Book Holiday Homes in Hagerstown

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Featured Holiday Homes in Hagerstown

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Harpers Ferry
With a stay at this vacation home in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles ...
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Riverside cottage, minutes from historic Harpers Ferry; private river access!

Riverside cottage, minutes from historic Harpers Ferry; private river access!

Harpers Ferry
The price is AU$334 per night from 25 Jul to 26 Jul
AU$334
per night
25 Jul - 26 Jul
With a stay at this vacation home in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Potomac River.
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown

Middletown
The price is AU$534 per night from 7 Jul to 8 Jul
AU$534
per night
7 Jul - 8 Jul
When you stay at this vacation home in Middletown, you'll be within a 10-minute drive of Orchid Cellar Winery and Willow Oaks Craft Cider and Wine.
Charming "Cream of the Crop" Cape ~❤️of Middletown
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Terra Alta - Incredible River Views and Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!

Charles Town
The price is AU$934 per night from 7 Jul to 8 Jul
AU$934
per night
7 Jul - 8 Jul
With a stay at this vacation home in Charles Town, you'll be on a river, within a 15-minute drive of Hollywood Casino at Charles Town Races and Shenandoah ...
Terra Alta - Incredible River Views and Hot Tub!
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Harpers Ferry
When you stay at this vacation home in Harpers Ferry, you'll be on a river, within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood ...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Trailside Retreat in breathtaking Western Loudoun

Trailside Retreat in breathtaking Western Loudoun

Hamilton
With a stay at this vacation home in Hamilton, you'll be steps from Catoctin Valley and a 2-minute drive from The Barns at Hamilton Station Vineyards.
Trailside Retreat in breathtaking Western Loudoun
Historic gem in the heart of downtown Hamilton!  Trees and a private stream

Historic gem in the heart of downtown Hamilton! Trees and a private stream

Hamilton
Located in Hamilton, this vacation home is within a 5-minute drive of Catoctin Valley and The Barns at Hamilton Station Vineyards.
Historic gem in the heart of downtown Hamilton! Trees and a private stream
2 Storie, Hot Tub, Open Area

2 Storie, Hot Tub, Open Area

Hagerstown
The price is AU$607 per night from 7 Jul to 8 Jul
AU$607
per night
7 Jul - 8 Jul
With a stay at this vacation home in Hagerstown, you'll be within a 15-minute drive of Pennsylvania Dutch Market and Hagerstown Suns Municipal Stadium.
2 Storie, Hot Tub, Open Area
Charming mountaintop cabin with hot tub, pool table, and breathtaking views

Charming mountaintop cabin with hot tub, pool table, and breathtaking views

Great Cacapon
Located in Great Cacapon, this vacation home is on a river, a 3-minute drive from Lost River and 8 minutes from Cacapon Resort State Park.
Charming mountaintop cabin with hot tub, pool table, and breathtaking views
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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.

Hagerstown Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Hagerstown vacation homes are the perfect way for you to wing it.

Holiday houses in Hagerstown let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Hagerstown in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Hagerstown adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Hagerstown with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Hagerstown vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Hagerstown Holiday Homes essential information

Accommodation
391 Holiday Homes
Lowest Price
AU$103
Highest Price
AU$934
Popular accommodation
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry., Riverside cottage, minutes from historic Harpers Ferry; private river access!, Charming "Cream of the Crop" Cape ~❤️of Middletown, Terra Alta - Incredible River Views and Hot Tub!, Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!, Trailside Retreat in breathtaking Western Loudoun , Historic gem in the heart of downtown Hamilton! Trees and a private stream, 2 Storie, Hot Tub, Open Area, Charming mountaintop cabin with hot tub, pool table, and breathtaking views

Top trending hotels in Hagerstown

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd, Hagerstown, MD
Fully refundable
The price is AU$185 per night from 21 Jul to 22 Jul
AU$185
per night
21 Jul - 22 Jul
Located in Hagerstown, Country Inn & Suites by Radisson, Hagerstown, MD is connected to a shopping center, a 2-minute drive from Hagerstown Roundhouse Museum ...
Country Inn & Suites by Radisson, Hagerstown, MD
Super 8 by Wyndham Hagerstown/Halfway Area

Super 8 by Wyndham Hagerstown/Halfway Area

2 out of 5
16805 Blake Rd, I 70 & I 81, Hagerstown, MD
Fully refundableReserve now, pay when you stay
The price is AU$103 per night from 1 Aug to 2 Aug
AU$103
per night
1 Aug - 2 Aug
Located in Hagerstown, Super 8 by Wyndham Hagerstown/Halfway Area is in a shopping district, a 4-minute drive from Hagerstown Roundhouse Museum and 6 minutes ...
Super 8 by Wyndham Hagerstown/Halfway Area
Hampton Inn Hagerstown-I-81

Hampton Inn Hagerstown-I-81

2.5 out of 5
18300 Peak Circle, Hagerstown, MD
Fully refundableReserve now, pay when you stay
The price is AU$207 per night from 14 Jul to 15 Jul
AU$207
per night
14 Jul - 15 Jul
Located in Hagerstown, Hampton Inn Hagerstown-I-81 is in the historical district, within a 10-minute drive of Pennsylvania Dutch Market and Maryland ...
Hampton Inn Hagerstown-I-81
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Hampton Inn Hagerstown

Hampton Inn Hagerstown

2.5 out of 5
1716 Dual Hwy, Hagerstown, MD
Fully refundableReserve now, pay when you stay
The price is AU$206 per night from 14 Jul to 15 Jul
AU$206
per night
14 Jul - 15 Jul
A stay at Hampton Inn Hagerstown places you in the heart of Hagerstown, within a 5-minute drive of Hagerstown Suns Municipal Stadium and Maryland Theater.
Hampton Inn Hagerstown
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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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^Subject to availability and chosen travel dates.