Holiday houses in Hagerstown

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Top-rated holiday rentals in Hagerstown

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Guest favourite
A living room features a comfortable gray sofa adorned with orange and white pillows. A dark coffee table is centered, surrounded by a patterned area rug. A large TV is mounted on the wall, and two windows with room darkening curtains allow natural light to enter. A plant in the corner adds a touch of greenery.
Home in New Castle
4.96 out of 5 average rating, 203 reviews

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.

Guest favourite
An open-concept living space features a dining table set for four, with polished plates and glasses. A cozy sofa is adjacent to the fireplace, and the kitchen area includes wooden cabinetry and modern appliances. Natural light filters in through large windows, accentuating the wood paneling.
Home in Hartford City
4.92 out of 5 average rating, 213 reviews

Rustic Lake house with HOT TUB and Pool Table

Come relax in your cozy 1978 Lake House! Conveniently located between Muncie and Hartford City-16 min. from Taylor University, 24 min. from Ball State, 10 seconds from the dock! Enjoy the outdoors-Take out the kayaks, go fishing, enjoy the lake, soak up the sights in the hot tub, then end your night with a campfire! Inside-Shoot some pool on the 1800's pool table, pull out a board game with the family, or just relax in the four-season sunroom while watching the sunset. Enjoy Lake Time!

Top Guest favourite
The exterior of a two-story Techbuilt home is surrounded by lush greenery, showcasing large windows that invite natural light. A mature tree stands nearby, providing shade to the well-kept yard. The cedar siding highlights the home's mid-century architectural style.
Apartment in Richmond
4.93 out of 5 average rating, 611 reviews

Private Apartment-800sq ft Next to Earlham College

Upper level separate apartment. Short stroll to Earlham College campus, ball fields, tennis courts, stables and Athletic Center. 5 houses up from the President's house. Windows galore offer natural lighting. Quiet neighborhood. Hardwood floors give that cozy feeling. Guaranteed clean and private. Well-behaved pets welcome. Breakfast not included. Coffee, tea, microwave, toaster oven and refrigerator in apartment. Host lives in lower apartment with dog and 2 cats. Chickens in the back yard.

Top Guest favourite
Apartment in Cambridge City
5.0 out of 5 average rating, 29 reviews

Monét Garden Suite • Breakfast • Antique Alley

Experience our restored historic 1888 bank in your private Garden Suite, inspired by Monet's ‘The Garden at Argenteuil.’ This boutique retreat blends art, music, and English-country charm right on Main Street, in the heart of Indiana's Antique Alley. Sleeping up to 7 guests, the spacious suite offers a full kitchen, living room, dining room, and bath. Wake to complimentary artisan pastries, house-made granola, and Nespresso, fresh flowers in summer months, and a vinyl record collection.

Guest favourite
A spacious living room is enhanced by green walls and natural light from large windows. Comfortable seating is arranged around a rustic coffee table, with a media console displaying a television. A decorative rug adds warmth to the polished wooden floor.
Cottage in Richmond
4.95 out of 5 average rating, 534 reviews

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.

Guest favourite
A welcoming outdoor seating area is showcased with a comfortable armchair positioned next to a small wooden dining table. Potted plants add a touch of greenery, while decorative string lights overhead create a cozy ambiance. A white fence provides privacy.
Apartment in Hagerstown
4.89 out of 5 average rating, 148 reviews

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!

Guest favourite
A spacious living area is highlighted by high, open beam ceilings and exposed brick walls. Natural light fills the room through large windows adorned with soft drapes. A chandelier hangs above, while a comfortable sofa and a round coffee table create a welcoming gathering space.
Loft in Richmond
4.85 out of 5 average rating, 487 reviews

THE STARR LOFT Earlham, IUE, Reid, Relaxing Swing!

Second floor of an 1865 Tin shop, industrial building. High, open beam ceilings & exposed brick walls. Bathroom features a soaker tub plus a lux walk in shower. The kitchen features quartz counters, a large farmhouse sink, really nice appliances and thoughtful touches everywhere. The wifi is excellent. Have issues with stairs? This is not a good choice for you. If you're up for stairs and want a unique slice of history in a hip package then you will not be disappointed.

Superhost
The living room features polished wooden flooring and a natural stone fireplace framed by wooden beams. A ceiling fan is mounted above, while large windows allow for ample natural light. Comfortable seating is arranged around a coffee table, creating a cozy gathering space.
Home in Greens Fork
4.77 out of 5 average rating, 26 reviews

Woodland Retreat w/ Game Room, Fire Pit & Suite

Redbud Retreat is a beautiful house nestled in the woods in Greens Fork, IN. On the main floor there's there's a lovely living room filled with natural light, a furnished kitchen and dining area, and a half-bath and a laundry room. Upstairs is a king suite with a private bathroom, a bedroom with a queen bed and a set of single bunks, and another bedroom with a queen bed, and a set of single bunks, and another bedroom with a queen bed, and another full bathroom.

Guest favourite
A wooden walkway leads to a rustic cabin and a shed, situated near a calm pond. The structure features a covered patio with seating, surrounded by greenery. Soft pastel colors fill the sky during twilight, enhancing the serene rural setting.
Cabin in Economy
4.93 out of 5 average rating, 162 reviews

"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.

Top Guest favourite
A well-maintained exterior view of a modest structure featuring a green roof and light-colored siding. The entrance is framed by a wooden deck with a railing, accompanied by landscaped stones and decorative elements, including small sculptures and shrubs. Natural light highlights the inviting entryway.
Farm stay in Greens Fork
4.96 out of 5 average rating, 236 reviews

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.

Top Guest favourite
The living area features a spacious sectional sofa, a wooden coffee table, and two accent chairs. A television is positioned on a small stand across from the seating arrangement. Natural light enters through two windows adorned with blinds, illuminating the neutral-toned walls.
Apartment in Greens Fork
4.93 out of 5 average rating, 232 reviews

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.

Top Guest favourite
A cozy living area features comfortable armchairs and a spacious sofa arranged around a decorative area rug. A dining table is visible in the background, along with a mirror reflecting the natural light that fills the room through nearby windows.
Home in Richmond
4.99 out of 5 average rating, 131 reviews

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.

Popular amenities for Hagerstown holiday rentals