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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!"
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 AU$341
includes taxes & fees
25 Nov - 26 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)
"The cabin was extremely clean, had anything you would need for the weekend. Owners responded very fast when we had any questions. Location is beautiful, and hot tube was perfect. Our only issue was the sulfur smell inside the cabin when we ran the water or took a shower. We did contact the owner and she did explain that it may of been due to the rain, She told us what to do and it seemed to help for - day, but next day smell was back. We didn’t want to keep bothering her about it, because we...
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 AU$294
includes taxes & fees
12 Dec - 13 Dec
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 AU$172
includes taxes & fees
9 Dec - 10 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)
"Always have a Wonderful stay at Tony’s properties!"
The price is AU$386
includes taxes & fees
1 Dec - 2 Dec
Cottage w Hot Tub, Pond & Kayaks, Fire Pit, & WiFi

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (76)
"We were visiting with family in Boonsboro and arrived late in the evening and left by 9am, but everything was there that we would have needed for a longer stay, which we have planned for Thanksgiving. Kitchen was very well equipped, the space was inviting, the beds were comfy and the view out the back was great, Looking forward to our return!"
The price is AU$520
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 AU$436
includes taxes & fees
25 Nov - 26 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 AU$302
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, (1069)
"Convenient for dining and shopping "
The price is AU$167
includes taxes & fees
15 Dec - 16 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)
"Clean!! Pillows were awesome!! Coffee was excellent … and every flavor of coffee creamer you could want!! "
The price is AU$117
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)
"The facility is clean safe convenient pet friendly and affordable. Our go-to stop on the semiannual Boston to Atlanta trip!"
The price is AU$116
includes taxes & fees
8 Dec - 9 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.