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Hagerstown Holiday Rentals

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Holiday Rentals in Hagerstown

Dreamtime - Modern A-frame Cabin w/ Hot tub
10.0 out of 10, Exceptional, (34)
"The cabin was in a beautiful community and setting with a fabulous outdoor area facing the woods. Many amenities in the home that made our stay easy with nicely renovated interior. Owner was very willing and able to offer help with anything and was receptive to feedback. Thank you!"
The price is NZ$647
includes taxes & fees
3 Dec - 4 Dec
Dreamtime - Modern A-frame Cabin w/ Hot tub
Secluded Pet-Friendly High-Tech Log Cabin in the Woods
9.6 out of 10, Exceptional, (165)
"I enjoyed every peaceful moment I was there! Living near, and working in a big city is loud and stressful. This was just what the Dr. ordered! Beautiful home in a beautiful setting with great amenities. Loved the lower level deck and propane fire pit that was ready to use! My older dog had a few problems traversing the steps but he loved being there as well!!! Already booked another stay! "
Secluded Pet-Friendly High-Tech Log Cabin in the Woods
Countryside Cabin with Mountain Views near Surreybrooke Gardens
10.0 out of 10, Exceptional, (85)
"My husband and I were beyond thrilled with this property. Absolutely incredible and are looking forward to visiting again!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Hidden Gem in the woods with hot tub
9.4 out of 10, Exceptional, (63)
"Great location, a little out of the way, but very relaxing. Great hot tub and fire pit. My family and I had an amazing time. "
Hidden Gem in the woods with hot tub
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (110)
"This property could not have been more quaint and peaceful. My husband, two dogs and I enjoyed the long weekend, walking the trails and taking in the history of Harper’s Ferry. I would highly recommend this property to anyone looking for a quiet getaway. The location could not be better for seeing the town on foot. The property was clean and so neatly appointed. Breathtaking views! "
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
9.8 out of 10, Exceptional, (86)
"We were looking to unplug for a night, and this cottage was the perfect spot! Clean and well kept, calm and quiet surroundings. One note is that the WiFi was not working. We didn’t need it for our trip, but something to keep in mind!"
The price is NZ$378
includes taxes & fees
24 Nov - 25 Nov
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Charming mountaintop cabin with hot tub, pool table, and breathtaking views
9.8 out of 10, Exceptional, (187)
"Enjoyed our stay. Very quiet as the summer season was over. Rained most of the time we were there as remnants of hurricane Helena passed thru. We spent a lot of time just relaxing, hot tubbing between rain drops and hanging out on the covered deck (our favorite spot). Pool table room very nice. Huge bathroom downstairs. Area was nice with town close by, just down the very windy road. No complaints, would recommend to friends."
Charming mountaintop cabin with hot tub, pool table, and breathtaking views
Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.
9.8 out of 10, Exceptional, (260)
"This is the perfect getaway in the woods. We had the greatest fire in the back on Saturday night. We found Wood and Kindling. A Gas Fireplace, great TV, everything you could need."
Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.
Romantic, rustic, private A-frame chalet tucked in the woods - 4 miles to town!
8.6 out of 10, Excellent, (34)
"Will visit again!"
Romantic, rustic, private A-frame chalet tucked in the woods - 4 miles to town!
The Oculus - Huge Cabin with a Hot Tub!
9.8 out of 10, Exceptional, (15)
"Rustic."
The Oculus - Huge Cabin with a Hot Tub!
Best location! The Pullman Apt @ historic 1799 Inn
9.4 out of 10, Exceptional, (25)
"When I booked this stay, I didn’t realize how much history we would be surrounded by! Museums, shops and great restaurants within walking distance. Plenty of hiking all around with access to the Appalachian trail. Access to e-bikes. Breweries and groceries just a short drive away"
The price is NZ$321
includes taxes & fees
28 Nov - 29 Nov
Best location! The Pullman Apt @ historic 1799 Inn
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (47)
"My husband and I stayed here to celebrate our second anniversary. We wanted just a quiet getaway and it was the perfect place. Definitely will have to come back again."
The price is NZ$187
includes taxes & fees
3 Dec - 4 Dec
❤️ Secluded 1940s Romantic Tiny House on the River
Cottage w Hot Tub, Pond & Kayaks, Fire Pit, & WiFi
9.0 out of 10, Wonderful, (27)
"Its a very cute place in a quiet area. The hot tob was lovely to have. Just a stones throw away from a bunch of cute shops and local businesses as well as some beautiful hiking trails."
The price is NZ$421
includes taxes & fees
2 Dec - 3 Dec
Cottage w Hot Tub, Pond & Kayaks, Fire Pit, & WiFi
Antietam Creek - Quiet 2 Bedroom Cabin
9.4 out of 10, Exceptional, (76)
"Awesome spot. Off to its self but not to far from anything."
The price is NZ$564
includes taxes & fees
25 Nov - 26 Nov
Antietam Creek - Quiet 2 Bedroom Cabin
Antietam Toll House~ an historic waterfront cabin
9.8 out of 10, Exceptional, (68)
"Well maintained property; loved the fenced yards for my dog and our walks along the creek. "
The price is NZ$474
includes taxes & fees
26 Nov - 27 Nov
Antietam Toll House~ an historic waterfront cabin
Creekside Cabin at Gettysburg
10.0 out of 10, Exceptional, (149)
"The cabin was cozy and only a few minutes from Gettysburg. Tami and Greg were so hospitable and made sure we had everything we needed. It's a wonderful place to stay!"
Creekside Cabin at Gettysburg
Time to plan that fall getaway to the mountains! Enjoy a bit of time away
10.0 out of 10, Exceptional, (282)
"Loved it! Very convenient to Gettysburg (~15 minutes), nestled in the woods and private. Beautiful cabin and well equipped. Will definitely go there again. "
Time to plan that fall getaway to the mountains! Enjoy a bit of time away
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
9.8 out of 10, Exceptional, (19)
"My friends and I always choose a new cabin for our annual fall getaway. We've not had a bad experience yet. Mountain Mama's Woodpecker Woods did not disappoint, either! Comfortable, warm, clean, spacious log cabin. It had everything we needed. In fact, it was so relaxing, we never made it to the hot tub. We did visit Harper's Ferry Park and enjoyed walking the hiking trail to the downtown area. :-) We especially loved the close proximity to the Washington, DC Metro area. If there was anything...
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
Perched in the Trees, Very Private, Screened in Porch with view
10.0 out of 10, Exceptional, (126)
"Great views, clean, cozy, quiet, all necessities available, quick and prompt communication with owners. Will be back again. Thank you! "
The price is NZ$328
includes taxes & fees
26 Nov - 27 Nov
Perched in the Trees, Very Private, Screened in Porch with view
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (240)
"Great place to relax & enjoy! We loved the pool & hot tub as well abundant indoor/outdoor space. There was a musty smell that lingered on all my clothes and I stayed in the very top floor master & put my clothes in dresser and closet. You may need a dehumidifier in that closet…."
Breathtaking views with an indoor private pool, come escape with us
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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Other types of properties in Hagerstown you may be interested in

Country Inn & Suites by Radisson, Hagerstown, MD
3.0 star property
8.6 out of 10, Excellent, (1045)
"Everything was clean and upgraded. Staff was friendly. Wasn’t really Comfortable with the nats and nat zappers around but other than that it was great. "
The price is NZ$183
includes taxes & fees
8 Dec - 9 Dec
Country Inn & Suites by Radisson, Hagerstown, MD
Super 8 by Wyndham Hagerstown/Halfway Area
2.0 star property
8.4 out of 10, Very good, (1002)
"Everything I like in that hotel."
The price is NZ$126
includes taxes & fees
5 Dec - 6 Dec
Super 8 by Wyndham Hagerstown/Halfway Area
Sleep Inn & Suites
2.5 star property
7.2 out of 10, Good, (629)
"It's close to everything "
The price is NZ$127
includes taxes & fees
22 Dec - 23 Dec
Sleep Inn & Suites
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Breathtaking views with an indoor private pool, come escape with us: This holiday home rental outside of Hagerstown is located in the mountains, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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?

Cultural attractions include Maryland Theater and Hagerstown Roundhouse Museum, whereas South Mountain State Park is one spot to enjoy nature. 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.