Holiday rentals in Hagerstown

The 1780 Cabin on Main

A charming cabin built circa 1780 situated right on Main Street, just steps from Pubs and Restaurants and easy walking distance to historic Mercersburg Academy. There is a separate sleeping area upstairs with a queen-size memory foam bed. The lower level features a foldout couch and air mattress for additional guests, as well as a 55" TV and a wet bar and bathroom. Visitors have universally enjoyed the cabin's cozy feel. While there is no yard available, the town is great for walking dogs.

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.

Modern 2-Bedroom Apartment/2-Bed Minutes from I-81

This thoughtfully arranged basement apartment has a private entrance for added comfort and independence. It includes 2 private bedrooms, each with closets, an adjustable-height desk, and a computer chair; 1 full bathroom with all essentials, a fully-equipped kitchenette with sink, microwave, and refrigerator, a cozy living room with a smart TV and free high-speed internet. This peaceful suburban home is just 15–30 minutes from Hagerstown, Winchester, and Frederick, and only 1h:15 min from DC.

Hawks Nest Hagerstown

Hawks Nest is a charming single level home CENTRALLY located in Hagerstown only a stones throw from Hagerstown Community College. Features include a FULL Kitchen (Refrigerator, Microwave, Stove), Primary SUITE with KING-sized bed, walk-in tile shower, and large closet. For your ENTERTAINMENT kick back on a recliner sofa and watch a favorite movie on a Smart HDTV. Surrounded by nature spot some wildlife while you sip your morning cup of coffee or tea in a rocking chair on the front porch.

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.

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.

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.

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.

The One (Hagerstown, MD)

The One – Your Peaceful Stylish getaway in Hagerstown, MD Discover the perfect escape at The One, located in Hagerstown's peaceful North End. Just 1.5 miles from downtown and a quick 0.25 miles off Interstate 81, this spacious 1-bedroom apartment comfortably accommodates up to 2-3 guests. Whether you're traveling for 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!

Private Country Club Home

I am an experienced super host with eight years of hosting. I have a charming mother-in-law suite with your own entrance in an upscale country club development. Features a beautiful two acre backyard, a fire pit, outdoor deck and grill, private living room, kitchen, bath, and bedroom. We are just 20 minutes from White Tail Ski Resort and less than an hour to Gettysburg, Antietam Battlefield, the Appalachian trail, and C&O Canal. Come join us for a relaxing stay.

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.

One-bedroom apartment with separate entrance.

Adorable one-bedroom apartment with separate entrance. Located 10 minutes from downtown Chambersburg. Whether its historical sight-seeing, culturally diverse restaurants, or local craft beer, there is plenty to see and do in this area. Built in 2021, this apartment is on the lower level of our custom built home. It also has a fully equipped gym. Pet friendly, No smoking, No parties.