Photo by Doug Kerr

Boonsboro Holiday Rentals

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Holiday Rentals in Boonsboro

Historic Boonsboro Vacation Rental w/ Grill

9.4 out of 10, Exceptional, (13)
"This place was perfect for us. Secluded and quiet area, great history, and great amenities. It’s definitely a historic cabin and may not be suitable for everyone, especially those who are taller than around 5’9”, or those with physical handicaps. For us it was perfect. The managers were great and communicated with us any time we asked questions. Highly recommend. "
Historic Boonsboro Vacation Rental w/ Grill

Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

10.0 out of 10, Exceptional, (1)
"Our family LOVED this house and its proximity to Liberty Mountain Ski Resort! Anytime we are back in the area, we will see if this home is available for our stay! "
Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

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

9.8 out of 10, Exceptional, (90)
"We had a wonderful stay at the Riverside cabin. With a beautiful view, perfect deck for reading, and a quiet house to get away in. So close to town and activities provided for a wonderful getaway. "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (53)
"The cabin was perfect for a few days of writing and reflecting! Everything was very clean and it was easy communicating with the owner. The house is not "secluded" as there are neighboring houses on two sides and if I hadn't brought an ax/saw to cut my own dry wood enjoying a fire wouldn't have been possible. But overall a lovely stay and I look forward to going again!"
The price is NZ$196
includes taxes & fees
6 Mar - 7 Mar
❤️ Secluded 1940s Romantic Tiny House on the River

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (90)
"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

Walk to Historic Harpers Ferry! Beautiful Views.

10.0 out of 10, Exceptional, (41)
"Harper's Ferry is the perfect in between for our Mom's getaway, and we wanted enough room in case we recruited more. The house is great, basics are provided, and we were very comfortable! We will definitely keep it in mind for future trips!!"
Walk to Historic Harpers Ferry! Beautiful Views.

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (54)
"Multiple generations enjoyed this lovely house with plenty of space, well stocked kitchen, and great location for winery visits. Highlights include extra sleeping space, local coffee provided by the host, and the hottub! Gorgeous views and responsive hosy! "
The price is NZ$703
includes taxes & fees
2 Mar - 3 Mar
Terra Alta - Incredible River Views and Hot Tub!

Waterfront Cabin overlooking the Potomac River W/ Hot Tub

9.8 out of 10, Exceptional, (52)
"Our stay at this cabin was absolutely perfect! The location right on the river made for a peaceful and relaxing getaway. Waking up to the sound of the water and enjoying coffee on the porch was the perfect start to our morning. The cabin itself was incredibly comfortable, clean, and had everything we needed for a cozy stay. We enjoyed beautiful views, and simply unwinding inside. It was the ideal spot to disconnect and recharge. We’ll definitely be coming back—highly recommend for anyone looking...
The price is NZ$504
includes taxes & fees
30 Mar - 31 Mar
Waterfront Cabin overlooking the Potomac River W/ Hot Tub

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 NZ$527
includes taxes & fees
30 Mar - 31 Mar
Charming "Cream of the Crop" Cape ~❤️of Middletown

The SKI SLOPES are open and we are only minutes away. Book your stay now!!!

10.0 out of 10, Exceptional, (22)
"We booked this place for a short weekend so we can board at Whitetail. Only a 15 minute drive to and from the mountain. We will definitely be staying here again."
The price is NZ$229
includes taxes & fees
30 Mar - 31 Mar
The SKI SLOPES are open and we are only minutes away. Book your stay now!!!

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (34)
"The house is very well preserved classical duplex home on a road with plenty of parking with easy walking access to Market street just a couple blocks away. Its ideal for our type of stay when we want to check out the city."
The price is NZ$456
includes taxes & fees
2 Mar - 3 Mar
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

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!!

Hot tub, Campfire ring and great location!

9.4 out of 10, Exceptional, (116)
"We were looking for a place to have a large family dinner that was close to our VA relations and this was perfect. A well equipped kitchen with plenty of room for a few visitors. Beds were comfy and house was clean."
Hot tub, Campfire ring and great location!

1805 Farmhouse with Heated Pool in Harpers Ferry

10.0 out of 10, Exceptional, (36)
"This was my second stay here and it’s just lovely. The furnishings are beautiful, the beds are so comfortable, and everything is just top quality. "
1805 Farmhouse with Heated Pool in Harpers Ferry

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

10.0 out of 10, Exceptional, (25)
"What a great home. The host obviously took the extra steps to make sure guests are comfortable and well cared for. Very cozy!"
The price is NZ$497
includes taxes & fees
12 Mar - 13 Mar
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities

10.0 out of 10, Exceptional, (49)
"Outstanding house and outstanding hosts. The only small this is that there are restrictions noted everywhere, door jams, etc. That said, I don't know what it's like to be the host/owner and if people had previously disrespected my property, I would put up restrictions. It's important to note that these notes didn't inhibit our good time. We will likely rent here again, if they will have us and you can 't go wrong renting this home. Go Eagles!!!"
Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities

MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS

10.0 out of 10, Exceptional, (14)
"The place is amazing, we had a blast. "
The price is NZ$606
includes taxes & fees
3 Mar - 4 Mar
MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

9.8 out of 10, Exceptional, (75)
"We had a wonderfully quiet and refreshing night away in this beautifully restored cabin. "
The price is NZ$398
includes taxes & fees
11 Mar - 12 Mar
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

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

9.6 out of 10, Exceptional, (88)
"It is a very quaint property and sed has the rustic cabin feel, the location was not as intimate as we hoped as it is in a regular neighborhood with close primary with neighbors. "
The price is NZ$437
includes taxes & fees
6 Mar - 7 Mar
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Happy Harbor | Mtn + Riverside w/ Game Room + Water Hole!

8.8 out of 10, Excellent, (21)
"Our large family loved coming together at this beautiful home! We enjoyed sitting around the large kitchen and beautiful living room while the teens and kids enjoyed the game room and the basketball area. We also loved having a large property to explore"
Happy Harbor | Mtn + Riverside w/ Game Room + Water Hole!
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 types of properties in Boonsboro you may be interested in

Country Inn & Suites by Radisson, Frederick, MD

3.0 star property
8.4 out of 10, Very good, (1002)
"Very clean and affordable with pleasant staff"
The price is NZ$140
includes taxes & fees
6 Mar - 7 Mar
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3.0 star property
8.6 out of 10, Excellent, (1068)
"Nice rooms friendly staff. "
The price is NZ$191
includes taxes & fees
6 Mar - 7 Mar
Country Inn & Suites by Radisson, Hagerstown, MD

Hampton Inn & Suites Frederick-Fort Detrick

2.5 star property
8.8 out of 10, Excellent, (1003)
"The only drawback was that the toilet seat didn’t fit the toilet in my room, and there was no recycle bin that I could find for cans in the breakfast area. Otherwise, it was comfortable and clean and quiet."
The price is NZ$229
includes taxes & fees
6 Mar - 7 Mar
Hampton Inn & Suites Frederick-Fort Detrick
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.

Frequently asked questions

Can I find a holiday rental in Boonsboro?

Yes, there are holiday rentals close to the most popular sights in Boonsboro, or you can select a more secluded option if you're looking for a relaxing stay. Boonsboro is known for its mountain views and monuments. Make sure you have time to check out the riverfront and museums during your trip.

What are some of the best holiday rentals that Boonsboro has to offer?

Riverside cottage, minutes from historic Harpers Ferry! Private river access!: This holiday home rental outside of Boonsboro offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Boonsboro?

Expedia has 4 holiday rentals for your stay in Boonsboro.

What’s there to see and do in Boonsboro?

Crystal Grottoes Caverns and Greenbrier State Park are a couple of lovely local spots to get outside and enjoy nature. While here, South Mountain State Park and Washington Monument State Park are other places worth a visit.

What’s a holiday rental in Boonsboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Boonsboro. Holiday rentals offer extras 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 safety away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family gatherings.