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Compare 256 Vacation Homes in Boonsboro with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (121)
"We had a nice stay in this charming house. Everything we needed to relax, chat, visit, and cook was available and in working order. The beds were comfortable, the shower water hot, and the house was clean and nicely warm -- especially appreciated on these freezing, snowy days! Would stay again and definitely recommend."
The price is AED 459
AED 1,024 total
includes taxes & fees
16 Mar - 17 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, (91)
"The place is so beautiful and so peaceful the views to the river are amazing. We are planing to visit again. We had an excellent time with my friends. Thank you again Scott and Margie. "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

*Luxury Condo In Downtown Frederick*

9.2 out of 10, Wonderful, (54)
"The condo is quite spacious, more than expected. We enjoyed the modern touches and private parking is a big plus in downtown Frederick. So close to Carroll Creek and Market St. The hosts are responsive. We highly recommend staying at Gideon Getaways! "
The price is AED 375
AED 876 total
includes taxes & fees
16 Mar - 17 Mar
*Luxury Condo In Downtown Frederick*

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

9.8 out of 10, Exceptional, (123)
"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.

1805 Farmhouse with Heated Pool in Harpers Ferry

10.0 out of 10, Exceptional, (37)
"The house and property were absolutely perfect for our group. Lots of privacy, the renovations are very well done. All technology is top of the line and works as expected. The pool, or in our case hot tub, was even better than we expected. It was used both nights we were there. The barn apartment is a wonderful place for some additional privacy from a large group, and is extremely comfortable. We would recommend this house 100%. "
1805 Farmhouse with Heated Pool in Harpers Ferry

*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*

Luxury Getaway on The Potomac

9.6 out of 10, Exceptional, (7)
"My group of friends have started to do an annual getaway trip. This location worked best because of the group size we had, as well as its location being a reasonable distance from where we all live. It lived up to our expectations and and then some! The house was very well maintained and clean and everything was pretty well stocked up in the kitchen as well. Everyone who came loved the home and Melissa was an excellent host. She was very responsive and addressed all of my questions with a prompt...
Luxury Getaway on The Potomac

Walk to Historic Harpers Ferry! Beautiful Views.

10.0 out of 10, Exceptional, (42)
"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 Historic Harpers Ferry! Beautiful Views.

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 367
AED 1,023 total
includes taxes & fees
19 Mar - 20 Mar
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

Beautiful private property in rural environment overlooking Ski Liberty.

9.6 out of 10, Exceptional, (49)
"Great location and home. Owner was always available and communicated well when needed. Cleanliness could have been better, unfortunately in the bottom tier of homes stayed. Not faulting the owner but may have been gap in cleaning service or some other reasoning. There was some confusion at first about booking this property and availability but owner worked through confusion and was able to oblige. "
Beautiful private property in rural environment overlooking Ski Liberty.

BEST LOCATION: Historic Shepherdstown Getaway

10.0 out of 10, Exceptional, (80)
"We enjoyed being in town and an easy walk to shops and restaurants. The house is very large and can accommodate a good size group. Amy is a friendly and helpful host. We found the house to have a bit of an awkward layout and rather dark except for the front bedroom and living area. Our sense is that the kitchen and bathrooms could use updating"
BEST LOCATION: Historic Shepherdstown Getaway

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

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

Hot tub, Campfire ring and great location!

9.4 out of 10, Exceptional, (117)
"Clean and nice place"
Hot tub, Campfire ring and great location!

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

9.4 out of 10, Exceptional, (104)
"We loved the historic home and its proximity to Carroll Creek and shopping! We were in town for a wedding and were able to walk everywhere we needed to go. "
The price is AED 514
AED 1,133 total
includes taxes & fees
23 Mar - 24 Mar
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (79)
"Great location in downtown Frederick. Cozy and comfortable accommodation with great historic vibes and modern amenities. We would definitely stay here again. "
“The Train Depot” 2nd oldest in the US

Mountain Getaway - 7 beds (2 King) - Large Common Area

10.0 out of 10, Exceptional, (10)
"This place was everything and more. We had quite a large group coming in for a weekend trip, and this place was able to fit all of us. The pictures do not do it justice because this place was beautiful, clean, and spacious. Would love to come back one day!"
Mountain Getaway - 7 beds (2 King) - Large Common Area

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 1,470 total
includes taxes & fees
17 Mar - 18 Mar
White House Inn - Historic Home in Harpers Ferry!

New townhouse

10.0 out of 10, Exceptional, (4)
"My mother-in-law and I had wonderful stay at your home while visiting her Frederick family. It was a perfect location for a Girl’s Night. Beautiful! I cannot wait to return. Thank you. "
The price is AED 474
AED 1,215 total
includes taxes & fees
23 Mar - 24 Mar
New townhouse

Luxury Mountain Retreat w/ Hot Tub & 4 King Suites!

10.0 out of 10, Exceptional, (9)
"Very confortable. Enough room to gather and have separate space. Loved the house. We have family in the area and will be staying here again!"
The price is AED 654
AED 1,881 total
includes taxes & fees
16 Mar - 17 Mar
Luxury Mountain Retreat w/ Hot Tub & 4 King Suites!

Nice and modern decor, 4BR 3BA, remodeled

10.0 out of 10, Exceptional, (16)
"Everything is perfect "
Nice and modern decor, 4BR 3BA, remodeled
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 Boonsboro

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (91)
"Absolutely beautiful cozy and idyllic and Cassandra was extremely responsive! Also very close to amazing hiking at Gambrills park. Ill be back! "
Countryside Cabin with Mountain Views near Surreybrooke Gardens

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

10.0 out of 10, Exceptional, (121)
"We had a nice stay in this charming house. Everything we needed to relax, chat, visit, and cook was available and in working order. The beds were comfortable, the shower water hot, and the house was clean and nicely warm -- especially appreciated on these freezing, snowy days! Would stay again and definitely recommend."
The price is AED 459
AED 1,024 total
includes taxes & fees
16 Mar - 17 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, (91)
"The place is so beautiful and so peaceful the views to the river are amazing. We are planing to visit again. We had an excellent time with my friends. Thank you again Scott and Margie. "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
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.