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Hagerstown Holiday Rentals

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Holiday Rentals in Hagerstown

Little cute house close to C&O canal

8.6 out of 10, Excellent, (9)
"I felt very cozy and comfortable in this small home, at the top of the hill (great views). Everything was arranged just right. Communication with the host was very easy. I would happily return. Beth"
The price is AU$263
includes taxes & fees
19 July - 20 July
Little cute house close to C&O canal

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

10.0 out of 10, Exceptional, (33)
"It is a cute house out in the country. Loved being away from town just like our home"
The price is AU$455
includes taxes & fees
11 Aug - 12 Aug
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

Cozy A-Frame w Fireplace, Fire Pit, Grill & WiFi

The price is AU$509
includes taxes & fees
20 July - 21 July
Cozy A-Frame w Fireplace, Fire Pit, Grill & WiFi

Golf Views, Fireplace, 2 Fire Pits, Grill & Deck

10.0 out of 10, Exceptional, (1)
"Check-in process was very easy. House was very spacious and clean with great view of the golf course. Communication was excellent. Very relaxing and comfortable. "
The price is AU$529
includes taxes & fees
21 July - 22 July
Golf Views, Fireplace, 2 Fire Pits, Grill & Deck

Large Glamper w/ Hot Tub and full bathroom-sleep 6

10.0 out of 10, Exceptional, (22)
"The listing was exactly as described and we thoroughly enjoyed are stay. It was a great date night escape for the night that was too far from home. I will rent again. "
The price is AU$326
includes taxes & fees
29 July - 30 July
Large Glamper w/ Hot Tub and full bathroom-sleep 6

3-bedroom townhome in charming Hagerstown with AC, WiFi

The price is AU$338
includes taxes & fees
2 Aug - 3 Aug
3-bedroom townhome in charming Hagerstown with AC, WiFi

Modern cabin at the woods resort with 3-Bedroom, 2F-bath, Central Air/Heat

10.0 out of 10, Exceptional, (14)
"I loved the place, and it’s something I would rent again "
Modern cabin at the woods resort with 3-Bedroom, 2F-bath, Central Air/Heat

Modern, family-friendly, nature packed getaway

9.6 out of 10, Exceptional, (14)
"we lived three nights and enjoyed the family retreat. "
The price is AU$421
includes taxes & fees
25 July - 26 July
Modern, family-friendly, nature packed getaway

Renovated Farmhouse located near the C and O Canal

9.0 out of 10, Wonderful, (10)
"Great location following a long day riding the C&O Tow Path trail. "
The price is AU$403
includes taxes & fees
21 July - 22 July
Renovated Farmhouse located near the C and O Canal

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Beautiful setting with wonderful indoor and outdoor spaces. The house is charming, renovated, updated, clean, and comfortable. Great location for a family gathering to bike, visit the battlefield or visit Shepherdstown. Hosts went above and beyond to be sure we had all we needed. Would definitely stay again if in the area. "
The price is AU$751
includes taxes & fees
24 July - 25 July
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Exclusive Wooded Chalet w Magnificent River Views

10.0 out of 10, Exceptional, (5)
"This property was super nice and the property managers were super awesome and accommodating! "
The price is AU$864
includes taxes & fees
30 July - 31 July
Exclusive Wooded Chalet w Magnificent River Views

King Beds with Hot Tub, Arcade & Golf Course View

10.0 out of 10, Exceptional, (11)
"We had an amazing time celebrating my daughters 13th birthday!! House was very well equipped with everything we needed. The Woods resort amenities were perfect for the girls to have some fun!! The hot tub was a big hit and the host provided excellent communication throughout our stay!! "
The price is AU$795
includes taxes & fees
30 July - 31 July
King Beds with Hot Tub, Arcade & Golf Course View

Our Shangri La

The price is AU$586
includes taxes & fees
20 July - 21 July
Our Shangri La

Modern Cabin w Hot Tub & Indoor Pool/Gym Access!

8.6 out of 10, Excellent, (9)
"Great location, everything was great and we would stay again!"
The price is AU$592
includes taxes & fees
29 July - 30 July
Modern Cabin w Hot Tub & Indoor Pool/Gym Access!

Primitive Cozy off grid tiny home with Starlink

9.8 out of 10, Exceptional, (7)
"great place to get away"
The price is AU$271
includes taxes & fees
18 July - 19 July
Primitive Cozy off grid tiny home with Starlink

Charming 2-bedroom cottage near Mount Saint Mary’s College in Thurmont

10.0 out of 10, Exceptional, (1)
"We truly loved this little cottage and was perfect for our stay while visiting family and friends. We took several walks in the area, enjoyed the quiet and the adorable space. The beds were very comfortable. The cottage was very clean and nicely remodeled. We will hopefully be able to rent here again at our next visit! Owner was very responsive and helpful as well. Only was missing a blowdryer, but I improvised! "
The price is AU$364
includes taxes & fees
29 July - 30 July
Charming 2-bedroom cottage near Mount Saint Mary’s College in Thurmont

Rancher in Mont Alto

10.0 out of 10, Exceptional, (6)
"We were very happy with the house. It was just as described. It was well stocked with supplies, towels, kitchenware, etc. We would definitely stay here again."
The price is AU$379
includes taxes & fees
14 Aug - 15 Aug
Rancher in Mont Alto

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great place and good location."
The price is AU$432
includes taxes & fees
21 July - 22 July
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

9.8 out of 10, Exceptional, (50)
"Visiting family over the holidays. Our trip was great. Location was perfect. Rental house accommodations fulfilled our needs, was clean and had everything we needed. Will definitely stay again. "
The price is AU$439
includes taxes & fees
21 July - 22 July
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

9.4 out of 10, Exceptional, (100)
"The house is very cool and great effort was put into the decor and arrangement. Very comfortable beds and everything you need is there. great communication!"
The price is AU$439
includes taxes & fees
20 July - 21 July
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find holiday rentals in Hagerstown?

Yes, there are holiday rentals in Hagerstown close to Hagerstown Roundhouse Museum, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Hagerstown. Make sure you have time to check out the live music and theatres during your trip.

What are some of the best holiday rentals that Hagerstown has to offer?

Charming mountaintop cabin with hot tub, pool table, and breathtaking views: This holiday home rental outside of Hagerstown is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with an arcade/games room and 1 hot tub.

How many holiday rentals will I find in Hagerstown?

With 17 Expedia holiday rentals, you're guaranteed to find just the right place for your Hagerstown stay.

What’s there to see and do in Hagerstown?

Enjoy the outdoors at Marty Snook County Park and Piper Lane Neighborhood Park, or simply take in cultural attractions like Maryland Theater and Washington County Museum of Fine Arts. Pennsylvania Dutch Market and Hagerstown Premium Outlets are other places to visit while you're in town.

What’s a holiday rental in Hagerstown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hagerstown. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips or small group gatherings.