
Holiday houses in Hagerstown
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Top-rated holiday rentals in Hagerstown
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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.

The Eagles Nest, two bedroom retreat.
Peaceful, centrally-located historic 1892 Queen Anne Victorian home. The Eagle's Nest has private entrance, off street parking, 2 bedrooms, furnished suite on the 2nd floor overlooking White River. Walk 0.6 miles to downtown Muncie, less than 2 miles to Ball State Univ. and 2 blocks to the Bob Ross Experience (Minnetrista). Nearby eatery and brewery options. Just 29 steps to 62-mile Cardinal Greenway, longest trail in Indiana. Might see an eagle hunting along the river too. You will love it!

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.

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!

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.

"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.

Cute 3BR 1-level MidCentury, near Earlham-IUE-Reid
This updated 3-bedroom Mid-Century home is pet-free, non-smoking and open to guests age 13 and older. It is 3 blocks north of Earlham College, 3.7 miles from Reid Hospital-IU East and 2.5 miles from the Wayne County Fairgrounds. Built in 1958, it sleeps up to 5. It has a gas fireplace, deep soaking tub, laundry facilities and one-level interior. Across the street are a wooded park with rentable shelters, playground and basketball court.

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
Other great holiday rentals in Hagerstown

Speakeasy Loft, IUE Earlham, Reid, Swing set!

Wilderness Creek Farm Tiny House

The Cabin

Lavender and Sage Air BnB

Simple Sanctuary get away

Small Victorian Cottage at Earlham

Summit Lake Guest House

Little Longhorn Lodge
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