
House holiday rentals in Hagerstown
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Top-rated house rentals in Hagerstown
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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 w/agreement. 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

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.

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fish~Swim
Mountain home: like in the movies, on 50 acres. Includes soaring mountain views, swimming holes, hiking trails, ATV trails, fishing creek, mini white sand beach, hot tub in a cave, huge boulder rustic fire pits, cave, lake, cabanas, all in a heavy forest exclusively for guests. Private: you cannot see another house from the front porch or back decks and it has thick woods all around. At the top of the property are soaring views with 3 miles of visibility. No need to go to the national park.

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.

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.

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!

Spectacular View, PET FREE, Skylight and Hot Tub
Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry, quiet peace no train noise unlike old town. Large patio, courtyard, firepit, hammock, 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, or taking in beautiful scenery while enjoying a relaxing shower in our cedar outdoor shower under the sun or stars

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.

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.

Colonial Era Spring House
A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.

Gayte House Gay Owned, Liberal Oasis
Cozy and charming 1840's home in the heart of town. Steps from the National Park, feet from the Appalachian Trail. Relax by the fire, on the porch or on the river. We have something for every season and every age. Steve and I have lived here In HF 20 yrs., 13 of those at the Gaytehouse. We live right next door now and Love both our homes. Please, Check out the beautiful and cherished home we offer for your stay.

Eclectic & Romantic - Walk to Historic Downtown!
Eclectic space full of little treasures I’ve picked up during my travels. You will find the place cozy enough for a reset and recharge weekend but also inspiring for gatherings and celebrations. Take advantage of the books, games and excellent SONOS system in the house as well as outside on the patio. This place is great for music lovers and people who enjoy a change from the ordinary.
Popular amenities for house rentals in Hagerstown
House rentals with a pool

Stoney Spring Overlook

4BR: Chef’s Kitchen, Wood Stove, Resort Access

Historic Farmhouse | Heated Plunge Pool, Billiards

Civil War Farm House w/Heated (seasonal) Pool

Treetop Cabin - Golf |Pool Access |Wifi |Fireplace

An Escape Bordering National Park land 1 mi to C&O

Whitetail Meadows Guest House

The McCoy House at the Harpers Ferry KOA
Weekly house rentals

The Chapel House at Stonemont

1879 Updated Home on Frederick Street

Welcome Home: Families, pets, remote workers

Whole Entire House 4 bedrooms

Cozy Yellow House

One block from City Park in Hagerstown

So cozy

Belvedere On The Potomac
Private house rentals

Rancher in Mont Alto

Private Chalet Golf/Relax Escape Near Gettysburg

1900 Newton School-house

The Dutchmans Creek Farmhouse

Beautiful historical town, 3 bedrooms, countryside

The Stairway to Heaven

Hidden Hollow - Historic home with private pond

Inglewood Cottage
When is the best time to visit Hagerstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 SGD | $122 SGD | $116 SGD | $166 SGD | $127 SGD | $127 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 |
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 $64 SGD per night before taxes and fees

Verified guest reviews
Over 1,260 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
10 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

4.7 Average rating
Hagerstown stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Plainview Holiday rentals
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- Flat rentals Hagerstown
- Rentals with a patio Hagerstown
- Cabin rentals Hagerstown
- Rentals with outdoor seating Hagerstown
- Pet-friendly rentals Hagerstown
- Rentals with a washing machine and dryer Hagerstown
- Family-friendly rentals Hagerstown
- House rentals Washington County
- House rentals Maryland
- House rentals United States
- Liberty Mountain Resort
- Stone Tower Winery
- Cunningham Falls State Park
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park
- Berkeley Springs State Park
- Cacapon Resort State Park
- Whitetail Resort
- South Mountain State Park
- Harpers Ferry National Historical Park
- Big Cork Vineyards
- Green Ridge State Forest
- Sky Meadows State Park
- Antietam National Battlefield
- Rock Gap State Park
- Bluemont Vineyard
- Museum of the Shenandoah Valley
- Hollywood Casino At Charles Town Races
- Old Town Winchester Walking Mall
- Weinberg Center for the Arts
- Dulles Town Center
- Greenbrier State Park
- Catoctin Mountain Park




