
House holiday rentals in Hagerstown
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Top-rated house rentals in Hagerstown
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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.

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

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.

Private Country Club Home
We are experienced super hosts with over 9 years of hosting. We have a charming mother-in-law suite with your own entrance in an upscale country club development. Features a beautiful large backyard, a fire pit, an outdoor deck and grill, a private living room, a kitchenette, a private bath, and a bedroom. We are just 30 minutes from White Tail Ski Resort and less than an hour to Gettysburg, Antietam Battlefield, the Appalachian Trail, and the C&O Canal. Come join us for a relaxing stay.

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).

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.

Waynesboro Adventure with the Family
The cozy house for the whole family, dogs included. Quietly located in the town of Waynesboro, a short walk to downtown and excellent Sushi - Sapporo. Eat in or explore Waynesboro's charm. 1.5 hours from Baltimore or Washington DC. 23 miles from Historic Gettysburg. 13 miles from Ski Liberty and 23 miles from Whitetail Ski resorts. Covered carport parking. Perfect for the family vacation or ski trip. Stocked with toys and games. Full line of baby amenities available upon request.

Cozy Tiny House in Harpers Ferry Tub & River Views
Pet Free, 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

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

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.
Popular amenities for Hagerstown house rentals
House rentals with a pool

Stoney Spring Overlook

Historic Farmhouse | Heated Plunge Pool, Billiards

Civil War Farm House w/Heated (seasonal) Pool

Forest Spa Retreat | Hot Tub, Sauna, Hike, Relax

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

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

Architectural Mountaintop Retreat | Shenandoah

Nice and modern decor, 4BR 3BA, remodeled

Cottage:Walkable 2 Everything-Super Clean-Downtown

So cozy

Belvedere On The Potomac

The Quick Escape

Hub City Cottage
Private house rentals

Welcome Home: Families, pets, remote workers

1900 Newton School-house

Artist Retreat- Panoramic View

Epic View*Hot Tub*Fire Pit*Pet Friendly

Luxury Chalet w/ Hot Tub, Sauna, & Stargazing Dome

Tree Top Tranquility.

Beautiful historical town, 3 bedrooms, countryside

Mountain Home, Near DC, Hot Tub w Views, Trails
When is the best time to visit Hagerstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $168 NZD | $195 NZD | $183 NZD | $219 NZD | $168 NZD | $168 NZD | $132 NZD | $168 NZD | $132 NZD | $151 NZD | $168 NZD | $168 NZD |
| 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 $68 NZD per night before taxes and fees

Verified guest reviews
Over 1,060 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

4.5 Average rating
Hagerstown stays receive an average rating of 4.5 out of 5 from guests
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- Family-friendly rentals Hagerstown
- Cabin rentals Hagerstown
- Apartment rentals Hagerstown
- Rentals with a patio Hagerstown
- Rentals with a washing machine and dryer Hagerstown
- Pet-friendly rentals Hagerstown
- Rentals with outdoor seating Hagerstown
- House rentals Washington County
- House rentals Maryland
- House rentals United States
- Liberty Mountain Resort
- Stone Tower Winery
- Berkeley Springs State Park
- Cunningham Falls State Park
- Cowans Gap State Park
- Caledonia State Park
- Harpers Ferry National Historical Park
- South Mountain State Park
- Cacapon Resort State Park
- Gambrill State Park
- Hollywood Casino At Charles Town Races
- Whitetail Resort
- Green Ridge State Forest
- Rock Gap State Park
- Sky Meadows State Park
- Weinberg Center for the Arts
- Antietam National Battlefield
- Big Cork Vineyards
- Bluemont Vineyard
- Dulles Town Center
- Old Town Winchester Walking Mall
- Catoctin Mountain Park
- Museum of the Shenandoah Valley
- Greenbrier State Park





