Vacation rentals in Hagerstown

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Top-rated vacation rentals in Hagerstown

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Top guest favorite

The front of the Craftsman bungalow is framed by a large tree and a colorful ornamental tree. A stone pathway leads to the entrance, surrounded by well-maintained gardens featuring various plants and shrubs. A grassy area is visible in the foreground.

Bungalow in Richmond

4.99 out of 5 average rating, 300 reviews

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.

Top guest favorite

A serene bedroom features a spacious bed with soft linens and decorative pillows. A reading chair is positioned next to large windows, allowing natural light to illuminate the room. A decorative sign and plants add subtle character to the calming atmosphere.

Guest suite in Muncie

4.97 out of 5 average rating, 362 reviews

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!

Guest favorite

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

4.95 out of 5 average rating, 199 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 favorite

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

4.92 out of 5 average rating, 544 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 favorite

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

4.96 out of 5 average rating, 484 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 favorite

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

4.94 out of 5 average rating, 150 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 favorite

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

4.95 out of 5 average rating, 140 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 favorite

The fully equipped kitchen features the original boomerang-patterned Formica countertop, a wall oven, and a full-sized refrigerator. Small appliances, including a microwave and Keurig coffeemaker, are also present. A dining table is visible in the adjacent area, contributing to the open layout.

Home in Richmond

4.98 out of 5 average rating, 114 reviews

Cute 3BR 1-level MidCentury, near Earlham-IUE-Reid

This updates 3-bedroom Mid-Century home is pet-free, non-smoking and open only 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.

Guest favorite

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, 203 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 favorite

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, 107 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.

Superhost

A living room presents hardwood flooring and neutral walls, featuring a comfortable couch with a checked throw pillow. A flat-screen television is mounted on a wall unit. A multicolored rug adds visual interest, while a ceiling fan provides air circulation. Two doors lead to adjacent rooms.

Home in Cambridge City

4.85 out of 5 average rating, 110 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.

Superhost

The pool area is surrounded by lush greenery and mature trees. A paved walkway leads to a clear, inviting pool, with a wooden pavilion nearby offering shaded outdoor seating. Potted plants add a touch of nature throughout the space, creating a serene atmosphere.

Cabin in Richmond

4.9 out of 5 average rating, 338 reviews

Cozy cabin w/ pool, hot tub, gazebo & gardens

Our original log cabin with private pool (open Memorial Day-Oct. 1), hot tub and gardens provides the perfect get away! Located on Quaker Hill right next to a retreat center, you’ll have access to trails leading to a beautiful waterfall. The Historic Downtown and Depot Districts are both just a mile away or you can visit Earlham College or explore the Antique Alley nearby.