
Holiday houses in Hagerstown
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Top-rated holiday rentals in Hagerstown
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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

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.

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!

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.

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.

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.

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.

NEW * The Getaway Cottage at Rocky Marsh Farm
Welcome to The Getaway Cottage, a charming two-bedroom, two-bath home nestled in a peaceful country setting, located just 3.5 miles from Shepherdstown. Our location offers easy access to all the exciting activities and attractions the eastern panhandle has to offer, enjoy a short country side drive to dining, shopping, hiking trails, white water rafting and kayaking adventures. The historic town of Harpers Ferry is a short 25-minute drive away, and 15 minutes to Antietam Battlefield.

The Crooked Cottage: a Cozy, Curated Escape
You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

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.

Private Country Club Home
I am an experienced super host with eight years of hosting. I have a charming mother-in-law suite with your own entrance in an upscale country club development. Features a beautiful two acre backyard, a fire pit, outdoor deck and grill, private living room, kitchen, bath, and bedroom. We are just 20 minutes from White Tail Ski Resort and less than an hour to Gettysburg, Antietam Battlefield, the Appalachian trail, and C&O Canal. Come join us for a relaxing stay.

Boxed Inn ~ Hot Tub ~ Fire Pit
This charming, tiny home offers the perfect blend of cozy comfort and the great outdoors, all while nestled close to the Whitetail Resort. Inside is an open space bathed in natural light, where modern style meets mountain tranquility. The interior, with its thoughtfully designed features, comes with a comfortable loveseat, a smart TV, and bar seating: perfect for those intimate conversations or just catching up after a busy day on the trails.
Popular amenities for Hagerstown holiday rentals
Other great holiday rentals in Hagerstown

Romantic Mirror Cabin • Hot Tub • Fire Pit • Views

The Chapel House at Stonemont

1879 Updated Home on Frederick Street

Inn on Potomac-South

Spruce Run Cabin, a wooded retreat on the mountain

Clean and Quaint 2BDRM 1bath condo perfect Meritus

Whitetail Meadows Guest House

Cozy & relaxing private apartment
When is the best time to visit Hagerstown?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $138 AUD | $145 AUD | $145 AUD | $142 AUD | $136 AUD | $138 AUD | $136 AUD | $154 AUD | $134 AUD | $145 AUD | $165 AUD | $165 AUD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 25°C | 24°C | 20°C | 14°C | 8°C | 3°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 holiday rentals in Hagerstown

Total holiday rentals
Explore 90 holiday rentals in Hagerstown

Nightly prices starting at
Hagerstown holiday rentals start at $55 AUD per night before taxes and fees

Verified guest reviews
Over 3,610 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Hagerstown holiday 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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- Stone Tower Winery
- Berkeley Springs State Park
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- Whitetail Resort
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- Harpers Ferry National Historical Park
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- Antietam National Battlefield
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- Weinberg Center for the Arts
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- Greenbrier State Park
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