
House vacation 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

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.

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.

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.

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!

Downtown Leesburg Cottage. Walk to everything!
Beautiful cottage in Downtown Leesburg! Walkable to all that Downtown has to offer! Across the street from the iconic Mom's Apple Pie and a short walk to restaurants, shopping, breweries and W&OD trail. Just a short drive to many local wineries, wedding venues, hiking and only 20 minutes from the Dulles Airport. Escape for the weekend or week and enjoy this beautiful 2 bedroom/1 bath home. Equipped with the essentials you need for a more than enjoyable 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.

Abby's Lookout - Raised Retreat w/Hot Tub & WiFi
Abby's Lookout is conveniently located just outside historic Berkeley Springs, WV. You'll find solitude and everything else you'll need to enjoy a piece of West Virginia. The renovated space offers a large kitchen for cooking meals for your friends or family. Relax on the deck or in the elevated hot tub while soaking up the incredible starry views. Sleep well in either a queen size bed or two twins.
Popular amenities for Hagerstown house rentals
House rentals with a pool

Stoney Spring Overlook

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

Civil War Farm House w/Heated (seasonal) Pool

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

Cedar Creek Wayside Castle

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

POOL & Lrg Private Yard, Gazebo, Outdoor Kit/Bath!

The McCoy House at the Harpers Ferry KOA
Weekly house rentals

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

Homestead, a serene organic farm minutes off I81.

10Mi. To Gettysburg Clean-HotTub Lakefront-Kayaks

Gorgeous cabin on Blue Ridge

City Charmer minutes from Old Town

3BR Stone Cabin | Hot Tub + Firepit | Valley Views

Peaceful Waterfall House is waiting for you.

Cozy Cottage
Private house rentals

The Chapel House at Stonemont

Architectural Mountaintop Retreat | Shenandoah

Above Sleepy Hollow - Deck, Hot Tub, Wifi, Pets

Hot tub/Pool Table/Wi-Fi/Gym/Views/Pets/Tanning

Spacious Private cozy apartment near mountains

Belvedere On The Potomac

The Quick Escape

Hub City Cottage
When is the best time to visit Hagerstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,719 GYD | G$24,068 GYD | G$22,603 GYD | G$26,998 GYD | G$20,719 GYD | G$20,719 GYD | G$16,324 GYD | G$20,719 GYD | G$16,324 GYD | G$18,626 GYD | G$20,719 GYD | G$20,719 GYD |
| 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 vacation rentals
Explore 40 vacation rentals in Hagerstown

Nightly prices starting at
Hagerstown vacation rentals start at G$8,371 GYD per night before taxes and fees

Verified guest reviews
Over 1,060 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Hagerstown vacation 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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- Liberty Mountain Resort
- Stone Tower Winery
- Berkeley Springs State Park
- Cunningham Falls State Park
- Harpers Ferry National Historical Park
- Cowans Gap State Park
- Cacapon Resort State Park
- Caledonia State Park
- South Mountain State Park
- Rock Gap State Park
- Whitetail Resort
- Hollywood Casino At Charles Town Races
- Gambrill State Park
- Sky Meadows State Park
- Green Ridge State Forest
- Antietam National Battlefield
- Bluemont Vineyard
- Weinberg Center for the Arts
- Greenbrier State Park
- Dulles Town Center
- Big Cork Vineyards
- Catoctin Mountain Park
- Old Town Winchester Walking Mall
- Museum of the Shenandoah Valley





