Updated on Jul 20, 2026
|
Type
|
Private vacation home
|
|
Bedrooms
|
6
|
|
Bathrooms
|
5
|
|
House Rules
|
-
Pets allowed;Dogs are welcome, ours love the place.
-
Children allowed: ages 0-17 ;Kid heaven.
-
Smoking is not permitted;Please smoke outdoors.
-
Events allowed
|
|
Max Occupancy
|
16
|
|
Host Language
|
English
|
|
Property Id
|
319986
|
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
Madison is home to this vacation home. Sharp Rock Vineyards and DuCard 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. Enjoy the area's slopes with cross-country skiing and skiing, and don't miss out on the sledding.
Get the full listing »
4 Br Cabin Vacation Rental In Pratts, Virginia - Vrbo Property # 4965101
Escape to our charming log cabin retreat, perfectly tucked away in the peaceful woods near Shenandoah National Park. Enjoy a fully equipped kitchen, spacious living area, fast Wi-Fi, and...
2 Br Cabin Vacation Rental In Ruckersville, Virginia - Vrbo Property # 2081311
The Natchez has privacy, comfort, and wonderful accommodations with a lovely front porch with rockers. This is a cozy log cabin with a Pennsylvania fieldstone fireplace with gas fire logs. It has 2...
3 Br Private Vacation Home Vacation Rental In Aroda, Virginia - Vrbo Property # 3333879
The Nest on Hawks Ridge is in the heart of all you want to do in Central Virginia! Newlyweds to families, everyone will love it here! The peace and quiet of the country, or the excitement of...
1 Br Private Vacation Home Vacation Rental In Madison, Virginia - Vrbo Property # 3466626
PETS NOW WELCOME! Welcome to the historic Madison Eagle, a standalone studio-style space that combines the charm of the past with modern comfort. Located in the heart of Madison on Main St, the...
1 Br Cottage Vacation Rental In Reva, Virginia - Vrbo Property # 2811990
Cozy Tiny Home Retreat on a Blue Ridge Mountain Horse FarmEscape to a charming tiny home nestled on a working horse farm in the rolling countryside of Reva, Virginia, set a peaceful half mile back...
8 Br Private Vacation Home Vacation Rental In Reva, Virginia - Vrbo Property # 5110775
Nestled in the foothills of the Blue Ridge Mountains, the estate rests on 10 acres of lush, rolling farmlanda serene escape that is both rustic and elevated. The estate was thoughtfully designed...
6 Br Country House Vacation Rental In Madison, Virginia - Vrbo Property # 3862177
So close to the local wineries, breweries and hiking trails! Charming country home for large groups, sleeps 10-12. Acres of rolling green pastures with gorgeous Blue Ridge Mountain views. Black...
1 Br Apartment Vacation Rental In Hood, Virginia - Vrbo Property # 4444936
Located in Hood, enjoy what this 1-bedroom apartment has to offer. This charming property comes equipped with essential amenities like WiFi, AC, and heating. The cozy bedroom provides a comfortable...
5 Br Private Vacation Home Vacation Rental In Etlan, Virginia - Vrbo Property # 322251
Large, rustic, & luxurious are words seldom used together, but accurately describes Spirit Dancer Lodge. A luxurious, energizing, rejuvenating, and romantic get-away far removed from the stresses...
1 Br Cottage Vacation Rental In Etlan, Virginia - Vrbo Property # 2577131
Come back to this snug retreat after a long day of hiking in the Shenandoah National Park . Renovated cottage (one mile from Old Rag trailhead) with scenic views on quiet road. Enjoy the sound of...