Vacation rentals in Hagerstown

Spacious 3 Bedroom Home - New Castle

This home is equipped with everything you need for a relaxing stay. Unwind in the living room while watching your 65” TV. Prepare a meal in the fully equipped kitchen. The home offers a King, Full, and 2 Twin size beds. All 3 bedrooms are fitted with room darkening curtains. If you need a quick start, grab a shot of espresso on the way out the door. For a slow morning, pour yourself a cup of coffee and relax on the large back deck. The fully equipped laundry area offers washer, dryer, and iron.

Artist's Retreat Guest House

The Artist's Retreat Guest House is a two-bedroom Craftsman bungalow in the Earlham College neighborhood that welcomes adults visiting our community of Richmond, Indiana. It features a living area, a fully equipped kitchen, a library filled with art books, a garden, fine antiques, and works by regional and international artists. Sorry, but no children, pets, or smoking. We keep the house allergen-free and many of the art pieces are too fragile or heavy for the safety of children and animals.

Escape the heat!

Peaceful, relaxing, private pool included in this country sanctuary setting, with all the comforts of home, and then some! Added cleaning and safety precautions taken for your piece of mind. We are pet, child, people friendly. We are pollinator, firefly, and wildlife friendly. We are a sanctuary for all. There are weeds and wildflowers. If you’re looking for heavily manicured , landscaped , chemical laden land this is NOT your place. If you are looking for a respite from the above, welcome!

Industrial & cozy 2 Bedroom atop a Historic Bldg.

Located on the 4th Floor of the Loft Highway Building in the heart of Richmond’s Historic Depot District. The Loft Highway houses such local businesses as Roscoe’s Coffee Bar & Tap Room, Lisa’s Cakes, Oblivion Cinema & Arts, Journey Yoga Studio, and The Art of Hair Salon and Metamorphosis Day Spa. Multiple other local restaurants and shops are just short walks away throughout the area. Each Guest receives 1 Free Drink from Roscoe’s (per night). Salon/Spa Booking info available upon request.

Monét Water Lily Suite • Breakfast • Antique Alley

Experience our restored historic 1888 bank in your private Water Lily Suite, inspired by Monet's series. This boutique retreat blends art, music, and mid-century modern right on Main Street, in the heart of Indiana's Antique Alley. Sleeping up to 5 guests, the spacious 700sq ft suite offers a full kitchen, living room, dining room, and bath. Wake to complimentary artisan pastries, house-made granola, and Nespresso, fresh flowers in the summer months, and a vinyl record collection.

The Cottage on Abington Pike - Earlham College

Charming private cottage (home) on the West edge of Richmond within walking distance to Earlham College. This updated Three bedroom home has one custom full bath (w/Tub) & one half bath. The kitchen has been updated and is on the lower level. Great location. Wooded private rear yard with covered patio. Cardinal Greenway, Gorge Trail all of Richmond nearby. Fast Wi-Fi. Large Living room & Game room w/Pinball & Multi-cade. Outside quiet 10:00PM. Parties not allowed. 2 Tvs.

New Hagerstown Apartment-Self Check-in. Sleeps 4+

Have fun with the whole family at this stylish place. Whether you are looking to visit family in the area or just wanting a small-town vibe to escape to, my welcoming apartment has everything you need. The unit comes with AC, Wi-Fi, Netflix, a private bathroom, and a fully stocked kitchen. Located in the heart of Hagerstown, the unit is blocks away from the local shops and restaurants on Main Street. My adorable apartment offers a deck, grill, pull-out couch, Keurig, and more!

"The Love Shack" Rustic Cabin Getaway

Cabin and/or camper spot, with 30 amp electric & hydrant water. Cabin has 1 full bed, bunk beds (max 4, bring your own linens, firm mattresses) equipped with AC/heat & mini fridge. Indiana's best keep secret - The Love Shack - nestled down a long lane in between 2 fields in rural Economy Indiana with pond & 3 acres to yourself. Started by my grandpa Tom Bond in 2000 and loved by all that visit. Follow us on social media. 2.5 miles to Cardinal greenway.

A country night under the stars!

Get away from it all when you stay under the stars. Join us for a peaceful country stay, close enough to drive to nearby shopping and dining, and far enough to hear the crickets and see the stars. Your cozy place will include a kitchenette, coffee pot, microwave & TV. The dining area inside or on the attached deck, full size bed & full bath with shower. Only 3.9 miles from Interstate 70. Should you choose to use 100-foot zipline to exercise your pet.

The Doctor's Inn, a newly renovated apartment.

You will have a great time staying in this newly renovated 2 bedroom, wheel chair accessible bathroom apartment. We have a spacious, open-concept kitchen and livingroom suitable for larger families or even hosting a small gathering or event. Located in the country 1/2 way between Indianapolis, IN and Dayton OH, you will find easy access to I 70. This apartment is pet friendly ($15/night) and is equipped with fenced yards for exercise.

Just off East Main, All New Everything!

Newly renovated home just off East Main Street (five minutes off I-70) in the heart of the Richmond shopping/restaurant strip. This home is steps away from Glen Miller Park where you can enjoy a wooded area walk/run along the paved former golf course paths, tennis courts, picnic areas, fabulous children's playground area, pond, shelters, gazebo, and more. There is also a Pizza King and beverage shop within walking distance.

Entire Home in Cambridge City

This spacious ground level home is located at the heart of antique alley in Cambridge City, Indiana. This fully remodeled home is equipped with everything you will need for a relaxing stay. Including central air, 2 bedrooms, 1 bath, full kitchen, smart television, Wi-Fi, washer/dryer, outdoor patio, and grill. The home is just a few minute walk away from the downtown shops, restaurants, and entertainment.