
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 $56 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Hagerstown holiday 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
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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.
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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.
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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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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.
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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.
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Amazing view of the Middletown Valley
Comfortable and casual, this interior encourages group interaction and peaceful alone time. The view is one of the best on the "Boulevard", stretching all the way to Harper's Ferry. You can see all the major gaps where the battles took place during the South Mountain campaign in the Civil War. You are ten minutes from the bustling dining and shopping area of downtown Frederick and you can peacefully cook out on the deck while gazing across the valley when you return for the evening.
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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!
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Round Mountn Top House! Prof. Cleaned w EV-chrger
Professionally & meticulously cleaned between each guest. Unique roundhouse perched at 1300FT in the West Virginia Mountains! Snuggle up next to the cozy fireplace with a good book or a good friend. Enjoy a glass of wine & sweeping views of the valley below! Walk out the back door & you're less than 100 yards from the Tuscarora Trail! There are 50+ miles& 23000+ acres of hiking and biking trails to be explored in Sleepy Creek Wildlife Management Area, directly adjacent to the house
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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.
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Popular amenities for Hagerstown house rentals
House rentals with a pool

Stoney Spring Overlook
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Civil War Farm House w/Heated (seasonal) Pool
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Pool | Hot Tub | Pickleball|Game Room | Gettysburg
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4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acr
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Historic Farmhouse | Heated Plunge Pool, Billiards
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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
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COZY3500sf Private-10acres Pool-PickleBall-Hot Tub
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Weekly house rentals

Cozy Cottage
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Cozy Tiny House in Harpers Ferry Tub & River Views
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Crestview Cottage
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Our Shangri La
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Cabin in the Woods - Weekday Specials!
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+ the Lodge+ @CPP -View- Hot Tub- Dog Friendly
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Sunrise on the Potomac near Shepherdstown, WV
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Chic Chateau: A Maximalist Jewel
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Private house rentals

Hawks Nest Hagerstown
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So cozy
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Stylish Studio Retreat | Relax & Unwind
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ABC Plus residency A small House
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Cozy / Family-Friendly modern home
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Charming 1800s House in the Town of Boonsboro
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Belvedere On The Potomac
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1900 Newton School-house
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When is the best time to visit Hagerstown?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $140 AUD | $162 AUD | $153 AUD | $127 AUD | $127 AUD | $134 AUD | $110 AUD | $140 AUD | $110 AUD | $126 AUD | $140 AUD | $140 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 |
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
- Whitetail Resort
- Caledonia State Park
- 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
- Dulles Town Center
- Gambrill State Park
- Big Cork Vineyards
- Old Town Winchester Walking Mall
- Catoctin Mountain Park
- Museum of the Shenandoah Valley





