
House holiday rentals in Hagerstown
Find and book unique houses on Airbnb
Quick stats about house rentals in Hagerstown

Total holiday rentals
Explore 40 holiday rentals in Hagerstown

Nightly prices starting at
Hagerstown holiday rentals start at $51 SGD per night before taxes and fees

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

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Hagerstown holiday rentals include wifi 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.

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.
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Peaceful Waterfall House is waiting for you.
A hidden West Virginia treasure. This one of a kind location--once a grist mill--lowers the pulse rate as soon as you drive through the gate. Spacious and relaxing--full of rural wonder--a perfect place to getaway, to meditate, to write, to relax. Enchanting two-bedroom with lovely renovations. Plenty of areas inside and out to sit and enjoy your surroundings or to walk and explore. (Bring your creek shoes!) Also, just four and a half miles from beautiful and historic downtown Berkeley Springs.
FamilyLocationLong stay

Country 2-Bed/2-Bath Barndominium w/Beautiful View
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. Pets welcome-Dogs Only. 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
LocationFamilyPets

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.
ValueLocationAccuracy

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres
Welcome to Everlong, our peaceful retreat on 2 acres of wooded serenity! Everlong features contemporary design and all the modern amenities for a comfortable stay, including lightning fast gig-speed internet and an exciting game room. With breathtaking views of Cacapon Mountain, this is the ideal stay whether you are looking to escape and recharge or "work from home" in refreshing surroundings. Everlong is perfectly located just minutes to historic Berkeley Springs and Cacapon State Park.
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Our Shangri La
Take it easy at this unique and tranquil getaway. Our Shangri La is located above Prospect Overlook. National Geographic Magazine rated Prospect Overlook as one of the five best in the East. Views include three states: Pennsylvania, Maryland and West Virginia; and two rivers, the Potomac and Cacapon. Our Shangri La is 3 miles from the town of quaint town of Berkeley Springs, 9 miles from the picturesque Cacapon State Park and Cacapon Resort and golf (Robert Trent Jones masterpiece).
LocationFamilyOutdoor spaces

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.
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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.
FamilyLocationQuiet

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.
FamilyLocationHospitality

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!
FamilyLocationQuiet

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.
FamilyLocationSleep quality

Crestview Cottage
🛏️ Sleeps 6 | 🛁 1 bathroom | Peaceful Escape Scenic retreat in the countryside. Perfect for a weekend stay, quality family time, or just passing through. Our space is designed to feel warm and comfortable the moment you walk in. Enjoy cozy nights by the fire under the stars. 🌄Scenic country views & sunsets 🔥fire pit for s'mores & stories 📍Near Buchanan State Forest & Abandoned Turnpike Trail 🌲Peaceful, country setting
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Popular amenities for house rentals in Hagerstown
House rentals with a pool

Stoney Spring Overlook
FamilyValueComfort

The Historic Booth House at the Harpers Ferry KOA
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Historic Farmhouse | Heated Plunge Pool, Billiards
LocationValueAccuracy

Civil War Farm House w/Heated (seasonal) Pool
FamilyLocationTV

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool
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An Escape Bordering National Park land 1 mi to C&O
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Historic Peace and Plenty Farm: Pool House
ValueFamilyOutdoor spaces

Mushroom Treehouse Woods Retreat (2br/1.5ba)
LocationFamilyOutdoor spaces
Weekly house rentals

The Chapel House at Stonemont
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Willow’s View
LocationFamilyQuiet

+ the Lodge+ @CPP -View- Hot Tub- Dog Friendly
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So cozy
ValueLocationLong stay

Round Mountn Top House! Prof. Cleaned w EV-chrger
FamilyLocationEV charging

Cheerful 2-bedroom home in the Boro Chambersburg
ValueLocationNearby

Cozy Cottage
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Hawks Nest Hagerstown
FamilyLocationTV
Private house rentals

Architectural Mountaintop Retreat | Shenandoah
FamilyLocationHospitality

ABC Plus residency A small House
LocationFamilyShared spaces

1900 Newton School-house
LocationFamilyAccess

Nice and modern decor, 4BR 3BA, remodeled
ValueLocationSleep quality

Stylish Studio Retreat | Relax & Unwind
FamilyLocationParking

Beautiful historical town, 3 bedrooms, countryside
ValueLocationCondition

Belvedere On The Potomac
FamilyLocationAccess

Spacious & Private 4BR Retreat - A Unique Getaway
FamilyValueAccess
When is the best time to visit Hagerstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 SGD | $147 SGD | $138 SGD | $115 SGD | $115 SGD | $122 SGD | $100 SGD | $127 SGD | $100 SGD | $114 SGD | $127 SGD | $127 SGD |
| 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
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Virginia Beach Holiday rentals
- Raleigh Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Liberty Mountain Resort
- Stone Tower Winery
- Berkeley Springs State Park
- Harpers Ferry National Historical Park
- Cunningham Falls State Park
- Cowans Gap State Park
- Rock Gap State Park
- Cacapon Resort State Park
- South Mountain State Park
- Caledonia State Park
- Whitetail Resort
- Greenbrier State Park
- Sky Meadows State Park
- Hollywood Casino At Charles Town Races
- Green Ridge State Forest
- Bluemont Vineyard
- Antietam National Battlefield
- Weinberg Center for the Arts
- Gambrill State Park
- Dulles Town Center
- Big Cork Vineyards
- Old Town Winchester Walking Mall
- Catoctin Mountain Park
- Museum of the Shenandoah Valley





