
House vacation rentals in Hagerstown
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Quick stats about house rentals in Hagerstown

Total vacation rentals
Explore 40 vacation rentals in Hagerstown

Nightly prices starting at
Hagerstown vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Hagerstown vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hagerstown rentals
Top-rated house rentals in Hagerstown
Guests agree: these houses are highly rated for location, cleanliness, and more.

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

Cabin in the Woods - Weekday Specials!
Welcome to our log cabin! This three bedroom, two bath, all-wood home is set on five wooded acres less than a mile from the main highway. There is easy access to historic Frederick and Gettysburg. Surrounded by beautiful National and State Parks and only 20 minutes from Ski Liberty. Enjoy a relaxing time surrounded by trees or take a walk along the neighborhood orchards. Sit on the covered porch, relax by the fire-pit and eat on the back patio – or if it’s cold outside, enjoy the wood stove!

Mountain Church Cottage
Mountain Church Cottage offers a great stay in the hills of Middletown, Maryland. Activities nearby include access to the Appalachian Trail. The roads are a perfect challenge for the serious cyclist and runner, but it’s just a 15 minute drive to the flat terrain of the C&O Canal bike path. For kayakers, Potomac River access is in Harpers Ferry, West Virginia. It's just a short drive to Antietam National Battlefield. And for those who enjoy a glass, there are a number of wineries in the region.

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.

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.

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.

Gorgeous cabin on Blue Ridge
Atop the Blue Ridge close to Harper’s Ferry and Virginia wine country this airy retreat overlooks the idyllic Shenandoah. Our two-person soaking tub on a magnificent deck, huge firepit, gorgeous vintage interior, grand piano, and warm pine ceiling and floors, give you the perfect place to get away from city life for a bit. Full kitchen. Two bedrooms plus a big couch that could sleep someone else in a pinch, and a cozy little fireplace top it all off! Just steps to the Appalachian Trail.

Peaceful Pines, Luxury Cabin, Pool, Golf, EV
Peaceful Pines is a beautiful, luxurious mid-century cabin where the main objective is relaxation. Great for a girls weekend, family, work or multi-generation trips! Plenty of room to stretch out and have your own space. Go hiking, swim at the pools, go golfing, use the projector on the covered porch, curl up in front of the fire with a good book or play board games. Peaceful Pines cabin offers all of that and more. We are less than 2 hours outside of DC, but it feels like a world away.

Relax near Gettysburg ski/wineries/fire pit!
Slow down and settle into this peaceful countryside retreat! A newly renovated spacious home that offers comfort and calmness. Whether you're gathering with loved ones or simply seeking a quiet place to rest, this space is designed to help unwind. We have everything that you need! Tucked near Liberty Mountain Resort and surrounded by wineries, breweries, and scenic trails. It's a gentle escape just 11 miles from the historic charm of downtown Gettysburg.

Homestead, a serene organic farm minutes off I81.
Visit the Homestead, just a few miles off I-81 in Chambersburg. The serene landscape offers fresh air and open space. This historic home on 130 acres of farmland presents bed/bathrooms on the first and second levels and relaxing living space for all guests. Multiple work areas are equipped to offer you a desk and comfortable chair - boasting picturesque scenes. A large bright room, seating 35 attendees, is also available for hosting special events.

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.

Sunrise on the Potomac near Shepherdstown, WV
"Sunrise on the Potomac" has stunning waterfront views on 5-acres in a private community. 4 BRs + 3 BAs (sleeps 8). Great for a staycation, work-from-home alternative, or change of scenery. Recently fully renovated and better than ever! Shepherdstown is a historic and artsy college town that balances natural beauty with a quirky, bohemian culture. Explore historic sites, boutique shopping, great restaurants, and other amenities.
Popular amenities for Hagerstown house rentals
House rentals with a pool

Stoney Spring Overlook

Civil War Farm House w/Heated (seasonal) Pool

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Historic Farmhouse | Heated Plunge Pool, Billiards

The Historic Booth House at the Harpers Ferry KOA

Romantic Getaway-Heated Spa - Seasonal Pool!

Historic Peace and Plenty Farm: Pool House

COZY3500sf Private-10acres Pool-PickleBall-Hot Tub
Weekly house rentals

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

Cottage:Walkable 2 Everything-Super Clean-Downtown

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

LeLe’s Landing: Come take a Scrabble Sabbatical

Cheerful 2-bedroom home in the Boro Chambersburg

More Luxury = Gym + Entertainment + Best Location

Simply Scandi- Modern Mt Retreat

The Inwood House- easy on/off I-81
Private house rentals

Hawks Nest Hagerstown

Welcome Home: Families, pets, remote workers

Charming: The perfect setting for a memorable stay

So cozy

Belvedere On The Potomac

The Chapel House at Stonemont

Stylish Studio Retreat | Relax & Unwind

Beautiful historical town, 3 bedrooms, countryside
When is the best time to visit Hagerstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 364 | ﺩ.ﺇ 422 | ﺩ.ﺇ 397 | ﺩ.ﺇ 331 | ﺩ.ﺇ 331 | ﺩ.ﺇ 349 | ﺩ.ﺇ 286 | ﺩ.ﺇ 364 | ﺩ.ﺇ 286 | ﺩ.ﺇ 327 | ﺩ.ﺇ 364 | ﺩ.ﺇ 364 |
| 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 |
Destinations to explore
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- Liberty Mountain Resort
- Berkeley Springs State Park
- Harpers Ferry National Historical Park
- Cowans Gap State Park
- Cunningham Falls State Park
- Rock Gap State Park
- South Mountain State Park
- Caledonia State Park
- Cacapon Resort State Park
- Sky Meadows State Park
- Greenbrier State Park
- Green Ridge State Forest
- Bluemont Vineyard
- Antietam National Battlefield
- Weinberg Center for the Arts
- Dulles Town Center
- Gambrill State Park
- Old Town Winchester Walking Mall
- Big Cork Vineyards
- Whitetail Resort
- Catoctin Mountain Park
- Museum of the Shenandoah Valley
- Stone Tower Winery
- Glenstone





