Title: Historic spacious home in the heart of Upperville, VA - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=100925459&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Historic spacious home in the heart of Upperville, VA ## Photo gallery for Historic spacious home in the heart of Upperville, VA ![Property grounds - Historic spacious home in the heart of Upperville, VA (Upperville)](https://images.trvl-media.com/lodging/101000000/100930000/100925500/100925459/f30b047a.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Terrace/patio - Historic spacious home in the heart of Upperville, VA (Upperville)](https://images.trvl-media.com/lodging/101000000/100930000/100925500/100925459/835bc3aa.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace - Historic spacious home in the heart of Upperville, VA (Upperville)](https://images.trvl-media.com/lodging/101000000/100930000/100925500/100925459/2868f566.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Historic spacious home in the heart of Upperville, VA (Upperville)](https://images.trvl-media.com/lodging/101000000/100930000/100925500/100925459/17cc608d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![4 bedrooms, iron/ironing board, travel crib, WiFi - Historic spacious home in the heart of Upperville, VA (Upperville)](https://images.trvl-media.com/lodging/101000000/100930000/100925500/100925459/3bc0a424.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Experience the charm of Upperville at The Upperville Academy, a beautifully restored historic home with 4000 SF of natural light and modern amenities. Enjoy gatherings with family and friends in the exquisite 2.5-acre garden or relax in this dog-friendly haven. ## Reviews 10 Exceptional ### Entire home 4 bedrooms4 bathroomsSleeps 10 ## Popular amenities - Kitchen - Washer - Pet friendly - Air conditioning - Outdoor Space - Parking available ## 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. ### Historic spacious home in the heart of Upperville, VA The Upperville Academy, once a school for boys before the Civil War, is a beautiful, historic home in the heart of Upperville. Built in c1800, this 4000 SF home was recently renovated, preserving the charm of the period, with lots of modern amenities and careful appointments. It is an ideal place for gatherings with close family and friends. The garden is exquisite with 2.5 acres of natural and manicured beauty. The house is full of light, charm and history. Recent reviews include: "Our family enjoyed staying at this lovely home in a historic town. There was plenty of room for us to spread out and relax. The house is dog friendly with a fenced-in garden It is absolutely beautiful. The wineries in the area are a fun afternoon diversion and we also picked fruit at a nearby farm." Another guest wrote: "This was the most beautiful rental I have stayed at, and also one of the most functional in terms of dishes and having furniture. You can tell the host loves this property. It's an old house that's been very thoughtfully maintained, expanded and furnished. It was the perfect place for a team of bridesmaids to stay." ## Property amenities ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Bedrooms - 4 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 3.5 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Fireplace ### Entertainment - Games - Smart TV ### Outdoor areas - Barbecue grill - Garden ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - 2 pets total (up to 50 lbs per pet) ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### 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) ### General - Garden ## Similar properties ![Dining](https://images.trvl-media.com/lodging/110000000/109310000/109303400/109303343/c1cf4307.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Serene Farmhouse and former winery on 44 acres of rolling hills. 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Kids/pet friendly! Paris - Kitchen - Washer - Dryer - Pet friendly 10 Exceptional 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-14&endDate=2026-03-15&selected=105328125&PinnedHotelID=105328125&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-14&endDate=2026-03-15&selected=100925459&PinnedHotelID=100925459&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=100925459,109303343,101305426,101337630,93204732) ## Policies ### Check-in Check-in time starts at 2:00 PM Minimum check-in age: 25 ### 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 ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 2 total (up to 50 lbs per pet) ### 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 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 ## About the area Upperville is home to this vacation home. National Sporting Library & Museum and Museum of Hounds & Hunting North America are cultural highlights, and some of the area's activities can be experienced at RdV Vineyards and Delaplane Cellars. Paris Barns and Northern Fauquier Community Park are also worth visiting. [Visit our Upperville travel guide](https://www.expedia.ca/Upperville.dx184116) [View more Vacation homes in Upperville](https://www.expedia.ca/Upperville-Private-Vacation-Homes.d184116-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=38.991505,-77.88323&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:_l_mFdqjzM%3FS%3FS%40S%3FS%40S%40S%3FS%40UBS%40S%40QBSBSBQ%40SBSDSBQDSBQDSDSDQDQDQFQDQFQDSFOFOFSHOFOFQHOHOFOHOHMHOHOJMHOJMHMJMJKJMJMJKJKJKJMLKJILKLIJKLILILGJILGNILILELGNGLELGNELENELCNELENCNALENANCNANALANAN%3FNAN%3FN%3FN%3FL%3FN%40N%3FN%40N%40N%40L%40NBN%40LDNBN%40LDNDNBLDLDNDLFNDLFLFLDNHLHLFLHJFLJLFLJJHLJJHLJJLLJJJHJJLLLHJJLHLJLHNJLHNHNHLHNHNFNHNFPFNHNFRFNFPDPFPFPDPDPDPFPBRDRDPBRBPDRBRBRBP%40RBR%40PBR%40T%40R%40R%3FR%40R%40R%3FR%3FR%3FR%3FR%3FR%3FTARAR%3FPARARATCRARCRARCPCRCRERCPCREPERCPGPEPEPEPGRGPENGPGPGPINGPGNINGNINININILINKNILKLILKLILMLKJILKJMJKJMJKHMJKJMHMHMHKHMFMHMFOHMFMFMDODMFODMDMDODODMBO%40ODMBOBO%40M%40O%40O%40O%40O%40O%3FM%3FO%3FO%3FO%3FO%3FOAOAMAOAOAOAOCMCOCOCMCOEMEOEMEOEMGMEOEMGMGMIOGMIKGMIMIMIKIMKMKKIMKKKKKKKKMKKKMKMKMIMKMIMKOIOIMIOIOGOIOIOGOGQIOGQGQGOEQGQESGQEQEQEQEQESCQESCQESCSASCQCSCSASASCSAU%3FSAQAS%3FSAU%3FS%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=-AE1cECi3_dfsMDCujhP1Xj64JE=) Upperville, VA ### What's nearby - ![Aerial view of the One Loudoun neighborhood in Ashburn, Loudoun County, Virginia.](https://images.trvl-media.com/place/553248633992325122/cd06ff67-6465-4248-a520-52a3ab63880c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) One Loudoun 47 min drive \- 59.4 km - ![Reston Town Center Park in Autumn](https://images.trvl-media.com/place/6127319/e2396e97-d5f1-4ed8-a678-d19e0eb1132d.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Reston Town Center 47 min drive \- 62.2 km - Upperville Park 11 min walk \- 0.9 km - Fair Oaks Mall 46 min drive \- 78.7 km - Hollywood Casino at Charles Town Races 48 min drive \- 64.4 km ### Getting around - Washington Dulles Intl. Airport (IAD) 51 min drive ### Restaurants - Hunter's Head Tavern 2 min walk - The Ashby Inn & Restaurant 7 min drive - Three Fox Vineyards & Brewery 14 min drive - RdV Vineyards 11 min drive - Delaplane Cellars 14 min drive ## Frequently asked questions ### Is Historic spacious home in the heart of Upperville, VA pet-friendly? ### How much is parking? ### What time is check-in at Historic spacious home in the heart of Upperville, VA ? ### What time is check-out at Historic spacious home in the heart of Upperville, VA ? ### Where is Historic spacious home in the heart of Upperville, VA located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Historic spacious home in the heart of Upperville, VA 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 5 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Vonda F. May 29, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful place This place was beautiful, spacious and immaculate. It was a very relaxing stay. I would certainly recommend this place. ##### Vonda F. Stayed 2 nights in May 2024 ### 10/10 Excellent #### Somerset G. Jul 29, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A wonderful house We loved staying here, by far our favorite part was the gardens. We sat outside as much as we could and it made the whole setting so lovely. A well appointed kitchen and nice linens made our stay so comfortable. Our kids found soccer balls and things to play with. I can't recommend it enough for a big family group! ##### Somerset G. Stayed 3 nights in Jul 2024 ### 10/10 Excellent #### Karuna P. Aug 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful house We had a great stay! ##### Karuna P. Stayed 2 nights in Jul 2025 ### 10/10 Excellent #### Ann P. Nov 7, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The house was amazing! the host was super responsive and helpful! We would definitely stay here again! ##### Ann P. Stayed 3 nights in Oct 2025 ### 10/10 Excellent #### Jennifer H. Jan 6, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Jennifer H. 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