Hillsboro Holiday Rentals

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Our top choices for Hillsboro holiday rentals

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (70 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 AU$158
includes taxes & fees
2 Feb - 3 Feb
❤️ 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 AU$312
includes taxes & fees
25 Jan - 26 Jan
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

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 AU$366
includes taxes & fees
25 Jan - 26 Jan
Charming "Cream of the Crop" Cape ~❤️of Middletown

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

'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
Leesburg
The price is AU$2,705
includes taxes & fees
23 Jan - 24 Jan
'thomson Farm' Classic Home < 10 Mi to Vineyards!

Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
2.0 star property
Harpers Ferry
9.8 out of 10, Exceptional, (14 reviews)
"Everything was great! We had a lovely stay."
United States
Beth D.
The price is AU$524
includes taxes & fees
29 Jan - 30 Jan
Log Cabin w/ Hot Tub & Waterfront Patio!

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 AU$274
includes taxes & fees
24 Jan - 25 Jan
Loft Apt Just off C&O near Harpers Ferry and AT

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

Aslan's How - Cabin with Valley Views & Hot Tub!
2.0 star property
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 AU$551
includes taxes & fees
26 Jan - 27 Jan
Aslan's How - Cabin with Valley Views & Hot Tub!

Historic Getaway near C&O Canal, hiking and biking

Historic Getaway near C&O Canal, hiking and biking
Brunswick
10.0 out of 10, Exceptional, (1 review)
"Clean, great location, and charming/updated space. Highly recommend! Host was super communicative and helpful!! "
United States
Kaitlin L.
The price is AU$349
includes taxes & fees
23 Jan - 24 Jan
Historic Getaway near C&O Canal, hiking and biking

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
2.0 star property
Harpers Ferry
10.0 out of 10, Exceptional, (2 reviews)
"Very clean, great amenities, comfortable!"
United States
James
The price is AU$710
includes taxes & fees
25 Jan - 26 Jan
Private A-Frame Near Harpers Ferry - Sauna, Fire Pit, 3BR/3BA, Pet-Friendly

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, (30 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 AU$452
includes taxes & fees
26 Jan - 27 Jan
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Wild Hare Cottage

Wild Hare Cottage
Purcellville
10.0 out of 10, Exceptional, (12 reviews)
"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "
United States
Jennifer K.
The price is AU$329
includes taxes & fees
28 Jan - 29 Jan
Wild Hare Cottage

Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (34 reviews)
"The house was immaculate, kudos to cleaning crew. Beautiful home, plenty of rooms, views from the back deck were amazing. Would definitely recommend this place for vacation. "
United States
Kiwi470
The price is AU$526
includes taxes & fees
26 Jan - 27 Jan
Antietam Look Out - Incredible Sunset Views!

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.
2.0 star property
Broadlands
The price is AU$201
includes taxes & fees
3 Feb - 4 Feb
Cozy 1-bedroom studio type living in tranquil Broadlands with AC & private bath.

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
2.0 star property
Leesburg
8.6 out of 10, Excellent, (10 reviews)
"We loved the little getaway in the woods that was so conveniently close to Leesburg. It was a wonderful stay!"
United States
Caitlin J.
The price is AU$415
includes taxes & fees
3 Feb - 4 Feb
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (31 reviews)
"Great location. Beautiful scenery. House was clean."
United States
Brandon H.
The price is AU$531
includes taxes & fees
2 Feb - 3 Feb
Peaceful Lakefront Cottage with Mountain Views!

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, (66 reviews)
"Great stay! We would book again. "
United States
Sam F.
The price is AU$531
includes taxes & fees
2 Feb - 3 Feb
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
Sharpsburg
10.0 out of 10, Exceptional, (41 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 AU$384
includes taxes & fees
1 Feb - 2 Feb
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

New, Contemporary House in Historic Harpers Ferry

New, Contemporary House in Historic Harpers Ferry
2.0 star property
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
"The home was perfect for our visit.We were in and out all weekend but really appreciated the well stocked kitchen supplies, the comfortable beds and the hot water levels. We were able to relax in the spacious living room and spend some time on the little outdoor areas. We would stay again but if the group was much bigger there may be issues as there are only bathrooms on the first floor. "
United States
Erin J.
The price is AU$543
includes taxes & fees
25 Jan - 26 Jan
New, Contemporary House in Historic Harpers Ferry

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 AU$371
includes taxes & fees
28 Jan - 29 Jan
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

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, (20 reviews)
"Great view, very secluded"
United States
Matt s.
The price is AU$551
includes taxes & fees
26 Jan - 27 Jan
Cottage w/ Hot Tub and 100-Mile Valley Views!
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

Everything you need to know about Hillsboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Hillsboro holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsboro holiday rentals we have selected for you start as low as AU$158 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hillsboro rentals

At Expedia, we put the best Hillsboro holiday 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 holiday.

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. 

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?

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry: This holiday home rental outside of Hillsboro is located in the mountains, and has a patio, a selection of games and a BBQ to put you at ease 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.