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

Hagerstown Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Hagerstown vacation rentals

Two beds with red and grey bedding, a wooden floor, and a small bedside table with a lamp.

1. Bright 2-Bed ADA Room|Free Parking

Bright 2-Bed ADA Room|Free Parking
Hagerstown
The price is ￥10,873
￥12,177 total
includes taxes & fees
Oct 14 - Oct 15
Bright 2-Bed ADA Room|Free Parking
A living room with a sofa, a TV mounted on the wall, and a large sliding glass door leading to a garden.

2. 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, (30 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 ￥19,671
￥29,774 total
includes taxes & fees
Oct 4 - Oct 5
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.

3. 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 ￥11,803
￥25,368 total
includes taxes & fees
Oct 13 - Oct 14
Bring Your Own Boat - Meticulously restored house on the Potomac River
A gravel driveway leading to a house with a brick exterior and a wooden deck.

4. 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, (18 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is ￥23,549
￥52,222 total
includes taxes & fees
Oct 4 - Oct 5
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A building with a red brick pathway leading to a white metal fence.

5. Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D

Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
Hagerstown
10.0 out of 10, Exceptional, (3 reviews)
"Carrie was very responsive and helpful. The location is as advertised. Would stay again for sure."
United States
Mark P.
The price is ￥30,845
￥48,543 total
includes taxes & fees
Oct 30 - Oct 31
Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
A living room with a dining table, chairs, a sofa, and a television.

6. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (25 reviews)
"We loved staying here, and walking into town to.explore. The kitchen was well stocked, and the tub was.perfect for soaking after a long day hiking."
United States
Alexandra Z.
The price is ￥23,606
￥40,470 total
includes taxes & fees
Oct 18 - Oct 19
Quaint Mini Cottage in Shepherdstown - Walking Distance
A spacious living area with a large window, a wooden ceiling, and a dining area with a table and chairs.

7. 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 ￥15,737
￥56,757 total
includes taxes & fees
Oct 7 - Oct 8
Peregrine's Perch - Cabin Overlooking the River!
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (86 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
The price is ￥7,223
￥17,594 total
includes taxes & fees
Oct 8 - Oct 9
❤️ Secluded 1940s Romantic Tiny House on the River
A room with large windows, wooden floors, and a ceiling fan.

9. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (98 reviews)
"We had a great stay! Everything was clean & well organized. The house was well stocked with everything we need. We would definitely stay here again."
United States
Stephen V.
The price is ￥31,474
￥51,879 total
includes taxes & fees
Oct 4 - Oct 5
Antietam Creek - Quiet 2 Bedroom Cabin
A cozy cabin interior with a leather sofa, dining table, and large windows offering a view of the outdoors.

10. 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, (75 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 ￥24,550
￥70,519 total
includes taxes & fees
Oct 20 - Oct 21
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
A patio with outdoor furniture, a pool, and a barbecue grill.

11. 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, (8 reviews)
"Nice clean property. It was spacious and comfortable. "
United States
Diane G.
The price is ￥11,897
￥18,425 total
includes taxes & fees
Oct 5 - Oct 6
Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
A wooden deck with a hot tub, outdoor seating, and string lights.

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

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Sleepy Hollow
10.0 out of 10, Exceptional, (44 reviews)
"Great place, perfect for a getaway"
United States
Cindy T.
The price is ￥14,379
￥45,784 total
includes taxes & fees
Oct 5 - Oct 6
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
A spacious living room with a high ceiling, large windows, a fireplace, and a dining area with a table set for six.

13. Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (45 reviews)
"Beautiful property and just as described and shown in the pictures. "
United States
Kent Y.
The price is ￥18,727
￥59,960 total
includes taxes & fees
Oct 14 - Oct 15
Antietam Look Out - Incredible Sunset Views!
A hot tub in a wooded backyard with a wooden deck and a red umbrella.

14. Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities

Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
The Woods
9.8 out of 10, Exceptional, (9 reviews)
"It was great There is other cabins close by but most of them didn’t have anybody in them and no one bothered us "
United States
sherry h.
The price is ￥14,163
￥50,273 total
includes taxes & fees
Oct 5 - Oct 6
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
Property grounds

15. Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland

Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Boonsboro
The price is ￥42,698
￥48,763 total
includes taxes & fees
Oct 5 - Oct 6
Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with wooden chairs and a table.

16. Modern, family-friendly, nature packed getaway

Modern, family-friendly, nature packed getaway
Berkeley Springs
9.0 out of 10, Wonderful, (29 reviews)
"It was exactly what we needed for my groomsmen and I the night before my wedding, a clean, open space with private bedrooms and 4 beds. Perfect for a quick stay!"
United States
Ethan L.
The price is ￥19,687
￥42,584 total
includes taxes & fees
Oct 14 - Oct 15
Modern, family-friendly, nature packed getaway
A hotel room with a bed, a desk with a computer, a TV, a telephone, and a trash bin.

17. Cozy King Bed | Free Wifi & Parking

Cozy King Bed | Free Wifi & Parking
Hagerstown
The price is ￥12,117
￥13,571 total
includes taxes & fees
Oct 11 - Oct 12
Cozy King Bed | Free Wifi & Parking
A room with a large window, a wooden ceiling, and a grey sofa.

18. Dog Friendly w/FirePit, Fiber WiFi & Resort Access

Dog Friendly w/FirePit, Fiber WiFi & Resort Access
The Woods
9.4 out of 10, Exceptional, (3 reviews)
"Clean rooms and towels. Comforting but very roomie."
United States
Kerfils b
The price is ￥25,318
￥55,624 total
includes taxes & fees
Oct 5 - Oct 6
Dog Friendly w/FirePit, Fiber WiFi & Resort Access
A playground with swings, a slide, and a fire pit area with chairs.

19. 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.
The price is ￥42,026
￥77,441 total
includes taxes & fees
Oct 4 - Oct 5
Glamping Clear Spring Maryland 3-Cabin Campground
A spacious living room with a wooden floor, a dining area with a table and chairs, a yellow armchair, a black spiral staircase, and large windows offering a view of the outdoors.

20. Cabin w Fire Pit, Hot Tub, Screened Porch & More

Cabin w Fire Pit, Hot Tub, Screened Porch & More
The Woods
9.8 out of 10, Exceptional, (6 reviews)
"Clean and super relaxing woods resort in a beautiful neighborhood."
United States
Sara N.
The price is ￥26,904
￥61,573 total
includes taxes & fees
Oct 26 - Oct 27
Cabin w Fire Pit, Hot Tub, Screened Porch & More
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

Home2 Suites BY Hilton Hagerstown

Home2 Suites BY Hilton Hagerstown

10/10 Excellent
"The room was great for a large family. We have kids that could sleep on the pullout sofa. The kitchen was really nice for storing milk for the baby and drinks for when we needed them. The staff overnight was not as welcoming but the breakfast, morning staff were so pleasant and kind you never wanted to leave. Overall, a great stay!"
Hallie 1-night trip
Posted 1 day ago
Home2 Suites BY Hilton Hagerstown

Find out more about Hagerstown

Search for holiday rentals in Hagerstown on Expedia! You can easily find your home rentals, villas, holiday apartments in Hagerstown using one of the methods below:

  • View our selection of featured holiday rentals in Hagerstown
  • Use the map to find apartments and other holiday homes in the Hagerstown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hagerstown while they last

Look no further and take a look at our great range of rental properties in Hagerstown!

Frequently asked questions

Can I find vacation rentals in Hagerstown?

Yes, you can find vacation rentals in Hagerstown close to Hagerstown Roundhouse Museum, or you can select a secluded option if you want 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 theaters during your trip.

What are some of the best vacation home rentals in Hagerstown?

The Spy House, Historic 1880s Home, Harpers Ferry: You might want to consider this vacation home rental near Hagerstown, which is located on a river and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Hagerstown?

With 18 Expedia vacation rentals, you're sure 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 vacation rental in Hagerstown like?

A vacation rental is a private property you can book for a few weeks or just a few days in Hagerstown. Vacation rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a small group gathering.