See all properties
Entire home

Cozy Country Getaway in the Heart of Upperville

Choose dates to view prices

Photo gallery for Cozy Country Getaway in the Heart of Upperville

A living room with a glass coffee table, a patterned rug, a sofa, and a chair. A staircase is visible in the background.
A living room with a dark brown sofa, a small table with a lamp, a framed collage on the wall, and a dining area with wooden furniture.
A white two-story house with a porch and a chimney.
A bedroom with a bed, a nightstand, a dresser, a mirror, and a door leading to another room.
A laundry room with a front-loading washer and dryer, a window, and a door leading outside.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 5

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Parking available

Explore the area

View in a map
Upperville, VA
  • Place, Upperville Park
    ‪12 min walk‬
  • Place, Hollywood Casino at Charles Town Races
    ‪49 min drive‬
  • Place, Fair Oaks Mall
    ‪53 min drive‬
  • Airport, Washington, DC (IAD-Washington Dulles Intl.)
    ‪47 min drive‬

Room options

Similar properties

A modern dining area with round tables and wicker chairs, large windows, and a wooden ceiling.
Hilton Garden Inn Haymarket
Haymarket
  • Pool
  • Pet friendly
  • Parking included
  • Restaurant
4.8 out of 5, Exceptional, 358 reviews
$167 nightly
The price is $194
Nov 19 - Nov 20
Total with taxes and fees
Hilton Garden Inn Haymarket

About the neighborhood

Upperville

Located in Upperville, this vacation home is a 1-minute drive from Upperville Park and 8 minutes from Paris Barns. .This vacation home is 3.4 mi (5.5 km) from Sky Meadows State Park and 5 mi (8.1 km) from RdV Vineyards.
View more Vacation Homes in UppervilleOpens in a new window

What's nearby

  • Upperville Park - 12 min walk - 0.7 miles
  • Jiffy Lube Live - 43 min drive - 37.7 miles
  • Hollywood Casino at Charles Town Races - 49 min drive - 40.7 miles
  • Harpers Ferry National Historical Park - 50 min drive - 42.9 miles
  • Fair Oaks Mall - 53 min drive - 35.4 miles

Getting around

  • Washington Dulles Intl. Airport (IAD) - 51 min drive

Restaurants

  • ‪The Ashby Inn & Restaurant - ‬7 min drive
  • ‪Hunter's Head Tavern - ‬2 min walk
  • ‪Three Fox Vineyards & Brewery - ‬14 min drive
  • ‪Upperville Country Store - ‬3 min walk
  • ‪Wolfe Tone's Irish Pub - ‬5 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Cozy Country Getaway in the Heart of Upperville

Located in the center of the historic village of Upperville - across from the Hunter’s Head Tavern. The house is situated on 2.5 acres of beautiful gardens. It feels like an English cottage that dates to the early 1900s and is newly renovated with new wood floors and carpet in bedrooms. There are 2 large bedrooms with 3 beds and 2 full bathrooms. One bedroom is on the main level making it easy to access. Upstairs is a large loft with a desk area. Parking provides space for 4 vehicles. Dogs are welcome. High speed internet available. Washer/dryer in the house.
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. A Smart television is provided for your entertainment. Conveniences include a desk and a microwave.
Guests will find features like internet access and onsite parking.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

Policies

Check-in

Check-in time starts at 3:00 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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether 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

Cozy Country Getaway in the Heart of Upperville Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 27 out of 28 reviews
Rating 8 - Good. 1 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

10/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were lucky to get this lodging in Middleburg where there are few affordable options. The host was helpful and responsive to our questions. The place was spacious and very clean. We throughly enjoyed our stay.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage was perfect for our jaunts through Loudon and Fauquier Counties. Safe, comfortable, beautifully located and excellent parking. Our host was very helpful in suggesting routes and places to explore.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Exactly as described- exactly what we needed. Across the street from Hunter’s Head Tavern- perfect!
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing place

Great place, very relaxing
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy Cottage Gettaway

Highly recommend this place.
Stayed 2 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice clean spacious stay short drives to wineries and walking distance to a couple solid restaurants. Great and easy communicatuon. Highly reccomend.
Stayed 5 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous house. Great location. House was super clean and quiet. We enjoyed our weekend there and would rent again. Host was great and attentive. Highly recommend
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This cottage is in the heart of Loudoun County's Horse and Wine country. It was warm and welcoming from the moment we unlocked the door. The ac and heat worked great as we needed both during our week there. The kitchen had everything we neede yo prepare our contributions to the Family Easter dinner. The host answered our questions very quickly. We will definitely book again next time we come back to hometown to visit with family.
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Very lovely property. Well appointed…
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our 10-day stay in this perfectly located cottage. Jennifer was very responsive and accomodating. The hidden treasure are the gardens next door. Middleburg is 10 minutes away, where we found outstanding restaurants. The surrounding community is beautiful. We will stay again!
Stayed 10 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect getaway! Charming, clean and welcoming. Owners are very nice. Wish it hadn't been the hottest days of the summer, though. Will have to return again to explore the property and the village when it's less than 100 degrees outside. Thank goodness for air conditioning!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great!

Super clean and responsive host!
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

The home was very cute, clean and comfortable! Although we stayed just two nights and we were out and about most waking hours, it offered us all we needed and the owner Jennifer was quite responsive to our needs. Would love to return soon and do more ancestry exploring!
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing stay at Federico and Jennifer's home. The house was exactly as described and was clean and well stocked. During our stay, I texted Jennifer a question about the home, which she promptly answered. Upon checkout, we discovered that our vehicle had a problem so I called Federico to see if we could borrow some tools. The way he treated us was extraordinary: in addition to providing the requested tools, he went above and beyond to help us get on the road--giving us his personal bungee cords to secure my SUV tailgate that would not latch, entertaining us with historical tales about the area and his own family's story, and making us feel like friends rather than a nuisance for staying an hour past checkout dealing with the vehicle. All in all, I cannot recommend this home and these hosts enough. If we are ever in the area in the future, we will most definitely stay again.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very cozy house

Very nice, clean and comfortable house. Owner communicated on time. Very happy overall
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wine Country Weekend

We had a lovely stay and the house was great. We needed to get in contact with the owner and she responded immediately and helped us with our question.Our only dilemma was we could not control the nest thermostat but it wasn't terrible or we would have contacted Jennifer and she would have responded quickly I am sure. We would definitely stay here again!
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The village had a sidwalk from one end to the other, which was great for the dog. We also walked the dog in the episcopal church meadow and the backyard of the house. Route 50 is a main thorofare in the area so some road noise and car lights at night. House was great and had what we needed. Thank you for a great weekend.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy

Getaway for art work

The attractive house, marvelous location, friendly host and simple instructions made my stay both fun and productive ! I had planned on hiking the area, but a broken ankle prevented this— yet I found the home experience manageable with ground floor bedroom and bathroom. I was able to have several meals at the Hunters Tavern (yum!) and I trust the fine recommendations of the host! Will definitely return.
Stayed 3 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely cottage, Beautiful area

The cottage was just perfect for a short Girls Weekend trip. Jennifer and Federico were great communicators and responded quickly to any questions we had. The cottage is decorated nicely with lovely touches throughout. Comfortable beds. Loved the back yard. We sat in the Adirondacks most evenings and watched the deer graze! The location is wonderful for visiting Middleburg, Purcellville, Marshall and The Plains. Many wineries, breweries, shopping and good restaurants. And the mountain scenery and horses was beautiful. Hope to return! Thank you!
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
It was a very pleasant stay, 14 minutes drive to beautiful Middleburg town where you will find Shopping, restaurants & bars, We stayed here for three nights. The property is looked after very. it was comfy for four of us. Internet worked great. Be careful of driving late at nights due to deer are everywhere, but that is the beauty of this part of rolling hills of Virginia. There are a lot of wineries near by attend to. Over all is was a nice experience. It was easy to reach the owners, & we will stay here again. Thank you.
Stayed 3 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfortable Home

The house was as advertised and very clean. The house instructions were clear and check out instructions where minimal. We had some slight confusion on working the thermostat and the bedrooms became much warmer in the evening, than the main areas. But as long as you knew that you could turn the temperature way down. Overall, the house was very comfortable and was a great location for us to spend two evenings during our visit.
Stayed 2 nights in Feb 2024
Verified review

10/10 Excellent

Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Stayed 3 nights in May 2025

Top Picks