Top {{trip101_paragraph_count} Airbnb Vacation Rentals In Boonsboro, Maryland - Updated 2024

Catherine
Catherine 
Updated
| 6 min read

Boonsboro is a city in Washington County, Maryland, United States, nestled at the base of South Mountain, boasting many exciting things to do. The town is home to numerous scenic sites perfect for visitors who are fond of the outdoors, the Appalachian National Scenic Trail, for example, a path in the South Mountain popular for hikers who seek adventure in the city. Another attraction that the town is proud of is the Greenbrier State Park, a park next to the Appalachian Trail that features a freshwater lake where activities such as swimming, boating, fishing and a lot more take place. If you wish to experience all these exciting activities, check out the top Airbnb vacation rentals in Boonsboro, Maryland!

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 02, 2024.

1. Ground-floor studio apartment with large storefront windows (from USD 110)

Discover comfort and style in this newly renovated ground-floor studio apartment, showcasing a harmonious blend of modern amenities and vintage charm. Guests can enjoy a restful sleep in a king-size bed and have access to facilities such as a fully equipped kitchen, Wi-Fi, and a dedicated workspace. The large storefront windows invite natural light to brighten the space generously.

Additionally, the unit offers a private patio, air conditioning, and a TV equipped with both satellite and Apple TV services. Parking is hassle-free with unpermitted street options readily available, notably on School House Ct.

Stayed at this property?
Boonsboro, Maryland, United States
8.66 km (5.4 mi) from Antietam National Battlefield
52 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
we enjoyed the provided amenities and the great king sized bed - very comfortable highly recommended
Cleanliness:
susan's place was very clean and updated
the corner place was really clean spacious yet cozy
the studio was very clean peaceful and cozy
modern clean and a great place to stay
everything was modern and very clean from silverware to towels everything was there and easy to find
Host:
owner is very responsive and helpful
susan is a wonderful host
susan is a fantastic host very attentive and caring
susan was very responsive to our requests
susan was very responsive to questions
Location:
good location to historic sites
very good location for antietam battlefield restaurants within walking distance in boonsboro were very good
i would highly recommend this wonderful location or any location that susan owns
very cool former corner store
it's in such a beautiful location
Read more reviews

2. Two-bedroom upper-level apartment (from USD 159)

Nestled amidst scenic mountains, this two-bedroom, one-bathroom upper-level apartment promises a blend of relaxation and convenience. Guests will relish the modern kitchen, standard cable TV, dedicated workspace, and the bonus of an insect-free enclosed porch. With two queen beds and a single, accommodations are versatile. Modern conveniences such as air-conditioning, a washer, and a dryer add to the appeal. Complimentary Wi-Fi and on-premise parking enhance the stay. Access is through a private outdoor stairway. Street parking is abundant on School House Ct.

Stayed at this property?
Boonsboro, Maryland, United States
8.55 km (5.4 mi) from Antietam National Battlefield
32 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 3 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the furnishings were comfortable and met our needs for 4 adults
the kitchen had everything we needed the beds were comfy and the unit felt super clean
perfect location for access to greenbriar state park - clean apartment with thoughtful amenities left by the host
Cleanliness:
very clean and clutter free
super clean and nice space
it was very clean
this place was very clean and looked recently updated
we loved the corner house everything was clean when we arrived
Host:
susan is a amazing host
susan was a great host
susan is a fantastic host — attentive and prompt in communicating
susan is more than a super host she is amazing
susan was very helpful friendly and responsive
Location:
nice location with easy parking
bed was comfortable and the location was good for our stay
it was a super cozy place in an excellent location
we enjoyed walking to the nearby park and the wonderful coffee shop in town
Read more reviews

3. Mountain Myst (from USD 290)

Experience living in the woods in a luxury cabin nestled in the lovely Blue Ridge Mountains just an hour away from downtown Washington DC. From the astonishing house is a delightful view of the historic town of Boonsboro and a chance to see its sparkling night lights from the peak of South Mountain. Since the property is in the mountains, you’ll discover the Whitetail Ski Resort about 40 miles away (64.3 km). Speaking about richness, the house boasts various upscale amenities, mainly the kitchen. And it consists of a luxury master suite, fully equipped with a queen bed, a high definition TV, a sitting area, and a bathroom with a shower. The lodge in Boonsboro is surrounded by local restaurants such as Old South Mountain Tavern, Dan’s Tap House, Vesta’s Pizza, and Christie’s to name a few, but guests may opt to use the stocked kitchen for cooking.

Stayed at this property?
Boonsboro, Maryland, United States
10.29 km (6.4 mi) from Antietam National Battlefield
517 reviews   Superhost Wifi Available
Entire chalet 4 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the house is incredibly comfortable well appointe and even more charming than in photos
comfortable furniture and beds throughout and simply a place you get to and never want to leave
thai takeout at the dinner table during a rainstorm was a civilized start to a fantastic weekend
there are tvs in the master great room and downstairs living room
a beautiful cabin incredibly warm and cozy
Cleanliness:
it is super clean and spacious
cabin was beautiful and clean
the bathrooms were big clean and beautiful
the house was clean organized and well appointed
it was incredibly clean and organized and everything it was advertised to be
Host:
mike was a great host and very responsive
mike was an attentive and responsive host
great host and great cabin
mike was very helpful
mike is a wonderful host and was very accommodating to our needs
Location:
beautiful location and very private
very close to dc west virginia great restaurants and shopping
beautiful beautiful house and great location
the location offers easy access to boonsboro and frederick and makes for the perfect dc getaway
gorgeous cabin lovely location perfect for our family
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4. Little Lodge (from USD 190)

Here’s another refreshing retreat offering a spectacular view of the Blue Ridge Mountains. A rustic-themed cabin for five guests, the space is a perfect family or romantic getaway. It’s the property to find peace and quiet and enjoy privacy. Guests may access all corners of the house that include a kitchen, two bedrooms, a bathroom, and an indoor fireplace. Essentials will be readily available during your visit. This house for rent in Boonsboro, Maryland is a short drive away from the city center and nearby local restaurants. What’s more, guests will love the easy access to some notable attractions such as the Appalachian Trail, Civil War battlefields, Greenbrier State Park and Harpers Ferry.

Stayed at this property?
Boonsboro, Maryland, United States
10.86 km (6.8 mi) from Antietam National Battlefield
361 reviews   Superhost Wifi Available
Entire cabin 3 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the linens and furnishings were comfortable and clean
a cute cabin with comfortable amenities and peaceful views
the water heater worked very well
very cozy super comfortable furniture
the beds and sofas were all comfortable and the internet was fast and worked well
Cleanliness:
the house was clean and charming
the house is a nice clean and cozy cabin
great place to stay clean roomy & comfortable
the house was clean well-stocked and very charming
the house itself was nice and clean and well equipped
Host:
host is a great communicator
mike is a wonderful responsive host
very helpful and responsive host
great host and a great getaway from dc
gracious host easy communications and check in/out
Location:
the location was perfect
best location for a cozy getaway
cute cozy place to get away
perfect location - quite private but not eerily isolated
what a beautiful spot close to swimming and hiking
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5. A charming bungalow for two (from USD 66)

For just a few blocks away, guests will easily reach Boonsboro’s city center where restaurants, gift shops, and supermarkets all flock together. This cheap Airbnb property in Maryland has easy access to the I-81 and I-70, which takes you to more places such as Frederick, Hagerstown, Martinsburg, Shepherdstown, and Antietam Battlefield. Built in 1938, the house was updated and now features central air conditioning and heating amenities, with ceiling fans for added convenience. High-speed internet is also available for guest’s access during their stay. Guests may enjoy mornings on the front porch or on the back deck where they can find a table with chairs, while spotting some birds as they come into the feeders. If they’re lucky, squirrels and bunnies might also pop in!

Stayed at this property?
Boonsboro, Maryland, United States
8.72 km (5.5 mi) from Antietam National Battlefield
27 reviews   Wifi Available
PRIVATE ROOM IN HOME 1 Bed 2 Guests 1 Bedroom 1 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
every room seems to invite you in to relax
great people great town and the amenities in the room really make the stay enjoyable
the house and room were gorgeous and immaculate a true bed and breakfast
the room was comfortable and crysta did not leave any details out
private room in a lovely house
Cleanliness:
house is quiet clean and beautiful
everything was clean and tidy and very well-prepared
the space was homey clean cozy and full of character
her house is decorated so nicely and is immaculately clean
crysta got every detail right in her inviting comfortable impeccably clean home
Host:
crysta was a very gracious patient host
crysta was a gracious host who provided everything she promised
she was a wonderful charming host
crysta was helpful with suggestions for dinner; friendly & unobtrusive
crystal was a gracious host
Location:
great convenient location too- right on main st with easy walking distance to shops and restaurants
boonsboro was a very interesting place to stay
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6. Home with a garden view (from USD 195)

This home in Boonsboro is a surprise for travelers in search of a private accommodation not far from the city center, but with the privacy and tranquillity one may need. The place can accommodate up to eight guests in its three-bedroom property, plus a den with a sofa bed. The restored Victorian home features double balconies that offer a refreshing view of the garden area. Guests will find comfort in all corners of the house from the air-conditioning, a fireplace in the living room, up to the recently renovated bathrooms. But wait, there’s more! The space is next to a great selection of restaurants and shops accessible on foot. If you’re a fan of collectibles, Funkstown is a nearby town known for its array of antique shops.

Stayed at this property?
Boonsboro, Maryland, United States
8.63 km (5.4 mi) from Antietam National Battlefield
228 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the furnishings are very comfortable and attractive
with the wifi a/c and modern kitchen it felt like we were right at home
the first and second floors had separate air conditioning units (not window) and we stayed nice and cool
the beds were very comfortable which means the mattresses and linens were of very good quality
loved the place it's very large and has tons of natural light and bathrooms
Cleanliness:
the place was very clean and immaculately maintained
the house is set up very nicely everything is clean and readily available
i can’t wait to go back clean and beautiful
it is very clean and comfortable and has everything you might want or need
cute cozy clean and comfortable
Host:
julie was an excellent host
julie was a wonderful host
she was a great host
host was kind and responsive
julie is a fabulous host
Location:
just the perfect location in boonsboro
the perfect getaway weekend location
comfortable beds and walking distance to downtown boonsboro
i highly recommend this location
great location to get to frederick and harpers ferry
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7. A memorable getaway in a suite

A perfect escape not far from the hustle and bustle of the city, this cottage in Maryland will surely captivate its guests in an instant. The space is near St. James School and is within proximity to the Antietam battlefield. The room is simple but has the relaxing ambiance that every traveler would want after a long day wandering the city. Guests are satisfied with a homemade breakfast and may enjoy a special homemade dessert each evening during their stay. How cool is that? The place comes with a private entrance that leads to the second floor where the room has a queen-size bed with high-end linens and a private bathroom. Relax on a swing or stroll through the lush garden where there are a variety of fruits and vegetables during summer!

Stayed at this property?
Fairplay, Maryland, United States
7.61 km (4.8 mi) from Antietam National Battlefield
15 reviews   Wifi Available
Private room in bed and breakfast 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
it was a treat to sit on the patio for breakfast
cozy room and comfortable furnishings
the breakfast was super delicious served on a wonderful deck overlooking the countryside
the breakfast was fantastic and was served on the deck with a beautiful view
there were snacks available in the kitchenette and a nice common room with games tv etc
Cleanliness:
it was clean comfortable beds easy to get interstates and larger towns yet secluded
the house was very nice and extremely clean
the room was big and clean perfect for us to set up a pack'n'play for our toddler
her guest room is impeccable well decorated and clean
lovely lovely stay spacious quiet clean and easy check in and check out
Host:
kathy was a delightful host who made us feel at home from the start
kathy was truly a wonderful host
she was also helpful with suggestions on places to see
she was a terrific host and cook
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8. Bed and breakfast over the mountain

This private accommodation in Boonsboro offers nothing but comfortability and coziness to the travelers. In fact, upon guests’ arrival, they will be immediately greeted with a basket of fresh fruit while warming up to the place and its atmosphere. Also, you may start your day with a hearty breakfast prepared by the host! The rooms are fully equipped with air-conditioning and heating and include towels and bedding for convenience. The host also provides a map of the whole barn with guides to the nearby hiking trails of the property. Some of these trails include the Appalachian Trail or Greenbrier Park trails and Antietam Battlefield. If you need more space for more people, renting the whole home is possible to cater to your needs!

Stayed at this property?
Boonsboro, Maryland, United States
11.82 km (7.4 mi) from Antietam National Battlefield
24 reviews  
Entire apartment 4 Beds 3 Bedrooms 1 Bathrooms
Top guest reviews
Amenities & Room:
apartment has everything you need and is set up very well
plus she left us delicious breakfast pastries which were delicious really gorgeous view cute and very clean apartment
Cleanliness:
the place was clean and comfortable
the barn is a really good place to stay: nicely decorated quiet good kitchen clean bathrooms and bedrooms
the place was in my opinion fantastic: very clean warm beautiful landscape great views
Host:
victoria was a wonderful host
victoria was a great host
victoria and chris are wonderful hosts and the place is fantastic
victoria is a very nice and enthusiastic host
absolutely wonderful beautiful house and surrounding farm very friendly hosts
Location:
awesome place/location for our a
the house was very beautiful and in a scenic location
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9. Private room in a convenient location

Conveniently located less than 10 minutes away from the Hagerstown Premium Outlets and Antietam Battlefield, this private home in Boonsboro is also a perfect spot if you want to be within a few miles to Interstates 70 and 81. Guests may savor the countryside living and relax as they please. The home features a dining room, a living room, a table game, a television and a work desk that will leave the guests entertained during their whole vacay. Though a kitchen is not accessible, a refrigerator, a microwave, and a coffeepot are available for convenience as well as complimentary snacks, coffee, tea, bottled water and paper products. Need I say more?

Stayed at this property?
Fairplay, Maryland, United States
8.27 km (5.2 mi) from Antietam National Battlefield
102 reviews  
Entire guest suite 4 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
kind folks i appreciated the coffee and fast wifi for our quick trip
i especially appreciated the firmness of the mattress on the bed -- it was amazingly comfortable
and the space was so comfortable
the apartment opens to a huge backyard with a beautiful view
we had a minor occurrence but was quickly fixed and resolved to make us very comfortable
Cleanliness:
well cleaned and well maintained
great space clean and spacious
very clean quiet and comfortable
carl and michele’s place was super clean and cozy
it was very clean and spacious
Host:
fast responses to communications very helpful
these wonderful hosts go way above and beyond
comfy space nice hosts great price
they were very thoughtful and very responsive
this place is great hosts are so good with communications and directions to their house and the space
Location:
great location close to antietam
the location was great
this is a fantastic location in a quiet residential neighborhood
we will definitely recommend this location to family and friends
the location and value for this place was also great
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10. Cozy room in the small town of Boonsboro

This type of accommodation is best for travelers going solo on their journey to the small town of Boonsboro. But it is more than just a room that the host can offer. Guests will find a microwave, a hot pot, and a coffeemaker plus readily available breakfast items like coffee and tea. The bedroom has its full bathroom for the privacy of the guest. Not only that, the visitor may access the living room and the kitchen area together with the hosts. The space features a front and back porch and a backyard with a garden, where the guest may visit as well. You’ll find this gem close to thrilling hiking trails, a shopping area, and numerous historical sites.

Stayed at this property?

8.29 km (5.2 mi) from Antietam National Battlefield
35 reviews  
Private room 1 Bed 1 Guests

11. A suite in a farm over mountains

Are you looking for an affordable, relaxing, and picturesque private accommodation for your next weekend escape? This place has got it all for you plus a friend or a loved one! Nestled in a farm in the base of South Mountain, this private room in a home in Boonsboro features rustic decorations and antique furnishings, giving a quaint yet stunning property overlooking the Beaver Creek. The front porch has a swing, a bench, and a picnic table perfect for admiring the view of the meadow. The room is basic with twin beds and has air-conditioning and heating facilities. You’ll find this beautiful home near numerous trails that include the Appalachian Trail or Greenbrier Park trails, and Antietam Battlefield. Don’t fret because bikes are available if you want to wander around all these places!

Stayed at this property?
Boonsboro, Maryland, United States
11.8 km (7.4 mi) from Antietam National Battlefield
65 reviews  
Private room in barn 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the private bedroom area was large with 2 nice closets and the bed was comfortable
the room is lovely and vickie was very kind and even left fresh flowers for us
the room and setting was charming
Cleanliness:
our suite was very clean and relaxing
the room was clean and inviting
a wonderful clean spacious and comfortable room
room was clean and property looked nice but we didn't get a chance to enjoy it
the room was very clean and comfortable and the property is an absolutely beautiful piece of land
Host:
victoria was a superb host
the accommodations and host were both excellent
victoria and chris were wonderful hosts
victoria and her husband were wonderful hosts
victoria was a gracious host to karen and me
Location:
the location is private and secluded very peaceful and serene
serene location wonderful space beautiful grounds and quiet
victoria's place was great for us it was perfectly located for my wife's race
michael and i love this place and hope to return to over the mountain many times
quiet beautiful location and a accommodating host
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12. Bed and breakfast over the mountains

In the same property as the third listing, this beautifully renovated bed and breakfast can accommodate even more guests in its farm in the foothills of the Appalachians. The space can hold up to eight people but can be extended for up to 11 guests. Vacationists will enjoy excellent views of Beaver Creek and llama field as well as hiking trails for the outdoorsy types. Aside from the fully furnished kitchen, guests will enjoy the front porch where they can relax all day long. The space has four bedrooms with essentials provided such as towels and beddings. The house will easily take you to nearby trails such as the Appalachian Trail or Greenbrier Park trails for more adventure!

Stayed at this property?
Boonsboro, Maryland, United States
11.99 km (7.5 mi) from Antietam National Battlefield
37 reviews  
Entire house 10 Beds 5 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
no wifi or tv but it was nice to disconnect
the 8 of us (4 kids and 4 adults) had plenty of room to play eat and sleep
the land is beautiful and the renovated barn is extremely comfortable
the space was quaint quirky and comfortable
another door on the left leads to a huge bunk room with a king + bunk + twin
Cleanliness:
the room was very clean and cozy
Host:
victoria was a great host
victoria was a wonderful host and very helpful
the host was very responsive and flexible with our plans
the owners were so helpful and accommodating
victoria was a terrific host
Location:
the location is another added bonus
a great place to get away with family or friends for the weekend
great place for a family get together and great location
great space and location for the large group we had staying at the property
the scenery was beautiful and we even got a close look at the llamas
Read more reviews

Breathtaking Boonsboro

If you are looking for a refreshing holiday in the countryside surrounded by nature that offers a breathtaking view from morning till night, Boonsboro is the place to be! It’s a perfect escape to find calm and reenergize not far from the bustling city life. Discover their history and savor each day in Boonsboro, Maryland!

For those seeking more choices, numerous hotels near Greenbrier State Park and Airbnb vacation rentals in Hagerstown are available for a fantastic holiday experience.

Stayed at this property?

Frequently asked questions about Airbnb vacation rentals in Boonsboro, Maryland


Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Catherine is a small-town woman who thrives in an ecstatic world, finding joy in planned and spontaneous travel. Life, to her, is a series of surprises waiting to be explored with open eyes....Read more

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