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

Cabin in Myersville

4.95 out of 5 average rating, 308 reviews

Cabin on Middle Creek - Myersville MD - Middletown

Park the car & walk across the creek on the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Great place to unwind & de-stress. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting

Top guest favorite

The log cabin features a warm wooden exterior with a blue metal roof, nestled among trees. A screened porch allows for outdoor enjoyment while a fire pit is positioned nearby, surrounded by natural stone. The peaceful setting invites relaxation amidst the greenery.

Cabin in Myersville

4.98 out of 5 average rating, 139 reviews

Sleepy Hollow Log Cabin

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

Top guest favorite

A well-lit bathroom area is visible, featuring a modern toilet and a decorative rug with a circular pattern. Natural light enters through a window adorned with blinds, while a framed artwork adds a touch of character to the space.

Guest suite in Shepherdstown

4.96 out of 5 average rating, 661 reviews

Historic Scrabble, Shepherdstown

The perfect private guest cottage situated beside a beautiful historic home in the unique community of Scrabble Unincorporated just a half-mile from the Potomac River. Modern, comfortable and tastefully decorated with full amenities and parklike surroundings with an abundance of nature at your doorstep. Close to Shepherdstown / Shepherd Univeristy (12 minutes), Martinsburg (20 minutes), Harpers Ferry (20 minutes) and in the heart of civil war history including the famed Antietam National Park.

Top guest favorite

A spacious living area features light-colored flooring and ample natural light from multiple windows. A brown sofa and two red armchairs are arranged around a white coffee table, with a television mounted on a stone accent wall in the background.

Guest suite in Sharpsburg

4.94 out of 5 average rating, 248 reviews

Guest Apartment by C & O Canal and Battlefield

Luxurious, modern comfort with KING & QUEEN sized super comfy beds.Newly remodeled. 3min to center of Sharpsburg in quiet country setting, w/1200 square ft. of space that’s all one level inside. Bright & modern basement apartment with private entrance. Firepit and beautiful outdoor seating. Lots of large windows and natural light. Fully equipped kitchen, 2 BR, 1 BA. It’s on the ground floor and Hosts live on top, main floor. Shepherdstown 7 mi. C & O canal 1/3 mi. Antietam Battlefield 1/2 mi

Guest favorite

A stone fire pit surrounded by wooden adirondack chairs is visible, with a warm glow emanating from the fire. The lodge stands in the background, illuminated and nestled among snow-covered trees, creating a cozy, inviting atmosphere.

Guest suite in Myersville

4.92 out of 5 average rating, 313 reviews

Harmony Lodge nestled in wooded tranquility!

Tranquil lodge nestled on 3 wooded acres in Myersville, MD. Relax by the heated pool, enjoy the warmth of the fire pit, or walk the grounds and enjoy Mother nature. Minutes away from downtown Frederick and Middletown restaurants, shops, and parks. Visit the local wineries and festivals. Tour historic battlefields. Go antiquing. Take in a round of golf, bike the C&O canal, hike the Appalachian trail, boat on the Potomac River, or go skiing. Bring your fur baby with you to enjoy the activities!

Guest favorite

A calm river stretches ahead, flanked by lush greenery on both banks. The stillness of the water reflects the surrounding trees, creating a tranquil scene. A paddle is held in the foreground, indicating an active exploration of the serene environment.

Tiny home in Jefferson County

4.89 out of 5 average rating, 475 reviews

❤️ Secluded 1940s Romantic Tiny House on the River

Relax and escape to the peace and quiet by the Potomac river, and wake to beautiful romantic views of the river and mountains, in this romantic 200 square foot tiny house situated on 2.5 acres, 450 feet of river front land. Explore and partake of all the activities on the river and surrounding area, just 1 mile from Shepherdstown. Fish, bike, kayak, tube, or just sit by the river and watch the birds and wild life. Read by the river or in the quiet comfort of the house, w/ some wine on us.

Top guest favorite

Home in Sharpsburg

4.99 out of 5 average rating, 137 reviews

Charming Historic Canal House C&O Potomac Antietam

The Canal House at Taylors Landing. We are in the countryside, bordering the Chesapeake & Ohio Canal Historic National Park, 2 miles from the Civil War's Antietam Battlefield. Our home is an original 1790 log cabin with 1857 additions, also features modern amenities, including a chef's kitchen. Multiple outdoor venues, extensive grounds and amazing views of a 4-seasons garden, the C&O Canal National Park, and the Potomac river. Enjoy a creative retreat, nature, history, adventure, romance.

Top guest favorite

The exterior of the guesthouse is showcased, featuring a deck with outdoor seating and an umbrella. Tall windows allow for natural light, complementing the green siding. Lush landscaping surrounds the house, creating a natural, inviting setting.

Guesthouse in Smithsburg

4.97 out of 5 average rating, 745 reviews

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's Guesthouse is the perfect get-away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Top guest favorite

A quaint street scene is depicted, showcasing charming brick and clapboard buildings in varying colors. The architecture reflects historic styles, with a mix of storefronts and residences. A clock tower is visible in the background, adding to the local character of the area.

Cottage in Shepherdstown

4.97 out of 5 average rating, 155 reviews

NEW * The Getaway Cottage at Rocky Marsh Farm

Welcome to The Getaway Cottage, a charming two-bedroom, two-bath home nestled in a peaceful country setting, located just 3.5 miles from Shepherdstown. Our location offers easy access to all the exciting activities and attractions the eastern panhandle has to offer, enjoy a short country side drive to dining, shopping, hiking trails, white water rafting and kayaking adventures. The historic town of Harpers Ferry is a short 25-minute drive away, and 15 minutes to Antietam Battlefield.

Guest favorite

A charming Victorian home is surrounded by a well-maintained garden with vibrant yellow flowers. Two balconies extend from the upper level, offering a view of the garden, while a pathway leads to the entrance. A separate structure is visible in the background.

Home in Boonsboro

4.93 out of 5 average rating, 253 reviews

Garden View

A renovated Victorian home with double balconies overlooking garden area. Three bedrooms plus a den with sofa bed. Fenced in back yard. Full-sized living room, dining room and modern kitchen. Just a block from downtown Boonsboro, home of Nora Roberts' bookstore; 3 miles from the Appalachian Trail; 8 miles from Antietam battlefield; about 12 miles from Frederick and Hagerstown, MD and Shepherdstown, WV and Potomac River. Large locked shed available to store bikes, kayaks and gear.

Top guest favorite

The entrance to The Crooked Cottage is framed by wooden planks and surrounded by greenery. Two windows offer glimpses into the inviting interior, while a gravel pathway leads up to the door, playfully adorned with a sign featuring the name of the cottage.

Home in Myersville

4.97 out of 5 average rating, 226 reviews

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

Guest favorite

A charming exterior of a historic home is depicted, featuring light brown siding and white trim around three windows. A bright green door is flanked by a small potted plant on the steps, set against a backdrop of lush greenery.

Apartment in Burkittsville

4.97 out of 5 average rating, 117 reviews

Charming Burkittsville 1747 Home

Studio apartment located in the rural historic town of Burkittsville MD (Est. 1824) at the base of South Mountain, surrounded by beautiful farmland. About 25 minutes to Antietam battlefield, Harpers Ferry WV, Shepherdstown WV, Middletown MD, Frederick MD. Close to many activities including wineries, breweries, award winning restaurants, theater, hiking, biking, river activities, Appalachian trail, C&O canal, national and state parks.

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Other great vacation rentals in Boonsboro

Guest favorite

A cozy living area features a stone fireplace and large windows that provide views of the outside landscape. Comfortable seating arrangements include two plush sofas and a coffee table. Exposed wooden beams add to the rustic charm of the space.

Cottage in Middletown

4.95 out of 5 average rating, 21 reviews

Another Adventure Farm

HaleyRating, 5 stars7 months ago

WOW! What an amazing air bnb and property! Dawn was a great host and very attentive to our needs and great to talk with. We had dogs with us and were able to use the trails around the property to run them. I cannot wait to come back!

Top guest favorite

A modern kitchen showcases dark cabinetry and a walnut countertop. Glass-front cabinets display colorful dishware. A coffee bar area is featured prominently. An array of appliances, including a microwave and coffee machine, are visible, along with decorative items enhancing the space's functionality.

Home in Smithsburg

5 out of 5 average rating, 47 reviews

Dry Run Cottage

LynRating, 5 stars4 weeks ago

One of the best Airbnb’s I’ve stayed in! A friend & I were in the area with our dogs for a trial. Could not have been a more perfect place! Beautiful surroundings & peaceful. The fenced in backyard was perfect for the dogs. The house is 5 star! Clean and spacious. Extra touches like the coffee bar & beds/bowls for our 4-legged companions were pleasant surprises. Cannot say enough good things! Andrea stopped by to check & make sure we had everything we needed. Will definitely book again when in the area!

Top guest favorite

A group of various chickens is seen foraging on a lush green lawn. The background features a fence, enhancing the sense of a tranquil farm environment. Tall grass and nearby trees provide a natural setting, creating a serene atmosphere within the surroundings.

Home in Middletown

4.97 out of 5 average rating, 59 reviews

Beautiful historical town, 3 bedrooms, countryside

AngelaRating, 5 stars4 months ago

This home in the rolling hills of Middletown was what my parents, husband I needed for a trip back to our hometown for a family wedding. Comfortable, clean home with a great kitchen. All the appliances I needed to prepare our meals. Lots of room in the lower level too. Close to restaurants in Middletown and easy access to Frederick and beyond. Highly recommend this home.

Guest favorite

A wooden sign hangs above the entrance of the cabin, displaying 'BIRCH CABIN' in hand-painted letters. The sign is positioned in front of a rustic log wall, featuring natural wood textures and a nearby window with white trim.

Cabin in Thurmont

4.95 out of 5 average rating, 22 reviews

Birch Cabin at Hunting Creek Hideaway

MaiaRating, 5 stars2 days ago

Our one-night birthday getaway was pleasant, private. We appreciated the strong shower water pressure after a long hike nearby and empty fridge to keep our snacks and drinks in. The window ac unit was able to keep us cool. The view from the back was awesome and we were grateful that Brittany responded so quickly allowing us to check-out a little bit late. Would stay again!

Top guest favorite

An open-concept kitchen and living area is highlighted by warm wood accents and modern furnishings. Dark cabinets contrast with light countertops. A small dining table is positioned near the window, and natural light fills the space, complemented by a decorative plant in the corner.

Farm stay in Myersville

5 out of 5 average rating, 24 reviews

Romantic Farm Cabin w/ Creeks & Firepit

JosephRating, 5 stars3 weeks ago

We really enjoyed our stay. Great location to explore Frederick and the surrounding areas. Loved the space. Lots of thought was put into the interior and exterior design. Great value!

Guest favorite

Guesthouse in Boonsboro

4.85 out of 5 average rating, 26 reviews

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

EthanRating, 5 stars1 month ago

Robin was a wonderful host and her place was perfect for a weekend getaway from Baltimore. We ran out of dish soap and she quickly delivered some to our door (left it outside). I also forgot my headphones upon leaving and she kindly set them aside for me to retrieve when I had realized. Very thoughtful host and space 🙏

Top guest favorite

An expansive white barn with a metal roof is visible, standing next to a winding asphalt road. Green grass surrounds the structures, with additional outbuildings in the distance. The sky is bright with soft clouds, contributing to the farm's tranquil ambiance.

Farm stay in Middletown

4.95 out of 5 average rating, 42 reviews

The Milk House at Hereford Grove Farm

RachelRating, 5 stars1 month ago

We had a lovely and relaxing weekend at the Milk House. The views were gorgeous and the area was peaceful and quiet, while still only a short drive to several great cideries, breweries, and restaurants. Our dog also loved getting to roam the property and look at cows.

Guest favorite

A spacious great room features high ceilings and abundant windows, allowing natural light to fill the area. A dining table is set with plates and cutlery, with comfortable seating visible nearby. A cozy fireplace awaits in a corner, complemented by scenic outdoor views.

Cabin in Keedysville

4.94 out of 5 average rating, 64 reviews

Antietam Look Out - Incredible Sunset Views!

KristinaRating, 5 stars2 weeks ago

My best friends and I took a couple of week nights and stayed at this gem in Keedysville, Md. We went to Glenstone and a Bier Bath in the area. We made dinner the first night and enjoyed this house very much. We had a peaceful fire pit as well. I would absolutely recommend Mountain Mama and would stay here again.

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Places to stay in Boonsboro

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