Hillsboro Vacation Rentals

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Our top choices for Hillsboro vacation rentals

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (114 reviews)
"Good stay. Would visit again. "
United States
Lonnie F.
The price is ¥12,506
¥31,815 total
includes taxes & fees
May 10 - May 11
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
9.8 out of 10, Exceptional, (62 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
The price is ¥15,632
¥40,265 total
includes taxes & fees
May 10 - May 11
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (145 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is ¥15,772
¥40,626 total
includes taxes & fees
May 10 - May 11
Charming "Cream of the Crop" Cape ~❤️of Middletown

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (74 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is ¥10,411
¥21,103 total
includes taxes & fees
May 19 - May 20
❤️ Secluded 1940s Romantic Tiny House on the River

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.6 out of 10, Exceptional, (200 reviews)
"We enjoyed our stay and the location was excellent"
United States
Barbara W.
The price is ¥22,666
¥27,340 total
includes taxes & fees
May 10 - May 11
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (60 reviews)
"Host was welcoming and place was as described and in very clean condition. "
United States
Junaid B.
The price is ¥15,476
¥28,003 total
includes taxes & fees
May 11 - May 12
Cozy Getaway near Harper`s Ferry, C&O & Potomac

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (88 reviews)
"The host had great communication and the place was exactly as pictured! "
United States
Colleen J.
The price is ¥22,698
¥51,889 total
includes taxes & fees
May 11 - May 12
~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (89 reviews)
"Did a small girls night here and we had the best time! Out there and quiet for a get away and plenty to do inside for colder weather we loved the bookshelf full of board games and books and the piano to tinker around on! The gas fireplace kept the whole place cranking with heat no problems Definitely would stay here again!"
United States
Kandy T.
The price is ¥31,264
¥51,367 total
includes taxes & fees
May 11 - May 12
Antietam Creek - Quiet 2 Bedroom Cabin

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.8 out of 10, Exceptional, (16 reviews)
"Absolutely amazing place and stay! I could not possibly be more impressed and I look forward to coming back."
United States
Jasmine M.
The price is ¥35,172
¥62,195 total
includes taxes & fees
May 11 - May 12
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

Cabin at the Gap | You Won't Believe the View!

Cabin at the Gap | You Won't Believe the View!
Harpers Ferry
The price is ¥15,632
¥53,246 total
includes taxes & fees
May 10 - May 11
Cabin at the Gap | You Won't Believe the View!

Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (24 reviews)
"The host was extremely welcoming and kind to us. We spent a week here and loved our stay. We are so grateful to have been able to stay here with Kim and Todd. "
United States
Christina H.
The price is ¥18,055
¥31,069 total
includes taxes & fees
May 10 - May 11
Beautiful, Historic, Hiking, Biking and C&O Canal

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (58 reviews)
"Loved out stay! "
United States
Emilee
The price is ¥42,988
¥61,893 total
includes taxes & fees
May 20 - May 21
18th Century Stone Cottage minutes from historic Middleburg

Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (44 reviews)
"Loved the place and area."
United States
Steve R.
Charming Cabin in the Woods with River Access

Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (21 reviews)
"Great view, very secluded"
United States
Matt s.
The price is ¥67,662
¥134,311 total
includes taxes & fees
May 24 - May 25
Cottage w/ Hot Tub and 100-Mile Valley Views!

Historic Getaway near C&O Canal, hiking and biking

Historic Getaway near C&O Canal, hiking and biking
Brunswick
9.6 out of 10, Exceptional, (4 reviews)
"It was wonderful "
United States
Andrew E.
The price is ¥20,634
¥38,773 total
includes taxes & fees
May 10 - May 11
Historic Getaway near C&O Canal, hiking and biking

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (34 reviews)
"The host was great in communicating check in and check out instructions! We appreciated being able to park in the driveway and the fenced in back yard was also a nice amenity. Would definitely stay here again!"
United States
Katherine s.
The price is ¥26,731
¥55,549 total
includes taxes & fees
May 20 - May 21
Leesburg Hideaway- King Bed + Private Backyard

Royal Heritage Home @ Historic Leesburg

Royal Heritage Home @ Historic Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (40 reviews)
"Great place to stay! Well decorated, equipped and spacious! Outdoor fire pit and a huge stack of firewood was a nice bonus"
United States
Steve S.
The price is ¥34,485
¥74,301 total
includes taxes & fees
May 11 - May 12
Royal Heritage Home @ Historic Leesburg

Cozy cabin w/hot tub & game room

Cozy cabin w/hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
The price is ¥25,735
¥50,321 total
includes taxes & fees
May 11 - May 12
Cozy cabin w/hot tub & game room

Cottage on King | Charming Historic Leesburg Home

Cottage on King | Charming Historic Leesburg Home
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (70 reviews)
"Great location and very comfortable house. Beautiful place to stay, we loved sitting on the porch in the morning with coffee"
United States
Fern
The price is ¥35,187
¥66,945 total
includes taxes & fees
May 12 - May 13
Cottage on King | Charming Historic Leesburg Home

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Harpers Ferry
10.0 out of 10, Exceptional, (25 reviews)
"Host was helpful and everything was wonderful."
United States
Karen
The price is ¥23,090
¥62,976 total
includes taxes & fees
May 10 - May 11
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hillsboro Hotel Reviews

Find out more about Hillsboro

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Frequently asked questions

Can I find vacation rentals in Hillsboro?

Yes, there are vacation rentals near popular points of interest in Hillsboro, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Hillsboro?

Riverside cottage, minutes from historic Harpers Ferry! Private river access!: Visitors like this Hillsboro vacation home rental. It offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Hillsboro?

Explore the area and family-friendly sights such as John Brown Wax Museum, or get out into nature at a spot like Shenandoah Lake Beach. In the larger area, you’ll find Doukenie Winery and Breaux Vineyards.

What are vacation rentals like in Hillsboro?

Vacation rentals are private accommodations you can stay in for a few days or a quick weekend in Hillsboro. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.