Photo by Penni Lowry

Hagerstown Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Hagerstown

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

10.0 out of 10, Exceptional, (33)
"It is a cute house out in the country. Loved being away from town just like our home"
The price is HK$942
HK$2,445 total
includes taxes & fees
16 Jul - 17 Jul
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

Cozy A-Frame w Fireplace, Fire Pit, Grill & WiFi

The price is HK$1,251
HK$2,587 total
includes taxes & fees
13 Jul - 14 Jul
Cozy A-Frame w Fireplace, Fire Pit, Grill & WiFi

Little cute house close to C&O canal

8.6 out of 10, Excellent, (8)
"I felt very cozy and comfortable in this small home, at the top of the hill (great views). Everything was arranged just right. Communication with the host was very easy. I would happily return. Beth"
The price is HK$706
HK$1,331 total
includes taxes & fees
13 Jul - 14 Jul
Little cute house close to C&O canal

Golf Views, Fireplace, 2 Fire Pits, Grill & Deck

10.0 out of 10, Exceptional, (1)
"Check-in process was very easy. House was very spacious and clean with great view of the golf course. Communication was excellent. Very relaxing and comfortable. "
The price is HK$1,329
HK$2,665 total
includes taxes & fees
14 Jul - 15 Jul
Golf Views, Fireplace, 2 Fire Pits, Grill & Deck

3-bedroom townhome in charming Hagerstown with AC, WiFi

The price is HK$860
HK$1,702 total
includes taxes & fees
17 Jul - 18 Jul
3-bedroom townhome in charming Hagerstown with AC, WiFi

Modern, family-friendly, nature packed getaway

9.6 out of 10, Exceptional, (14)
"we lived three nights and enjoyed the family retreat. "
The price is HK$982
HK$2,141 total
includes taxes & fees
13 Jul - 14 Jul
Modern, family-friendly, nature packed getaway

King Beds with Hot Tub, Arcade & Golf Course View

10.0 out of 10, Exceptional, (11)
"We had an amazing time celebrating my daughters 13th birthday!! House was very well equipped with everything we needed. The Woods resort amenities were perfect for the girls to have some fun!! The hot tub was a big hit and the host provided excellent communication throughout our stay!! "
The price is HK$2,115
HK$3,678 total
includes taxes & fees
13 Jul - 14 Jul
King Beds with Hot Tub, Arcade & Golf Course View

Renovated Farmhouse located near the C and O Canal

9.0 out of 10, Wonderful, (10)
"Great location following a long day riding the C&O Tow Path trail. "
The price is HK$1,413
HK$2,030 total
includes taxes & fees
16 Jul - 17 Jul
Renovated Farmhouse located near the C and O Canal

Exclusive Wooded Chalet w Magnificent River Views

10.0 out of 10, Exceptional, (5)
"This property was super nice and the property managers were super awesome and accommodating! "
The price is HK$2,305
HK$4,073 total
includes taxes & fees
14 Jul - 15 Jul
Exclusive Wooded Chalet w Magnificent River Views

Modern Cabin w Hot Tub & Indoor Pool/Gym Access!

8.6 out of 10, Excellent, (9)
"Great location, everything was great and we would stay again!"
The price is HK$1,821
HK$3,181 total
includes taxes & fees
29 Jul - 30 Jul
Modern Cabin w Hot Tub & Indoor Pool/Gym Access!

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

The price is HK$2,355
HK$3,803 total
includes taxes & fees
18 Jul - 19 Jul
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Our Shangri La

Our Shangri La

New townhouse

10.0 out of 10, Exceptional, (7)
"This property was impeccably clean and so comfortable! The beds were incredibly cozy, and the kitchen was well-stocked. We felt right at home and enjoyed our stay immensely. Beds were comfortable, and kitchen well stocked. The location can't be beat, with so many attractions and wonderful restaurants within a short drive. Tons of nice touches for our arrival; great communication; easy access. We will definitely stay here again!"
The price is HK$1,378
HK$3,091 total
includes taxes & fees
14 Jul - 15 Jul
New townhouse

Newly constructed 6 bedroom home

10.0 out of 10, Exceptional, (11)
"Comfortable beds! Garage access. 4 bathrooms- great for a big group. "
The price is HK$1,405
HK$3,353 total
includes taxes & fees
15 Jul - 16 Jul
Newly constructed 6 bedroom home

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

9.4 out of 10, Exceptional, (109)
"This property is perfectly situated if your goal is to be able to walk through Frederick and enjoy the parks, shopping, and restaurants"
The price is HK$785
HK$2,088 total
includes taxes & fees
14 Jul - 15 Jul
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (63)
"Clean & plenty of room. "
The price is HK$1,295
HK$2,563 total
includes taxes & fees
5 Aug - 6 Aug
*Luxury Condo In Downtown Frederick*

Downtown Charm: Pets Welcome

10.0 out of 10, Exceptional, (1)
"House was nice and cozy. And short trip to downtown area. Would definately stay here again."
The price is HK$984
HK$2,607 total
includes taxes & fees
15 Jul - 16 Jul
Downtown Charm: Pets Welcome

Charming 2-bedroom cottage near Mount Saint Mary’s College in Thurmont

10.0 out of 10, Exceptional, (1)
"We truly loved this little cottage and was perfect for our stay while visiting family and friends. We took several walks in the area, enjoyed the quiet and the adorable space. The beds were very comfortable. The cottage was very clean and nicely remodeled. We will hopefully be able to rent here again at our next visit! Owner was very responsive and helpful as well. Only was missing a blowdryer, but I improvised! "
The price is HK$981
HK$1,564 total
includes taxes & fees
16 Jul - 17 Jul
Charming 2-bedroom cottage near Mount Saint Mary’s College in Thurmont

Cozy Loft Retreat- Walk to Liberty Mountain Resort

10.0 out of 10, Exceptional, (2)
"Cozy, cute and comfortable - had everything we needed for a short stay."
The price is HK$973
HK$1,683 total
includes taxes & fees
29 Jul - 30 Jul
Cozy Loft Retreat- Walk to Liberty Mountain Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Charming mountaintop cabin with hot tub, pool table, and breathtaking views: 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with an arcade/games room and 1 hot tub.

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.