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Entire home·Private host

Trailside Retreat in breathtaking Western Loudoun

Photo gallery for Trailside Retreat in breathtaking Western Loudoun

Outdoor dining
Smart TV
Exterior
Smart TV
Interior

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Dryer
  • Kitchen
  • Washer
  • Barbecue grill
  • Pet-friendly
  • Parking available

About this property

Entire place

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

Trailside Retreat in breathtaking Western Loudoun

This warm and inviting house is located in the gorgeous, pastoral countryside of Loudoun County. It is situated across from one of the longest running farms of Hamilton. Our recently furnished and decorated spacious 4 bedroom abode overlooks breathtaking views of this seasonal changing farm . You will enjoy the expanse of the night sky from the large front yard or comfortably seated under the covered porch. A luxurious coffee and tea bar await you in the morning hours. Then take a stroll or bike ride on the W&OD Trail situated just behind the house. It stretches for miles taking you all the way to Washington DC if you need a hard workout. You will find bikes located in the shed on the property.
Just up the road you will find The Barns of Hamilton Station Vineyard, one of Loudoun County’s finest wineries, Paige’s Pit Stop Farmer’s Market, and The Mercantile offering local produce, groceries, flowers and a full coffee cafe. Minutes from the Appalachian Trail, Great Country Farms, Bear’s Den overlook, and Bear Chase Brewery. You won’t be disappointed visiting our wonderful area. Delicious restaurants, hiking trails, specialty shops, rivers, wineries, breweries and farms await you to be enjoyed.
* Our location is 10 minutes from Leesburg and 10 minutes from Purcellville. The house is stocked with trash bags, dish detergent, dishwasher detergent, laundry soap, shampoo, conditioner, body wash, bath epsom salt, all linens, towels, coffee, sugar, tea, honey, spices, toilet paper, paper towels, hand soap, and when available, farm fresh eggs!
*I am happy to have a basket with a bottle of local wine, cheese, salsa, chips, and chocolates waiting to welcome your arrival. All from locals enjoying the creation of their expertise. This would be an additional charge of $89. Just let me know you would like this service.

Property manager

Jill Fowler

Languages

English

Add dates for prices

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location

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 (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

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Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun

  • Washer
  • Dryer
  • Pet-friendly
  • Free WiFi
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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 21

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

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets

Children and extra beds

Children are welcome

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 20
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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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

About the area

Map
Hamilton, VA

What's nearby

  • The Barns at Hamilton Station Vineyards - 2 min drive - 1.7 km
  • Morven Park - 6 min drive - 6.7 km
  • Tally Ho Theatre - 9 min drive - 9.8 km
  • Leesburg Corner Premium Outlets - 13 min drive - 12.6 km
  • Stone Tower Winery - 19 min drive - 13.0 km

Getting around

  • Harpers Ferry Station - 30 min drive
  • Washington Dulles International Airport (IAD) - 25 min drive

Restaurants

  • ‪Chick-fil-A - ‬5 min drive
  • ‪Starbucks - ‬5 min drive
  • ‪McDonald's - ‬6 min drive
  • ‪The Purcellville Pub - ‬6 min drive
  • ‪Monk's BBQ - ‬8 min drive

Frequently asked questions

Is Trailside Retreat in breathtaking Western Loudoun pet-friendly?

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

What time is check-in at Trailside Retreat in breathtaking Western Loudoun ?

Check-in begins at 4:00 PM.

What time is check-out at Trailside Retreat in breathtaking Western Loudoun ?

Checkout is at 11:00 AM.

Where is Trailside Retreat in breathtaking Western Loudoun located?

Situated in a rural location, this holiday home is steps from Catoctin Valley and within 3 mi (5 km) of The Barns at Hamilton Station Vineyards and Hunters Run Wine Tasting Barn. Washington & Old Dominion Trail Regional Park is 3.1 mi (4.9 km) away.

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Trailside Retreat in breathtaking Western Loudoun Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 45 out of 48 reviews
Rating 8 - Good. 2 out of 48 reviews
Rating 6 - Okay. 1 out of 48 reviews
Rating 4 - Poor. 0 out of 48 reviews
Rating 2 - Terrible. 0 out of 48 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Kathleen O.

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

Wonderful home perfectly situated outside Leesburg

The houses wonderfully decorated and super clean. Has many amenities. It’s very convenient if you’re visiting Leesburg. Lots of awesome restaurants in the general vicinity and interesting historical sites.
Stayed 4 nights in Mar 2025

10/10 Excellent

Donna A.

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

Harry potter trip

Wonderful place!!!
Stayed 2 nights in Nov 2024

10/10 Excellent

jodie s.

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

Hamilton Stay

Beautiful home. Nice location Enjoyed our stay very much
Stayed 2 nights in Nov 2024

10/10 Excellent

Neil W.

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

Nice place in the country

Large house, good for a big group. Well equipped. Accommodated our need for an early check-in.
Stayed 3 nights in Jan 2025

10/10 Excellent

Lisa S.

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

Wonderful Experience

We had a full family 4 day retreat and Jill’s place was perfect. Lots of room, beds were so comfy and contained all the kitchen and bathroom supplies we needed. Everything was clean - they even had some toys for the kids. Great location…convenient to all activities, restaurants and hiking trails. We would definitely book again. 5 stars!
Stayed 4 nights in Jan 2025

10/10 Excellent

Catherine M.

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

Terrific place

Really terrific place. Plenty of room for everyone a large, beautiful yard where we could play with our dog very peaceful and quiet. The whole family really enjoyed the stay.
Stayed 3 nights in Jun 2024

10/10 Excellent

Bill P.

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

Great Winery Tour Location

Four of us stayed for a long weekend of wineries and breweries. The house could not have been in a better location an a perfect fit for two couples.
Stayed 4 nights in Aug 2024

8/10 Good

Jeff P.

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

Very Comfortable Home

Convenient location and well kept home. There is no carpeting in the house, so if you have young ones, it will be noisy.
Stayed 2 nights in Dec 2024

10/10 Excellent

Samantha H.

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

Great family stay

Great place for my family for our weekend visiting friends. Close to them and to wineries and breweries. Clean and plenty of towels and sheets.
Stayed 3 nights in Mar 2024

10/10 Excellent

Jennifer K., Manassas, VA

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

Great location

Nice, clean and fantastic spot to enjoy the walking path and proximity to purcellville and leesburg both
Stayed 2 nights in Nov 2023

10/10 Excellent

Jan c.

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

Wonderful retreat in Virginia

Everything was wonderful. Very clean, comfortable and beautiful
Stayed 4 nights in May 2024

10/10 Excellent

Sally W.

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

Beautiful house

We had such a lovely time in Virginia. This property was so clean and well appointed. We also enjoyed the location right next to the W&OD trail.
Stayed 3 nights in May 2024

10/10 Excellent

Robert R.

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

50th Anniversary celebration

This property was perfect. We were able to host an outdoor picnic for family. Lot's of room for the kids to run and play. We were able to set up everything under the carport. Really enjoyed walking on the bike trail in the mornings.
Stayed 5 nights in Nov 2024

10/10 Excellent

Tammy C.

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

Family Reunion escape home

This was the perfect home to get away for quiet time from our family reunion! Me, my sister, and her family, stayed with our 2 dogs and it was perfect. Great location and picturesque yard that made for much needed relaxing. The house was very clean and well furnished!
Stayed 3 nights in Jul 2024

10/10 Excellent

Heather L.

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

Nice get away

Perfect location to the trail for hiking and biking. Close to vineyards. House is very comfortable. Great stay.
Stayed 2 nights in Mar 2024

10/10 Excellent

Richard F.

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

Nice

Everything was nice and clean. Had what we needed for a long weekend. Location is wonderful close to everything.
Stayed 4 nights in Jun 2024

10/10 Excellent

Elizabeth J.

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

Loved our stay

House was spotless and well-appointed. Minutes away from shops and restaurants in Purcellville and Leesburg. Thoughtful host provided everything we needed for our girls getaway weekend. Would stay here again!
Stayed 2 nights in Mar 2024

10/10 Excellent

Renee C.

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

Cousin’s trip

Met cousins for a “girls weekend” and had a wonderful time. The property and our stay were great! It was comfortable and just perfect for our group to relax and catch up.
Stayed 2 nights in Jan 2024

10/10 Excellent

Mary W.

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

Girls wine/birthday weekend

Wonderful, relaxing, quiet location, house was convenient and clean. Would like to have had firewood upon arrival and the deck cleared off from leaf debris. Jill was responsive to our questions. It would’ve been helpful if directions were left on how to enter the trail behind the house. Would highly recommend this property for a great getaway!😀🍷
Stayed 3 nights in Oct 2024

10/10 Excellent

Tina D.

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

Sibling ebike trip

The property presented as posted on VRBO. We were able to utilize all aspects of the house and grounds dispite the heat.
Stayed 8 nights in Jun 2024

10/10 Excellent

Lydia P.

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

Wonderful relaxing place

This house was beautiful, everything looked clean and great. The yard was nice and well taken care of, and the location was near a great walking/riding path. We had such an enjoyable time as a family playing games inside when it rained, and sitting outside on the sunny days. We would definitely stay here again if we are in the area.
Stayed 3 nights in Oct 2023

10/10 Excellent

Jill C.

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

Beautiful house and property!

We loved the spacious layout, cleanliness, and all the amenities. The kitchen and bathrooms had all necessities and there are plenty of extra towels and blankets. We enjoyed a long walk on the trail directly behind the house and if we didn’t have a packed weekend would have used the fire pit and outside seating area. Communication was excellent and check in seamless. We would definitely stay again!!
Stayed 2 nights in Apr 2024

10/10 Excellent

Donnelle R.

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

Perfect Stay

The rental was just lovely in its location, cleanliness, decor, and house design.This home gives you the peacefulness of the country while being just minutes from many towns. We were also grateful to have been able to bring our dogs,have room for them to play and in warmer weather would have been able to sit on the deck or outdoor areas. Thank you for meeting every expectation.
Stayed 3 nights in Feb 2024

10/10 Excellent

Marion K.

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

Perfect for the Solheim Cup!

Four of us enjoyed our stay, using Trailside Retreat as our base while attending the Solheim. It was perfect for our purposes. The kitchen is large and well-appointed. Communication with Jill is timely. Highly recommend! Our only wish would be for separate controls for the heating/cooling unit for upstairs and downstairs. (A mini-split would take of it). The fresh eggs were a nice touch!
Stayed 4 nights in Sep 2024

10/10 Excellent

Rachelle M.

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

Home Away From Home

The property owner was responsive, the home was beautiful and stocked with a lot of the essentials to keep us comfortable. We shared we were celebrating my daughter's 16th birthday, and a sweet card was waiting for her. We loved the pathway behind the home, and went a few times to nearby Berryville for a fun tea time at the Tea Cart and amazing ramen at Zen Ramen and Sushi. Would highly recommend and consider staying again!
Stayed 2 nights in Oct 2023