A stone bridge with multiple arches over a calm river, surrounded by trees and greenery.

Hagerstown Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Hagerstown holiday rentals

A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

1. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (88 reviews)
"Great little getaway. Our only issue was the intense heat of 100 every day. The AC was heavenly!"
United States
Dennis C.
The price is AU$155
includes taxes & fees
8 Nov - 9 Nov
❤️ Secluded 1940s Romantic Tiny House on the River
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

2. Bright 2-Bed ADA Room|Free Parking

Bright 2-Bed ADA Room|Free Parking
Hagerstown
10.0 out of 10, Exceptional, (3 reviews)
"Bed firm yet cozy providing restful support during our stay of one night."
United States
Anonymous traveller
The price is AU$101
includes taxes & fees
16 Nov - 17 Nov
Bright 2-Bed ADA Room|Free Parking
A spacious living area with a large window, a wooden ceiling, and a dining area with a table and chairs.

3. Peregrine's Perch - Cabin Overlooking the River!

Peregrine's Perch - Cabin Overlooking the River!
Falling Waters
9.6 out of 10, Exceptional, (24 reviews)
"Relaxing, close to all."
United States
Valarie
The price is AU$505
includes taxes & fees
29 Oct - 30 Oct
Peregrine's Perch - Cabin Overlooking the River!
A living room with a dining table, chairs, a sofa, and a television.

4. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (25 reviews)
"Great location and home base for visiting Shepherdstown, Harpers Ferry, and Sharpsburg. Perfect for a couple."
United States
Virginia W.
The price is AU$318
includes taxes & fees
1 Nov - 2 Nov
Quaint Mini Cottage in Shepherdstown - Walking Distance
A living room with a sofa, a TV mounted on the wall, and a large sliding glass door leading to a garden.

5. Galloping Getaway on the rolling hills of GemStone Stable

Galloping Getaway on the rolling hills of GemStone Stable
Hagerstown
10.0 out of 10, Exceptional, (33 reviews)
"We loved staying here. Beautiful views, great communication with Tammie, and very clean. Definitely will stay again!"
United States
Haley H.
The price is AU$276
includes taxes & fees
4 Nov - 5 Nov
Galloping Getaway on the rolling hills of GemStone Stable
A room with a central island, a ceiling fan, a window with blinds, and a wall-mounted shelf.

6. Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.6 out of 10, Exceptional, (14 reviews)
"Great little place to stay."
United States
Shannon W.
The price is AU$233
includes taxes & fees
30 Oct - 31 Oct
Bring Your Own Boat - Meticulously restored house on the Potomac River
A patio with outdoor furniture, a pool, and a barbecue grill.

7. Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81

Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
Hedgesville
9.0 out of 10, Wonderful, (9 reviews)
"Property was clean and as described. It was close to our event for the weekend. Only suggestion would be paper towels in the kitchen."
United States
Renee H.
The price is AU$158
includes taxes & fees
3 Nov - 4 Nov
Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
A spacious living room with a wooden ceiling, large windows, a fireplace, and a cozy seating area.

8. Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown!
3.0 star property
Williamsport
10.0 out of 10, Exceptional, (1 review)
"The place was just beautiful "
United States
Derrick
The price is AU$641
includes taxes & fees
5 Nov - 6 Nov
Large Family Home: 5 Mi to Dtwn Hagerstown!
A nighttime forest path lit by string lights.

9. 1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield

1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield
Sharpsburg
10.0 out of 10, Exceptional, (54 reviews)
"The house was in a great location with the winery and battlefield nearby, and the house was very nice and comfortable."
United States
Nancy D.
1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield
A wooden cabin with a patio area, outdoor seating, and a fire pit.

10. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Boonsboro
9.8 out of 10, Exceptional, (19 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is AU$474
includes taxes & fees
2 Nov - 3 Nov
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A room with large windows, wooden floors, and a ceiling fan.

11. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (101 reviews)
"The cabin was clean, spacious, and"
United States
Daniel
The price is AU$501
includes taxes & fees
29 Oct - 30 Oct
Antietam Creek - Quiet 2 Bedroom Cabin
A cozy cabin interior with a wooden interior, a fireplace, a dining area, and a kitchen with a dishwasher.

12. Pet-Friendly w Fire Pit, Grill & Resort Access

Pet-Friendly w Fire Pit, Grill & Resort Access
The Woods
The price is AU$601
includes taxes & fees
29 Oct - 30 Oct
Pet-Friendly w Fire Pit, Grill & Resort Access
A cozy cabin interior with a leather sofa, dining table, and large windows offering a view of the outdoors.

13. Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
9.8 out of 10, Exceptional, (77 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
The price is AU$546
includes taxes & fees
4 Nov - 5 Nov
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
A wooden deck with two Adirondack chairs and a table overlooking a lake with trees and hills in the background.

14. Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (55 reviews)
"Nice little place. Hosts were very responsive."
United States
Miki M.
The price is AU$403
includes taxes & fees
24 Nov - 25 Nov
Charming Cabin in the Woods with River Access
A spacious living room with a high ceiling, large windows, a fireplace, and a dining area with a table set for six.

15. Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (45 reviews)
"The house was as great! Plenty of space for 5 adults. Conveniently located to the areas we wanted to visit. Very quiet location"
United States
Melisa T.
The price is AU$512
includes taxes & fees
4 Nov - 5 Nov
Antietam Look Out - Incredible Sunset Views!
A playground with swings, a slide, and a fire pit area with chairs.

16. Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
9.8 out of 10, Exceptional, (17 reviews)
"Welcoming and spacious for all invitees and we did not even have a chance to explore all the areas that were surrounding as it was a work related trip but will get out there at some later point for a completely relaxing stay for sure"
United States
Image M.
Glamping Clear Spring Maryland 3-Cabin Campground
A living room with two leather sofas, a coffee table, and a brick wall.

17. Charming Shepherdstown Home - Walk to Downtown

Charming Shepherdstown Home - Walk to Downtown
Shepherdstown
The price is AU$475
includes taxes & fees
2 Nov - 3 Nov
Charming Shepherdstown Home - Walk to Downtown
A wooden deck with a hot tub, outdoor seating, and string lights.

18. Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Sleepy Hollow
10.0 out of 10, Exceptional, (47 reviews)
"Great place, perfect for a getaway"
United States
Cindy T.
The price is AU$439
includes taxes & fees
17 Nov - 18 Nov
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
A wooden deck with a sofa, chairs, and a table, overlooking a forest.

19. Cozy Cottage w Enclosed Porch, Fireplace & Grill

Cozy Cottage w Enclosed Porch, Fireplace & Grill
The Woods
The price is AU$612
includes taxes & fees
29 Oct - 30 Oct
Cozy Cottage w Enclosed Porch, Fireplace & Grill
A cozy living room with a fireplace, a dining area with a table and chairs, and a large window overlooking a forest.

20. 2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
6.4 out of 10, (12 reviews)
"This place was wonderful. When have stayed at 4 different cabins like this and this was our favorite. The place was cozy and clean. The pantry was well stocked. The fire pit even had a wood fire prepared. The owners were really nice and communicated well. The facilities at the woods were included We live very the location and the hot tub Highly recommend"
United States
Christopher
The price is AU$387
includes taxes & fees
29 Oct - 30 Oct
2-Bedroom cabin Hot tub Fireplace PS5
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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Top Hagerstown Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent
"Great staff always a good stay here!!!"
Michele 2-night trip
Posted 22 hours ago
Country Inn & Suites by Radisson, Hagerstown, MD

Find out more about Hagerstown

Everything you need to know about Hagerstown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hagerstown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hagerstown holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Hagerstown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hagerstown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hagerstown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hagerstown holiday rentals we have selected for you start as low as AU$210 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hagerstown rentals

At Expedia, we put the best Hagerstown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hagerstown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hagerstown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hagerstown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

The Spy House, Historic 1880s Home, Harpers Ferry: 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. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Hagerstown?

With 18 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 Hagerstown Roundhouse Museum. 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.