Title: Historic spacious home in the heart of Upperville, VA Reviews, Deals & Photos 2025 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/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 ![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) ![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) ![4 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/101000000/100930000/100925500/100925459/3bc0a424.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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 - Fireplace - Washer - Kitchen - Barbecue grill - 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 transport - Parking on site ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Hob - Microwave - Oven - Refrigerator - Spices - 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 - Up to 23 kg per pet ### Suitability/Accessibility - Smoke-free property ### 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 15 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=101419784&PinnedHotelID=101419784&HadPinnedHotel=true®ionId=-1&adults=2) ![4 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/83000000/82980000/82978000/82977926/ec7dad4c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More Bluemont - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 16 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=82977926&PinnedHotelID=82977926&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/113000000/112840000/112833300/112833273/bc2e6511.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic Bluemont Belle Estate Bluemont - Kitchen - Washer - Dryer - Pet-friendly 9.4 Exceptional 3 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=112833273&PinnedHotelID=112833273&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38290000/38287800/38287765/1a5e8506.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor Middleburg - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 105 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=38287765&PinnedHotelID=38287765&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 1 review [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=112527676&PinnedHotelID=112527676&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) ### Private Trail To Wine: 5-bedroom Farmhouse In Heart Of Virginia Horse Country Delaplane - Hot tub - Kitchen - Washer - Dryer 9.8 Exceptional 59 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=71192161&PinnedHotelID=71192161&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.co.uk/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=59952821&PinnedHotelID=59952821&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 £1,387 includes taxes & fees 7 Oct - 8 Oct [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-07&endDate=2025-10-08&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 8 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=105328125&PinnedHotelID=105328125&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/88000000/87230000/87226700/87226649/fd1ecb06.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country Marshall - Hot tub - Kitchen - Washer - Dryer 9.8 Exceptional 22 reviews £467 includes taxes & fees 1 Oct - 2 Oct [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-01&endDate=2025-10-02&selected=87226649&PinnedHotelID=87226649&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 are allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 2 total (up to 23 kg per pet) ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking. 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 On-site parties or group events are strictly prohibited Host has indicated that there is a carbon monoxide detector on the property Host has indicated that 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 - 0.6 miles - Delaplane Cellars - 16 min drive - 9.7 miles - Sky Meadows State Park - 18 min drive - 3.7 miles - Glenwood Park - 21 min drive - 12.9 miles - Bluemont Vineyard - 31 min drive - 14.4 miles #### Getting around - Washington Dulles International Airport (IAD) - 51 min drive #### Restaurants - ‪Hunter's Head Tavern - ‬2 min walk - ‪Three Fox Vineyards & Brewery - ‬14 min drive - ‪The Ashby Inn & Restaurant - ‬7 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 23 kg per pet. ### 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 ? > Checkout is at 11:00 AM. ### Where is Historic spacious home in the heart of Upperville, VA located? > Situated in Upperville, this holiday home is 0.4 mi (0.6 km) from Upperville Park and within 6 miles (10 km) of Sky Meadows State Park and Paris Barns. RdV Vineyards and PEC Holding are also within 6 miles (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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