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
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Boonsboro vacation rentals

Property grounds

Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (48 reviews)
"Loved the place and area."
United States
Steve R.
Charming Cabin in the Woods with River Access
House (3 Bedrooms) | Front of property

Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is ￥26,395
￥69,974 total
includes taxes & fees
Jul 1 - Jul 2
Rural & Historic Detour Escape w/ Horses On-site!
1 bedroom, premium bedding, down comforters, laptop workspace

Mirror Villas - Modern Retreat with private hot tubs and mountain view

Mirror Villas - Modern Retreat with private hot tubs and mountain view
3.5 star property
Mercersburg
9.8 out of 10, Exceptional, (16 reviews)
"It was the perfect getaway with amazing views and relaxation."
United States
Natalie
The price is ￥58,878
￥89,645 total
includes taxes & fees
Jul 23 - Jul 24
Mirror Villas - Modern Retreat with private hot tubs and mountain view
Terrace/patio

Harpers Ferry: Charming Home w/ Patio & Fireplace

Harpers Ferry: Charming Home w/ Patio & Fireplace
Harpers Ferry
10.0 out of 10, Exceptional, (10 reviews)
"Great location and amenities, super clean and the smores were a nice bonus "
United States
William S.
Harpers Ferry: Charming Home w/ Patio & Fireplace
Interior

2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
7.0 out of 10, Good, (10 reviews)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is ￥21,286
￥40,355 total
includes taxes & fees
Jul 7 - Jul 8
2-Bedroom cabin Hot tub Fireplace PS5
Smart TV, fireplace, books

Dreamtime Hillside Cabin w/ hot tub, fire pit, expansive deck

Dreamtime Hillside Cabin w/ hot tub, fire pit, expansive deck
Hedgesville
9.8 out of 10, Exceptional, (18 reviews)
"Great stay."
United States
John R.
Dreamtime Hillside Cabin w/ hot tub, fire pit, expansive deck
Interior

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (90 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 ￥32,386
￥53,210 total
includes taxes & fees
Jul 15 - Jul 16
Antietam Creek - Quiet 2 Bedroom Cabin
Interior

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Fairfield
9.8 out of 10, Exceptional, (51 reviews)
"Everything was great!"
United States
Corey G.
The price is ￥64,696
￥101,579 total
includes taxes & fees
Jul 5 - Jul 6
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Property grounds

Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
9.8 out of 10, Exceptional, (17 reviews)
"Absolutely amazing stay. Tom and Karen are amazing hosts. Cabins and property were spotless. Plenty of seating. Quiet and private and cant wait to go back again. Already planning next years weekend. Thank you for opening up your property to us all and treating us so well. "
United States
Christopher J.
The price is ￥38,785
￥63,884 total
includes taxes & fees
Jul 6 - Jul 7
Glamping Clear Spring Maryland 3-Cabin Campground
Smart TV, computer monitors

Beautiful 1900s Built 2BR Downtown Loft - 9 Min Walk To Carroll Creek - Pets OK

Beautiful 1900s Built 2BR Downtown Loft - 9 Min Walk To Carroll Creek - Pets OK
Frederick
10.0 out of 10, Exceptional, (3 reviews)
"Check in was easy and communication was great from the hosts. The place was very clean. "
United States
Tyler C.
Beautiful 1900s Built 2BR Downtown Loft - 9 Min Walk To Carroll Creek - Pets OK
Interior

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Sharpsburg
8.4 out of 10, Very Good, (63 reviews)
"Great location, spacious living area, plenty of linens, and excellent fire pit! "
United States
Maria Elena S.
The price is ￥29,002
￥68,505 total
includes taxes & fees
Jul 1 - Jul 2
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Exterior

Enchanting Cottage, walk to Downtown Harpers Ferry

Enchanting Cottage, walk to Downtown Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (54 reviews)
"Area was great, host was super helpful and communicative "
United States
Riya L.
The price is ￥37,114
￥64,981 total
includes taxes & fees
Jul 21 - Jul 22
Enchanting Cottage, walk to Downtown Harpers Ferry
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, (24 reviews)
"Great view, very secluded"
United States
Matt s.
The price is ￥16,841
￥62,097 total
includes taxes & fees
Jul 1 - Jul 2
Cottage w/ Hot Tub and 100-Mile Valley Views!
Smart TV

Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (11 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is ￥17,780
￥38,750 total
includes taxes & fees
Jul 13 - Jul 14
Rancher in Mont Alto
TV, fireplace, video games, offices

Fire Pit, Arcade Games, Deck, Grill & Pool Access

Fire Pit, Arcade Games, Deck, Grill & Pool Access
The Woods
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty little house well equipped tucked into a nice little area in the woods"
United States
Rose S.
The price is ￥27,865
￥65,715 total
includes taxes & fees
Jul 5 - Jul 6
Fire Pit, Arcade Games, Deck, Grill & Pool Access
Exterior

New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (11 reviews)
"This stay was flawless and did not disappoint. The home was better than advertised and check in was painless. Would stay there again without hesitation!"
United States
Jeremy G.
The price is ￥29,652
￥69,320 total
includes taxes & fees
Jul 1 - Jul 2
New townhouse
Fridge, microwave, oven, stovetop

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (68 reviews)
"Everything was very clean and comfortable. The kitchen was well equipped."
United States
Linda D.
The price is ￥27,528
￥52,352 total
includes taxes & fees
Jul 21 - Jul 22
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Property grounds

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Sleepy Hollow
9.0 out of 10, Wonderful, (32 reviews)
"Loved the hot tub in the snow and the cozy fireplace was the perfect place to read a book. "
United States
Wendy S.
The price is ￥23,485
￥52,035 total
includes taxes & fees
Jul 16 - Jul 17
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Property grounds

Cozy cabin w/ Screened porch & BBQ

Cozy cabin w/ Screened porch & BBQ
Sleepy Hollow
The price is ￥26,627
￥54,559 total
includes taxes & fees
Jul 8 - Jul 9
Cozy cabin w/ Screened porch & BBQ
Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (79 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is ￥11,983
￥23,202 total
includes taxes & fees
Jul 28 - Jul 29
❤️ Secluded 1940s Romantic Tiny House on the River
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

Hillside Inn & Suite

Hillside Inn & Suite

10/10 Excellent
"Excellent air conditioning, good parking, friendly staff"
Jeannine 4-night trip
Posted less than an hour ago
Hillside Inn & Suite

Find out more about Boonsboro

Search for holiday rentals in Boonsboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Boonsboro using one of the methods below:

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Look no further and take a look at our great range of rental properties in Boonsboro!

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?

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.: This vacation home rental near Boonsboro offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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, Washington Monument State Park and South Mountain 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.