Vacation 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.

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.

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

This modern basement apartment offers comfort and privacy. It has its own entrance for easy access, 2 private bedrooms, each with a closet, adjustable-height desk, computer chair, and TV—great for rest or remote work. The unit has 1 full bathroom with fresh towels and toiletries, a kitchenette with sink, microwave, refrigerator, and essentials for light cooking, plus a cozy living area with fireplace, TV, and fast internet. The whole unit has UltraTech-filtered water and is solar-powered.

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.

BackPorch Cottage of Greencastle

Come and Enjoy Back Porch Cottage of Greencastle. Spacious unit with Full Kitchen and Dining Area. Cozy sleeping nook with full size bed topped with luxurious bedding. Relax in the sitting area to watch Tv or Read a Book. And of course you can't come to BackPorch cottage without enjoying the back porch. Complete with Rocking Glider chairs and your own personal walk way to the Parking lot. Minutes from Downtown shops and restaurants, Pubs,all within walking distance from this unit.

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.

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.