Title: Historic spacious home in the heart of Upperville, VA - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Historic spacious home in the heart of Upperville, VA Vacation home in Upperville with kitchen and fireplace ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100930000/100925500/100925459/ed4fcaa3.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100930000/100925500/100925459/38be42d9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/101000000/100930000/100925500/100925459/3bc0a424.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/101000000/100930000/100925500/100925459/b16d7901.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100930000/100925500/100925459/f30b047a.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. 10 Exceptional ### Entire home 4 bedrooms4 bathroomsSleeps 10 ## Popular amenities - Parking available - Washer - Fireplace - Barbecue grill - Kitchen - Pet-friendly ## 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 ![Smart TV](https://images.trvl-media.com/lodging/102000000/101420000/101419800/101419784/81dce244.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy Country Getaway in the Heart of Upperville Upperville - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 16 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=101419784&PinnedHotelID=101419784&HadPinnedHotel=true®ionId=-1&adults=2) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118330000/118327300/118327228/13f5efb3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Grand 9BR Provenance Manor Ideal for Weddings & Gatherings Middleburg - Washer - Dryer - Pet-friendly - Air conditioning 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=118327228&PinnedHotelID=118327228&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105330000/105328200/105328125/c8ca0c51.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic home nestled in the heart of horse and wine country. Kids/pet friendly! Paris - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=105328125&PinnedHotelID=105328125&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112530000/112527700/112527676/8d5a0a4f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spectacular Home! : Horse, Bike and Wine Country Delaplane - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=112527676&PinnedHotelID=112527676&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/60000000/59960000/59952900/59952821/b1b49ab8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Stylishly restored 1800's historic home- heart of Virginia hunt & wine country! Marshall - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 66 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=59952821&PinnedHotelID=59952821&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/116000000/115920000/115918600/115918555/7dfa346d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Nature Escape | Pond Dock Fire Pit Trails Bluemont - Kitchen - Washer - Dryer - Free WiFi 8.0 Very good 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=115918555&PinnedHotelID=115918555&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119740000/119736500/119736485/b698dd99.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### This house is a 6 bedroom(s), 6.5 bathrooms, located in Upperville, VA. Upperville - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=119736485&PinnedHotelID=119736485&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/94000000/93520000/93510500/93510450/e5d7776a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 18th Century Stone Cottage minutes from historic Middleburg Middleburg - Kitchen - Pet-friendly - Free WiFi - Air conditioning 10 Exceptional 51 reviews CA $385 CA $554 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=93510450&PinnedHotelID=93510450&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71200000/71192200/71192161/f2964021.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5-bedroom Farmhouse In Heart Of Virginia Horse Country-Private Trail To Wine! Delaplane - Hot tub - Kitchen - Washer - Dryer 9.8 Exceptional 61 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=71192161&PinnedHotelID=71192161&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57920000/57915500/57915462/e1c0cd93.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery Delaplane - Hot tub - Kitchen - Washer - Dryer 9.8 Exceptional 50 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=57915462&PinnedHotelID=57915462&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### 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 ![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 - Upperville Park - 11 min walk - 0.9 km - Jiffy Lube Live - 45 min drive - 55.3 km - Fair Oaks Mall - 53 min drive - 56.4 km - Reston Town Center - 56 min drive - 60.1 km - Hollywood Casino at Charles Town Races - 57 min drive - 64.1 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? > Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet. ### How much is parking? > Onsite parking is available at the property. ### What time is check-in at Historic spacious home in the heart of Upperville, VA ? > Check-in begins at 2:00 PM. ### What time is check-out at Historic spacious home in the heart of Upperville, VA ? > Check-out is at 11:00 AM. ### Where is Historic spacious home in the heart of Upperville, VA located? > Situated in Upperville, this vacation home is 0.4 mi (0.6 km) from Upperville Park and within 6 mi (10 km) of Sky Meadows State Park and Paris Barns. RdV Vineyards and PEC Holding are also within 6 mi (10 km). ## 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 10 ### 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 Cleanliness ### 10 Location 10 - Excellent 4 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 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 #### 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 #### Jennifer H. Jan 6, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Jennifer H. 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