Hillsboro Vacation Rentals

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Our top choices for Hillsboro vacation rentals

❤️ 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 CA $54
CA $142 total
includes taxes & fees
Feb 23 - Feb 24
❤️ Secluded 1940s Romantic Tiny House on the River

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 CA $108
CA $269 total
includes taxes & fees
Feb 16 - Feb 17
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

'thomson Farm' Classic Home < 10 Mi to Vineyards!

'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
Leesburg
The price is CA $1,472
CA $2,477 total
includes taxes & fees
Feb 12 - Feb 13
'thomson Farm' Classic Home < 10 Mi to Vineyards!

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 CA $108
CA $309 total
includes taxes & fees
Feb 12 - Feb 13
Charming "Cream of the Crop" Cape ~❤️of Middletown

Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
"We had a great time at Riverview Retreat! The house was perfect for our group and offered beautiful views. We especially loved the fireplace and all of the amenities they had available. The hot tub code was missing from the manual so we weren't able to use it on our first night and the spiral staircase was pretty intimidating for the weather we had. Heed the warnings about needing four wheel drive in the winter for the driveway. I was thankful there wasn't snow as it would have been scary to...
United States
Stacy H.
The price is CA $136
CA $563 total
includes taxes & fees
Feb 12 - Feb 13
Riverview Retreat - Pool, Hot Tub, and Mtn Views!

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 CA $136
CA $480 total
includes taxes & fees
Feb 12 - Feb 13
Antietam Look Out - Incredible Sunset Views!

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 CA $171
CA $300 total
includes taxes & fees
Feb 18 - Feb 19
Wild Hare Cottage

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 CA $136
CA $498 total
includes taxes & fees
Feb 19 - Feb 20
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Loft Apt Just off C&O near Harpers Ferry and AT

Loft Apt Just off C&O near Harpers Ferry and AT
Brunswick
10.0 out of 10, Exceptional, (16 reviews)
"Our Hosts were wonderful and the space was great. It sits right off of the bike trail and across the street from a great bakery and bike shop. We thoroughly enjoyed our stay."
United States
Mark B.
The price is CA $133
CA $249 total
includes taxes & fees
Feb 15 - Feb 16
Loft Apt Just off C&O near Harpers Ferry and AT

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (24 reviews)
"Lovely views, very spacious, well appointed in terms of kitchen."
United States
sharyn m.
The price is CA $136
CA $594 total
includes taxes & fees
Feb 25 - Feb 26
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
10.0 out of 10, Exceptional, (16 reviews)
"Great location. Great house. Could not have asked for more. "
United States
A. Bland and D. T.
The price is CA $136
CA $530 total
includes taxes & fees
Feb 12 - Feb 13
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

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 CA $108
CA $350 total
includes taxes & fees
Feb 18 - Feb 19
Wine Weekend Getaway Steps to Winery and Battlefield with Mountain Views Hot Tub

Cozy 1-bedroom studio type living in tranquil Broadlands with AC & private bath.

Cozy 1-bedroom studio type living in tranquil Broadlands with AC & private bath.
Broadlands
The price is CA $54
CA $170 total
includes taxes & fees
Mar 3 - Mar 4
Cozy 1-bedroom studio type living in tranquil Broadlands with AC & private bath.

Lamontagne Farmhouse a Rural Pristine Setting

Lamontagne Farmhouse a Rural Pristine Setting
Bluemont
10.0 out of 10, Exceptional, (12 reviews)
"We loved our stay at this beautiful tranquil farmhouse. Our two Golden’s enjoyed the outdoor space. Hiking close by, a beautiful drive to visit Middleburg is a must. We highly recommend this charming getaway."
United States
AnneMarie M.
The price is CA $91
CA $276 total
includes taxes & fees
Feb 12 - Feb 13
Lamontagne Farmhouse a Rural Pristine Setting

Stylish Studio with Kitchenette

Stylish Studio with Kitchenette
Sterling
The price is CA $103
CA $218 total
includes taxes & fees
Mar 3 - Mar 4
Stylish Studio with Kitchenette

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Beautiful scenery. House was clean."
United States
Brandon H.
The price is CA $136
CA $498 total
includes taxes & fees
Feb 19 - Feb 20
Peaceful Lakefront Cottage with Mountain Views!

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 CA $247
CA $431 total
includes taxes & fees
Feb 12 - Feb 13
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Camp Patowmack - Riverfront, Hot Tub, and Sauna!

Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Harpers Ferry
9.8 out of 10, Exceptional, (6 reviews)
"Great house with a beautiful view. "
United States
Sandra A.
The price is CA $136
CA $766 total
includes taxes & fees
Feb 16 - Feb 17
Camp Patowmack - Riverfront, Hot Tub, and Sauna!

Aslan's How - Cabin with Valley Views & Hot Tub!

Aslan's How - Cabin with Valley Views & Hot Tub!
Harpers Ferry
9.8 out of 10, Exceptional, (8 reviews)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
The price is CA $136
CA $514 total
includes taxes & fees
Feb 17 - Feb 18
Aslan's How - Cabin with Valley Views & Hot Tub!

LUX Lakefront King Suites w/Dock, HotTub, Kayaks

LUX Lakefront King Suites w/Dock, HotTub, Kayaks
Shannondale
10.0 out of 10, Exceptional, (2 reviews)
"The entire house was AMAZING!!! The hosts were fantastic. They sent us activities to do in the area, stocked the house with everything we could possibly need, baked us cookies, and left us refreshments. The house was very clean and had plenty of space and things to do even if you don’t want to go anywhere. Every room has a lake view and each bathroom feels as clean as a hotel!"
United States
Rosalie G.
The price is CA $1,702
CA $1,941 total
includes taxes & fees
Feb 22 - Feb 23
LUX Lakefront King Suites w/Dock, HotTub, Kayaks
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hillsboro. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

NEW! Ferrystone Lodge: Fireside Mountain Retreat w/ Patio & Fireplace: Visitors like this Hillsboro vacation home rental. It offers a patio, a garden, 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.