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

Hagerstown Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Hagerstown vacation 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.
$96 nightly
The price is $107
Nov 1 - Nov 2
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
A hotel room with two beds, a small bathroom, and a window.

2. Spacious 2-Bed Queen | Free Parking

Spacious 2-Bed Queen | Free Parking
Hagerstown
10.0 out of 10, Exceptional, (2 reviews)
"Quiet place with comfy beds. Not too fancy but better than some cheaper options nearby."
United States
Anonymous traveler
$63 nightly
The price is $71
Nov 1 - Nov 2
Total with taxes and fees
Spacious 2-Bed Queen | Free Parking
A spacious living room with a wooden ceiling, large windows, a fireplace, and a cozy seating area.

3. 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
$401 nightly
The price is $449
Nov 5 - Nov 6
Total with taxes and fees
Large Family Home: 5 Mi to Dtwn Hagerstown!
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.
$198 nightly
The price is $220
Oct 22 - Oct 23
Total with taxes and fees
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.
$172 nightly
The price is $191
Oct 21 - Oct 22
Total with taxes and fees
Galloping Getaway on the rolling hills of GemStone Stable
A cozy attic bedroom with a skylight, a wicker chair, a round table, and a bed with a headboard.

6. 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.
$323 nightly
The price is $334
Oct 25 - Oct 26
Total with taxes and fees
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
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
$320 nightly
The price is $356
Nov 4 - Nov 5
Total with taxes and fees
Peregrine's Perch - Cabin Overlooking the River!
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!
Williamsport
8.8 out of 10, Excellent, (21 reviews)
"Property was very nice, plenty of room for our family. We would definitely recommend this house and stay there again."
United States
Charlotte S.
$385 nightly
The price is $430
Nov 5 - Nov 6
Total with taxes and fees
Large Family Home: 5 Mi to Dtwn Hagerstown!
A room with a central island, a ceiling fan, a window with blinds, and a wall-mounted shelf.

9. 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.
$145 nightly
The price is $161
Oct 23 - Oct 24
Total with taxes and fees
Bring Your Own Boat - Meticulously restored house on the Potomac River
A room with large windows, wooden floors, and a ceiling fan.

10. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (100 reviews)
"We had a lovely get-away! Really enjoyed ourselves."
United States
Erinn
$313 nightly
The price is $332
Oct 21 - Oct 22
Total with taxes and fees
Antietam Creek - Quiet 2 Bedroom Cabin
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, (9 reviews)
"Nice clean property. It was spacious and comfortable. "
United States
Diane G.
$103 nightly
The price is $114
Oct 27 - Oct 28
Total with taxes and fees
Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
A nighttime forest path lit by string lights.

12. 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.
$296 nightly
The price is $329
Oct 27 - Oct 28
Total with taxes and fees
1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield
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)
"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.
$317 nightly
The price is $353
Oct 21 - Oct 22
Total with taxes and fees
Antietam Look Out - Incredible Sunset Views!
A cozy cabin interior with a leather sofa, dining table, and large windows offering a view of the outdoors.

14. 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, (76 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
$354 nightly
The price is $394
Nov 3 - Nov 4
Total with taxes and fees
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.

15. 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.
$254 nightly
The price is $282
Nov 12 - Nov 13
Total with taxes and fees
Charming Cabin in the Woods with River Access
A cozy cabin interior with a wooden interior, a fireplace, a dining area, and a kitchen with a dishwasher.

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

Pet-Friendly w Fire Pit, Grill & Resort Access
The Woods
$373 nightly
The price is $405
Oct 21 - Oct 22
Total with taxes and fees
Pet-Friendly w Fire Pit, Grill & Resort Access
A kitchen with a brick wall, a sink, a coffee maker, a microwave, and a toaster oven.

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

Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Boonsboro
$294 nightly
The price is $312
Nov 2 - Nov 3
Total with taxes and fees
Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
A hallway with wooden flooring, a staircase, a door with a white frame, a lamp on a small table, and a wall-mounted mirror.

18. Antietam House Historic Sharpsburg Retreat

Antietam House Historic Sharpsburg Retreat
Sharpsburg
9.0 out of 10, Wonderful, (4 reviews)
"My friends and I had a wonderful time here for Labor Day! Quiet and a great location for all sorts of activities."
United States
Nick W.
$341 nightly
The price is $361
Oct 22 - Oct 23
Total with taxes and fees
Antietam House Historic Sharpsburg Retreat
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.
$442 nightly
The price is $492
Oct 25 - Oct 26
Total with taxes and fees
Glamping Clear Spring Maryland 3-Cabin Campground
A kitchen with wooden cabinets, a stainless steel refrigerator, and a microwave.

20. Charming Shepherdstown Home - Walk to Downtown

Charming Shepherdstown Home - Walk to Downtown
Shepherdstown
$290 nightly
The price is $313
Oct 21 - Oct 22
Total with taxes and fees
Charming Shepherdstown Home - Walk to Downtown
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

Super 8 by Wyndham Hagerstown/Halfway Area

Super 8 by Wyndham Hagerstown/Halfway Area

8/10 Good
"Excellent go to place when we travel to Connecticut. Always great....even this time. However, they are in the middle of a renovation so things are a bit out of sorts. No breakfast but they are giving a voucher for the place next door. Good place for a quiet nights sleep."
Lee 1-night trip
Posted 16 hours ago
Super 8 by Wyndham Hagerstown/Halfway Area

Find out more about Hagerstown

Everything you need to know about Hagerstown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hagerstown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hagerstown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Hagerstown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hagerstown rentals

At Expedia, we put the best Hagerstown vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.