Vacation rentals in Hagerstown

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Top-rated vacation rentals in Hagerstown

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

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Guest favorite
Guest suite in Sharpsburg
4.94 out of 5 average rating, 290 reviews

Guest Apartment by C & O Canal and Battlefield

Private entrance.Luxurious, modern comfort with KING & QUEEN sized super comfy beds.Newly remodeled. 3min to center of Sharpsburg in quiet country setting, w/1200 square ft. of space that’s all one level inside. Bright & modern basement apartment with private entrance. Firepit and beautiful outdoor seating. Lots of large windows and natural light. Fully equipped kitchen, 2 BR, 1 BA. It’s on the ground floor and Host lives on top, main floor. Shepherdstown 7 mi. C & O canal 1/3 mi. Antietam 1mi

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
4.99 out of 5 average rating, 163 reviews

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.

Top guest favorite
Treehouse in Shepherdstown
4.97 out of 5 average rating, 413 reviews

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.

Top guest favorite
Place to stay in Shippensburg
5 out of 5 average rating, 463 reviews

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures. *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

Top guest favorite
A screened-in back porch features two comfortable chairs set around a small table on brick flooring. Lush greenery is seen outside, with a hint of a red barn in the distance, providing a serene view of the surrounding yard.
Guest suite in Hagerstown
4.95 out of 5 average rating, 105 reviews

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.

Top guest favorite
A tree-lined driveway leads to a charming home, partially obscured by lush greenery. Sunlight filters through the leaves, casting gentle shadows on the well-maintained lawn. The sky is bright with fluffy clouds, contributing to a serene, inviting atmosphere.
Home in Hagerstown
4.76 out of 5 average rating, 159 reviews

Private Country Club Home

We are experienced super hosts with over 9 years of hosting. We have a charming mother-in-law suite with your own entrance in an upscale country club development. Features a beautiful large backyard, a fire pit, an outdoor deck and grill, a private living room, a kitchenette, a private bath, and a bedroom. We are just 30 minutes from White Tail Ski Resort and less than an hour to Gettysburg, Antietam Battlefield, the Appalachian Trail, and the C&O Canal. Come join us for a relaxing stay.

Top guest favorite
Cottage in Hagerstown
4.96 out of 5 average rating, 455 reviews

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.

Top guest favorite
The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.
Guest suite in Smithsburg
4.98 out of 5 average rating, 370 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Top 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
4.96 out of 5 average rating, 214 reviews

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.

Top guest favorite
Guest suite in Hagerstown
5 out of 5 average rating, 523 reviews

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.

Top guest favorite
An inviting living area showcases a yellow leather couch, positioned next to a rustic stone fireplace. A wooden beam stretches overhead, accenting the log cabin walls. Books are neatly arranged on shelves, while a patterned area rug adds texture and warmth underfoot.
Cabin in Hedgesville
4.94 out of 5 average rating, 117 reviews

Charming log cabin by Berkeley Springs (+ hot tub)

Get the most out of wild & wonderful West Virginia in this newly-renovated log cabin 20 minutes from downtown Berkeley Springs. Enjoy the wooded views from the expansive front porch, make s'mores around the stone fire pit, soak in the hot tub in the enclosed sun room, curl up with a book in front of the wood-fired stove, and get cozy in the movie theatre-like loft. You will have access to a private lake and incredible hiking trails minutes from the cabin.

Top guest favorite
Home in Sharpsburg
4.96 out of 5 average rating, 228 reviews

Steps to Winery and Battlefield – 1 Acre Retreat

Unwind at this breathtaking 1-acre hilltop retreat overlooking Antietam Battlefield and lush vineyards. Perfect for a romantic escape or family getaway, our newly remodeled home offers stunning views from the deck, cozy interiors, and easy access to Antietam Creek Vineyards—just a short walk away. Explore nearby trails, relax by the outdoor fire pit under the stars, and enjoy the peaceful setting while experiencing all the comforts of home.

Popular amenities for Hagerstown vacation rentals

When is the best time to visit Hagerstown?

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Avg. temp1°C3°C7°C13°C18°C23°C25°C24°C20°C14°C8°C3°C

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.

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 €34 per night before taxes and fees

  • Verified guest reviews

    Over 3,610 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 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

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