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

Hagerstown Holiday Rentals

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Our top choices for Hagerstown holiday rentals

1. Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.

Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.
Hagerstown
10.0 out of 10, Exceptional, (2 reviews)
"Great "
United States
Haley H.
Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (82 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
The price is NZ$226
includes taxes & fees
31 Aug - 1 Sept
❤️ Secluded 1940s Romantic Tiny House on the River

3. 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, (26 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 NZ$331
includes taxes & fees
23 Aug - 24 Aug
Galloping Getaway on the rolling hills of GemStone Stable

4. 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)
"It’s the perfect river cabin to stay at. It’s older home so layout is awkward but it has been renovated and was nice and clean and perfect for our trip. Nice open dining/kitchen and living areas!! Host is AMAZING! She is so responsive and so helpful. We will definitely be back to stay!! "
United States
Amber W.
The price is NZ$319
includes taxes & fees
18 Aug - 19 Aug
Bring Your Own Boat - Meticulously restored house on the Potomac River

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

Peregrine's Perch - Cabin Overlooking the River!
Falling Waters
9.6 out of 10, Exceptional, (23 reviews)
"Relaxing, close to all."
United States
Valarie
The price is NZ$601
includes taxes & fees
20 Aug - 21 Aug
Peregrine's Perch - Cabin Overlooking the River!

6. 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
8.8 out of 10, Excellent, (6 reviews)
"Nice clean property. It was spacious and comfortable. "
United States
Diane G.
The price is NZ$200
includes taxes & fees
23 Aug - 24 Aug
Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81

7. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (96 reviews)
"Did a small girls night here and we had the best time! Out there and quiet for a get away and plenty to do inside for colder weather we loved the bookshelf full of board games and books and the piano to tinker around on! The gas fireplace kept the whole place cranking with heat no problems Definitely would stay here again!"
United States
Kandy T.
The price is NZ$549
includes taxes & fees
20 Aug - 21 Aug
Antietam Creek - Quiet 2 Bedroom Cabin

8. Cute Secluded Cabin with Fire Pit in Hedgesville, West Virginia

Cute Secluded Cabin with Fire Pit in Hedgesville, West Virginia
The Woods
The price is NZ$491
includes taxes & fees
18 Aug - 19 Aug
Cute Secluded Cabin with Fire Pit in Hedgesville, West Virginia

9. Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.6 out of 10, Exceptional, (210 reviews)
"Great place, pet friendly. "
United States
Doug P.
The price is NZ$297
includes taxes & fees
22 Aug - 23 Aug
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

10. Updated Chalet-Cabin with Hot Tub, Fire Pit, Resort Amenities Surrounded by Amazing Views - the Perfect Getaway for Your Group in Hedgesville, WV

Updated Chalet-Cabin with Hot Tub, Fire Pit, Resort Amenities Surrounded by Amazing Views - the Perfect Getaway for Your Group in Hedgesville, WV
The Woods
The price is NZ$581
includes taxes & fees
31 Aug - 1 Sept
Updated Chalet-Cabin with Hot Tub, Fire Pit, Resort Amenities Surrounded by Amazing Views - the Perfect Getaway for Your Group in Hedgesville, WV

11. Incredible Cabin with Hot-tub and Barbecue in Hedgesville, West Virginia

Incredible Cabin with Hot-tub and Barbecue in Hedgesville, West Virginia
The Woods
The price is NZ$643
includes taxes & fees
30 Aug - 31 Aug
Incredible Cabin with Hot-tub and Barbecue in Hedgesville, West Virginia

12. Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (43 reviews)
"Beautiful property and just as described and shown in the pictures. "
United States
Kent Y.
The price is NZ$617
includes taxes & fees
1 Sept - 2 Sept
Antietam Look Out - Incredible Sunset Views!

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, (72 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 NZ$621
includes taxes & fees
24 Aug - 25 Aug
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

14. Antietam House Historic Sharpsburg Retreat

Antietam House Historic Sharpsburg Retreat
Sharpsburg
9.0 out of 10, Wonderful, (2 reviews)
"The house is a perfect spot for walking to the battlefield"
United States
Karen
The price is NZ$545
includes taxes & fees
7 Sept - 8 Sept
Antietam House Historic Sharpsburg Retreat

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

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Sleepy Hollow
10.0 out of 10, Exceptional, (34 reviews)
"Wonderful cabin with pretty view from the deck!"
United States
Shelbi H.
The price is NZ$498
includes taxes & fees
25 Aug - 26 Aug
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

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.
The price is NZ$778
includes taxes & fees
18 Aug - 19 Aug
Glamping Clear Spring Maryland 3-Cabin Campground

17. 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, (7 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 NZ$534
includes taxes & fees
23 Aug - 24 Aug
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities

18. Modern w/Fire Pit, Deck, Grill & Hot Tub

Modern w/Fire Pit, Deck, Grill & Hot Tub
Sleepy Hollow
9.0 out of 10, Wonderful, (21 reviews)
"I enjoyed the property with my niece and nephew. They enjoyed the games provided and the hot tub. Very peaceful. Suggestion from my 9 year old niece, a nite light for the bathroom and kids room . A nice place to chill and relax."
United States
Monika R.
The price is NZ$479
includes taxes & fees
30 Aug - 31 Aug
Modern w/Fire Pit, Deck, Grill & Hot Tub

19. Modern, family-friendly, nature packed getaway

Modern, family-friendly, nature packed getaway
Berkeley Springs
9.0 out of 10, Wonderful, (28 reviews)
"House was very clean and well stocked! Very comfortable and within short distance of a lovely town Berkley Springs."
United States
Annie W.
The price is NZ$459
includes taxes & fees
18 Aug - 19 Aug
Modern, family-friendly, nature packed getaway

20. Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Sleepy Hollow
9.0 out of 10, Wonderful, (36 reviews)
"Great stay and host."
United States
Chase S.
The price is NZ$537
includes taxes & fees
30 Aug - 31 Aug
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
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

Find out more about Hagerstown

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hagerstown holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hagerstown. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hagerstown. Seeing all the best attractions is bound to make you fall in love with Hagerstown. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hagerstown short-term rentals, that won’t be hard to do.

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?

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!: This holiday home rental outside of Hagerstown offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, 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 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.