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Compare 265 Vacation Homes in Hillsboro with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (122)
"Visited nice restaurants, brew pubs, antique shops. House was perfect for us. Very clean and well equipped. "
The price is AED 367
AED 931 total
includes taxes & fees
24 Mar - 25 Mar
Charming "Cream of the Crop" Cape ~❤️of Middletown

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (92)
"We enjoyed a very comfortable stay. House was very clean and cozy. We were a little surprised by the close proximity to other homes, but other than that it was as described. Hosts were easy to communicate with and created a very welcoming space for us. Thank you! "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

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

10.0 out of 10, Exceptional, (113)
"My husband and I thoroughly enjoyed staying in Harper's Ferry. It is a beautiful historic town with many sights to see. This house made it very convenient to have quick access to everything. It was especially useful for time management. We were able to complete our full itinerary that we had planned in advance."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

*In The Heart Of Antietam*

9.6 out of 10, Exceptional, (82)
"House is clean, pleasant with comfortable beds, a serviceable kitchen and nice common space. My husband and 2 adult children were visiting family who live in sharpsburg and their house was pretty full with other visitors. This was a perfect place for us. Highly recommend. "
*In The Heart Of Antietam*

Cottage on King | Charming Historic Leesburg Home

9.4 out of 10, Exceptional, (49)
"Location is great for walking to old town Leesburg. Very busy streets though, keep that in mind. Neighbors and owner were nice and not a problem. Parking can be tight for a larger vehicle. But a Yukon fits. Weather was freezing while we were there (nothing anyone can do about that) so we were stuck inside for our stay). Would be a good stop to base out of to explore historic downtown Leesburg. "
The price is AED 613
AED 1,166 total
includes taxes & fees
26 Mar - 27 Mar
Cottage on King | Charming Historic Leesburg Home

Trailside Retreat in breathtaking Western Loudoun

10.0 out of 10, Exceptional, (45)
"The houses wonderfully decorated and super clean. Has many amenities. It’s very convenient if you’re visiting Leesburg. Lots of awesome restaurants in the general vicinity and interesting historical sites."
Trailside Retreat in breathtaking Western Loudoun

Modern Home on Middleburg Equestrian Farm

10.0 out of 10, Exceptional, (13)
"The property was great. There was no French press when we arrived but was brought to us within minutes of requesting it. I would suggest maybe a regular coffee maker for future guests. Otherwise, everyone was very helpful and responsive. I would definitely stay there again!"
Modern Home on Middleburg Equestrian Farm

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

10.0 out of 10, Exceptional, (43)
"Townhome was in a very convenient location, nicely stocked, roomy, and very comfortable. Communication was fast, friendly and helpful. We came for a girls' weekend and left wanting to come back again soon! No complaints. We'd definitely stay here again and were happy to support a Veteran family!"
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

Charles Town Home w/ Private Pool & Hot Tub

10.0 out of 10, Exceptional, (41)
"Our families decided to rent the property for a getaway close to the DMV. It was easy to check in, get around Charles Town and enjoy the property. Even with an unexpected 6" of snow, we still found time to appreciate everything the property had to offer."
Charles Town Home w/ Private Pool & Hot Tub

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

9.8 out of 10, Exceptional, (124)
"We traveled with a couple who are good friends to celebrate my upcoming birthday. Visiting Harpers Ferry in the winter was a good decision, because it wasn't crowded yet most everything was open. Breweries and wineries and museums. . . it was a great trip! The home is beautiful and very thoughtfully restored. The owner even won a preservation award for the house and it's richly deserved! The kitchen is well stocked and everything was just comfortable. It was a great place from which to explore...
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Indulge in Elegance: 7 BR Manor with Events in Historic Waterford

Indulge in Elegance: 7 BR Manor with Events in Historic Waterford

Hot Tub, Game Room, River Access, Fire Pit & Grill

9.6 out of 10, Exceptional, (22)
"This was a perfect place for our group. Bedroom for everyone, up and down tvs for movie and sports watching, table for gaming, and hrs in the hot tub. Dining table was big enough for everyone to eat together, and the kitchen had what we needed to manage all our meals"
The price is AED 767
AED 1,394 total
includes taxes & fees
1 Apr - 2 Apr
Hot Tub, Game Room, River Access, Fire Pit & Grill

Spacious estate in charming Purcellville with WiFi, fitness room, AC

2.0 star property
10.0 out of 10, Exceptional, (3)
"Beautiful countryside, great selection of local wineries and accessible to West Virginia, this property is hard to beat."
Spacious estate in charming Purcellville with WiFi, fitness room, AC

Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

10.0 out of 10, Exceptional, (9)
"The house is well maintained and furnished, and the outdoor space is lovely. We had a great weekend in Leesburg and would come again. "
The price is AED 735
AED 1,592 total
includes taxes & fees
30 Mar - 31 Mar
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

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

10.0 out of 10, Exceptional, (27)
"It is a cute house out in the country. Loved being away from town just like our home"
The price is AED 680
AED 1,419 total
includes taxes & fees
13 Apr - 14 Apr
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

White House Inn - Historic Home in Harpers Ferry!

10.0 out of 10, Exceptional, (28)
"We very much enjoyed our stay at this property. Walking distance to Harper's ferry attractions and plenty of room for 5 adults to spread out. We anticipate renting this property in the future for more ladies weekends!"
The price is AED 367
AED 1,497 total
includes taxes & fees
24 Mar - 25 Mar
White House Inn - Historic Home in Harpers Ferry!

Historic Hideaway

10.0 out of 10, Exceptional, (15)
"This property was very clean and had everything we needed. Also in a great location to the heart of Leesburg, but on a quiet street. Would definitely stay here again."
The price is AED 551
AED 1,178 total
includes taxes & fees
16 Apr - 17 Apr
Historic Hideaway

Peaceful & Secluded Knoxville Retreat w/ Deck

10.0 out of 10, Exceptional, (38)
"very cute house in the woods not missing anything. Hosts were very friendly and responsive. Perfect for a weekend getaway. We would stay again"
Peaceful & Secluded Knoxville Retreat w/ Deck

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (246)
"We have been coming for six years now and I expect we will come for 20 more. Love this house."
Breathtaking views with an indoor private pool, come escape with us

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

9.6 out of 10, Exceptional, (91)
"Great family stay! Highly recommend "
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
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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Other property types in Hillsboro

Cozy Mountain Cabin w/ Steam Shower! Great for Couples.

10.0 out of 10, Exceptional, (59)
"Beautiful views. Cozy, exceptionally clean and wonderful house. Highly reccomend!"
The price is AED 569
AED 1,259 total
includes taxes & fees
31 Mar - 1 Apr
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.

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

10.0 out of 10, Exceptional, (113)
"My husband and I thoroughly enjoyed staying in Harper's Ferry. It is a beautiful historic town with many sights to see. This house made it very convenient to have quick access to everything. It was especially useful for time management. We were able to complete our full itinerary that we had planned in advance."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

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

10.0 out of 10, Exceptional, (122)
"Visited nice restaurants, brew pubs, antique shops. House was perfect for us. Very clean and well equipped. "
The price is AED 367
AED 931 total
includes taxes & fees
24 Mar - 25 Mar
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.