Holiday houses in Hagerstown

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Top-rated holiday rentals in Hagerstown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
An inviting recreational space features a classic arcade setup alongside a popcorn movie bar. A cozy seating area is arranged with a smart TV and electric fireplace. A claw soaking tub is visible, complemented by a private hot tub, promoting relaxation and fun for guests.
Home in Greensboro
4.85 out of 5 average rating, 138 reviews

Hot Tub Arcadia - Relax and Play

Designed with couples in mind, where relaxation and entertainment await! You'll enjoy the serenity of a small-town country getaway. Features: •Hot Tub •Arcade •Popcorn Movie Bar •Board Games •Claw Tub •King bed •Workspace with vanity. •Twin bunk bed •Murphy Bed for 5th guest •Fully equipped kitchen •Outdoor patio with seating for two and completely private hot tub. •Wi-Fi and smart TV •Washer/dryer Ideal for: • Couples seeking a romantic getaway • Small families looking for a relaxing vacation

Top Guest favourite
A spacious front porch features four cushioned chairs and two small tables, inviting relaxation. Lush plants and hanging flower baskets enhance the area, while the entrance includes a handrail leading to the porch. Soft, filtered light casts gentle shadows, creating a welcoming atmosphere.
Home in Richmond
4.94 out of 5 average rating, 117 reviews

Cozy 3BRw/porch kids OK, no pets, near EC-IUE-Reid

This private, spacious, two-story home was built in 1918. Past guests have loved the cozy gas fireplace and lovely front porch. It sleeps up to 6 in 3 upstairs bedrooms; with half bath on main floor, full bath upstairs. We do not allow pets. The place is kid-friendly, across from a wooded city park with rentable shelters, a playground and a basketball court. In a quiet residential area 3 blocks from Earlham College, 3.7 miles from Reid Hospital/IU East, 2.5 miles from Wayne County Fairground.

Guest favourite
A rustic cabin exterior is illuminated by string lights, highlighting the wooden porch supported by log-style posts. A gravel path leads to the entrance, surrounded by a lawn and patches of landscaped garden, with a backdrop of trees beyond the cabin.
Place to stay in Hagerstown
4.93 out of 5 average rating, 104 reviews

Cabin on 40 acres with seasonal pool and hot tub

Come enjoy our cabin on 40 acres with above ground pool open Memorial Day to Labor Day (solar cover)! Cabin has a set of bunk beds and a full size bed also. Supplied cooking appliances include a gas grill, air fryer, and instant pot. Mini fridge/freezer in cabin. Running water from spicket. New outdoor shower!Outdoor port-a potty .Also has area for fire, wood available to purchase. No linens or trash bags provided and trash must be carried out. No pets! The seasonal hot tub is up by the barn!

Top Guest favourite
An open living area is presented with high ceilings and exposed beams. A comfortable gray sofa faces a wall-mounted television, while a dining table is positioned beside a fully equipped kitchen. Large windows allow natural light to illuminate the space, enhancing the inviting atmosphere.
Condo in New Castle
4.96 out of 5 average rating, 219 reviews

Maxwell-Commons #105, New Castle IN, 2bd2bth dwntn

#105 Maxwell-Commons: downtown LOFT for business, family, pleasure - HAVEN for peace. Wild party? PLEASE go elsewhere. Nea: HC Saddle Club; Go-Karts; NC High School; Hall of Fame. Indianapolis 50min; Richmond 30min; Muncie, Anderson 20min. Bring toiletries. Coffee available. THERE ARE STAIRS. 3 or 100s of guest voiced complaint re overnight trains. I am powerless over the midwest rail-schedules. It is fair to let would-be guests know. There are 2 assigned outdoor parking-spaces.

Top Guest favourite
A comfortable living area is highlighted by a caramel-colored sofa and two armchairs with decorative cushions. A wooden coffee table sits in the center, complemented by a woven basket and plants. Art prints hang on the wall, and a large TV is mounted nearby.
Home in New Castle
4.99 out of 5 average rating, 218 reviews

Entire Home with Modern Conveniences - New Castle

This home has been equipped with everything you need for a relaxing stay. Unwind in the evening while watching your 65” TV. The updated kitchen offers plenty of space for cooking dinner.The first bedroom features a King size bed and room darkening window treatments. The second bedroom offers a designated office space w/ high speed internet and a trundle bed. To start your day well, the bonus room offers a coffee bar with Nespresso and wellness area complete with treadmill and yoga space.

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, 521 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
4.9 out of 5 average rating, 143 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!

Superhost
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, 480 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.

Guest favourite
Cabin in Economy
4.94 out of 5 average rating, 158 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, 208 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.

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
4.92 out of 5 average rating, 222 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 fully equipped kitchen is presented with stainless steel appliances, including a refrigerator and gas stove. Light-colored cabinetry complements the granite countertops. A window provides natural light, while a cozy sign labeled 'Kitchen' adds a personal touch to the space.
Home in Cambridge City
4.88 out of 5 average rating, 149 reviews

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.

Popular amenities for Hagerstown holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Wayne County
  5. Hagerstown