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Hillsboro Vacation Rentals

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Vacation Rentals in Hillsboro

Property grounds
❤️ Secluded 1940s Romantic Tiny House on the River

Cabin in Shepherdstown

10.0 out of 10, Exceptional, (64)
"We truly loved this location and definitely will be back!"
United States
Astrid
$95 nightly
The price is $105
Dec 1 - Dec 2
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
Outdoor spa tub
Aslan's How - Cabin with Valley Views & Hot Tub!

Cabin in Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (8)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
$341 nightly
The price is $379
Nov 24 - Nov 25
Total with taxes and fees
Aslan's How - Cabin with Valley Views & Hot Tub!
Interior
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Cabin in Middletown

9.6 out of 10, Exceptional, (106)
"We loved it! As cute/sweet as described."
United States
Fran E.
$175 nightly
The price is $186
Nov 24 - Nov 25
Total with taxes and fees
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
3 bedrooms, free WiFi, bed sheets
Log Cabin w/ Hot Tub & Waterfront Patio!

Cabin in Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (11)
"Everything was great! We had a lovely stay."
United States
Beth D.
$297 nightly
The price is $330
Dec 1 - Dec 2
Total with taxes and fees
Log Cabin w/ Hot Tub & Waterfront Patio!
Dining
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Cabin in Keedysville

9.8 out of 10, Exceptional, (64)
"Very nice property. My family had a fun stay!"
United States
Radha V.
$330 nightly
The price is $367
Dec 4 - Dec 5
Total with taxes and fees
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
House (Multiple Bedrooms) | Interior
'thomson Farm' Classic Home < 10 Mi to Vineyards!

Cottage in Leesburg

3.0 star property
$1,623 nightly
The price is $1,850
Nov 24 - Nov 25
Total with taxes and fees
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Interior
Antietam Look Out - Incredible Sunset Views!

Cabin in Keedysville

9.8 out of 10, Exceptional, (32)
"The property was perfect for our family. It was well equipped with all the kitchen necessities. plenty of space, bedrooms, and bathrooms to accommodate 7 adults and a 1 yr old. Great location for seeing sites. "
United States
Barbara B.
$319 nightly
The price is $355
Nov 25 - Nov 26
Total with taxes and fees
Antietam Look Out - Incredible Sunset Views!
Fridge, microwave, oven, stovetop
Loft Apt Just off C&O near Harpers Ferry and AT

Apartment in Brunswick

10.0 out of 10, Exceptional, (15)
"Everything was great. Would stay again! Accurate listing."
United States
Marlin S.
$173 nightly
The price is $183
Nov 23 - Nov 24
Total with taxes and fees
Loft Apt Just off C&O near Harpers Ferry and AT
Interior
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

Cottage in Hamilton

9.6 out of 10, Exceptional, (8)
"It was a great place to starve whole experience was perfect. "
United States
Jaime B.
$347 nightly
The price is $396
Nov 24 - Nov 25
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Outdoor dining
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Cottage in Harpers Ferry

10.0 out of 10, Exceptional, (23)
"My friends and I absolutely loved this stay on the lake in West Virginia! The artsy vibe of the home, views, and wildlife were amazing. Plenty of places to sit and catch up. The kitchen was well stocked with appliances (thank you for the local coffee!) Each adult having their own bedroom and full bath was a huge perk!"
United States
Matthew P.
$406 nightly
The price is $452
Nov 25 - Nov 26
Total with taxes and fees
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Property grounds
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Cabin in Harpers Ferry

10.0 out of 10, Exceptional, (15)
"Great location. Great house. Could not have asked for more. "
United States
A. Bland and D. T.
$352 nightly
The price is $392
Nov 24 - Nov 25
Total with taxes and fees
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Dining
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

Cabin in Harpers Ferry

10.0 out of 10, Exceptional, (79)
"Wonderful view from the sunroom. Peaceful and rejuvenating stay in this welcoming home. "
United States
Michelle M.
$281 nightly
The price is $313
Dec 1 - Dec 2
Total with taxes and fees
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Fridge, microwave, oven, stovetop
Secluded Cabin a Stone's Throw From the A.T.!

Cabin in Harpers Ferry

10.0 out of 10, Exceptional, (33)
"Great property to stay at. Very comfortable, quiet, and secluded. Would recommend this property to anyone. "
United States
Leonardf B.
$337 nightly
The price is $376
Nov 24 - Nov 25
Total with taxes and fees
Secluded Cabin a Stone's Throw From the A.T.!
Fridge, microwave, oven, stovetop
Beautiful, Historic, Hiking, Biking and C&O Canal

Apartment in Brunswick

10.0 out of 10, Exceptional, (21)
"Absolutely loved staying in this historic apartment! The hosts are incredibly friendly and the area is very walkable with local food and shops within a quarter to half mile. Such a great experience here, can’t recommend it enough and can’t wait to stay again!"
United States
Alicia
$176 nightly
The price is $187
Nov 25 - Nov 26
Total with taxes and fees
Beautiful, Historic, Hiking, Biking and C&O Canal
Fridge, microwave, oven, stovetop
Historic Hideaway

Vacation Home in Leesburg

10.0 out of 10, Exceptional, (29)
"Lovely property, really nicely furnished and clean. Brilliant location for lots of places locally and close enough to walk into Leesburg itself to get ice cream!"
United Kingdom
Rachael B.
$265 nightly
The price is $305
Nov 23 - Nov 24
Total with taxes and fees
Historic Hideaway
Exterior
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Cottage in Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (20)
"Very nice property with convenient location! Within walking distance of down town. "
United States
Logan S.
$275 nightly
The price is $306
Dec 2 - Dec 3
Total with taxes and fees
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Exterior
Charming Cabin in the Woods with River Access

Cabin in Shepherdstown

9.6 out of 10, Exceptional, (39)
"My family enjoyed our stay at the cabin including having access to the river for morning coffee and playing board games in the evening after a day of tubing. The drive to the cabin was beautiful with lots of deer sightings. "
United States
Leana H.
$228 nightly
The price is $254
Dec 4 - Dec 5
Total with taxes and fees
Charming Cabin in the Woods with River Access
Fridge, microwave, oven, stovetop
Peaceful Lakefront Cottage with Mountain Views!

Cottage in Harpers Ferry

9.8 out of 10, Exceptional, (30)
"What a great weekend we had! This cottage had everything you could possibly want for a weekend getaway. "
United States
Elaine H.
$332 nightly
The price is $369
Dec 2 - Dec 3
Total with taxes and fees
Peaceful Lakefront Cottage with Mountain Views!
Property grounds
Lake View Retreat - Cottage Near a Peaceful Lake!

Cottage in Harpers Ferry

9.6 out of 10, Exceptional, (21)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
$325 nightly
The price is $362
Nov 30 - Dec 1
Total with taxes and fees
Lake View Retreat - Cottage Near a Peaceful Lake!
Terrace/patio
Charming "Cream of the Crop" Cape ~❤️of Middletown

Vacation Home in Middletown

10.0 out of 10, Exceptional, (139)
"Love the place will book again"
United States
WAYNE M.
$288 nightly
The price is $305
Nov 23 - Nov 24
Total with taxes and fees
Charming "Cream of the Crop" Cape ~❤️of Middletown
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

Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA

10/10 Excellent
"Room was comfortable and quite "
Dawn 1-night trip
Posted 3 days ago
Red Roof Inn Leesburg, VA

Find out more about Hillsboro

Everything you need to know about Hillsboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hillsboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Hillsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hillsboro rentals

At Expedia, we put the best Hillsboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Hillsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Terra Alta - Incredible River Views and Hot Tub!: Visitors like this Hillsboro vacation home rental. It is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.