
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.

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.

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.

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

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!

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.

the Lodge- Stunning View- Hot Tub- Dog Friendly
We considered calling this house “The View With Some Rooms,” but settled on The Lodge. This private 3-bedroom house includes a rooftop dome (which serves as the third bedroom). From almost every spot, enjoy the jaw-dropping scenery of endless mountains, three states, and the Potomac River. Camp Potomac Peak was recently (Nov 2024) named the best place to stay in the Eastern Panhandle by WV Living Magazine.
Popular amenities for house rentals in Hagerstown
House rentals with a pool

Stoney Spring Overlook

4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acr

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
Weekly house rentals

The Chapel House at Stonemont

Willow’s View

So cozy

More Luxury = Gym + Entertainment + Best Location

Belvedere On The Potomac

Hub City Cottage

Entire historic stonehouse 1 mi walk Harpers Ferry

Hawks Nest Hagerstown
Private house rentals

Architectural Mountaintop Retreat | Shenandoah

Welcome Home: Families, pets, remote workers

1900 Newton School-house

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

Gorgeous cabin on Blue Ridge

Tree Top Tranquility.

Beautiful historical town, 3 bedrooms, countryside

Carlton Cottage
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 | $165 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 $51 SGD 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 & 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

4.5 Average rating
Hagerstown stays receive an average rating of 4.5 out of 5 from guests
Destinations to explore
- Norfolk Holiday rentals
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- Family-friendly rentals Hagerstown
- Cabin rentals Hagerstown
- Rentals with outdoor seating Hagerstown
- Rentals with a washing machine and dryer Hagerstown
- Rentals with a patio Hagerstown
- Pet-friendly rentals Hagerstown
- Flat rentals 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
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park
- Cacapon Resort State Park
- Whitetail Resort
- South Mountain State Park
- Harpers Ferry National Historical Park
- Green Ridge State Forest
- Rock Gap State Park
- Hollywood Casino At Charles Town Races
- Antietam National Battlefield
- Sky Meadows State Park
- Dulles Town Center
- Bluemont Vineyard
- Museum of the Shenandoah Valley
- Weinberg Center for the Arts
- Old Town Winchester Walking Mall
- Greenbrier State Park
- Catoctin Mountain Park





