Photo by Penni Lowry

Search Vacation Homes in Hagerstown

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Compare 31 Vacation Homes in Hagerstown with updated reviews, rates, and availability.

"Beautiful and clean property. Peaceful. "

House, Multiple Beds (Creekview Cabin - A Perfect Escape) | Outdoor spa tub

House, 2 Queen Beds (Castle View - A rancher with a view!) | Private kitchen | Fridge, microwave, oven, dishwasher

"Great location! Easily walked to the towns main attractions, shopping and coffee shop. Parking was a bit confusing with the snow piles. House was clean with strong retro vibes. Basement game room had a lot of broken items which was disappointing but overall met our weekend needs."

House, 2 Queen Beds (Treetop Cabin) | Private kitchen | Fridge, dishwasher, spices, freezer

"The property had everything needed. Heat and air, washer dryer, dishwasher. The absolute most awesome thing is the view. This property actually has three porches. A sunroom with TV and seating, a screened-in porch which is lovely and has a table and chairs for dining, and the back porch/deck walkway. It has seating and a grill. The view from every window in the house is amazing! The house feels remote yet there are neighbors if there was an emergency. My only caution is when pulling into the...

House, Multiple Beds (Woods Song - Natures Promise) | View from property

House, 2 Queen Beds, Mountain View (Mountain View Hideaway- A Fun Time Aw) | 3 bedrooms, internet, bed sheets

"They went above and beyond on everything. "

House, Multiple Beds (Cacapon Connected - Workplace Retreat) | Exterior

"Absolutely loved this property! The house was in a wonderful location and with easy access to the beach and downtown areas. It was very clean and stocked with all the essentials. It was great and safe for our small service animal. Can’t wait to rent again! "