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Fleetwood (c. 1809) - A renovated landmark

Photo gallery for Fleetwood (c. 1809) - A renovated landmark

Outdoor dining
Interior
Room
Room
Living area

Reviews

9.6 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Fireplace
    A rare find - cozy up in front of a warm, inviting fireplace.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
2 bedrooms1 bathroomSleeps 6

Popular amenities

  • Porch or lanai
  • Barbecue grill
  • Internet access
  • Pet-friendly
  • Kitchen
  • Air conditioning

Explore the area

View in a map
Roseland, VA
  • Place, Virginia Blue Ridge Railway Trail
    ‪6 min drive‬
  • Place, Woodson's Mill
    ‪8 min drive‬
  • Place, Blue Mountain Barrel House
    ‪10 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Master

1 Queen Bed

Small bedroom

1 Queen Bed

1 bathroom

Bath

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

Fleetwood (c. 1809) - A renovated landmark

Built in 1809 as a country home and renovated in 2019, Fleetwood is great balance of old-world charm and modern convenience located right in the middle of Nelson County's music, craft beer, and adventure destinations. Fleetwood sits on top of a private bluff of solid rock overlooking the Tye River, with beautiful views of the Blue Ridge Mountains.
Bored? Walk to the river and go for a swim. Catch crawfish in the creek. Start a bonfire. Grill out on the back deck. Cozy up with a book next to the fireplace. The Appalachian Trail and the Blue Ridge Parkway are a beautiful 25 minutes away.

Nelson County is a music and outdoor mecca. There are excellent breweries, wineries, cideries, distilleries, restaurants, and music venues less than 15 minutes away. Home to Lockn and Hoopla festivals, as well many mountain biking and cycling events. You are surrounded by fantastic biking, hiking, boating, fishing, 4WD, and skiing opportunities. It's 30 minutes to the ski slopes at Wintergreen resort.

When you visit, we hope you will share the feeling that people have enjoyed this special spot for thousands of years. Welcome!
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs and cats (limit 2 total)
Must get approval in advance. $20/night/pet.
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Smoking

Smoking is not permitted
No smoking in house.

Important information

You need to know

Property # 1806045
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, a first aid kit, and a deadbolt lock

About the neighborhood

Roseland

Located in Roseland, this vacation home is on a river. Woodson's Mill and Oak Ridge Estate are local landmarks, and some of the area's activities can be experienced at Wintergreen Resort and Blue Mountain Barrel House. Enjoy the area's slopes with snowboarding and skiing, and don't miss out on the sledding.
View more Vacation Homes in RoselandOpens in a new window
Map
Roseland, VA

What's nearby

  • Virginia Blue Ridge Railway Trail - 6 min drive - 8.5 km
  • Woodson's Mill - 8 min drive - 11.3 km
  • Blue Mountain Barrel House - 10 min drive - 9.2 km
  • Lovingston Winery - 10 min drive - 11.3 km
  • Winton Country Club - 12 min drive - 18.5 km

Restaurants

  • ‪McDonald's - ‬13 min drive
  • ‪Vitos - ‬12 min drive
  • ‪lovingston cafe - ‬13 min drive
  • ‪Blue Mountain Barrel House - ‬9 min drive
  • ‪Bryant's Small Batch - ‬10 min drive

Frequently asked questions

Is Fleetwood (c. 1809) - A renovated landmark pet-friendly?

Yes, this property allows cats and dogs (limit 2 total).

How much does it cost to stay at Fleetwood (c. 1809) - A renovated landmark?

As of Jun 14, 2026, prices found for a 1-night stay for 2 adults at Fleetwood (c. 1809) - A renovated landmark on Jun 16, 2026 start from $279, 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?

Onsite parking is available at the property.

What time is check-in at Fleetwood (c. 1809) - A renovated landmark?

Check-in begins at 3:00 PM.

What time is check-out at Fleetwood (c. 1809) - A renovated landmark?

Check-out is at 11:00 AM.

Where is Fleetwood (c. 1809) - A renovated landmark located?

Situated on a river, this vacation home is within 6 mi (10 km) of Virginia Blue Ridge Railway Trail, Blue Mountain Barrel House, and Lovingston Winery. George Washington National Forest and Woodson's Mill are also within 9 mi (15 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 27 out of 30 reviews
Rating 8 - Good. 2 out of 30 reviews
Rating 6 - Okay. 0 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 1 out of 30 reviews

9.6/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Heather N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful historic home. Enjoyed the privacy and the stars at night were beautiful. Great fire pit.
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

Tim R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stunning historical home! Loved it !!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

David H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Made us feel like we were at home in NC mountains while judging a 3 day KCBS professional BBQ competition at nearby Devil's Backbone Brewery.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Stephen A.

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

nice little vacay

had a great relaxing stay in the country.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Verified traveler

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

Perfect get away

House is clean and comfortable. Loved cooking steaks on the firepit. Great view and location. Enjoyed the peace and quiet.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Karen L.

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

Lovely old home

Lovingly restored old home in a great location to explore the hills of Virginia!
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Carla H.

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

Perfect stay!

If you are visiting Nelson County and enjoy History, this is the place. Gorgeous home. The owners have placed signage to help tell the story and could not be more gracious. We came into this majestic home greeted by a Christmas tree. So so welcoming.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Mark T.

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

Great little historic house

This truly is a historic home! The interior was so well done. Wonderful 11 foot ceilings and antiques. Private with farm land everywhere. Beds and furniture were comfortable.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Kathleen S.

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

Beautiful stay

This location and home was perfect for us and we enjoyed the beautiful interior when not outside riding bikes and exploring the local countryside. Brady was an excellent host and very responsive to our questions and we so enjoyed hearing about the history of the house and all the special architectural details which he added. We were so sad to leave and hope to return soon.
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Jade P.

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

We Love Fleetwood!

Really cool, interesting, beautiful historic home in the mountains!! Loved our weekend at Fleetwood, especially the bonfire and Adirondacks! The location is great, being near lots of cool hikes and parks and great breweries. Felt like everywhere we went was dog friendly, including Fleetwood.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

gabrielle c.

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

Unplugging after Thanksgiving

Wonderful stay and gorgeous weather for hiking, cider, beer and distillery visits and enjoying the fire pit with the pups. So relaxing!
Stayed 2 nights in Nov 2023
Verified

8/10 Good

darlene n.

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

I am in LOVE with this house

The home is stunning, breathtaking! What a place to relax and chill. The a/c works great too! This is a sweet home and in a great area for site seeing, vineyards, breweries, hiking, mountains and relaxation!
Stayed 3 nights in Jul 2020
Response from VrboOwner on Apr 3, 2021
Fantastic guest. Highly recommend to all future hosts.
Verified

10/10 Excellent

Andrea M.

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

Relaxing Retreat

We have a student in Lynchburg VA and thought this was the perfect location to relax and unwind while still being close enough to visit our student. Bonus that we could bring our dog . We were blessed with fantastic weather and took full advantage of the deck. The owners provided fantastic recommendations for food and entertainment.
Stayed 3 nights in Apr 2022
Verified

8/10 Good

kirk o.

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

Great place in the country.

This property worked great for our weekend in Virginia to attend college graduation at Liberty. It was a nice and peaceful about 30 minutes from Lynchburg. Brady was great to deal with and responded very fast. There was a lot of history to read about regarding the property as well which we enjoyed. Definitely would recomend staying if you in the area.
Stayed 3 nights in May 2024
Verified

10/10 Excellent

John P.

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

Perfect Mountain Retreat

What a wonderful house and a beautiful piece of property. House is full of antiques, rustic furnishings, and old creaky hardwood floors. The owner’s have ensured it is well stocked with everything you need. Close to the Blue Ridge Parkway, wineries, and many other attractions. We highly recommend it for adults looking to experience a mountain getaway!!
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Verified traveler

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

No wi-fi as advertised, high “cleaning fee” separate from rental price

Very cute, love the location & history
Stayed 2 nights in Jun 2022
Response from VrboOwner on Dec 30, 2022
The property does have WiFi, and I understand there was some technical issue with the service provider during your stay that was beyond our control. This is not normal. The cleaning fee is commensurate with other cleaning fees for similar rentals, especially those that allow pets.
Verified

10/10 Excellent

Darlene G.

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

Great family time at Fleetwood!

Property as described and a wonderful location for visiting all the sights in Afton Valley. New Year’s day hike, a visit to Bold Rock Silverback, Charlottesville and Devil’s Backbone were lots of fun! Highly recommend. Hosts were helpful and provided lots of historic and local site information. Our stay felt like traveling back in time with modern conveniencs. 😁
Stayed 3 nights in Dec 2022
Verified

10/10 Excellent

Jessica L.

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

Beautiful, Peaceful Home with Unforgettable Mountain Views

Fleetwood is a handsome home with high ceilings, large rooms, original wide plank wood floors and many fine details. Its original beauty and character are well preserved in the recent renovation. Our favorite aspect, and where we spent most of our time, was the large back deck with views of Three Ridges Mountain. The location is quiet, peaceful and private. It is close to the AT, Crabtree Falls, the Blueridge Parkway and more. The hosts were helpful, available, respectful and went above and beyond to make our stay comfortable and easy. We look forward to returning.
Stayed 5 nights in Jun 2020
Verified

10/10 Excellent

Lowell E.

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

Rustic home retreat

Beautiful rustic retreat house near Arrington, VA. Remodeled kitchen and bath, but the rest of the house keeps the old original feel. Creaking old wood floors means no one will sneak in or out at night! Completely secluded for great privacy. nice outside deck I wasn't able to enjoy as I was there for work. You might have the occasional bug to deal with as it isn't a modern sealed construction, but otherwise clean and very comfortable. I'll go back if available for next year's event!
Stayed 3 nights in Oct 2023
Verified

2/10 Terrible

Tara S.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Historic and Unique

I did not want to write a bad review but I sent the following message to the host 48 hours ago and did not receive a response. Fleetwood (c. 1809) - A renovated landmarkHost: BradyBookedView detailsHello, First off the house is unique and I enjoyed the history of it. However, I want to let you know that there is a huge bug problem. On Friday night a stink bug was on my son who sat in the recliner. I didn't think much of it. We were out of the house for most of the day Saturday. After a short while of sitting on the couch last night I had a stink bug crawling on my neck. I then saw two stink bugs on the wall and killed them. A few other insects later appeared on the lamp. I then looked at the window behind the couch and there were multiple of both bug types on the windowsill and on the chair rail. There were also two on the opposite window.Needless to say that was not pleasant and honestly made it difficult to sleep.There were also a few bugs in the kitchen and one even came home in my food bag. I'm hopeful that none hitched a ride in the clothes bags. I'm not sure if you were aware but I'm sure you'll want to correct it prior to renting it again.
Stayed 2 nights in Jan 2025
Verified

10/10 Excellent

Barbi d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful weekend. The sheets were soft. The beds were comfortable. We had everything we needed there and it was a charming property.
Stayed 2 nights in May 2026
Verified

10/10 Excellent

Dave R.

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

New Years 2022

Great three day getaway with family. Location is great. Owner provided a fantastic to do list within 45 minutes of the house. Did two hikes and a few breweries. All good.
Stayed 3 nights in Dec 2021
Verified

10/10 Excellent

Colleen H.

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

Beautiful VA getaway

This home is amazing! The property is beautiful and the views are stunning! Lots to do in the area. Great hosts who communicated well and were very helpful!
Stayed 3 nights in Oct 2021
Verified

10/10 Excellent

Bill L.

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

Fleetwood

LOVED everything about our stay! The home, the yard, the location…you name it !
Stayed 3 nights in Aug 2021
Verified

10/10 Excellent

Rex and Donna Z.

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

Fleetwood stay

It was a peaceful getaway. It is very unique and unusual to be able to stay in a 200 year old historic house. I have seen historical houses that are bed & breakfasts before, so the Fleetwood house is an unique experience.
Stayed 3 nights in Jul 2021

About the host

Hosted by Brady

Host profile image
Grew up locally, raised our family in this house. We're nearby if anything comes up.
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