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Grelen's Boxwood Villa: An Enchanting Estate with Beautiful Gardens

Photo gallery for Grelen's Boxwood Villa: An Enchanting Estate with Beautiful Gardens

Circa 1851
Look for this sign when you come!
Kitchen
Living Room with TV (cable included)
Living Room

Reviews

10 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 10371.6 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Orange, VA
  • Place, St. Thomas Episcopal Church
    ‪8 min walk‬
  • Place, James Madison Museum
    ‪9 min walk‬
  • Place, The Arts Center in Orange
    ‪13 min walk‬
  • Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)
    ‪33 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

2nd King Bedroom

1 King Bed

3rd King Bedroom

1 King Bed

4th Bedroom

2 Single Beds

5th Bedroom

2 Single Beds

Master Bedroom

1 King Bed

4 bathrooms, 1 half bathroom

2nd Full Bath

Toilet · Shower only

3rd Full Bath

Toilet · Shower only

4th Full Bath

Toilet · Shower only

Master Bath

Toilet · Shower only

Powder Room

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Garden

About this property

Grelen's Boxwood Villa: An Enchanting Estate with Beautiful Gardens

(FOR WEDDINGS/EVENTS PLEASE VISIT OUR BOXWOOD VILLA WEBSITE AND SUBMIT AN INQUIRY THROUGH THERE)
Nestled on 13.6 acres of exquisitely landscaped gardens & grounds, Boxwood Villa (circa 1891) is a hidden gem for a couple’s retreat. Named for its stunning boxwood bushes encircling the property, this historic home was thoughtfully renovated by Leslie Gregg, the founder of The Market at Grelen. Her keen eye for contemporary comfort & preservation of historic design breathes new life into this historic manor. For couples booking Boxwood Villa for a romantic getaway, all living spaces (living room, library, dining rooms) of the house are included as well as the kitchen and half bath. Room accommodations include the Primary Suite and full bathroom located on the first floor. Guests will have 100% privacy during the booking. All other bedrooms on the 2nd floor are excluded and will be locked. However, if you wish to rent an additional bedroom in the home, please email us for pricing. If you’d like access to all 5 bedrooms (accommodates up to 10 people), please see our other Boxwood Villa listing for access to the entire home. Complete and full access to the grounds, walking trail and the surrounding 13.6 acre parcel are exclusive to booked Boxwood Villa guests. IMPORTANT: Bookings are only confirmed after we receive an e-signature on The Boxwood Villa Housing Contract, via email. PLEASE NOTE: This listing is for the Primary Bedroom and downstairs (Kitchen, living rooms, dining rooms) and not the entire house. THIS LISTING IS ONLY AVAILABLE TO BOOK 30 DAY PRIOR TO CHECK-IN. There are no restrictions for booking the entire property. PETS: Pets (dogs only) are allowed with written permission and an extra fee of $50/per pet.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 26
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
Supervised. Steep steps; not baby proofed
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Events

No events allowed
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Pets

Pets allowed
$200/pet
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Smoking

Smoking is not permitted
Guest must sign Renter Agreement. Security deposit required of $1,000. Minimum age to rent is 26. NO Parties. NO Smoking.
Cancellation fee of $100 required.

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
On-site parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
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
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Orange

Located in Orange, this villa is in the city centre. James Madison's Montpelier and Barboursville Ruins are local landmarks, and some of the area's activities can be experienced at Honah Lee Vineyard and Horton Vineyards. Discover the area's water adventures with nearby kayaking, or enjoy the great outdoors with horse riding, hiking/biking trails and cycling.
View more Villas in OrangeOpens in a new window
Map
Orange, VA

What's nearby

  • St. Thomas Episcopal Church - 8 min walk - 0.7 km
  • James Madison Museum - 9 min walk - 0.8 km
  • The Arts Center in Orange - 13 min walk - 1.1 km
  • James Madison's Montpelier - 7 min drive - 7.3 km
  • Shenandoah National Park - 52 min drive - 66.4 km

Getting around

  • Culpeper Station - 28 min drive
  • Charlottesville, VA (CHO-Charlottesville-Albemarle) - 39 min drive

Restaurants

  • ‪McDonald's - ‬12 min walk
  • ‪The Main Street Tavern - ‬9 min walk
  • ‪Harvest Coffee - ‬2 min drive
  • ‪Iron Pipe Alewerks - ‬18 min walk
  • ‪Hardee's - ‬13 min walk

Frequently asked questions

Is Grelen's Boxwood Villa: An Enchanting Estate with Beautiful Gardens pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Grelen's Boxwood Villa: An Enchanting Estate with Beautiful Gardens?

As of 2 May 2026, prices found for a 1-night stay for 2 adults at Grelen's Boxwood Villa: An Enchanting Estate with Beautiful Gardens on 1 June 2026 start from NZ$1,512, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Grelen's Boxwood Villa: An Enchanting Estate with Beautiful Gardens?

On-site parking is available at the property.

What time is check-in at Grelen's Boxwood Villa: An Enchanting Estate with Beautiful Gardens?

Check-in begins at 3:00 PM.

What time is check-out at Grelen's Boxwood Villa: An Enchanting Estate with Beautiful Gardens?

Checkout is at 11:00 AM.

Where is Grelen's Boxwood Villa: An Enchanting Estate with Beautiful Gardens located?

Located in the heart of Orange, this villa is within a 10-minute walk of St. Thomas Episcopal Church and James Madison Museum. The Arts Center in Orange and Rapidan River are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 12 reviews
Rating 8 - Good. 0 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Greg G.

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

Beautiful property

Great property. Walking distance to restaurants.
Stayed 1 night in Apr 2022
Verified

10/10 Excellent

Alex N.

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

Excellent house

This property is a do not miss in Orange - location and size and scope
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Stephen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house in a peaceful setting. The check-in / out process was easy, and the host was easy to contact, but we had no issues during our stay. We will definitely come back to Boxwood Villa.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Jennifer W.

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

VA Getaway

We stayed here for a night prior to picking up our daughter from sleep away camp. The house and grounds are wonderful! We enjoyed playing bocce and cornhole on the lawn and relaxing with a glass of wine from a local vineyard. Thank you for a wonderful overnight!
Stayed 1 night in Jul 2021
Verified

10/10 Excellent

Michelle D.

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

Amazing!

Found the Boxwood Villas by accident and got lucky that it was available the night I needed it. The whole experience was amazing.... the house was beautiful and extremely well done. The location was right within walking distance to the town and in the middle of everything you want to do the Charlottesville/Valley area. Will definitely be suggesting this home to friends.
Stayed 1 night in May 2021
Verified

10/10 Excellent

Athena W.

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

Lovely

We had a wonderful. Beautiful home and very peaceful.
Stayed 2 nights in Apr 2021
Verified

10/10 Excellent

Nancy N.

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

Amazing! Can’t wait to return

The place is incredible. Beautifully renovated house with lovely decor. Property is a perfect balance of accessibility to multiple activities while still affording privacy. I look forward to returning!
Stayed 6 nights in Jan 2021
Verified

10/10 Excellent

Camille S.

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

Relaxing Stay

The perfect way to celebrate my birthday and Christmas. Quiet yet centrally located. There wasn’t a ton open and operating due to COVID, but we took that as an opportunity to cook around the house and stay in. The dogs loved roaming the property as well!
Stayed 4 nights in Dec 2020
Verified

10/10 Excellent

Chris B.

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

Great getaway

We enjoyed this getaway so much that we added an extra night. Beautiful property.
Stayed 1 night in Aug 2020
Verified

10/10 Excellent

Kevin D.

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

F

F
Stayed 3 nights in Jul 2020
Verified

10/10 Excellent

laura s.

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

Gorgeous, gorgeous house.

I could not believe how beautiful this house is, with many thoughtful decor touches. The kitchen is perfectly equipped to do some real cooking, and the grounds are absolutely beautiful. Walking distance to town.
Stayed 2 nights in Dec 2019
Verified

10/10 Excellent

McMinn K.

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

Wonderful stay

We enjoyed our stay. The house was elegant and comfortable at the same time. We especially enjoyed reading in the library, with the decor of 100 years ago. The walking trails were a bonus.

About the host

Hosted by Nichole Madison

Host profile image
Leslie & Dan Gregg, the owners and founders of Grelen Nursery and the Market at Grelen, have spent years purchasing and restoring properties in Central Virginia. They are passionate about the area and creating "experiences" for those visiting Orange County.
The Market at Grelen Events & Properties Team manages Boxwood Villa. Boxwood Villa was completely gutted and renovated in 2017 and the grounds were re-landscaped. Everyone involved in this project love helping people enjoy the area. There is so much to do in Orange County and the surrounding counties and we are happy to help you plan a fun weekend and/or week in the area! Please let us know if you'd like help with your itinerary.

Why they chose this property

This property was a diamond in the rough. Originally built in the late 1800s, it had wonderful bones, historic detail and sound structure, but was yearning for some thoughtful and loving updates. Leslie & Dan picked this house because it's magical and the area because they are passionate about revitalizing Orange County and the town of Orange.

What makes this property unique

Boxwood Villa is set on a beautiful piece of property (13.5 acres) and is within walking distance to the adorable historic Main Street in the town of Orange. It has a .5 mile walking trail around the property and many picturesque picnic spots. Boxwood Villa is located in the heart of Central Virginia's wine country and within a quick drive visitors can access many historic sites (Montpelier and Monticello) as well as the adjacent historic towns of Gordonsville, Culpeper and Charlottesville.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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