48 min drive - 44.4 km
  • Luray Caverns - 56 min drive - 54.8 km

Getting around

  • Culpeper Station - 37 min drive
  • Charlottesville, VA (CHO-Charlottesville-Albemarle) - 50 min drive

Restaurants

  • ‪Shotwell Run Brew Co L - ‬11 min drive
  • ‪Ducard Vineyards - ‬12 min drive
  • ‪Graves Mountain Dining Room - ‬23 min drive
  • ‪Central Coffee Co Limited - ‬10 min drive
  • ‪Revalation Vineyards - ‬16 min drive

Frequently asked questions

Is Old Rag View Horse Farm with Log Lodge and Treehouse pet-friendly?

Yes, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.

What time is check-in at Old Rag View Horse Farm with Log Lodge and Treehouse?

Check-in begins at 4:00 PM.

What time is check-out at Old Rag View Horse Farm with Log Lodge and Treehouse?

Checkout is at 11:00 AM.

Where is Old Rag View Horse Farm with Log Lodge and Treehouse located?

Set in Madison, this family-friendly holiday home is within 6 mi (10 km) of Sharp Rock Vineyards, DuCard Vineyards and Blue Quartz Winery. Madison Plaza and Lawrence Beasley Park are also within 12 miles (20 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 151 out of 161 reviews
Rating 8 - Good. 8 out of 161 reviews
Rating 6 - Okay. 1 out of 161 reviews
Rating 4 - Poor. 0 out of 161 reviews
Rating 2 - Terrible. 1 out of 161 reviews

9.8/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Michael C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent as always.
Stayed 4 nights in Jul 2025

10/10 Excellent

Ellen P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A uniquely beautiful experience!!

We had a family summer get together, and this very unique home was just perfect! So fun and filled with so many unique experiences without leaving the property!! Fishing, relaxing in the hot tub, picking wild berries, putting our feet in the stream, having morning coffee on the deck and amazing dinners that were fun to prepare in the gourmet kitchen!! We hope to return!!
Stayed 3 nights in Jul 2025

10/10 Excellent

Jane K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Groom's parents' haven

Lovely relaxing week. We were able to host close friends and family all week as well as to have a beautiful outdoor groom's dinner. The caretakers were so friendly and helpful leading up to our stay and throughout our time there!!
Stayed 7 nights in May 2025

10/10 Excellent

Judith G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

amazing!

5th stay, just love this place!
Stayed 3 nights in Sep 2024

10/10 Excellent

Ted M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing place

Had an amazing time. One of the best places we have ever stayed.
Stayed 3 nights in Dec 2023

10/10 Excellent

Jay K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful!

Great place in the mountains!
Stayed 2 nights in Mar 2024

10/10 Excellent

Aimee D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful!

What an enjoyable place to stay. Perfect for our large group with a view that is just spectacular.
Stayed 3 nights in Mar 2023

10/10 Excellent

Andrew B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful house, beautiful location

Our extended family had a great stay—we’ve been three times over the years and plan to go again
Stayed 5 nights in Jan 2024

10/10 Excellent

Daniel C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Phenomenal place!

What a great spot to get away. Orchards are nearby and the view is phenomenal. Property overall is amazing and everyone was in love with the house and grounds. Richard is extremely responsive and a great owner.
Stayed 3 nights in Oct 2024

10/10 Excellent

Andrew B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful place, and cozy

Our family group of 10 has come several times in the winter. Beautiful house and location. The great room with huge fireplace and view of the Blue Ridge is perfect for hanging out in the winder, and the big and well-equipped kitchen is excellent for big family dinners.This time, a big winder storm presented some winter challenges, and the host did a great job of making things right.
Stayed 5 nights in Jan 2025

10/10 Excellent

Clare P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

IJM Leadership Retreat

As always, this place is a perfect gettaway for our team! The space is perfect for a team our size. We love the kitchen, view from the porch the separate tree house for extra room! Thank you!
Stayed 3 nights in Sep 2024

10/10 Excellent

Laura C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property in beautiful location!

We had 3 couples staying for a trip to the area to dine at 3 Blacksmiths. The house was HUGE and fully stocked with everything you could need. The caretakers answered all of our questions and were very helpful during our stay. We enjoyed the ping pong table, fire pits and hot tub. We are already discussing booking another trip with our kids!
Stayed 2 nights in Nov 2024

10/10 Excellent

Matthew h.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mountain view wedding

We recently stayed here and had a small reception in the yard. Every view was so beautiful and there was everything we needed. Plenty of room for people to enjoy the setting.
Stayed 3 nights in Sep 2023

10/10 Excellent

Andrew B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful place!

Spatious, spectacular, well-equipped, stunning views from everywhere, beautiful spot and great location. Would rent again for sure.
Stayed 5 nights in Jan 2023

8/10 Good

David M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Out There

The home is spacious and the views are very nice. It is "out there", i.e. some distance from anything.
Stayed 3 nights in Sep 2024

10/10 Excellent

kathleen s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Splendor

This property is outstanding in all regards. Both the mountain views and the unique construction of the house are spectacular. Every room is beautifully furnished and comfortable. It is a perfect venue for a family gathering or a group of friends. And the caretakers are very responsive.
Stayed 2 nights in Jun 2024

10/10 Excellent

Frank C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Time

Our family of 10, which included 3 generations, had a wonderful stay at this property. There was plenty of room for everyone, the kitchen was nicely appointed, the tree house was enjoyed by teen grandsons, and several really enjoyed the fireplace climbing wall!
Stayed 4 nights in Jul 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Once again - magical

This is just such a lovely property. This is the 4th or 5th time we have rented it and it never disappoints. We are huge fans of this lovely space and the great joy it brings my family.
Stayed 3 nights in Apr 2023

10/10 Excellent

Laura S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding weekend

This location was perfect for the brides family to use as home base on the wedding weekend. We had plenty of room and loved all the porches for outdoor views and gatherings. Next time we will plan to spend more time using the hot tub, fire pit and hiking. We loved this house!
Stayed 4 nights in Apr 2023

10/10 Excellent

Colleen Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great lodge!

Very nice well appointed home. We came in for a nearby family wedding and it was a great place to stay. Try to arrive during the day though as it is a little hard to find at night. But well worth opening and closing a gate or two. Fantastic view. Great space.
Stayed 2 nights in May 2024

10/10 Excellent

Dyanne L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mother’s Day week end

Wonderful family togetherness in a beautiful log castle. My sons cooked wonderful meals, kids loved the outdoor space and the perfect tree-house. The home was the most impressive we have ever stayed in. The views of the mountains were majestic. The kitchen is huge. We loved having two dishwashers. There are so many bedrooms, so much space and interesting things to do. We loved it.
Stayed 3 nights in May 2024

10/10 Excellent

Jack L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredible!

This is an amazing house that needs to be seen to believe. You honestly feel like you are at the Dutton Ranch in Yellowstone. Pics don’t do it justice.
Stayed 3 nights in Mar 2023

10/10 Excellent

Pam H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

The main house/lodge is amazing. Views are gorgeous. The setting is peaceful and private. There are so many areas inside and outside of the house that it was hard to choose where to gather. Double ovens and dishwasher worked out great for a group. This was our best family get together yet!
Stayed 4 nights in Jul 2023

10/10 Excellent

Amy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely fall weekend getaway

This is our fourth time renting Chestnut Oak Farm. It never disappoints. Always a magical and rejuvenating experience. We love the view from the porch and our daily walks to visit the horses. Can't wait until our return trip in December!
Stayed 3 nights in Sep 2022

10/10 Excellent

Shawn R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pure Bliss

We had a great time at the house, all family members enjoyed the stay. The morning view was so impressive from the deck but the evening sunset was even better! Getting there was everything we expected as the host gave great instructions and let you know what to expect. Check in was very easy as well. The host is very nice and informative about everything. The caretakers were absolutely fantastic, any question we had they were happy to help. They gave us great advice on the area and spent some time telling us about the horses. The area is really nice too, a lot of local produce. We would absolutely recommend this home and hopefully we will get back here at some point.
Stayed 7 nights in Aug 2024

About the host

Hosted by Richard Smith

Host profile image
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