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Holiday Rentals in Hillsboro

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Holiday Rentals in Hillsboro

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (126)
"Spectacular location. Charming and comfortable. The steps can be a challenge but are worth the effort."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (256)
"We really enjoyed our stay at Bear Chase Manor! Amazing property, great pool, in a beautiful area. We are already discussing possible future visits! "
Breathtaking View with an Indoor Pool

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (54)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is €258
includes taxes & fees
4 Aug - 5 Aug
Cottage on King | Charming Historic Leesburg Home

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (28)
"Very nice rest time…"
The price is €282
includes taxes & fees
23 Aug - 24 Aug
Charming Cabin in the Woods with River Access

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

9.4 out of 10, Exceptional, (6)
The price is €175
includes taxes & fees
11 Aug - 12 Aug
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (124)
"Riverkeeper Inn is located in a peaceful and quiet area of Harpers Ferry, equally perfect in early mornings and late nights. The check-in and check-out process were very easy, and the property itself had everything we could've asked for, and then some."
RIVERKEEPER INN, Waterfront Property on the Potomac River

Luxury Home at One Loudoun

9.2 out of 10, Wonderful, (15)
"We really enjoyed our stay! The property was just what we needed, and the host was very accommodating—allowing us to check in early, which was immensely appreciated after a long drive. There are a lot of stairs, but we considered it our vacation workout! Would definitely stay again!"
The price is €388
includes taxes & fees
1 Sept - 2 Sept
Luxury Home at One Loudoun

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (45)
"This is a nice home near sky meadow park. A great place to see the stars... Very close to DC. "
Historical cottage in the town of Paris

Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg

9.4 out of 10, Exceptional, (3)
"The apartment is great. I suspect it would be particularly awesome for a long-term stay. It's a basement apartment, so stairs weren't a surprise. Obviously, if you're not mobile, you won't pick this apartment. However, if you're a little wobbly, the stairs only have one handrail (it's not sketchy, but I rely pretty heavily on my handrails, and this one was not comforting), the bathroom floor is shiny and terrifying, the walk to the unit is bumpy, with lots of tree roots, uphill, and possibly...
Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (36)
"The views are beautiful and the house was the perfect size for a group of 7 friends. We had a great time!"
Modern Country House on the Shenandoah River

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

10.0 out of 10, Exceptional, (137)
"Wonderful house for a great weekend away"
The price is €378
includes taxes & fees
10 Aug - 11 Aug
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (46)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is €348
includes taxes & fees
4 Aug - 5 Aug
18th Century Stone Cottage minutes from historic Middleburg

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (15)
"Very nice property with convenient location! Within walking distance of down town. "
The price is €284
includes taxes & fees
13 Aug - 14 Aug
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

9.8 out of 10, Exceptional, (98)
"Our stay was great and really enjoyed the house. We had so much space to have our own time and then still be able to come together for meals and hanging in the hot tub. We now want to come back in the winter and go to the sledding hill right in front of the house! "
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (57)
"We truly loved this location and definitely will be back!"
The price is €128
includes taxes & fees
1 Sept - 2 Sept
❤️ Secluded 1940s Romantic Tiny House on the River

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

9.6 out of 10, Exceptional, (99)
"Our weekend cabin stay was wonderful. The safe neighborhood was quite and peaceful. Its location near nature and the city was just perfect. The cozy cabin was clean and comfy. We loved Gambrill State Park and downtown Frederick didn't disappoint as well."
The price is €185
includes taxes & fees
10 Aug - 11 Aug
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Wild Hare Cottage

10.0 out of 10, Exceptional, (6)
"We had just a quick overnight stay, the cottage is cozy, clean, and charming. Communication was easy and clear, we'd love to stay again!"
The price is €209
includes taxes & fees
6 Aug - 7 Aug
Wild Hare Cottage

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

9.8 out of 10, Exceptional, (17)
"Great two days at the farm. Quiet, clean, and friendly hosts. :) "
The price is €239
includes taxes & fees
4 Aug - 5 Aug
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

10.0 out of 10, Exceptional, (73)
"The house was clean and comfortable. The bathroom was amazing with it's heated floor and rain shower. Having two porches was enjoyable. The little extras like tea and coffee, snacks and games were appreciated."
The price is €296
includes taxes & fees
4 Aug - 5 Aug
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

Charles Town Home w/ Private Pool & Hot Tub

10.0 out of 10, Exceptional, (52)
"This is our third year staying in this house and we love it. The company accommodates our requests and is quick to respond if we need anything. The house itself is laid out perfectly for what we need with lots of rooms for both kids and adults. "
Charles Town Home w/ Private Pool & Hot Tub
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

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?

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!: This holiday home rental outside of Hillsboro is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of private gardens in this rental home to help you unwind.

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.