Places to stay in Boonsboro

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Top-rated places to stay in Boonsboro

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Middletown

4.9 out of 5 average rating, 275 reviews

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

Cozy cape in the ❤️ of Middletown, MD. Walking distance (1/2 mile)to quaint Middletown restaurants, shops, & parks. Set your sights on adventure within a short drive. Enjoy downtown Frederick restaurants, shops, parks, & nightlife.Visit the local wineries, breweries & festivals. Hike the Appalachian trail. Float the Potomac River. Bike the C&O Canal. Ski the slopes @ area ski resorts. Golf 18 holes @ the championship golf course. Visit wedding venues. Go antiquing. Tour quaint nearby towns. Etc

Guest favorite

The guesthouse exterior presents a gray facade with a welcoming porch. Lush greenery, including manicured bushes and large trees, frames the entrance. A paved walkway leads to the door, surrounded by planters. The house stands under a clear blue sky, providing a serene setting.

Guesthouse in Middletown

4.95 out of 5 average rating, 285 reviews

Indulge, Fresh Flowers, Frederick County Haven

2 bedroom, full kitchen and laundry, 1 level guesthouse beside detached garage (separate from main house). The front has a rose garden, birdbath and your own patio. An apple tree is beside the guesthouse. A farm is to the back. Asian cafe, Subway, Dempsey's Grill, Amvets, Main Cup bar and restaurant, Tapia's and 3 ice cream parlors are all a short walk away. More restaurants and grocery store are less than a mile. Farmer's market in season on Thursdays. Fresh flowers and coffee are provided.

Guest favorite

An outdoor dining area is showcased with a glass table surrounded by four colorful chairs in green, red, and blue. A large red umbrella provides shade, while string lights are visible overhead. A BBQ grill is positioned in the background near a sliding glass door.

Cottage in Bolivar

5 out of 5 average rating, 16 reviews

"The Lovely Cottage"." Your Home, Our Hospitality"

Charming Cottage!!! This fully remodeled house is ready, and the workmanship is absolutely amazing! Central and walkable distance to restaurants, bars, and shops of downtown Harpers Ferry. 1 mile to the Appalachian Trail and the C&O canal path. Explore the beautiful views and the history of the town, then return to this unique and comfortable Cottage to make for an enjoyable getaway. Sleeping for 4 people. Queen bed in private bedroom, and on the living room sleeper sofa (queen size).

Guest favorite

The cabin is nestled among lush trees, showcasing a dark exterior with large windows and a spacious deck. A hot tub is located on a wooden platform, inviting relaxation amidst the serene woodland backdrop.

Cabin in Hedgesville

4.94 out of 5 average rating, 180 reviews

Hot Tub, Dog Friendly Boho Cabin in The Woods

Unwind at our secluded A-frame cabin in The Woods! Feel transported into the trees as you enjoy coffee on the screened-in porch, roast marshmallows by the fire pit, relax in the hot tub, or simply look out the expansive windows. Furry friends will feel at home with a built-in dog bowl station and two-acres for exploring. Just under two hours from the D.C./Baltimore area with a ChargePoint EV station in the driveway, it's the perfect all-seasons getaway for families and groups of friends.

Top guest favorite

Dome in Mercersburg

4.99 out of 5 average rating, 144 reviews

StayAround Dome ~ Unique & Tranquil Gem ~ Hot Tub

Welcome to the unique dome oasis, a one-of-a-kind experience in a secluded location just a few mins from Whitetail Resort. This architectural marvel boasts a luxury design, comforts, amenities, and spectacular views, providing a space for romantic getaways, creative inspiration, or a simple break from the ordinary. *Comfortable King BR *Open Design Living *Full Kitchen *Wraparound Deck (Hot Tub, BBQ, Fire Pit, Seating) *Smart TV *High-Speed Wi-Fi *Parking *EV Charger Learn more below

Superhost

Home in Chevy Chase

4.76 out of 5 average rating, 63 reviews

DC's Best Bethesda Row Parking Metro and Nightlife

Welcome to our exceptional property, ideally located in the heart of Bethesda, MD. A mere stroll away from the vibrant Bethesda Row, where you'll find an array of upscale shops, diverse dining options, a movie cinema, and convenient access to the metro! Our inviting home offers the perfect fusion of comfort, style, and convenience, accommodating 8-10 guests. It's the ideal choice for families, friends, or business travelers seeking an unforgettable stay in a prime location.

Guest favorite

A full bathroom is showcased with a modern vanity in a dark finish. A copper lounging tub and walk-in shower are present, along with a round mirror and neatly arranged towels. Light-colored shiplap walls and a window with privacy blinds enhance the space's brightness.

Townhouse in Harpers Ferry

4.87 out of 5 average rating, 54 reviews

1840 Home, Central Location in Harpers Ferry

Welcome to Rose Trellis - Avocet: Historic Comfort in Harpers Ferry! Experience this beautifully remodeled 1840 home at Rose Trellis - Avocet. Perfect for couples, this historic retreat features: Coffee station Functional kitchenette on the first floor Queen bedroom on the second floor Sitting room with a futon on the second floor Full bath with shower and copper lounging tub Off-street parking Gigabit Wi-Fi Old homes are drafty, it's best to bring a sweater.

Guest favorite

The exterior of the historic condo showcases a three-story brick facade with large windows allowing for plenty of natural light. Leafless trees frame the building, adding a touch of nature to the urban environment. A nearby stop sign is visible, indicating the bustling neighborhood.

Apartment in Downtown Frederick

4.93 out of 5 average rating, 46 reviews

Oasis on South Market - Downtown Frederick

Built is 1871, you instantly feel the historic charm throughout the condo with modernized conveniences in the kitchen and bathroom. The condo is ground level with lots of natural light. Exposed brick walls with original hardwood floors in the dining room boasts the history and warmth of the building. Only 2 blocks from Carroll Creek. Downtown Frederick is only a few minutes' walk to over 200 galleries, specialty shops, eateries, and thriving craft brewery scene.

Superhost

A welcoming front entrance features a wide staircase leading to a covered porch. The cabin's wooden exterior is complemented by multiple windows, allowing natural light to enter. Leafless trees stand tall in the background against a clear blue sky.

Cabin in Augusta

4.98 out of 5 average rating, 45 reviews

Enlightenment, Mountain View

A wonderful place to get away , solitude retreat to reflect! peaceful Enjoy peaceful surroundings, morning mist mountain view ,amazing sunset ,the campfire by yourself and watch the stars and the moon in the sky at night, the silence of the mountain, fresh air , green , pine tree ….. peaceful,private, quiet, country living, a great place for meditation. , a Japanese style (Tatami) for meditation/tea room . Green ,wood ,flowers ,color leaves , snow ……

Superhost

The exterior of a charming two-story building is shown, featuring a soft gray color. A covered porch is seen, with columns supporting the roof. Lush greenery surrounds the property, and a paved entrance leads to the main door, creating a welcoming access point.

Apartment in Winchester

4.85 out of 5 average rating, 20 reviews

The Queen of Winchester - Three Bedroom Apartment

Nestled in the picturesque city of Winchester, the "Queen of Winchester" offers a tranquil escape in a prime location that perfectly blends convenience and comfort. This beautifully renovated three-bedroom apartment is situated on the upper level with a terrace deck, promising privacy and views of the surrounding area. Whether you're visiting for a relaxing retreat or a business trip, this property is designed to ensure a memorable and luxurious stay.

Top guest favorite

A rustic barn structure is shown with wooden sliding doors open to reveal an empty interior. Nearby, a patio area with wooden tables and seating is visible. Lush green grass surrounds the barn, with sparse trees lining the background.

Home in New Oxford

4.98 out of 5 average rating, 109 reviews

A Place to make Memories

A premier luxury Homestay. A rustic & contemporary gem with wood ceilings & stone fireplace. Barn and outdoor area for events. Beautiful open kitchen designed like a European bistro with high-end appliances. Outdoor terrace and Firepit for entertaining or relaxing. Spacious, Mod, Cozy and Romantic all in one! Large grand room for gathering. Glamping tent available. 42 beautiful acres with woods, stream, and lots of wildlife. Perfect for dogs

Top guest favorite

A serene garden space is surrounded by lush greenery and tall trees. Relaxing lounge chairs are positioned on a gravel path, which is bordered by decorative stones. Soft lighting strung among the trees adds a tranquil ambiance to the outdoor setting.

Guest suite in Harpers Ferry

4.98 out of 5 average rating, 586 reviews

Beautiful suite, spa bathroom & gardens

Private-entry luxurious suite combining comfort & style for a memorable stay. Located in quiet neighborhood -- Harpers Ferry historic district -- 1920s stone foursquare home with beautiful gardens to explore. Close to National Park, Potomac & Shenandoah Rivers, C&O Canal Trail, AT, Amtrak train station, Storer College, & Loudoun Co. wineries. An ideal accommodation for a romantic couple's getaway. More pics on Insta @rockhavenbnb