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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

4.97 out of 5 average rating, 435 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

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

4.96 out of 5 average rating, 216 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.

4.99 out of 5 average rating, 181 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

The Canal House at Taylors Landing. We are in the countryside, bordering the Chesapeake & Ohio Canal Historic National Park, 2 miles from the Civil War's Antietam Battlefield. Our home is an original 1790 log cabin with 1857 additions, also features modern amenities, including a chef's kitchen. Multiple outdoor venues, extensive grounds and amazing views of a 4-seasons garden, the C&O Canal National Park, and the Potomac river. Enjoy a creative retreat, nature, history, adventure, romance.

4.97 out of 5 average rating, 159 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!

4.95 out of 5 average rating, 240 reviews
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.

4.98 out of 5 average rating, 448 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.

4.96 out of 5 average rating, 116 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.

4.96 out of 5 average rating, 468 reviews
Guest favorite
A well-arranged living area features a comfortable dark sofa with decorative pillows. A wooden coffee table holds various items, including hand soap and informational cards. A television is mounted above a tasteful electric fireplace, while dining space is visible through an adjacent doorway.
Townhouse in Hagerstown

Darling Duplex

*NO cleaning fees in 2026!* Hands down BEST Value in Hagerstown and Surrounding areas Perks include: •Pet friendly •Baby friendly •Entire private home •Central HVAC (dual units) •Walk-in shower •Fenced-in backyard •Full size washer and dryer (with essentials!) •Dishwasher/Garbage disposal •Piano •2 bathrooms and 6 beds • and so much more! Comfy 100 year old duplex minutes away from downtown. Remodeled kitchen and posh upstairs bath. A short walk to the beautiful Hagerstown city park.

4.87 out of 5 average rating, 304 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.

4.97 out of 5 average rating, 859 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.

5.0 out of 5 average rating, 541 reviews
Guest favorite
A spacious living area is presented with a large, light-colored couch and two matching armchairs adorned with orange cushions. A contemporary coffee table sits centrally on a textured area rug. The walls feature vibrant sports-themed artwork, including a basketball graphic and a vintage-style sign.
Townhouse in Hagerstown

GreatRoom LARGE screen TV, ATARI Video near HWY 81

Looking for a place to work or play? Then Home Sweet Home is where you’ll want to hang your hat! Our SPACIOUS town home is perfect for the contractor, nurse, or maybe you just need a place to hang out and play while visiting family! With so many tournaments and sports in the area, it's helpful to know we are 2 miles from Fairgrounds Park, the Ice Rink, and downtown, and 2.4 mls from City Park! Very close but far enough from city center to enjoy peace and quiet.

4.93 out of 5 average rating, 103 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
The entrance to The Crooked Cottage is framed by wooden planks and surrounded by greenery. Two windows offer glimpses into the inviting interior, while a gravel pathway leads up to the door, playfully adorned with a sign featuring the name of the cottage.
Home in Myersville

The Crooked Cottage: a Cozy, Curated Escape

4.98 out of 5 average rating, 316 reviews
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

4.95 out of 5 average rating, 188 reviews
Top guest favorite
Guest suite in Shepherdstown

Historic Scrabble, Shepherdstown

4.96 out of 5 average rating, 759 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

4.89 out of 5 average rating, 220 reviews
Top guest favorite
A cozy living area features a gray sectional sofa adorned with two white pillows. Natural light filters through the large windows, highlighting a round orange pouf and two side tables with lamps. Wooden beams are visible on the ceiling, enhancing the cottage’s rustic charm.
Home in Middletown

Mountain Church Cottage

4.95 out of 5 average rating, 155 reviews
Top guest favorite
The log cabin features a spacious covered porch surrounded by trees. The wooden structure blends into the natural setting, while large windows invite natural light. The front yard is landscaped with shrubs, providing a warm and inviting entrance.
Home in Thurmont

Cabin in the Woods - Weekday Specials!

4.87 out of 5 average rating, 635 reviews
Top guest favorite
Guesthouse in Frederick

Private Woodland Retreat | Near Downtown Frederick

4.96 out of 5 average rating, 100 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.

4.97 out of 5 average rating, 611 reviews

Other great vacation rentals in Hagerstown

Top guest favorite
The cabin features a striking A-frame design with wooden accents and a stone chimney. Expansive glass windows enhance natural light and provide views of the surrounding forest. A spacious wrap-around porch is supported by sturdy wooden columns, inviting outdoor relaxation.
Chalet in Boonsboro

Mountain Myst

4.94 out of 5 average rating, 617 reviews
Top guest favorite
The exterior of a two-story cottage is presented, featuring a blend of dark green siding and stone accents. Large windows are illuminated, highlighting a welcoming entrance. Surrounding trees are bare, indicating the season, while a spacious yard of grass and earth is visible in the foreground.
Cottage in Shepherdstown

NEW * The Getaway Cottage at Rocky Marsh Farm

4.97 out of 5 average rating, 224 reviews
Guest favorite
Home in Hagerstown

The Palmstead | Stylish 3 BR | Garage EV Charging

5.0 out of 5 average rating, 11 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!

4.84 out of 5 average rating, 140 reviews
Superhost
Home in Hagerstown

Cozy / Family-Friendly modern home

5.0 out of 5 average rating, 7 reviews
Guest favorite
A spacious living area is visible, featuring a light-colored sofa adorned with decorative pillows. Two lamps are positioned on side tables, adding soft illumination. An indoor plant is prominently displayed near a decorative rug, while abstract wall art enhances the aesthetic of the room.
Home in Hagerstown

Charming: The perfect setting for a memorable stay

4.93 out of 5 average rating, 59 reviews
Top guest favorite
The exterior view of a single-level home features a covered porch area with two rocking chairs and potted plants. A picnic table is positioned nearby, and a door with a window adds to the welcoming entrance. The driveway is paved, providing access to the property.
Home in Hagerstown

Hawks Nest Hagerstown

4.98 out of 5 average rating, 40 reviews
Top guest favorite
An open living area combines a cozy seating arrangement with a large couch, a round table, and a rectangular dining table. A fireplace adds a focal point, while a large TV is mounted on the wall. Natural light enters through multiple windows, enhancing the space.
Home in Hagerstown

Welcome Home: Families, pets, remote workers

5.0 out of 5 average rating, 51 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