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Vacation rentals in Hagerstown

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Quick stats about vacation rentals in Hagerstown

  • Total vacation rentals

    Explore 90 vacation rentals in Hagerstown

  • Nightly prices starting at

    Hagerstown vacation rentals start at €35 per night before taxes and fees

  • Verified guest reviews

    Over 3,490 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Hagerstown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hagerstown rentals

  • 4.6 Average rating

    Hagerstown stays receive an average rating of 4.6 out of 5 from guests

Top-rated vacation rentals in Hagerstown

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

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Top guest favorite
Home in Greencastle

Country 2-Bed/2-Bath Barndominium-Dogs Welcome

Pets Welcome - Dogs Only. Rural agricultural setting but convenient to towns, golfing, Whitetail Ski Resort and civil war historical sites. Two bedrooms with queen beds w/linens, two full baths, full kitchen living room area, desk and outdoor firepit and chairs (firewood for additional fee). Queen pull-out sofa bed. Wi-Fi and HDTV. Paved drive/parking area. Short drive to I-81 and I-70 20 mins to Hagerstown 15 mins to Chambersburg 20 mins to Whitetail Ski Resort 1.5 hrs to Baltimore/Washington

FamilyLocationCondition

4.98 out of 5 average rating, 448 reviews
Top guest favorite
The cabin features an A-frame structure with a gray exterior and a vibrant red door. Surrounding trees shed their leaves, and a serene river can be seen in the background. The entrance is framed by steps leading up to the porch, adding charm to the setting.
Cabin in Falling Waters

Mike’s Cabin on the Potomac!

WELCOME TO MIKE’S CABIN ON THE POTOMAC!! Enjoy the serenity of this cabin. Off the beaten path with much to offer; fishing, kayaking, and floating in the river. Relax on the large deck, and eat at a large table on the covered patio. Grilling out or building a fire in the fire pit, you will absolutely love the time spent here. Ideal space for working remotely, with fantastic views for your background. Restaurants and groceries nearby. Close to I-70 and I-81, about 1.5 hrs from DC and Baltimore.

ValueLocationBathroom

4.85 out of 5 average rating, 145 reviews
Top guest favorite
A covered patio area is presented with a picnic table and a decorative rug. Lush flower beds filled with vibrant blooms line the space, adding color and charm. A small wooden chair enhances the inviting outdoor setting.
Apartment in Hagerstown

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5

My mother said over and over again, “The most beautiful place in Washington County “. Start your day with a brisk walk on a nearly 1 mile path that surrounds the perimeter of this beautiful farmland property. Enjoy your morning coffee as you listen to the birds. Relax in a rocking chair on the gazebo as you watch the sun go down behind the mountains. Less than 10 min from I 70 and I 81 and 20 min from Whitetail Ski. Don't expect everything brand new, but expect everything to be neat and clean.

LocationValueComfort

4.99 out of 5 average rating, 184 reviews
Top guest favorite
Apartment in Falling Waters

Near I-81, but private! Laundry! No fees!

Welcome to your peaceful retreat! This spacious and clean apartment features a fully equipped kitchen, dual shower heads, a cozy living area, and a washer/dryer for your convenience. Ideal for travelers seeking a quiet getaway or a stopover along I-81, our home is close to Antietam Battlefield, Hagerstown Shopping Outlets, C&O Canal, Tomahawk MotoX, Greenbrier State Park, Shepherdstown, and Harper's Ferry. Enjoy a comfortable stay with thoughtful amenities designed to make you feel at home!

LocationValueLong stay

4.95 out of 5 average rating, 244 reviews
Guest favorite
Home in Waynesboro

Beautiful 5 star Mansion, Pool, Home Theater

Nestled on 3 beautifully landscaped acres, this 7-bedroom, 5.5-bath mansion offers the utmost privacy and modern comfort, sleeping up to 32 guests. With over 5,000sf of space, +2500sf enjoy one or two full kitchens (depending on group size, additional charge applies) home theater with Bose surround sound, and a lush backyard with a swimming pool, gazebo, and scenic pond. Additional amenities include an indoor pool table, outdoor dining area with a propane gas grill, and dedicated workspace.

LocationFamilyCheck-in

4.85 out of 5 average rating, 193 reviews
Top guest favorite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

LocationValueQuiet

4.97 out of 5 average rating, 455 reviews
Top guest favorite
A spacious bed is dressed in a textured white quilt, accented with dark brown pillows. A lamp softly illuminates the space next to the bed, and a piece of art featuring hands is displayed on the wall, adding a touch of elegance.
Guest suite in Hagerstown

Clover Cove

Simple, peaceful, private, & central location. Relax on the back porch, snooze on the hammock, or venture out - just minutes to I81 & I70, C&O Canal, Antietam Battlefield NP, Appalachian Trail, Hiking, Wineries, Biking, Festivals, Potomac Rivr, & Meritus Hospital. We reside in a separate area of home. We offer privacy & safety for our guests. Private entrance, bedroom, bathroom, den, kitchenette, driveway parking. Expect to cross paths with our family & dog on the shared back porch/yard.

FamilyValueAccess

4.96 out of 5 average rating, 119 reviews
Top guest favorite
The exterior of the historic colonial house is depicted, showcasing a light stone facade complemented by a slanted metal roof. A spacious front porch with a wooden railing is visible, surrounded by a well-maintained garden featuring various plants. Two doors lead into the home.
Cottage in Hagerstown

Unique historic home - Springhouse 1803

If you are looking for a unique place to stay, come visit us at Springhouse 1803. Yes, there really is a spring under the house. After sitting empty for 20+ years, the house has been restored to be lived in again and it has maintained much of its colonial charm. The house has all the amenities you need for a comfortable stay. NOT A PARTY HOUSE, OWNER IS ON SITE in separate house. If you're looking for a day that is blocked, you can inquiry if it's available, see below for more details.

FamilyValueWifi

4.96 out of 5 average rating, 470 reviews
Guest favorite
An expansive open-concept living area is highlighted by large windows, providing ample natural light and panoramic views of the surroundings. Comfortable seating areas are arranged around a central coffee table, while a cozy stone fireplace serves as a focal point against a feature wall.
Home in Smithsburg

The Great Escape Lodge ~ Exquisite Mountain Views

The Great Escape Lodge is a soaring A-frame offering luxury accommodations. Owner designed and custom built in 2022, this luxury getaway is nestled in the stunning Catoctin Mountains with views parallel to those seen on Paramount's hit series Yellowstone. This exquisite residence offers outstanding interior and exterior custom touches and amenities. From the open concept great room to the massive deck with rockers and hot tub, there are endless opportunities to enjoy the scenic views.

FamilyValueGetting around

4.96 out of 5 average rating, 231 reviews
Top guest favorite
The exterior of the guesthouse is showcased, featuring a deck with outdoor seating and an umbrella. Tall windows allow for natural light, complementing the green siding. Lush landscaping surrounds the house, creating a natural, inviting setting.
Guesthouse in Smithsburg

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's Guesthouse is the perfect get-away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

FamilyValueParking

4.97 out of 5 average rating, 866 reviews
Top guest favorite
The entrance features a welcoming porch area surrounded by colorful potted plants and flowers. A wooden rocking chair sits on the deck, complemented by a textured area rug. Double doors with grid-patterned glass provide access to the suite, framed by lush greenery.
Guest suite in Hagerstown

Oak Hill Private Suite Historic North End

A recently renovated private suite only 1.5 miles from town center. Welcoming ‘walking’ neighborhood of architecturally diverse homes inspired by the Garden City Movement of early 20th C. Near both Interstate 81 and 70, Museum of Fine Arts, Whitetail Ski Resort, New Baseball Stadium, Antietam, Gettysburg, Frederick, C&O bike trail, wineries, outlets. Guests enjoy stays for tourism, conferences, trainings, the MD Int’l Film Festival, JFK 50, family visits and artist retreats.

ValueFamilyParks

5.0 out of 5 average rating, 544 reviews
Top guest favorite
A single-story home is displayed with a welcoming entrance featuring a red door. The property is surrounded by well-maintained landscaping on a gently sloped lawn, with a ramp providing wheelchair accessibility. Large windows allow natural light, highlighting the home's inviting exterior.
Home in Martinsburg

So cozy

Relax with the whole family at this peaceful place to stay. It’s comfy and cozy. Fully equipped kitchen with all the amenities you need. Keurig coffee pot, air-fryer, toaster, microwave, blender and more! Private entrance and rooms that are wheelchair accessible. Private community on a quiet dead end road with little to no traffic. Relaxing back deck with gazebo, comfortable outdoor furniture, smoker and grill. Close to interstate, grocery stores, restaurants and more.

ValueLocationHospitality

5.0 out of 5 average rating, 101 reviews

Popular amenities for Hagerstown vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Hagerstown's top sights

Hagerstown Premium Outlets

76 locals recommend

The Maryland Theatre

36 locals recommend

Washington County Museum of Fine Arts

29 locals recommend

Valley Mall

30 locals recommend

Hagerstown City Park

23 locals recommend

Pennsylvania Dutch Market

12 locals recommend

Pet-friendly vacation rentals in Hagerstown

Top guest favorite
A gravel area features several rustic wooden chairs arranged around a stone fire pit, with a gentle fire burning. Soft string lights illuminate the space, enhancing the cozy atmosphere. The exterior of the cabin is visible in the background, surrounded by trees.
Cabin in Hedgesville

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

LocationValueSleep quality

4.95 out of 5 average rating, 192 reviews
Top guest favorite
Guesthouse in Frederick

The Landing in the Woods | Near Downtown Frederick

LocationFamilyHiking

4.96 out of 5 average rating, 109 reviews
Top guest favorite
A modern kitchen features sleek cabinetry and a stainless steel stove. A vibrant green wall with an illuminated neon artwork adds a pop of color. A dining table with metal chairs is positioned against the wall, creating a stylish yet functional space.
Home in Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown!

LocationValueAccess

4.94 out of 5 average rating, 785 reviews
Top guest favorite
A cozy living area is featured, showcasing a wooden entertainment unit with a television. A green armchair and a dark gray sofa are positioned for comfort. Natural light filters through the window, highlighting the light wood flooring and decorative accents.
Condo in Chambersburg

One-bedroom apartment with separate entrance.

LocationFamilyIndoor spaces

4.97 out of 5 average rating, 618 reviews
Guest favorite
An A-frame cabin surrounded by lush greenery features two expansive decks. The front deck includes seating and a decorative railing, inviting relaxation while enjoying the natural setting. Floor-to-ceiling windows allow for ample natural light, enhancing the connection with the surroundings.
Cabin in Hedgesville

Unique Gem: Cozy A frame cabin in the woods

FamilyLocationBathroom

4.89 out of 5 average rating, 223 reviews
Top guest favorite
A serene outdoor space is presented with four Adirondack chairs arranged in a circular setting around a firepit, surrounded by gravel and bordered by stones. Soft string lights create a welcoming ambiance while the cabin is nestled among lush trees in the background.
Cabin in Hedgesville

Acorn Acre luxury 3-bed A-frame cabin in the woods

ValueFamilyWifi

4.97 out of 5 average rating, 215 reviews
Guest favorite
Home in Bath (Berkeley Springs)

Sleepy Creek -hot tub, pets, grill, fire pit, wifi

ValueFamilyLong stay

4.95 out of 5 average rating, 155 reviews
Top guest favorite
A well-lit deck hosts a modern soaking tub, surrounded by forest views. Steps lead down from the deck, which is adorned with warm lighting that highlights the natural wood. The evening sky offers soft hues as the sun sets beyond the trees.
Home in Harpers Ferry

Gorgeous cabin on Blue Ridge

FamilyLocationGetting around

4.97 out of 5 average rating, 136 reviews

Other great vacation rentals in Hagerstown

Top guest favorite
Place to stay in Shippensburg

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

ValueFamilyCheckout

5.0 out of 5 average rating, 490 reviews
Top guest favorite
A charming log cabin features a spacious front porch with rocking chairs, surrounded by trees and blooming flowers. The roof shows aged metal, and windows are adorned with shutters, inviting natural light into the home. A landscaped garden area is visible in the foreground.
Home in Sharpsburg

Charming Historic Canal House C&O Potomac Antietam

LocationFamilyCheckout

4.97 out of 5 average rating, 159 reviews
Top guest favorite
Two hanging egg swings are positioned in a cozy screened-in porch, featuring soft cushions for comfort. A wooden side table rests between the swings. The backdrop includes a wooden wall adorned with hanging greenery, enhancing the serene atmosphere.
Cabin in Hedgesville

Cozy Designer Cabin with Hot Tub, Fire Pit, Grill

FamilyValueHiking

4.96 out of 5 average rating, 222 reviews
Top guest favorite
The exterior of a colonial era spring house showcases a natural stone base supporting a wooden structure. A spacious balcony with wooden railings extends from the second floor. Brightly colored hanging flower pots add a touch of greenery to the inviting façade.
Home in Blue Ridge Summit

Colonial Era Spring House

LocationValueCheck-in

4.99 out of 5 average rating, 681 reviews
Top guest favorite
The log cabin features a warm wooden exterior with a blue metal roof, nestled among trees. A screened porch allows for outdoor enjoyment while a fire pit is positioned nearby, surrounded by natural stone. The peaceful setting invites relaxation amidst the greenery.
Cabin in Myersville

Sleepy Hollow Log Cabin

LocationFamilySleep quality

4.96 out of 5 average rating, 221 reviews
Guest favorite
Home in Hagerstown

The Palmstead | Stylish 3 BR | Garage EV Charging

FamilyIndoor spacesCheckout

5.0 out of 5 average rating, 11 reviews
Top guest favorite
Cabin in Bath (Berkeley Springs)

Timber Hollow Retreat | Sauna + Forest Trail

FamilyLocationCondition

5.0 out of 5 average rating, 10 reviews
Guest favorite
An evening view of a two-story manor illuminated softly by outdoor lights. A spacious deck is visible on the upper level, supported by white columns, while the stone base and surrounding greenery contribute to the tranquil atmosphere of the setting.
Home in Falling Waters

Belvedere On The Potomac

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 18 reviews

When is the best time to visit Hagerstown?

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Frequently Asked Questions

  • What are the best places to stay in Hagerstown?

    Hagerstown has welcoming options in the downtown area, around North End, and near City Park for those interested in historic neighborhoods, arts, or green spaces. Many stays embrace the region’s classic architecture, with easy access to local shops and cafes.

  • What are the best things to do in Hagerstown with kids?

    Families often explore the Hagerstown City Park, known for its playgrounds and lake, or visit the Discovery Station for hands-on science and history exhibits. The Hagerstown Roundhouse Museum sparks interest in trains and local history.

  • What are some of the best things to do in Hagerstown?

    Explore the Washington County Museum of Fine Arts, stroll through Hagerstown City Park, or stop by the Maryland Theatre for performances. The Jonathan Hager House Museum shares the city's early history and architecture.

  • How is the weather in Hagerstown?

    Hagerstown has cold winters around 25–43°F (-4–6°C), with moderate snowfall, and warm summers reaching 67–88°F (19–31°C), often humid with regular rainfall. Spring and fall are milder, inviting layers for variable weather.

  • When is the best time to visit Hagerstown?

    Late spring and early fall are frequently suggested for comfortable temperatures and outdoor activities, while summer brings popular festivals and lush park scenery. Winters are quieter, appealing for those seeking a slower pace and local museums.

  • What are the best places to visit in Hagerstown?

    Hagerstown City Park, the Washington County Museum of Fine Arts, and the Maryland Theatre are often recommended for arts, nature, and performance. The Jonathan Hager House Museum highlights the city’s heritage.

  • What are some hiking trails in Hagerstown?

    Hagerstown has walking trails around City Park and Pangborn Park, suitable for relaxed strolls under shade trees. Those interested in longer hikes often explore scenic routes at South Mountain State Park or nearby nature preserves.

  • What are some family activities we can do in Hagerstown?

    Families frequently tour Discovery Station for interactive exhibits, relax by the lake at Hagerstown City Park, or watch a game at the local stadium. Outdoor areas and museums invite hands-on learning and play.

  • What are some of the best day trip ideas from Hagerstown?

    Explore Antietam National Battlefield’s extensive history, wander the charming streets and shops of Shepherdstown, or hike in South Mountain State Park. Several state parks and heritage sites are found in the surrounding region.

  • Are there any pet friendly accommodations available in Hagerstown?

    Many accommodations in Hagerstown welcome pets, especially in neighborhoods near parks like City Park and Pangborn Park. Local green spaces make it easy to enjoy strolls with your dog.

  • What are some local tips for visiting Hagerstown?

    Hagerstown’s farmer’s markets showcase local produce, and downtown murals highlight the area’s creative community. Visiting the arts district or attending a live performance at the Maryland Theatre adds a local touch to your stay.

  • What is Hagerstown known for?

    Hagerstown is known for its railroad heritage, vibrant arts scene, and preserved Civil War and early American history. Its creative community gathers at museums, historic sites, and frequent cultural events.

  • What are the best hidden gems to explore in Hagerstown?

    Many visitors discover the Miller House Museum for local stories, and the Hagerstown Cultural Trail, which connects art installations with city history. Downtown shops and cafes often provide unique finds beyond the main streets.

  • What are the best foods to try in Hagerstown?

    Hagerstown has traditional favorites like country ham, scrapple, and apple dumplings, often found at local diners or markets. Seasonal produce and baked goods reflect the region’s farming roots.

  • What should I bring for a trip to Hagerstown?

    Bring layers for changing weather, comfortable shoes for exploring parks and museums, and a rain jacket during spring and summer. If you plan outdoor activities, sun protection and a refillable water bottle are helpful.

  • What is the nightlife in Hagerstown like?

    Hagerstown’s nightlife centers around downtown with local pubs, live music venues, and casual bars. The Maryland Theatre frequently features performances, and some spots have open mic nights or themed events.

  • What are the most popular events or festivals in Hagerstown?

    Hagerstown frequently hosts an annual Blues Fest and holiday parades, with cultural festivals in late spring and summer. Outdoor concerts and art events at City Park and the arts district are also community highlights.

  • Are there family friendly vacation rentals in Hagerstown?

    Many vacation rentals in Hagerstown suit families, with several located near parks, museums, and kid-friendly activities. Stays around the North End or City Park neighborhoods often offer extra space and green areas.

Destinations to explore