Boonsboro Vacation Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Boonsboro vacation rentals

Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (74 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is $1,248 MXN
$2,501 MXN total
includes taxes & fees
1 Jun - 2 Jun
❤️ Secluded 1940s Romantic Tiny House on the River
Interior

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

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (114 reviews)
"Good stay. Would visit again. "
United States
Lonnie F.
The price is $1,300 MXN
$3,477 MXN total
includes taxes & fees
18 May - 19 May
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Exterior

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (145 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is $1,474 MXN
$4,226 MXN total
includes taxes & fees
18 May - 19 May
Charming "Cream of the Crop" Cape ~❤️of Middletown
Smart TV

Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (8 reviews)
"This was a great property in an excellent location! Communication was great and the whole process was seamless. "
United States
nikki b.
The price is $1,077 MXN
$3,445 MXN total
includes taxes & fees
18 May - 19 May
Pet-friendly, heart of downtown
Property grounds

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

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Waynesboro
9.8 out of 10, Exceptional, (100 reviews)
"Beautiful location! The host was extremely responsive with any questions most texts were returned within minutes! Will definitely stay here again. "
United States
Michael R.
The price is $1,803 MXN
$4,241 MXN total
includes taxes & fees
19 May - 20 May
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (126 reviews)
"The home was a great location to explore downtown Frederick. It had everything that we needed "
United States
David J.
The price is $1,717 MXN
$4,575 MXN total
includes taxes & fees
18 May - 19 May
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Interior

Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (36 reviews)
"Great communication, very clean, beautiful views!"
United States
Lorie K.
The price is $1,734 MXN
$6,280 MXN total
includes taxes & fees
20 May - 21 May
Antietam Look Out - Incredible Sunset Views!
Property grounds

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (89 reviews)
"Did a small girls night here and we had the best time! Out there and quiet for a get away and plenty to do inside for colder weather we loved the bookshelf full of board games and books and the piano to tinker around on! The gas fireplace kept the whole place cranking with heat no problems Definitely would stay here again!"
United States
Kandy T.
The price is $3,468 MXN
$5,837 MXN total
includes taxes & fees
18 May - 19 May
Antietam Creek - Quiet 2 Bedroom Cabin
Fridge, microwave, oven, stovetop

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
9.8 out of 10, Exceptional, (63 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
The price is $2,341 MXN
$5,102 MXN total
includes taxes & fees
25 May - 26 May
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Dining

Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (89 reviews)
"Great location and very comfortable. Definitely will consider for future trips to this area."
United States
Jon E.
The price is $2,216 MXN
$5,457 MXN total
includes taxes & fees
18 May - 19 May
Luxury Condo In Downtown Frederick
Interior

Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.8 out of 10, Exceptional, (11 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
The price is $1,717 MXN
$3,317 MXN total
includes taxes & fees
21 May - 22 May
Bring Your Own Boat - Meticulously restored house on the Potomac River
Interior

Secluded cabin w/hot tub & deck, dog-friendly

Secluded cabin w/hot tub & deck, dog-friendly
Harpers Ferry
9.2 out of 10, Wonderful, (33 reviews)
"Enjoyed the levels, hot tub, porch to get outside with my coffee, pet strolling area marvelous and washer/dryer."
United States
tracey b.
The price is $3,284 MXN
$5,765 MXN total
includes taxes & fees
18 May - 19 May
Secluded cabin w/hot tub & deck, dog-friendly
Outdoor spa tub

Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (22 reviews)
"Great view, very secluded"
United States
Matt s.
The price is $1,734 MXN
$6,628 MXN total
includes taxes & fees
28 May - 29 May
Cottage w/ Hot Tub and 100-Mile Valley Views!
Smart TV, fireplace

Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (68 reviews)
"Very quiet cabin. Nicely situated between Charles Town and Harper’s Ferry. "
United States
Kelly R.
The price is $1,734 MXN
$6,138 MXN total
includes taxes & fees
28 May - 29 May
Blue Ridge Getaway - Sunset Views, A.T. Access
Exterior

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.6 out of 10, Exceptional, (200 reviews)
"We enjoyed our stay and the location was excellent"
United States
Barbara W.
The price is $2,514 MXN
$3,088 MXN total
includes taxes & fees
19 May - 20 May
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Smart TV

Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (29 reviews)
"Great location, clean place. "
United States
Warren B.
The price is $1,420 MXN
$3,851 MXN total
includes taxes & fees
18 May - 19 May
Cozy, dog-friendly, downtown
Interior

Cabin at the Gap | You Won't Believe the View!

Cabin at the Gap | You Won't Believe the View!
Harpers Ferry
The price is $1,734 MXN
$6,045 MXN total
includes taxes & fees
25 May - 26 May
Cabin at the Gap | You Won't Believe the View!
Smart TV, fireplace

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (7 reviews)
"Welcoming host, great place!"
United States
Amanda M.
The price is $2,060 MXN
$6,239 MXN total
includes taxes & fees
19 May - 20 May
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Interior

Loft Apt Just off C&O near Harpers Ferry and AT

Loft Apt Just off C&O near Harpers Ferry and AT
Brunswick
10.0 out of 10, Exceptional, (18 reviews)
"A very nice place, very clean. The owners were very responsive and helpful. We would definitely stay here again."
United States
Christine H.
The price is $1,869 MXN
$3,571 MXN total
includes taxes & fees
21 May - 22 May
Loft Apt Just off C&O near Harpers Ferry and AT
Exterior detail

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Blue Ridge Summit
9.4 out of 10, Exceptional, (15 reviews)
"Location and amenities"
United States
Shane B.
The price is $1,105 MXN
$3,094 MXN total
includes taxes & fees
18 May - 19 May
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
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

Tru By Hilton Martinsburg

Tru By Hilton Martinsburg

10/10 Excellent
"Great all around!! "
Corey 1-night trip
Posted 2 hours ago
Tru By Hilton Martinsburg

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.

How many vacation rentals will I find in Boonsboro?

Expedia has 5 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.