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Trailside Retreat in breathtaking Western Loudoun

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Outdoor dining
Smart TV
Interior
Exterior
Smart TV

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 8

Popular amenities

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

Explore the area

Map
Hamilton, VA
  • Morven Park
    ‪6 min drive‬
  • Tally Ho Theatre
    ‪9 min drive‬
  • Stone Tower Winery
    ‪19 min drive‬
  • Washington, DC (IAD-Washington Dulles Intl.)
    ‪29 min drive‬

Room options

About the neighborhood

Hamilton

This vacation home places you next to Catoctin Valley and within 2 miles (3 km) of The Barns at Hamilton Station Vineyards. The vacation home includes a kitchen, a refrigerator, and a microwave.
View more Vacation Homes in HamiltonOpens in a new window

What's nearby

  • The Barns at Hamilton Station Vineyards - 2 min drive - 1.1 miles
  • Morven Park - 6 min drive - 4.2 miles
  • Tally Ho Theatre - 9 min drive - 6.1 miles
  • Leesburg Corner Premium Outlets - 13 min drive - 7.9 miles
  • Stone Tower Winery - 19 min drive - 8.1 miles

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
  • ‪McDonald's - ‬6 min drive
  • ‪The Purcellville Pub - ‬6 min drive
  • ‪Monk's BBQ - ‬8 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.

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.
The vacation home is air-conditioned and features a kitchen and 3 bathrooms, and there's space to spread out with 4 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

Jill Fowler

Languages

English

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  • Pet friendly
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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

  • 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

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

  • This property welcomes pets
  • Dogs only
  • 2 total pets
  • Service animals exempt from fees

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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 20.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Frequently asked questions

What's there to do within easy reach of this vacation home?

This vacation home is located in Hamilton, just steps from Catoctin Valley. You'll also find The Barns at Hamilton Station Vineyards and Washington & Old Dominion Trail Regional Park within a short drive.

Will I be able to park at this vacation home?

No, there isn't parking available at the vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What do couples enjoy most about Trailside Retreat in breathtaking Western Loudoun ?

Couples will appreciate amenities at this vacation home, including a kitchen and a smart TV in each accommodation and kitchens in some.

Does Trailside Retreat in breathtaking Western Loudoun have a hot tub?

No, there isn't a spa tub at this vacation home.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at this vacation home?

No, this vacation home doesn't feature connecting guestrooms.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Washington Dulles Intl. Airport (IAD), which is 22.4 mi away (25 minutes by car). Another top airport is Martinsburg, WV (MRB-Eastern West Virginia Regional), which is around 25.9 mi away.

Can I book a room with a balcony at Trailside Retreat in breathtaking Western Loudoun ?

Yes, every accommodation at Trailside Retreat in breathtaking Western Loudoun comes with a porch.

Trailside Retreat in breathtaking Western Loudoun Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 44 out of 47 reviews
Rating 8 - Good. 2 out of 47 reviews
Rating 6 - Okay. 1 out of 47 reviews
Rating 4 - Poor. 0 out of 47 reviews
Rating 2 - Terrible. 0 out of 47 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Nathan V.

Liked: Cleanliness

Weekend Stay

Great location and very clean and fun
Stayed 2 nights in May 2025

10/10 Excellent

Gerlyn Rose L.

Liked: Cleanliness

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!
Stayed 6 nights in Apr 2025

10/10 Excellent

Kathleen O., Pennsylvania

Liked: Cleanliness

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

Lisa S., Glen Rock, New Jersey

Liked: Cleanliness

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

Sophia G.

Liked: Cleanliness

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.
Stayed 3 nights in Jan 2025

8/10 Good

Emily M., Arlington, VA

Liked: Cleanliness

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!
Stayed 3 nights in Jan 2025

10/10 Excellent

Neil W.

Liked: Cleanliness

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

8/10 Good

Jeff P.

Liked: Cleanliness

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

Verified traveler

Liked: Cleanliness

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.
Stayed 2 nights in Nov 2024

10/10 Excellent

Robert R.

Liked: Cleanliness

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

Donna A.

Liked: Cleanliness

Harry potter trip

Wonderful place!!!
Stayed 2 nights in Nov 2024

10/10 Excellent

jodie s.

Liked: Cleanliness

Hamilton Stay

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

10/10 Excellent

Mary-Clare M.

Liked: Cleanliness

Family Gathering

We used this home for family overflow for a family get together and it was wonderful!
Stayed 3 nights in Oct 2024

10/10 Excellent

Jill S.

Liked: Cleanliness

Short Getaway for Teen Son's Fall Break

The property is one of the best VRBO rentals that we have stayed in. I felt like it was clean and tidy in comparison to other ones. My only complaint would be trail access. We wanted to walk the dogs on the trail, but there were no directions on how to access it. The owner responded quickly to my question, but I shouldn't have had to ask. We had to walk down the road a few houses and use someone's driveway. The trail was nice! (We drove into DC two days and needed to exercise our dogs from sitting in cages for 6 hours.) Also, the exterior picture made it look like it was way out in the open. However, there is a house next door that is fairly close and the trail is basically in the backyard. We enjoyed the fresh eggs! There was plenty of inside space and lots of toiletries. We didn't need to bring or buy any soap, paper products, shampoo, etc! As another reviewer stated, the temp between the floors is noticeable. We would definitely stay again.
Stayed 3 nights in Oct 2024

10/10 Excellent

Diane A.

Liked: Cleanliness

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.
Stayed 2 nights in Oct 2024

10/10 Excellent

Mary W.

Liked: Cleanliness

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

Marion K., Augusta County, Virginia

Liked: Cleanliness

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

Bill P.

Liked: Cleanliness

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

6/10 Okay

Regina S.

Irene Road

The beds were comfortable. The water pressure in the showers sucked, very little pressure and took longer to rinse my hair. There were spiders and webs in the house. Dust on tables. Smell of carpet freshener wasn’t very nice. Pictures were deceiving. The bathroom in the master upstairs was tiny without counter space to leave your belongings. The cleaners didn’t even sweep off the deck we did and previous tenants left food on the outdoor grill and cheese on the trash can. The outdoor furniture hadn’t been wiped off, there were cob webs all over it I expected more for the money.
Stayed 3 nights in Aug 2024

10/10 Excellent

Diane P.

Liked: Cleanliness

Family celebration

Stayed 3 nights in Mar 2024

10/10 Excellent

Tammy C.

Liked: Cleanliness

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

Beth Ann H.

Liked: Cleanliness

Convenient location to attend a Leesburg wedding!

The best VRBO we've stayed in by far. Topping the list of what we appreciated was cleanliness. You get that fresh-cleaned smell the moment you walk in the door! So well stocked. I packed extra TP, paper towels, etc that I never even got out. Kitchen is particularly well stocked. Very tastefully decorated. Lower-level bedroom, full bath and living area make it nice to give some folks their own space. Short, easy drive to Leesburg & Purcellville. And Jill is an incredibly kind and attentive host. She went above and beyond to accommodate us and make us feel comfortable. Thank you Jill!
Stayed 3 nights in Jul 2024

10/10 Excellent

Tina D.

Liked: Cleanliness

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

Richard F., Lebanon,pa

Liked: Cleanliness

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

Catherine M.

Liked: Cleanliness

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