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One of Central Virginia's most historic Private Residences

Orange, VA, USA
  • Estate1000 sqft
  • Bedrooms2
  • Sleeps6
  • Bathrooms2
  • Half Baths0
  • Minimum Stay2 nights

2 bedrooms, 2 baths Sleeps 4

2016 Fully Renovated Cottage, down to the the studs! This includes: new bathrooms, updated kitchen, refinished floors, paint, period furniture, plantation shutters, and all new linens.

This is your opportunity to spend a weekend at one of the most historic and private homes in Orange VA. This is the former residence of James Madison’s brother Ambrose Madison est 1783. The estate features 50+ acres of open fields and stream, 3 private ponds, walking trails, gorgeous sunset views, and was featured on the 2012 Garden Club of Virginia Historic Garden Week Tour.

Come experience the country side in this modern guest cottage. Complete with full kitchen, 2 bedrooms featuring a king size bed downstairs and 2 twin beds upstairs, 2 full bathrooms with walk in shower, living room, screened in porch, patio, private parking, and media area with cable TV. The cottage will sleep four very comfortably, over 1000+ square feet.

Minutes from Woodberry Forest School and downtown Orange, 25 minutes from Charlottesville, UVA and Scott Stadium, this is an ideal setting for a private getaway. The property has a central location in the up and coming Virginia Wine region; quickly becoming the Napa Valley of the east coast. Property has great fishing in the private ponds, manicured grounds, guided hunting, golf outings, and Wine Tours. The owners are local and can serve as great advisers and historians of the area. There are many local museums such as Montpelier, civil war battlefields, restaurants, antiquing and history to explore.

Want to live on the wild side? Orange offers the opportunity to go sky diving! We look forward to your visit.

Property Manager

Richard Sanford

Member Since 2012
Premier Partner
This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.
Response rate:
Response time:
within a few hours
Calendar last updated:
Apr 21, 2018
About Richard Sanford

The owners are native and have a vast knowledge of the area, including, restaurants, shopping, wineries, restaurants, history, museums, civil war batttlefields, and antique stores, and auctions.

Richard Sanford purchased this Estate in 2001

Why Richard Sanford chose Orange

The history, the ambiance, the peaceful and quite tranquil clean air of country living. The home features all the modern amenities one would expect without the bother of people coming and going from a hotel setting. This is as private a setting as you will find in the area.

What makes this Estate unique

Full Kitchen, hardwood floors, central location.


    • Internet
    • Pets Welcome
    • Air Conditioning
    • Fireplace
    • Satellite or Cable
    • Kids Welcome
    • Washer & Dryer
    • Parking
    • TV
    • No Smoking


      • 2 Bedrooms, Sleeps 6
      • Bedroom 1
        1 king
      • Bedroom 2
        2 twin/ single
      • King size beds (1) Master Bedroom features a king bed, Twin or Single Beds (1) 2 in the second loft bedroom


      • 2 Bathrooms
        • 2

        Location Type

          • Mountain View


              • Away From It All
              • Historic


                  • Guests provide their own meals


                      • Air Conditioning
                      • Clothes Dryer
                      • Internet
                      • Linens Provided
                        Upon request.
                      • Parking Off Street
                      • Parking for RV/Boat/Trailer
                        RV and vehicles taller than 10 ft would have issues acccessing the tree lined drive
                      • Towels Provided
                      • Washing Machine
                        Brand NEW!
                      • Wood Fireplace
                        These are non-working fireplaces


                          • Kitchen
                          • Catering Available
                          • Cooking Utensils
                          • Dishes & Utensils
                          • Dishwasher
                          • Coffee Maker
                          • Microwave
                          • Pantry Items
                          • Refrigerator
                          • Stove
                          • Toaster


                              • Child's Highchair
                              • Dining Area
                              • comfy seating for 4 people


                                  • DVD Player
                                  • Satellite / Cable
                                    wireless internet
                                  • Television


                                      • Deck / Patio
                                      • Outdoor Grill


                                          • limited accessibility

                                            Onsite Services

                                              • Chauffeur


                                                  • botanical garden
                                                  • churches
                                                  • health/beauty spa
                                                  • museums
                                                  • playground
                                                  • restaurants
                                                  • winery tours

                                                    Leisure Activities

                                                      • antiquing
                                                      • bird watching
                                                      • horseback riding
                                                      • scenic drives
                                                      • sight seeing
                                                      • walking
                                                      • wildlife viewing

                                                        Local Services & Businesses

                                                          • groceries
                                                          • massage therapist

                                                            Sports & Adventure Activities

                                                              • fishing
                                                              • fly fishing
                                                              • freshwater fishing
                                                              • hot air ballooning
                                                              • hunting
                                                              • mountain biking

                                                                32 Reviews


                                                                Latest reviews

                                                                Wonderful, warm and comfortable home.

                                                                Jon & Liz M.

                                                                We stayed for three nights on our way home to Northern Virginia from visiting colleges with our high school sons in North Carolina. This house is wonderful. It is located in a beautiful and very historic area near Orange, Virginia. The owners have done an excellent job maintaining its authenticity while making it a comfortable getaway. We enjoyed walking around the property and our oldest son was able to practice casting with his new fly rod (too early in the year for catching) in two of the three ponds on the property.

                                                                There is also much to do in the nearby towns. We toured Montpellier, and the tour guide even shared anecdotes about the connections and history of this property to the larger Madison estate. We were also able to head up to the Shenandoah National Park for a day, which is not far from this location.

                                                                Our teenage boys even loved it - and they are teenage boys. We wanted to stay longer which is always an indication of how great a place is. We would recommend it to any family or couple interested in getting away for a peaceful vacation.

                                                                Lovely historic home in the midst of stunning scenery.

                                                                Ellie R.

                                                                From the moment we arrived, we were caught up in the ambience of this relaxing beautiful oasis. All calls were promptly returned, and we felt very welcome. We loved how clean and thoughtfully decorated this sweet home was. The beds were incredibly comfortable, as well! We will certainly recommend this historic cottage and plan to return for the chauffeured wine tour!

                                                                Cozy and quaint!

                                                                Dawn C.

                                                                We loved our time at the cottage and took advantage of walking the beautiful grounds! The hosts were quick and helpful and Kind!We hope to visit again!

                                                                A true home away from home!

                                                                Amy S.Arlington, VA

                                                                We LOVE this place! The bed in the master is better than our bed at home! The views in the fog were magical and the location can not be better!

                                                                Beautifully refinished old summer kitchen

                                                                Leslie G.

                                                                Very nice accommodations. Lovely grounds & better than any hotel. We love history, wish there was more history of the cottage & pictures of before and after the renovation. Could have done a little better job clearing cob webs & spiders before stay our stay, but overall loved it.

                                                                Owner's Response:

                                                                Thank you so much for your review. We are so pleased you enjoyed the accommodations. We are also so sorry that our cleaning crew failed to prepare the cottage correctly. We certainly work for a deep clean between each guest and in this case we missed the mark. Should you ever stay with us again and do not find the cottage cleaned to your satisfaction please call and we will have someone right over to straighten things up. We strive for 5 star accommodations sorry in this case we missed the mark.

                                                                Beautifully renovated historic home

                                                                emily a.

                                                                A beautiful stay from the minute you drive on to the property. The owners did a commendable job on updating the home to modern standards, but also keeping unique aspects of the original home. My favorite parts of the house were the porch and fireplaces. Would love to come back again!


                                                                Orange, VA, USA

                                                                The main house is potentially available for weekend rentals for Woodberry Forest Graduation, or a destination wedding. Please call if you have an interest.


                                                                32 Reviews
                                                                Wonderful 4.9/5
                                                                Premier Partner
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                                                                For booking assistance, call 888-640-7927

                                                                Property # 431500