Family-friendly 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.

The River Bend Retreat ~ C&O Canal ~ Antietam

Welcome to The River Bend Retreat at Taylor's Landing: a relaxing get-away along the C&O Canal Towpath and the Potomac River. Whether you're in the area to enjoy the river and the towpath, soak up some history at Antietam National Battlefield, or explore the quaint nearby towns and attractions, we look forward to hosting your stay! The RBR's 2 bedrooms and 1 bathroom can accommodate up to 4 guests. Visit us online for even more details, information, and local recommendations. See you soon!

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.

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.

Cedarhill Cottage

Nestled in Franklin County, this quaint A-frame cottage is a perfect destination. If you are looking for a place to get away and defrag from your busy life, this newly remodeled A-frame cottage offers all the comforts of home in a quiet area that has been described as refreshing and renewing. Surrounded by views and the sounds of nature and within minutes of local shopping and dining - you’ll quickly see why our guests become family. Sit by the fire pit and make some s'mores!

Horizon Hill-Log Cabin w/Hot Tub & Views!

Horizon Hill is a beautiful log home in Berkeley Springs, WV. Less than 2 hours from DC & Baltimore. Great for couples, families, and groups. Large three level deck with hot tub to enjoy the amazing mountain views. Warm up to next to the fire place at night. Nicely decorated and equipped with super fast Starlink Wi-Fi, Netflix, Amazon Prime & fully stocked kitchen for cooking. Only 2 minutes to Cacapon State Park and 15 minutes (easy drive) to Berkeley Springs. Dogs welcome!

Safe, cozy oasis with private living & bath.

Wonderfully comfortable basement apartment. We are less than a mile from Winchester Medical Center.... ideal for traveling doctors/nurses. Close to other area attractions. You will have your own living room, bathroom and bedroom. Private entrance. Digital lock. You will get instructions prior to check in. You will be in the basement however it has natural light in the bedroom. There may be some noise from upstairs, but it is generally quiet.

Emma's Stone Cottage

Relax and unwind in the privacy of this wonderful stone cottage, which sits on 15 acres. In addition, it is located only 2.5 miles from I-81 and approx 10 miles from Winchester Medical Center, Old Town Winchester, Shenandoah University and much more. Our cottage has everything you need for a peaceful and enjoyable stay including full kitchen, central air, water softener, HD smart televisions, Wifi, outdoor firepit and more.

Fern Haven - Waterfront Chalet w/ WiFi & Hot tub!

Fern Haven is large waterfront home with space for the entire family! This home boasts 3 bedrooms and 3 baths with plenty of space outside for additional friends and family. Enjoy the sound of the river as you relax on the deck! Just 2 hours from DC, Baltimore and 2.5 hours from Philly and PBH. Bring your fishing poles, canoes, kayaks, or water wings and come enjoy this beautiful piece of West Virginia!