Title: Trailside Retreat in breathtaking Western Loudoun - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Trailside Retreat in breathtaking Western Loudoun Vacation home in Hamilton with kitchen ![Dining](https://images.trvl-media.com/lodging/100000000/99280000/99271200/99271141/01224681.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99280000/99271200/99271141/83272996.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99280000/99271200/99271141/7cc63449.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/100000000/99280000/99271200/99271141/377f7e57.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/100000000/99280000/99271200/99271141/6ea949fc.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Step into this spacious 4-bedroom haven in Loudoun County's picturesque countryside, overlooking the changing seasons of a historic farm. Unwind under the covered porch or take a stroll on the W&OD Trail just behind the house, with bikes available on-site. Start your day with a luxurious coffee and tea bar, then explore local wineries like The Barns of Hamilton Station Vineyard or indulge in fresh produce at Paige’s Pit Stop Farmer’s Market. 10 Exceptional ### Entire home 4 bedrooms3 bathroomsSleeps 8 ## Popular amenities - Dryer - Washer - Barbecue grill - Kitchen - Pet-friendly - Parking available ## Add dates for prices Check-in Check-out Travellers ## 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 amenities ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchen island - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - 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 - Smoking not allowed ### 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 ## Similar properties ![Dining](https://images.trvl-media.com/lodging/102000000/101100000/101090800/101090756/beb595e9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun Purcellville - Washer - Dryer - Pet-friendly - Free WiFi 10 Exceptional 33 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-12&endDate=2025-12-13&selected=101090756&PinnedHotelID=101090756&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/109000000/108780000/108779700/108779603/418629cf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic Farmhouse with Pool & Hot Tub in Wine Country, Near Washington, DC Hamilton - Pool - Hot tub - Pet-friendly - Air conditioning 9.8 Exceptional 18 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-12&endDate=2025-12-13&selected=108779603&PinnedHotelID=108779603&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/74000000/73220000/73218900/73218851/7cf93567.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private 18th Century Farmhouse in Virginia Wine Country with Hot Tub Waterford - Hot tub - Air conditioning - Parking available - Laundry 10 Exceptional 28 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-12&endDate=2025-12-13&selected=73218851&PinnedHotelID=73218851&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/60000000/59210000/59201400/59201343/fd3c910c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### A unique mountaintop getaway overlooking Willow Croft Winery. 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Beallsville - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-12&endDate=2025-12-13&selected=27172919&PinnedHotelID=27172919&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 Information provided by the property may be translated using automated translation tools ### Rules throw bagged trash in outside trash can clean and put your dishes away take all food with you ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 2 total pets ### Children and extra beds Children are welcome ### Events Events allowed: family gatherings and birthday parties ### 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 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 there is a smoke detector on the property Safety features at this property include a fire extinguisher and a deadbolt lock 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](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C39.14358%2C-77.64513&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=l3GYSkvb269jV0UPo1jJ21Meyqo=) Hamilton, VA #### What's nearby - Hunters Run Wine Tasting Barn - 4 min drive - 4.9 km - Morven Park - 5 min drive - 6.7 km - Leesburg Corner Premium Outlets - 11 min drive - 17.4 km - Stone Tower Winery - 16 min drive - 19.7 km - Tysons Corner Center - 37 min drive - 64.1 km #### Getting around - Harpers Ferry Station - 30 min drive - Washington Dulles Intl. Airport (IAD) - 25 min drive #### Restaurants - ‪Chick-fil-A - ‬5 min drive - ‪Starbucks - ‬5 min drive - ‪Dunkin' - ‬5 min drive - ‪Coach's Corner Grill - ‬5 min drive - ‪McDonald's - ‬6 min drive ## Frequently asked questions ### Is Trailside Retreat in breathtaking Western Loudoun pet-friendly? > Yes, this property allows dogs (limit 2 total). ### How much is parking? > Onsite parking is available at the property. ### 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 ? > Check-out is at 11:00 AM. ### Where is Trailside Retreat in breathtaking Western Loudoun located? > Situated in a rural location, this vacation 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. Patrick Henry College and Purcellville Plaza are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Trailside Retreat in breathtaking Western Loudoun Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 51 8 - Good 2 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Excellent #### Nathan V. May 11, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Weekend Stay Great location and very clean and fun ##### Nathan V. Stayed 2 nights in May 2025 ### 10/10 Excellent #### John D. Jul 10, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Destination Wedding Week 6 adults and one child stayed for 5 days for a extended vacation during a destination wedding. Could add one more child in bunkbed. Accommodations were great and as advertised. Location immediately off of Hwy 7 was ideal. 3 bathrooms on wedding day made a potentially hectic morning a breeze. ##### John D. Stayed 5 nights in Jun 2025 ### 10/10 Excellent #### JENNIFER L. Jul 21, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Great house, very clean and very well maintained. We were here for a softball tournament for 4 days of play and it was so nice to come back to a quiet home in the country to relax before the next day of full play. The washer and dryer and 3 bathrooms was worth its weight in gold for us. Grilling out and having time to relax in peace was priceless. We will definitely be back next year and will be booking this fantastic home again. ##### JENNIFER L. Stayed 4 nights in Jul 2025 ### 8/10 Good #### Emily M. Jan 18, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place to stay in Hamilton It was an excellent place to stay close to Leesburg and Purcellville, right off Route 7. The house was quiet and had a great setup for a family of elementary/middle school-aged kids. I would stay there again and recommend it to other families! ##### Emily M. Stayed 3 nights in Jan 2025 ### 10/10 Excellent #### Kathleen O. Mar 5, 2025 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. ##### Kathleen O. Stayed 4 nights in Mar 2025 ### 10/10 Excellent #### Donna A. Nov 10, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Harry potter trip Wonderful place!!! ##### Donna A. Stayed 2 nights in Nov 2024 ### 10/10 Excellent #### jodie s. Nov 3, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Hamilton Stay Beautiful home. Nice location Enjoyed our stay very much ##### jodie s. Stayed 2 nights in Nov 2024 ### 10/10 Excellent #### Catherine M. Jun 9, 2024 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. ##### Catherine M. Stayed 3 nights in Jun 2024 ### 10/10 Excellent #### Verified traveller Aug 6, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy This property was perfect for our girl's gathering. Aside from the occasional voices coming from walkers on the bike trail (not bothersome at all) it was very quiet and serene. There was plenty of space to spread out even though we congregated mostly upstairs near the kitchen. We really enjoyed the space outside under the car port. Close access to Downtown Leesburg and Purcellville. Kitchen was stocked enough for our needs, as well as items for the bathrooms. Zero issues with the property which allowed us to enjoy our time together. ##### Verified traveller Stayed 4 nights in Jul 2025 ### 10/10 Excellent #### Jennifer K., Manassas, VA Nov 20, 2023 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 ##### Jennifer K. Stayed 2 nights in Nov 2023 ### 10/10 Excellent #### Mary-Clare M. Oct 29, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family Gathering We used this home for family overflow for a family get together and it was wonderful! ##### Mary-Clare M. Stayed 3 nights in Oct 2024 ### 10/10 Excellent #### Samantha H. Mar 11, 2024 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. ##### Samantha H. Stayed 3 nights in Mar 2024 ### 10/10 Excellent #### Bill P. Sep 3, 2024 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. ##### Bill P. Stayed 4 nights in Aug 2024 ### 10/10 Excellent #### Neil W. Jan 13, 2025 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. ##### Neil W. Stayed 3 nights in Jan 2025 ### 10/10 Excellent #### Jan c. May 11, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful retreat in Virginia Everything was wonderful. Very clean, comfortable and beautiful ##### Jan c. Stayed 4 nights in May 2024 ### 10/10 Excellent #### Gerlyn Rose L. Apr 30, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Home away from home It was a wonderful and beautiful home! We had a simple wedding reception under the garage. Thank you jill for accepting us into your home. The guys wanted to mow the lawn just for fun lol. This is definitely a lovely place to rent for a short or long stay. Everything 10 out of 10! ##### Gerlyn Rose L. Stayed 6 nights in Apr 2025 ### 10/10 Excellent #### Sophia G. Jan 21, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent VRBO in Loudoun County We had an excellent stay at Jill’s VRBO! The home was spacious and clean, perfect for a relaxing weekend away. The location also is ideal for going to wineries near Leesburg and Middleburg. And Jill was a very attentive host— she made sure that someone was there to remove the snow from the driveway and responded to any messages we sent promptly. ##### Sophia G. Stayed 3 nights in Jan 2025 ### 10/10 Excellent #### Sally W. May 29, 2024 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. ##### Sally W. Stayed 3 nights in May 2024 ### 10/10 Excellent #### Heather L. Apr 6, 2024 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. ##### Heather L. Stayed 2 nights in Mar 2024 ### 10/10 Excellent #### Lisa S. Feb 3, 2025 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! ##### Lisa S. Stayed 4 nights in Jan 2025 ### 10/10 Excellent #### Elizabeth J. Mar 4, 2024 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! ##### Elizabeth J. Stayed 2 nights in Mar 2024 ### 10/10 Excellent #### Renee C. Jan 22, 2024 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. ##### Renee C. Stayed 2 nights in Jan 2024 ### 10/10 Excellent #### Verified traveller Nov 22, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Peaceful and relaxing This property was beautiful. The house has been updated top to bottom with beautiful finishes. Plenty of room to gather and spread out. Highly recommend. ##### Verified traveller Stayed 2 nights in Nov 2024 ### 10/10 Excellent #### Diane A. Oct 21, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location This house is located near wonderful walking paths and a short drive to Leesburg. It worked well for our group of 6 adults. We appreciated the fact that our bedrooms had access to individual bathrooms, each with lots of towels. Additionally, there is plenty of parking. ##### Diane A. Stayed 2 nights in Oct 2024 ### 10/10 Excellent #### Tammy C. Jul 22, 2024 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! ##### Tammy C. 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