Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home

Top rated by guests
Exterior
Kitchen table that seats 10, 12 if you double up at the ends!
Modern spacious gourmet kitchen with double oven and natural gas range.
Mud room with 25 pound a day ice maker, great place to set up for parties
Exterior
review stars
10.0Outstanding
(218 Ratings)
"This is our fifth time at Eric’s lovely property and we had a wonderful time, as always. The house has ideal accommodations for many adults and the kitchen is fully stocked with any tool you could nee..."
Rachel H.
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(218 Ratings)

House in Shenandoah Valley, VA

18 guests · 5 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Located just minutes from Old Rag Mountain, Whippoorwill Manor Farm is a destination that affords the rare experience to rent your own farm for a week or a weekend. The house was completely restored in 2005 adding a new addition that houses a large modern kitchen, and 3 full baths (over 3,800 sq. ft). One of Washington's top interior decorators designed the home specifically with the idea of family/friends use. Thus, the home has maintained its unique historical charm to include its wide hickory planked floors, log cabin rooms with stone fireplaces, and hand crafted wood work throughout the home. The original part of the house (log cabin) dates back to the 1700's and is the second oldest structure in Madison County. The farm even has a game building out back that's great to enjoy a drink while playing foosball or shuffleboard. There is also a professional outdoor ping pong table. The house has all the modern conveniences to stay connected including, direct TV and wireless internet (Please not that Broadband internet is not available in this area). Please note that this property is not set up to host weddings/events.

Great nearby outdoor activities such as: climbing Old Rag MT (the most spectacular hike in VA) or hiking White Oak Canyon to see its impressive upper and lower waterfalls, both parking lots are approximately 7 miles from the house both located in Shenandoah National Park. Whippoorwill Manor Farm is just minutes from Graves Mountain Lodge, Prince Michel, Sharp Rock, DuCard Vineyards and Shotwell Run Brewing.

Our objective is to treat our guests the same as we would our extended family/friends that come and visit the farm. Therefore, the important essentials are provided which includes: linens, towels, blankets, essential paper products, cleaning supplies, some laundry detergent, coffee, spices and condiments (no guaranteed stock), charcoal, lighter fluid and wood for fire place (some local cabins charge $40.00 just for the firewood). There is also a 25 pound a day ice maker. To assist in keeping the cleaning fee modest, you will need to make your own bed. Covers and blankets are on the beds with its sheets folded at the base. Finally, our Caretakers (Bill and Delores) live nearby and are available to personally address any concerns or questions you may have. Please be advised that the farm has the best available Internet in Madison County but it is not city speed and is not unlimited so we request you download videos prior to visit and not conduct gaming during stay.

The property is only 15-20 minutes from the historic towns of Culpepper, Madison and Sperryville, ideal for shopping and quality restaurants. Additionally, it serves as a perfect home vacation site to explore the many historic landmarks of the Shenandoah Valley and its vast natural beauty.

Come enjoy this truly unique and beautiful property for a peaceful and fun vacation or come with a group of friends for a long weekend to hike, bike, and enjoy each other with a number of local attractions and activities. On the property, there are a number of activities to enjoy such as corn hole, volleyball and horseshoes. In the evenings, the fire pit is a wonderful place to tell stories and share experiences year round. The house has a full back up generator in the event power is lost so your stay will not be disrupted if a major storm strikes.

For cycling enthusiasts from other parts of the country, the mountain scenery coupled with the quiet, safe, country roads are a national treasure to be experienced. The very popular Tour de Madison Bike Ride (held in mid-May every year), and the ride enjoys national stature. The Tour is not a race, but rather designed as a wonderful way to see the great scenic beauty of the Blue Ridge Mountains. They have routes for the entire family; you can choose between 16, 40, and 62 miles along country roads. If you can't make the actual weekend, the owner will provide you with the specific routes of the Tour so can enjoy them during your stay. Your group could even do a different 'century' every day for a week and beyond the initial few miles leaving/returning to the house; you will not have to cover the same ground twice!

Keywords: Historic farm home with log cabin section, private retreat on 110 secluded acres - ideal family reunion, hiking, active lifestyles

Amenities at Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home

Non-smoking
No pets allowed
Family friendly

Map of Shenandoah Valley, VA


Ratings and reviews

10.0 / 10.0
Outstanding(218 Ratings)
10.0 / 10.0Outstanding·Nov 2025
This is our fifth time at Eric’s lovely property and we had a wonderful time, as always. The house has ideal accommodations for many adults and the kitchen is fully stocked with any tool you could need. Eric is always very responsive and welcoming. The property is beautiful. I highly recommend staying here!
10.0 / 10.0Outstanding·Sep 2025
We loved this place. We were there for a family event in the area, so sadly we didn't get to enjoy it as we would have liked to. I'd love to go back and spend more time there. It was so well stocked and family friendly. Communication was great. Beds were comfy. Beautiful place with lots to do.
10.0 / 10.0Outstanding·May 2025
This property is the best short term rental I’ve encountered. The house is stocked with everything you need and the amenities like the sauna, game room, and BBQ pits are all welcome features to the immaculate grounds. We made many fond memories and look forward to returning.
5.0 / 10.0·Aug 2022
This property was awesome. It provided a clean, warm and nurturing environment for a treasured family vacation. We took family pictures with the beautiful background provided by the farm. Loved every minute spent here!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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