A stone tower with a flagpole and an American flag.

Boonsboro Vacation Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Boonsboro vacation rentals

Outdoor dining

1. Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland

Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Boonsboro
The price is AED 997
AED 1,138 total
includes taxes & fees
20 Sep - 21 Sep
Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Interior

2. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (97 reviews)
"We had a great stay! Everything was clean & well organized. The house was well stocked with everything we need. We would definitely stay here again."
United States
Stephen V.
The price is AED 735
AED 1,207 total
includes taxes & fees
20 Sep - 21 Sep
Antietam Creek - Quiet 2 Bedroom Cabin
Interior

3. Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (44 reviews)
"Beautiful property and just as described and shown in the pictures. "
United States
Kent Y.
The price is AED 470
AED 1,445 total
includes taxes & fees
22 Sep - 23 Sep
Antietam Look Out - Incredible Sunset Views!
TV, fireplace

4. 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, (75 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
The price is AED 525
AED 1,567 total
includes taxes & fees
30 Sep - 1 Oct
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Microwave, oven, stovetop, dishwasher

5. Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful house in a bucolic setting. Perfect for a family for the night."
United States
Kate M.
The price is AED 1,010
AED 1,670 total
includes taxes & fees
27 Sep - 28 Sep
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Private kitchen

6. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
"Cute little cabin. Perfect for our 1 night stay for a concert in the area. Im just sad we left the kids at home cause they would have loved it too!"
United States
Laura K.
The price is AED 744
AED 862 total
includes taxes & fees
22 Sep - 23 Sep
Cozy Downtown Cabin - Family Friendly
Outdoor dining

7. Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic location, amazing views, clean property, responsive host"
United States
Brian
The price is AED 1,442
AED 2,389 total
includes taxes & fees
21 Sep - 22 Sep
Exclusive Wooded Chalet w Magnificent River Views
Exterior

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (155 reviews)
"Great place to stay. Very clean and beautiful. The Host was very nice too and kept us informed. We will definetly stay there again!"
United States
Adair M.
The price is AED 569
AED 1,195 total
includes taxes & fees
27 Sep - 28 Sep
Charming "Cream of the Crop" Cape ~❤️of Middletown
Exterior

9. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (85 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
The price is AED 152
AED 392 total
includes taxes & fees
1 Oct - 2 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
Smart TV, DVD player, books, video library

10. BEST LOCATION: Historic Shepherdstown Getaway

BEST LOCATION: Historic Shepherdstown Getaway
Shepherdstown
10.0 out of 10, Exceptional, (112 reviews)
"Wonderful host, great location, everything was a expected"
United States
Dave D.
The price is AED 808
AED 1,584 total
includes taxes & fees
28 Sep - 29 Sep
BEST LOCATION: Historic Shepherdstown Getaway
Dining

11. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (25 reviews)
"Host let us in a bit early which was nice!"
United States
John
The price is AED 485
AED 863 total
includes taxes & fees
21 Sep - 22 Sep
Quaint Mini Cottage in Shepherdstown - Walking Distance
Terrace/patio

12. 4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry

4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
Knoxville
10.0 out of 10, Exceptional, (28 reviews)
"Easy to get in, instructions and expectations were clear, amenities were as expected, and the home was beautiful. "
United States
Katherine Z.
The price is AED 772
AED 2,099 total
includes taxes & fees
1 Oct - 2 Oct
4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
Exterior detail

13. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (4 reviews)
"This place was amazing! Every little detail was thought of, and makes for just an incredible, delightful stay. Has all the amenities of what you’d expect in a home, yet has the unique appeal of a fantastic little treehouse!!"
United States
Whiskey Dent G.
The price is AED 532
AED 773 total
includes taxes & fees
21 Sep - 22 Sep
Bin There Treehouse - A Grain Bin treehouse!
Interior

14. Camp Patowmack - Riverfront, Hot Tub, and Sauna!

Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Harpers Ferry
9.4 out of 10, Exceptional, (10 reviews)
"Great house with a beautiful view. "
United States
Sandra A.
The price is AED 426
AED 2,158 total
includes taxes & fees
21 Sep - 22 Sep
Camp Patowmack - Riverfront, Hot Tub, and Sauna!
Coffee/tea maker, fridge, microwave, oven

15. 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
10.0 out of 10, Exceptional, (73 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is AED 367
AED 950 total
includes taxes & fees
21 Sep - 22 Sep
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Property grounds

16. Best location! The Pullman Apt @ historic 1799 Inn

Best location! The Pullman Apt @ historic 1799 Inn
Harpers Ferry
9.2 out of 10, Wonderful, (59 reviews)
"Great location. We'll kept up."
United States
Robert
The price is AED 659
AED 1,037 total
includes taxes & fees
23 Sep - 24 Sep
Best location! The Pullman Apt @ historic 1799 Inn
Property grounds

17. Best location! Baltimore Suite @ historic 1799 Inn

Best location! Baltimore Suite @ historic 1799 Inn
Harpers Ferry
9.6 out of 10, Exceptional, (12 reviews)
"Clean, great communication, amazing location. Don’t hesitate book it! I loved every aspect of this cozy place. "
United States
Tara
The price is AED 724
AED 1,129 total
includes taxes & fees
21 Sep - 22 Sep
Best location! Baltimore Suite @ historic 1799 Inn
Dining

18. Charming 3-Bedroom Home in historic Harpers Ferry: Pet Friendly!

Charming 3-Bedroom Home in historic Harpers Ferry: Pet Friendly!
Harpers Ferry
10.0 out of 10, Exceptional, (44 reviews)
"We loved this property! It was a perfect distance to the shops and restaurants in Harper’s Ferry. The house is beautiful and comfortable and even had some perks for our dog."
United States
Melissa V.
Charming 3-Bedroom Home in historic Harpers Ferry: Pet Friendly!
Interior

19. Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Harpers Ferry
9.2 out of 10, Wonderful, (47 reviews)
"Rental was exactly as advertised and in a great location within walking distance of a lot of great spots to check out."
United States
Sarah D.
The price is AED 533
AED 925 total
includes taxes & fees
20 Sep - 21 Sep
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Exterior

20. Enchanting Cottage, walk to Downtown Harpers Ferry

Enchanting Cottage, walk to Downtown Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (56 reviews)
"Great place in historic Harper’s ferry. Only negative thing I can say is the parking is not ideal"
United States
Brett D.
Enchanting Cottage, walk to Downtown Harpers Ferry
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 Boonsboro Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

8/10 Good
"It’s a lovely place to stay."
Ayanna 1-night trip
Posted 20 hours ago
Country Inn & Suites by Radisson, Hagerstown, MD

Frequently asked questions

Can I find a vacation rental in Boonsboro?

Yes, you can find vacation rentals near well known sights in Boonsboro, or you can select a more remote 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's the top vacation rental that Boonsboro has to offer?

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: This vacation home rental near Boonsboro is located in the mountains and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Boonsboro?

Expedia has 7 vacation 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 vacation rental in Boonsboro like?

Vacation rentals are private properties where you can stay for short or long periods in Boonsboro. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for families.