Title: Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=19008226&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home Family-friendly vacation home with a fitness center and a sauna ## Photo gallery for Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home ![Outdoor dining - Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home (Madison)](https://images.trvl-media.com/lodging/20000000/19010000/19008300/19008226/33e3528e.jpg?impolicy=resizecrop&rw=598&ra=fit) ![5 bedrooms, iron/ironing board, WiFi, bed sheets - Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home (Madison)](https://images.trvl-media.com/lodging/20000000/19010000/19008300/19008226/2699d698.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home (Madison)](https://images.trvl-media.com/lodging/20000000/19010000/19008300/19008226/1ca22293.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home (Madison)](https://images.trvl-media.com/lodging/20000000/19010000/19008300/19008226/33240e27.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, fireplace, DVD player, foosball - Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home (Madison)](https://images.trvl-media.com/lodging/20000000/19010000/19008300/19008226/4f108b78.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Escape to Whippoorwill Manor Farm, a serene destination nestled near Old Rag Mountain. This historic farm home with log cabin charm offers a unique retreat for family and friends, featuring wide hickory planked floors, stone fireplaces, and handcrafted woodwork throughout the home. The property also includes modern conveniences like direct TV and wireless internet. ## Reviews 10 Exceptional ### Entire home 5 bedrooms3 bathroomsSleeps 183600 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Air conditioning - Gym - Outdoor Space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home 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 ## Property amenities ### Ski - Cross-country skiing nearby ### Pool/Spa - Sauna ### Internet - Available in the house: WiFi ### Parking and transportation - Car required - Parking on site ### Kitchen - Blender - Cleaning supplies - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Bathtub - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Fireplace - Living room - Wood stove ### Entertainment - DVD player - Stereo - TV with cable/satellite channels ### Outdoor areas - Balcony - Barbecue grill - Firepit - Free firewood - Garden - Outdoor furniture ### Laundry - Laundry detergent - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - Wheelchair accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board - Phone ### Location highlights - In a rural location - In the mountains ### Things to do - Arcade/game room - Bicycles - Foosball table - Gym - Table tennis - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Horseback riding nearby - Hunting nearby - Kayaking nearby - Mountain biking nearby - Rock climbing nearby - Wildlife walks nearby - Winery tours nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher - Deadbolt lock ### General - Bicycles - Garden - Unit size: 3,600 square feet ## Similar properties ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99370000/99369100/99369077/2c65d452.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Virginia Mountain Cabin w/ Decks & Fireplaces Fulks Run - Kitchen - Pet friendly - Parking included - Free WiFi 4.0 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-15&endDate=2026-01-16&selected=99369077&PinnedHotelID=99369077&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 26 ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Rules parties involving people not staying overnight will incur additional fees and requirements depending on the nature of the activity. ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## 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 ### We should mention A car is required for transportation to and from this property ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C38.50097%2C-78.24943&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=90UKlRD-wx3XdPETGu3DwhkqamU=) Madison, VA #### What's nearby - Blue Quartz Winery \- 11 min drive \- 7.9 km - Sharp Rock Vineyards \- 15 min drive \- 12.0 km - Madison Plaza \- 20 min drive \- 22.7 km - DuCard Vineyards \- 21 min drive \- 11.0 km - Shenandoah National Park \- 27 min drive \- 32.1 km #### Getting around - Culpeper Station - 34 min drive - Charlottesville-Albemarle Airport (CHO) - 47 min drive #### Restaurants - ‪Shotwell Run Brew Co L - ‬10 min drive - ‪Ducard Vineyards - ‬13 min drive - ‪Graves Mountain Lodge - ‬25 min drive - ‪Sparrows Rest - ‬21 min drive - ‪Central Coffee Co Limited - ‬12 min drive ## Frequently asked questions ### Is Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home pet-friendly? ### How much is parking? ### What time is check-in at Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home? ### What time is check-out at Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home? ### Where is Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 220 8 - Good 1 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Chris F. Sep 22, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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. ##### Chris F. Stayed 2 nights in Sep 2025 ### 10/10 Excellent #### Gregory D. May 16, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing stay! 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. ##### Gregory D. Stayed 4 nights in May 2025 ### 10/10 Excellent #### Rachel H. Nov 22, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Retreat This is our third time having a group of friends cook and play chamber music at Eric’s wonderful home. It’s the perfect size, with excellent sleeping arrangements, a fantastic kitchen, and plenty of other things to keep us occupied, particularly the trails. We already have our next stay booked! ##### Rachel H. Stayed 3 nights in Nov 2024 ### 10/10 Excellent #### Matt S. Jan 6, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Another Great Stay at Whippoorwill! This was our family's second visit to Whippoorwill and it was even better than our first. The house and property are so unique and peaceful. The owner has been fantastic and goes above and beyond to make the property feel like a home; not just a rental. Everyone in our family off 11, ranging in ages from 9 to 78, absolutely love this special place!! ##### Matt S. Stayed 5 nights in Dec 2024 ### 10/10 Excellent #### Wendy K. Nov 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Loved Our Week Away! Second time here and def a fave with all our family! Spending a week with our kids and grandkids is so special, and this place fits us all. Love the property where the kids can be outside on their own while parents relax over a cup of coffee. Enjoyed the warm November weather during the days, and fires at night, both inside and out. Can’t wait til next time! ##### Wendy K. Stayed 7 nights in Nov 2024 ### 10/10 Excellent #### Rachel H. Feb 10, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Well provisioned house in a lovely setting We love Whipporwill Manor! The house has everything you can think of - seriously, everything! Our group took advantage of the bikes, the fully equipped kitchen, the ample space for lounging and playing chamber music, and the perfectly suited bedrooms for our configuration. The property is gorgeous and the home is cozy. I can’t recommend this listing enough! ##### Rachel H. Stayed 3 nights in Feb 2025 ### 10/10 Excellent #### Kathryn T. Apr 7, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect escape We thoroughly enjoyed our stay at this lovely property. The house is so nice, the kitchen is so well appointed, they have thought of everything you might need. The range of activities was so fun from pickle ball, to darts, ping pong etc. we loved sitting at the deck at the top of the hill with the beautiful view of the mountains. ##### Kathryn T. Stayed 2 nights in Apr 2024 ### 10/10 Excellent #### Holly J. Aug 18, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 40th bday celebration This is our 4th stay at Eric's place and I think that speaks for itself. This property is well taken care of and is such an amazing space. The house is beautiful but my favorite thing about this place is all the outdoor space, the fire pit, the hiking trails etc we will be back! Thanks for an awesome bday trip! ##### Holly J. Stayed 2 nights in Aug 2024 ### 10/10 Excellent #### Daniel S. Jun 5, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Peaceful mountain paradise We've been staying at WMF for years, and it always blows us away how pristine, comfortable and peaceful it is. A close second is how well appointed it is, so many things are provided (from a top brand of charcoal for the grills to every kitchen gadget imaginable to robes for the sauna), you really only need to show up with the clothes on your back. The owner, Eric, is responsive and friendly, and the caretakers are equally so. The whole experience is truly a gift! ##### Daniel S. Stayed 6 nights in May 2024 ### 10/10 Excellent #### Denice O. Aug 7, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Place We absolutely loved the place!! The hosts did not forget anything and provided all the essentials. They prepared us very well on what to bring. We loved reading the book about the family and home. We were there for my daughters wedding and wished we had more time to just hang out on the property and explore the many trails around it. It truly was a beautiful place!! Our whole family said that we would love to come back(maybe when it isn't as hot). Thank you for providing a wonderful place to enjoy the beautiful surroundings. ##### Denice O. Stayed 4 nights in Jul 2024 ### 10/10 Excellent #### Andrew P. Apr 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Bachelor Party Getaway This was everything a group of 20s-30s guys could ask for in a location to get together and relax. Ladies weren’t there, but I’m sure they would have loved it too. Perfect location. Beautiful scenery. Wonderful lookout for morning coffee. Fire pit, games, sprawling lawn, access to hiking and dirt biking trails, big kitchen full of appliances. Great showers. Sauna. Far enough away to feel like an adventure, but close enough to be convenient. Everything was spotless on arrival. The whole property was full of amenities and extra little touches to make things more convenient. Great host. Very easy to communicate with. 10/10 would recommend for any occasion. ##### Andrew P. Stayed 2 nights in Apr 2024 ### 10/10 Excellent #### Toniann B. Jul 5, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Don’t pass this house up! This is our second time back to Whippoorwill Manor Farm for our annual family vacation. This house and property quite literally have everything to keep kids and adults entertained. Bikes, game room, sauna, sports/activities galore, trails, wildlife (bears too!), fire pit, outdoor seating, and acres upon acres to let the kids play like kids should. There is just so much room inside and out- great for large gatherings. The house is so well appointed with anything you might need…especially the kitchen. The entire process from booking to departing was smooth. We’ve been holding our annual family vacation with a house rental for 14 years now, and this is by far everyone’s favorite property. If you are looking to unwind and have some fun with friends and family- this is the place. Private, quiet piece of property…but not too far from groceries, hiking, tubing, wineries, and many other activities! ##### Toniann B. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### karen D. Oct 31, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fall gathering with friends The Whippoorwill Manor Farm was true to the photos as a beautifully and thoughtfully restored farm house and property, perfectly situated in the blue ridge mountains. So quiet and peaceful! It was ideal for our group of nine, and could clearly accomodate more guests very easily. There are plenty of physical activities if desired, including hiking both on and off the property. The pickleball court got some spirited use! The farm is also a place to simply sit, relax, and enjoy, with comfortable seating both inside and out. The farm kitchen is fully equipped, and there was ample seating to share meals at the indoor or outdoor tables. Recommend taking in the sunset on the upper platform, We had a campfire under the stars each night. Eric could not be a more responsive host, and he takes care of his guests in every way. I would unhesitatingly recommend this property to any group, of any age! ##### karen D. Stayed 3 nights in Oct 2023 ### 10/10 Excellent #### Emily B. Oct 5, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fantastic stay! This was my 7th stay at Whippoorwill over the past 10 years and it never disappoints. It is such a special and wonderful spot. Perfect for group gatherings. You will not find a better stocked kitchen - from a Kitchen Aid mixer to every utensil you could ever want. I panicked when I realized I had forgotten baking soda and powder, opened a cabinet door and there it was. The owners are constantly adding to the property. My toddlers were delighted to find an adorable playhouse with a working doorbell and a sandbox. Highlight of their trip! I loved being able to watch them play from the kitchen window. The storage room is stocked with the best supplies for the grill and anything you could need outdoors. The ice machine is so amazing for a large group, no more ice runs to a gas station. The internet worked great much to the delight of the teenagers. We had a birthday dinner for my mom under the pergola and stars. This is a place where memories are made. Can’t wait for our next stay! ##### Emily B. Stayed 4 nights in Sep 2024 ### 10/10 Excellent #### Alicia K. Jan 10, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Another wonderful stay! We love Whippoorwill and how well the property is managed! ##### Alicia K. Stayed 4 nights in Jan 2023 ### 10/10 Excellent #### michael d. Feb 18, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Dowd family Everything was perfect. Everything you could possibly need was there. Great experience would definately return ##### michael d. Stayed 3 nights in Feb 2025 ### 10/10 Excellent #### James C. Oct 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing as always ! We love this place ! I think it’s our 12th year ! ##### James C. Stayed 3 nights in Sep 2024 ### 10/10 Excellent #### SEAN K. Aug 30, 2020 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome vacation Had an amazing time down there with our friends. The house and property far exceeded my expectations. Looking forward to returning as soon as we can. Great owner, great experience. ##### SEAN K. Stayed 5 nights in Aug 2020 ### 10/10 Excellent #### Richard R. May 9, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing EVERYTHING we could have possibly needed was available! Beautiful property, beautiful home, cant wait to come back! Accommodated a bunch of ICU nurses and our families perfectly! ##### Richard R. Stayed 2 nights in Apr 2024 ### 10/10 Excellent #### Maureen T. Nov 13, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Review Absolutely wonderful!! ##### Maureen T. Stayed 4 nights in Nov 2023 ### 10/10 Excellent #### Cathy G. Apr 27, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Property and Weekend The property is spectacular. The house is well stocked, comfortable and had everything (and more!) than we needed. There was a ton to do on the property itself and hiking was a 20 minute drive. We will definitely be back again! ##### Cathy G. Stayed 2 nights in Apr 2023 ### 10/10 Excellent #### Brenda W. Aug 28, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Just as wonderful as i remembered. Our group of 13 ladies returned after 8 years for a weekend to recharge physically, mentally and spiritually. We wandered through the woods, enjoyed the pickle ball court and cooked great healthy meals in the very well-stocked kitchen. This farm is definitely a place of retreat! ##### Brenda W. Stayed 3 nights in Aug 2023 ### 10/10 Excellent #### Rachel H. Feb 16, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing weekend The house and property are amazing. The host has made check in and out very clear and is very easy to get a hold of and communicate with. My friends and I held a chamber music weekend and had a wonderful time playing and using the amazing kitchen. We’ll probably be booking again this year! ##### Rachel H. Stayed 3 nights in Feb 2023 ### 10/10 Excellent #### Rachel H. Nov 7, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fall Retreat Whippoorwill is a wonderful property and perfect for our group of 10 people. The foliage was still brilliant and the weather was nice enough for us to grill one day. They have everything you could possibly want for cooking and recreation. The host and caretakers are very easy to get in touch with and are lovely people. We highly recommend this property! ##### Rachel H. Stayed 3 nights in Nov 2023 ### 10/10 Excellent #### John P. Aug 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fabulous I left a long review earlier. ##### John P. 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