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'Anny's Farm House' Near Middleburg & Wineries!

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A two-story house with a covered porch, a chimney, and a small garden area with bushes and a lawn.
A covered patio with wicker furniture, a ceiling fan, and a view of the outdoors.
A spacious living room with leather sofas, a patterned rug, and a ceiling fan.
Living area
A spacious living room with a large sectional sofa, a leather armchair, and a patterned rug.

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.

Popular amenities

  • Balcony or patio
  • Internet access
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Non-smoking

Explore the area

View map
Round Hill, VA
  • Place, Glenwood Park
    ‪11 min drive‬
  • Place, Fireman's Field
    ‪14 min drive‬
  • Place, Middleburg Historic District
    ‪18 min drive‬
  • Airport, Washington, DC (IAD-Washington Dulles Intl.)
    ‪50 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

2 bathrooms

Full Bathroom

Full Bathroom

Spaces

Deck or patio
Porch or lanai
Kitchen

Add dates for prices

Similar properties

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Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
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  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
10.0 out of 10, Exceptional, (45 reviews)
Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun

About the area

Round Hill

Round Hill is home to this holiday home. Red Fox Fine Art and The Byrne Gallery are cultural highlights, and travellers looking to shop may want to visit Historic Downtown Purcellville and Purcellville Plaza. Travelling with kids? Consider Museum of Hounds & Hunting North America, or check out an event or a game at Purcellville Skating Rink. Take some time off to enjoy the health/beauty spas in the area, or get some fresh air with adventures like hunting nearby.
View more Holiday homes in Round HillOpens in a new window
Map
Round Hill, VA

What's nearby

  • Glenwood Park - 11 min drive - 6.9 km
  • Fireman's Field - 14 min drive - 15.7 km
  • Historic Downtown Purcellville - 15 min drive - 17.1 km
  • Middleburg Historic District - 18 min drive - 18.3 km
  • Red Fox Fine Art - 18 min drive - 18.3 km

Getting around

  • Washington Dulles International Airport (IAD) - 52 min drive

Restaurants

  • ‪More Better - ‬21 min drive
  • ‪Bluemont Vineyard - ‬22 min drive
  • ‪Red Horse Tavern - ‬17 min drive
  • ‪The Red Fox Inn & Tavern - ‬16 min drive
  • ‪Lost Barrel Brewing - ‬16 min drive

Frequently asked questions

Is 'Anny's Farm House' Near Middleburg & Wineries! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at 'Anny's Farm House' Near Middleburg & Wineries!?

Check-in begins at 4:00 PM.

What time is check-out at 'Anny's Farm House' Near Middleburg & Wineries!?

Checkout is at 11:00 AM.

Where is 'Anny's Farm House' Near Middleburg & Wineries! located?

Set in Round Hill, this family-friendly holiday home is within 9 mi (15 km) of Glenwood Park, Museum of Hounds & Hunting North America and Great Country Farms. Blue Ridge Regional Park and National Sporting Library & Museum are also within 9 miles (15 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 79 out of 82 reviews
Rating 8 - Good. 3 out of 82 reviews
Rating 6 - Okay. 0 out of 82 reviews
Rating 4 - Poor. 0 out of 82 reviews
Rating 2 - Terrible. 0 out of 82 reviews

10/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Plenty of space for our big family. Beautiful kitchen and attentive host, and stunning scenery. We will be back!
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

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

Peaceful Getaway

Loved staying here! The property is beautiful and peaceful and the hosts were very accommodating and responsive. Overall great getaway.
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was excellent
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

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

Great place!

The house was perfect for our visit to Foxcroft school, the owners contacted me in advance and made sure everything was good, no complaints!
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Steven was great!! Very responsive. The setting is beautiful and the house super comfortable.
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

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

Awesome house

Great house
Stayed 2 nights in Apr 2025
From a partner site

10/10 Excellent

Beautiful Home

Anny's Farmhouse was perfect for our three couples to stay for a wedding weekend. The home was clean and well-stocked, and the views were amazing!
Verified review

10/10 Excellent

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

Nice country place

Very nice house
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Sweet little farmhouse that was comfortable and inviting. Only one bathroom upstairs for 4 bedrooms, but there is another full bath downstairs. Host was great with communication.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

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

Great Wedding weekend

This house was the perfect home for our family to relax in during the weekend of my daughters wedding in Middleburg. We loved the back covered porch! The host met us at the door and was very helpful. The surrounding area is beautiful horse country!
Stayed 3 nights in Oct 2021
Verified review

10/10 Excellent

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

Charming Country Farmhouse

What an absolutely peaceful, private setting in the countryside of Loudoun County. Well-appointed and comfortable. We were in town for a wedding and the farmhouse was perfect for our family. The host was very communicative and easy to reach.
Stayed 3 nights in Jul 2023
Verified review

10/10 Excellent

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

Beautiful country retreat!

My group had a wonderful time here! Steve was very welcoming and walked us through the property upon our arrival. He was kind enough to let his horses out in the pasture closest to the rental so that our 2yo daughter could enjoy them! The home itself was beautiful, and we felt right at home (sheets were so comfy!). We will definitely look into staying here for our future trips to the area!
Stayed 3 nights in May 2023
Verified review

10/10 Excellent

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

Perfect house for a group

My five friends and I had a wonderful stay at this beautiful home. There was plenty of room for our group in the main living area, and the bedrooms and bathrooms were large, updated and pristine. The house is close to Purcellville and Middleburg, tons of breweries, wineries and restaurants. The host was very friendly and amenable. Would definitely stay again and recommend to others!
Stayed 2 nights in Mar 2020
From a partner site

10/10 Excellent

Great!

No complaints, as described and easy peasy from start to finish.
Verified review

10/10 Excellent

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

50th birthday weekend

We absolutely enjoyed our stay at your property. Everything was clean, lots of room, new furniture and beautiful yard/view. The only thing I would like to mention is that the staircase going upstairs is very slippery and rather dangerous. My friend slipped and fell down the stairs which was very scary.
Stayed 2 nights in Oct 2024
From a partner site

10/10 Excellent

Amazing stay

For our girls weekend, we stayed at Anny’s Farm House. The house was perfect. The kitchen and TV area was like one big room, large and yet cozy so that we could all be together. The porch right off of this room was a wonderful gathering spot to enjoy our morning coffee, look out onto the beautiful fields and even got a visit from the horses. All of the bedrooms were spacious with comfortable beds and handsome furnishings. Steve was a wonderful host. Friendly, knowledgeable, and helpful. The resource binder was full of great information from the area’s history to the WiFi passwords and places to eat. We would love to come back!
Verified review

10/10 Excellent

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

Wow! Just Wow!

From the roads leading to the farmhouse to the stunning to the property on which it sits, we quickly fell in love. If you are looking for a calm, quiet place to unplug, Anny's Farm House is the right choice. We used the home for a girls' weekend as it was a great location - close to numerous wineries and restaurants but far enough outside of town to get that that peaceful decompression from our busy lives that we were all craving. The house itself is immaculate, spacious yet cozy, and overall inviting. The beds are comfortable and the bathrooms large enough that two of us could primp at the same time. Steve is a fantastic host and was readily accessible when we had questions about the area and the history of the house. Our favorite part of the house was the back patio. Every morning we sat out there enjoying our coffees, watching the horses graze in the pasture as we planned the day. Our stay definitely went by to quickly and we all look forward to returning in the future. Thank you!
Stayed 3 nights in Apr 2023
Verified review

10/10 Excellent

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

Great Stay in Round Hill!

We have a large family Christmas party in the Round Hill area every year and we have struggled in the past to find a place to sleep some of us. Our group is 7 adults and (this year) an infant. Anny’s Farm was absolutely THE BEST fit for our group and we truly enjoyed our stay! The home was clean, comfortable and convenient for where we needed to be. We had the opportunity to take a long walk (60min) and it was truly a stunning location. Furthermore, the hosts were very welcoming and communicated effectively during our welcome and throughout our stay. We hope the house is available for future Christmas party’s because we truly enjoyed ourselves!
Stayed 2 nights in Dec 2022
Verified review

10/10 Excellent

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

Beautiful and serene getaway

A lovely and spacious place for a getaway. Steve was wonderful, he met us at the house and showed us around. The house was well stocked and very comfortable. It was perfect!
Stayed 2 nights in Nov 2022
Verified review

10/10 Excellent

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

Absolutely perfect!

I have to start off by saying that not only is the drive there absolutely beautiful, but the experience we had during our stay was so incredibly pleasant and comfortable. Steve welcomed us as if we were nothing but family. The house was so clean and homey. It had everything we needed for our families needs. Steve was such a nice person. He invited us to come over to their barn every morning so my son could feed the chickens and the horses. What an amazing experience. My son loved him. Held his hand to help feed the animals. Our trip was too short, and we do plan to return back one of these days. I give this review 100 stars!
Stayed 2 nights in Oct 2022
Verified review

10/10 Excellent

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

Bucolic

A bucolic setting, very beautiful and peaceful.
Stayed 3 nights in Oct 2022
From a partner site

10/10 Excellent

As advertised

The house and grounds were lovely and the hosts were very helpful.
Verified review

10/10 Excellent

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

Country Paradise

Absolutely wonderful!!!! Fantastic host, impeccable amenities and beautiful location.
Stayed 3 nights in Sep 2022
Verified review

10/10 Excellent

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

Lovely country farmhouse

Our family of 7 adults had a weekend stay at Abby’s Farm House. The house is nicely furnished and very comfortable. Our favorite spot was the patio off the kitchen, which has a beautiful view of the surrounding farmland. The owner Steve lives in the adjacent house down the road and was extremely attentive. It was a very good experience for our family.
Stayed 2 nights in Sep 2022
Verified review

10/10 Excellent

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

Great place for our family!

This was a perfect location for our family and the communication with the property manager was fantastic.
Stayed 2 nights in Jul 2022
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