Vacation rentals in Hagerstown

4.98 out of 5 average rating, 126 reviews

A covered patio area is presented with a picnic table and a decorative rug. Lush flower beds filled with vibrant blooms line the space, adding color and charm. A small wooden chair enhances the inviting outdoor setting.

Apartment in Hagerstown

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5

My mother said over and over again, “The most beautiful place in Washington County “. Start your day with a brisk walk on a nearly 1 mile path that surrounds the perimeter of this beautiful farmland property. Enjoy your morning coffee as you listen to the birds. Relax in a rocking chair on the gazebo as you watch the sun go down behind the mountains. Less than 10 min from I 70 and I 81 and 20 min from Whitetail Ski. Don't expect everything brand new, but expect everything to be neat and clean.

Guest suite in Sharpsburg

A bright and modern living area is highlighted by two red accent chairs and a comfortable sofa. A coffee table sits centrally, with a television mounted on the wall. Natural light filters in through large windows, enhancing the inviting space.

4.94 out of 5 average rating, 264 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 1/2mi

Tiny home in Jefferson County

A charming tiny house is set among greenery, featuring a red tin roof and welcoming porch. A new wooden staircase leads to the entrance, bordered by planters with colorful flowers. Surrounding foliage creates a serene, natural environment.

4.89 out of 5 average rating, 482 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.

4.85 out of 5 average rating, 34 reviews

A cozy living room is featured with a comfortable sofa set and a wooden coffee table. A large flat-screen TV is mounted on the wall opposite the seating area. An adjacent dining area is visible, with a round table surrounded by chairs, enhancing the inviting space.

Townhouse in Hagerstown

Classy Chic w/KING Near I-70, Restaurants, Meritus

Please come and enjoy "Classy Chic" for a "Home-Away-from-Home" experience! Enjoy: Billiards LARGE fully equipped kitchen Large screen, smart TV in Bdrm #3 Large dining room Huge deck w/ BBQ Short walk/drive to MANY markets and restaurants and other amenities! PLUS: - 1.2 mls to Meritus Hospital - 1.7 mls to hwy 70 - 2.7 mls to Hagerstown Community College Enjoy all the creature comforts of home. Work, play, relax, repeat! As SUPERHOSTS, we are confident you will enjoy our home!

4.95 out of 5 average rating, 420 reviews

The exterior of the historic colonial house is depicted, showcasing a light stone facade complemented by a slanted metal roof. A spacious front porch with a wooden railing is visible, surrounded by a well-maintained garden featuring various plants. Two doors lead into the home.

Cottage in Hagerstown

Unique historic home - Springhouse 1803

If you are looking for a unique place to stay, come visit us at Springhouse 1803. Yes, there really is a spring under the house. After sitting empty for 20+ years, the house has been restored to be lived in again and it has maintained much of its colonial charm. The house has all the amenities you need for a comfortable stay. NOT A PARTY HOUSE, OWNER IS ON SITE in separate house. If you're looking for a day that is blocked, you can inquiry if it's available, see below for more details.

Guest suite in Smithsburg

The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.

4.98 out of 5 average rating, 295 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Guest suite in Hagerstown

A view from the covered porch showcases an American flag gently waving, framed by vibrant fall foliage. The porch railing and lush greenery provide a welcoming atmosphere, while colorful trees line the edge of the property, highlighting the peaceful, rural setting.

4.96 out of 5 average rating, 77 reviews

Clover Cove

Simple, peaceful, private, & central location. Rural feel relaxing on the back porch; or venture out just minutes to I81 & I70, C&O Canal, Antietam Battlefield NP, Appalachian Trail, Hiking, Wineries, Biking, Festivals, Potomac Rivr, & Meritus Hospital. We reside in a separate area of home. We offer privacy & safety for our guests. Private entrance, bedroom, bathroom, den, kitchenette, driveway parking. Expect to cross paths with our family & dog on the shared back porch/yard.

4.84 out of 5 average rating, 235 reviews

A well-arranged living area features a comfortable dark sofa with decorative pillows. A wooden coffee table holds various items, including hand soap and informational cards. A television is mounted above a tasteful electric fireplace, while dining space is visible through an adjacent doorway.

Townhouse in Hagerstown

Darling Duplex

*NO cleaning fees in 2025!* Hands down BEST Value in Hagerstown and Surrounding areas Perks include: •Pet friendly •Entire private home •Central HVAC (dual units) •Walk-in shower •Fenced-in backyard •Full size washer and dryer (with essentials!) •Dishwasher/Garbage disposal •Piano •Multiple bathrooms and beds • and so much more! Comfy 100 year old duplex minutes away from downtown. Remodeled kitchen and posh upstairs bath. A short walk to the beautiful Hagerstown city park.

4.79 out of 5 average rating, 39 reviews

Apartment in Hagerstown

Hidden Sanctuary (Hagerstown, MD)

The Hidden Sanctuary – Your Cozy Retreat in Hagerstown, MD. Discover the perfect escape located in Hagerstown's peaceful North End. Just 1.5 miles from downtown and a quick 0.25 miles off Interstate 81. This newly renovated spacious 2-bedroom apartment comfortably accommodates up to 6 guests. Whether you're traveling with family, friends, or on a work trip, you'll find comfort, convenience, and relaxation here. Book your stay today and enjoy a peaceful home away from home!

Guest suite in Hagerstown

The entrance features a welcoming porch area surrounded by colorful potted plants and flowers. A wooden rocking chair sits on the deck, complemented by a textured area rug. Double doors with grid-patterned glass provide access to the suite, framed by lush greenery.

5 out of 5 average rating, 483 reviews

Oak Hill Private Suite Historic North End

A recently renovated private suite only 1.5 miles from town center. Welcoming ‘walking’ neighborhood of architecturally diverse homes inspired by the Garden City Movement of early 20th C. Near both Interstate 81 and 70, Museum of Fine Arts, Whitetail Ski Resort, New Baseball Stadium, Antietam, Gettysburg, Frederick, C&O bike trail, wineries, outlets. Guests enjoy stays for tourism, conferences, trainings, the MD Int’l Film Festival, JFK 50, family visits and artist retreats.

5 out of 5 average rating, 3 reviews

Apartment in Hagerstown

Your Cozy, Commuter-Friendly 1BR

Step into comfort in this modern, newly renovated 1BR apartment, perfect for all professionals. Nestled in the heart of Hagerstown, you're just minutes from local attractions, hospitals, and major freeways. Unwind in the spacious living area with a cozy sofa, smart TV, and high-speed Wi-Fi. Cook with ease in the fully equipped kitchen, and rest easy in a serene bedroom with a premium bed. Whether you're here for work or a getaway, this space feels like home.

4.95 out of 5 average rating, 366 reviews

A scenic view of the property showcases a spacious driveway leading to the charming private efficiency apartment above the garage. Lush greenery, vibrant trees, and landscaped gardens flank the path, contributing to the peaceful ambiance of the secluded surroundings.

Loft in Frederick

Cozy Pine Tree Nest

This is a private, upstairs efficiency apartment over garage with stunning space features luxury laminate plank flooring, split unit a/c and heat, cherry wood beams harvested from the property, a full bathroom with tile/stone shower, pine ceilings, recessed lighting and a large deck to watch the amazing sun rises. Within minutes from Gambrill State Park, the Appalachian trail, restaurants, shopping, and downtown!

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

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A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Hagerstown vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Hagerstown

Private room in Frederick

A private room features a Twin XL bed with a patterned comforter. A ceiling fan is present, and natural light filters through a window covered with light curtains. A small table holds a microwave, a mini fridge, and a vase with flowers. A portable table for laptop use is also visible.

4.92 out of 5 average rating, 119 reviews

Room #2 with shared bathroom

A welcoming living room features a fireplace flanked by artwork and vibrant curtains. Comfortable seating areas are provided by two armchairs and a sofa adorned with fluffy throws. A glass coffee table sits at the center, complemented by decorative plants and various artistic accents around the room.

4.96 out of 5 average rating, 50 reviews

Serenity and Comfort

Private room in Shepherdstown

4.98 out of 5 average rating, 80 reviews

Little Big Sky! A cozy bedroom in the country!

4.9 out of 5 average rating, 31 reviews

RestCottage, LLC, #3.

Private room in Williamsport

5 out of 5 average rating, 57 reviews

The Shady Sycamore Farm: Near the C&O Canal

4.85 out of 5 average rating, 136 reviews

Private room in Monrovia

Quilt Room

5 out of 5 average rating, 3 reviews

Comfy Room in Quiet Home.