Entire home

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

Family-friendly stay with in-room kitchens in Round Hill

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Photo gallery for 'Anny's Farm House' Near Middleburg & Wineries!

A wooden staircase with a handrail and a decorative panel on the right side.
A covered patio with a table and chairs, a hanging lantern, and a view of a green field.
A two-story house with a covered porch, a chimney, and a small garden area with bushes and a lawn.
A spacious kitchen with wooden cabinets, a dining table with chairs, a built-in oven, and a large window with blinds.
A spacious living room with a large sectional sofa, a leather armchair, and a wooden coffee table. There is a ceiling fan, a kitchen in the background, and a patterned rug on the floor.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms2 bathroomsSleeps 82200 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Round Hill, VA
  • Place, Glenwood Park
    ‪11 min drive‬
  • Place, Historic Downtown Purcellville
    ‪15 min drive‬
  • Place, Middleburg Historic District
    ‪18 min drive‬
  • Airport, Washington, DC (IAD-Washington Dulles Intl.)
    ‪50 min drive‬

Room options

About the neighborhood

Round Hill

In Round Hill .At this Round Hill vacation home, you'll be within 6 miles (10 km) of Glenwood Park and 9 miles (15 km) of Red Fox Fine Art. Also within 9 miles (15 km) are Middleburg Historic District and The Byrne Gallery.

What's nearby

  • Glenwood Park - 11 min drive - 4.3 miles
  • Historic Downtown Purcellville - 15 min drive - 10.6 miles
  • Purcellville Plaza - 16 min drive - 10.6 miles
  • Middleburg Historic District - 18 min drive - 11.4 miles
  • Red Fox Fine Art - 18 min drive - 11.4 miles

Getting around

  • Washington Dulles Intl. Airport (IAD) - 52 min drive

Restaurants

  • ‪More Better - ‬21 min drive
  • ‪Red Horse Tavern - ‬17 min drive
  • ‪The Goodstone Inn & Estate - ‬14 min drive
  • ‪Bluemont Vineyard - ‬22 min drive
  • ‪The Red Fox Inn & Tavern - ‬16 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.

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

Embrace the peace, quiet, and tranquility of the Middleburg area when you stay at this 4-bedroom, 2-bathroom vacation rental built in the late 19th Century. Remodeled with elegance and charm, 'Anny's Farm House' is located on the 54-acre Fox Tail Farm and caters to guests seeking a peaceful and harmonious getaway with all the modern comforts of home. Spend your days hiking the Blue Ridge Mountains, touring nearby wineries, or exploring the rolling Central Virginia hills.

-- THE PROPERTY --

54-Acre Farm | Countryside Views

Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Additional Sleeping: Pack ‘n Play (Available Upon Request)

OUTDOOR LIVING: Covered back porch, seating area, dining space, 2-horse paddock (w/ fee)
KITCHEN: Fridge, stove, oven, dishwasher, microwave, cooking basics, coffee maker, toaster, high chair (available upon request), dishware/flatware
INDOOR LIVING: 2 Flat-screen TVs, dining table, board games, books
GENERAL: Free WiFi, linens, towels, washer & dryer, central air conditioning & heating, ceiling fans, hair dryer, iron/board, keyless entry
FAQ: Step-free entry, stairs required to access all bedrooms, homeowner on-site
PARKING: Gravel driveway (3 vehicles)

-- THE LOCATION --

MIDDLEBURG (~7 miles): Equestrian events, renowned wineries, high-end shopping, Red Fox Inn & Tavern, Salamander Resort
WINERIES & BREWERIES: Red Vineyard (6.8 miles), Endhardt Vineyards (7.2 miles), Bluemont Vineyard (7.5 miles), Dirt Farm Brewing (7.8 miles), Slater Run Vineyards (8.1 miles), Lost Barrel Brewing (9.7 miles)
NEARBY ATTRACTIONS: Aldie Mill Historic Park (11.6 miles), Oatlands Historic House & Gardens (13.5 miles), Banshee Reeks Nature Preserve (14.5 miles), Leesburg Animal Park (16.4 miles),
HIKING: Raven Rocks Trailhead (10.3 miles) Pua Falls (15.3 miles), Appalachian Trail Access (15.4 miles), Buzzard Hill (15.8 miles)
AIRPORTS: Dulles International Airport (28.1 miles), Ronald Reagan Washington National Airport (53.7 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The homeowner lives on-site, in a completely separate unit, and may be present during your stay
- NOTE: This property is horse friendly with Coggins Test and homeowner approval prior to arrival
- NOTE: The horse pasture is available for an additional fee paid for upon arrival
- NOTE: A travel cot and a high chair are available upon request

Similar properties

Property amenities

Internet

  • Available in the house: Internet access

Parking and transportation

  • Car recommended

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Entertainment

  • Books
  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Gravel flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa

Things to do

  • Hunting nearby

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)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 2,200 square feet

Policies

Check-in

Check-in time starts at 4:00 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

  • No pets allowed

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
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

anny's Farm House' Round Hill Wine Country House
anny's Farm House' Wine Country House
anny's Farm House' Round Hill Wine Country
anny's Farm House' Wine Country
anny's Farm House' Wine
340143
'anny's Farm House' in Round Hill Wine Country! Round Hill

Frequently asked questions

How close is 'Anny's Farm House' Near Middleburg & Wineries! to the airport?

This vacation home is 34.5 mi (52-min drive) away from the Washington Dulles Intl. Airport (IAD) airport, the closest popular airport to the property.

Does 'Anny's Farm House' Near Middleburg & Wineries! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does 'Anny's Farm House' Near Middleburg & Wineries! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at 'Anny's Farm House' Near Middleburg & Wineries!?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at 'Anny's Farm House' Near Middleburg & Wineries!?

Free parking is not available at this vacation home.

Does 'Anny's Farm House' Near Middleburg & Wineries! have a pool?

This vacation home does not have a pool.

Does 'Anny's Farm House' Near Middleburg & Wineries! have a spa?

There are no spa services available at this vacation home.

How close is 'Anny's Farm House' Near Middleburg & Wineries! to downtown Round Hill?

This vacation home is 6.5 mi away from Round Hill.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 77 out of 80 reviews
Rating 8 - Good. 3 out of 80 reviews
Rating 6 - Okay. 0 out of 80 reviews
Rating 4 - Poor. 0 out of 80 reviews
Rating 2 - Terrible. 0 out of 80 reviews

10/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

James B.

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

10/10 Excellent

Amy L.

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

Danielle W.

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

John N.

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

Kendra B.

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

Awesome house

Great house
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Jeree T.

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
From a partner site

10/10 Excellent

Lindsey

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

Jeff S.

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

Josephine S.

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

Lauren L.

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

Stephanie R.

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

Jen F.

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

Jenny

Great!

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

10/10 Excellent

Claudia H.

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

Tanya

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

Erin M.

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

Jacquelyn G.

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

May G.

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

Tamara S.

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

Paul K.

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

Debra

As advertised

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

10/10 Excellent

Heidi I.

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

Charles (Rick) T.

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

TJ S.

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
From a partner site

10/10 Excellent

Erik Beall

This home was exactly what me and my family needed. A lovely home owned and run by a lovely host.

Thank you once again!