Hillsboro Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Hillsboro holiday rentals

Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (71 reviews)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is HK$310
HK$819 total
includes taxes & fees
23 Feb - 24 Feb
❤️ Secluded 1940s Romantic Tiny House on the River
Interior

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, (111 reviews)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is HK$508
HK$1,409 total
includes taxes & fees
16 Feb - 17 Feb
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
TV, fireplace

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
9.8 out of 10, Exceptional, (67 reviews)
"Great stay! We would book again. "
United States
Sam F.
The price is HK$782
HK$2,845 total
includes taxes & fees
16 Feb - 17 Feb
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Interior

Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (34 reviews)
"Mountain mama is organized and accessible throughout the stay. House was clean and comfortable with lively views. "
United States
Dennis W.
The price is HK$782
HK$2,758 total
includes taxes & fees
16 Feb - 17 Feb
Antietam Look Out - Incredible Sunset Views!
Exterior

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (142 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is HK$625
HK$1,765 total
includes taxes & fees
16 Feb - 17 Feb
Charming "Cream of the Crop" Cape ~❤️of Middletown
Exterior detail

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, (56 reviews)
"great communication, very easy people to talk to they were so sweet! the place was exactly what i was looking for and everything was kept very clean on arrival, and the area was lovely!"
United States
Maggie M.
The price is HK$774
HK$1,400 total
includes taxes & fees
16 Feb - 17 Feb
Cozy Getaway near Harper`s Ferry, C&O & Potomac
Living area

Wild Hare Cottage

Wild Hare Cottage
Purcellville
10.0 out of 10, Exceptional, (12 reviews)
"Loved everything about this location and home - very quiet and charming. Very clean and felt like home. Will definitely visit again!"
United States
Anonymous traveller
The price is HK$985
HK$1,711 total
includes taxes & fees
18 Feb - 19 Feb
Wild Hare Cottage
Smart TV, books, computer monitors

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (32 reviews)
"It was a very cute house "
United States
Donna B.
The price is HK$1,055
HK$2,382 total
includes taxes & fees
16 Feb - 17 Feb
Leesburg Hideaway- King Bed + Private Backyard
Fridge, microwave, oven, stovetop

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, (58 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
The price is HK$664
HK$1,815 total
includes taxes & fees
16 Feb - 17 Feb
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Outdoor spa tub

Wine Weekend Getaway Steps to Winery and Battlefield with Mountain Views Hot Tub

Wine Weekend Getaway Steps to Winery and Battlefield with Mountain Views Hot Tub
Sharpsburg
10.0 out of 10, Exceptional, (42 reviews)
"We had an amazing time - lots of walks and places to see - very historical - winery right next door which was an added bonus - accommodation was everything we needed and more - look out for a friendly cat that paid a few visits - thank you Jordan for a great time and will definitely come back to the area"
United Kingdom
Jo W.
The price is HK$664
HK$2,079 total
includes taxes & fees
18 Feb - 19 Feb
Wine Weekend Getaway Steps to Winery and Battlefield with Mountain Views Hot Tub
Interior

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Harpers Ferry
9.2 out of 10, Wonderful, (31 reviews)
"Gorgeous cabin, incredibly clean and well stocked with everything needed. Hot tub was amazing and clean and huge. Greatful for the hosts promptness in communication.Thank you!"
United States
Samantha S.
The price is HK$1,389
HK$2,437 total
includes taxes & fees
25 Feb - 26 Feb
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Smart TV, fireplace

Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!
Harpers Ferry
10.0 out of 10, Exceptional, (34 reviews)
"Great property to stay at. Very comfortable, quiet, and secluded. Would recommend this property to anyone. "
United States
Leonardf B.
The price is HK$782
HK$3,004 total
includes taxes & fees
17 Feb - 18 Feb
Secluded Cabin a Stone's Throw From the A.T.!
Terrace/patio

Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (31 reviews)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
The price is HK$782
HK$2,950 total
includes taxes & fees
19 Feb - 20 Feb
Rebels Rest - Cabin with Enchanting Sunset Views!
Smart TV, fireplace, table football, books

Private A-Frame Near Harpers Ferry - Sauna, Fire Pit, 3BR/3BA, Pet-Friendly

Private A-Frame Near Harpers Ferry - Sauna, Fire Pit, 3BR/3BA, Pet-Friendly
Harpers Ferry
10.0 out of 10, Exceptional, (3 reviews)
"Great location! Wonderful property! Had a great stay"
United States
Brian D.
The price is HK$1,210
HK$3,904 total
includes taxes & fees
18 Feb - 19 Feb
Private A-Frame Near Harpers Ferry - Sauna, Fire Pit, 3BR/3BA, Pet-Friendly
Exterior

Lake View Retreat - Cottage Near a Peaceful Lake!

Lake View Retreat - Cottage Near a Peaceful Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (22 reviews)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
The price is HK$782
HK$2,810 total
includes taxes & fees
17 Feb - 18 Feb
Lake View Retreat - Cottage Near a Peaceful Lake!
Desk, iron/ironing board, free WiFi, bed sheets

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Middleburg
9.8 out of 10, Exceptional, (23 reviews)
"We had an excellent time and our dog loved the farm. The hosts are fantastic people and were very helpful. The room was clean and comfortable. We location is nice just a few minutes drive from downtown Middleburg and in a beautiful area. We will definitely return."
United States
Henri G.
The price is HK$1,172
HK$2,112 total
includes taxes & fees
19 Feb - 20 Feb
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Interior

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (89 reviews)
"This was an amazing cabin with a full kitchen so you could cook and enjoy the quiet."
United States
Lina A.
The price is HK$1,563
HK$2,519 total
includes taxes & fees
1 Mar - 2 Mar
Antietam Creek - Quiet 2 Bedroom Cabin
Dining

Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.6 out of 10, Exceptional, (18 reviews)
"Everything was great! We had a lovely stay."
United States
Beth D.
The price is HK$782
HK$2,774 total
includes taxes & fees
18 Feb - 19 Feb
Log Cabin w/ Hot Tub & Waterfront Patio!
Smart TV, fireplace

Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (65 reviews)
"Beautiful home, quiet and peaceful."
United States
Dina A.
The price is HK$782
HK$2,845 total
includes taxes & fees
19 Feb - 20 Feb
Blue Ridge Getaway - Sunset Views, A.T. Access
Interior

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

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.6 out of 10, Exceptional, (10 reviews)
"Great stay with great accommodations such as the pool and hot tub. Very close to many good wineries, breweries, and restaurants including ones in Leesburg. "
United States
Evan G.
The price is HK$1,759
HK$3,065 total
includes taxes & fees
16 Feb - 17 Feb
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
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

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

10/10 Excellent
"Friendly staff Clean room Good breakfast Nice place to stay "
Lisa 1-night trip
Posted 4 days ago
Holiday Inn Express Charles Town by IHG

Find out more about Hillsboro

Search for holiday rentals in Hillsboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Hillsboro using one of the methods below:

  • View our selection of featured holiday rentals in Hillsboro
  • Use the map to find apartments and other holiday homes in the Hillsboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hillsboro while they last

Look no further and take a look at our great range of rental properties in Hillsboro!

Frequently asked questions

Can I find holiday rentals in Hillsboro?

Yes, there are holiday rentals close to the most popular sights in Hillsboro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hillsboro has to offer?

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.: This holiday home rental outside of Hillsboro offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 wider area, you’ll find Doukenie Winery and Breaux Vineyards.

What are holiday rentals like in Hillsboro?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hillsboro. Holiday rentals offer amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for families.