Book Holiday Homes in Hagerstown

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Featured Holiday Homes in Hagerstown

The Hidden Gem in downtown Connersville

The Hidden Gem in downtown Connersville

Connersville
The price is AU$1,222 per night from 24 Feb to 25 Feb
AU$1,222
includes taxes & fees
24 Feb - 25 Feb
With a stay at this vacation home, you'll be centrally located in Connersville, just a 3-minute walk from Whitewater Valley Railroad and 10 minutes by foot from ...
The Hidden Gem in downtown Connersville
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

Greens Fork
A stay at this vacation home places you in the heart of Greens Fork, a 3-minute drive from Clay Township Historical Museum and 10 minutes from Warm Glow Candle ...
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.
Quaint Economy Retreat w/ Patio & Spacious Yard!

Quaint Economy Retreat w/ Patio & Spacious Yard!

Economy
When you stay at this vacation home in Economy, you'll be 12 minutes by car from Clay Township Historical Museum.
Quaint Economy Retreat w/ Patio & Spacious Yard!
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Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo

Richmond
The price is AU$529 per night from 6 Mar to 7 Mar
AU$529
includes taxes & fees
6 Mar - 7 Mar
Located in Richmond, this vacation home is within a 15-minute walk of Richmond Civic Theatre and Wayne County Historical Museum.
Westcott Mansion with Pickleball Court & Huge Gazebo
The University House King Beds+Fast WIFI+W/D

The University House King Beds+Fast WIFI+W/D

Muncie
With a stay at this vacation home in Muncie, you'll be a 1-minute walk from Ball State University and 6 minutes by foot from IU Health Ball Memorial ...
The University House King Beds+Fast WIFI+W/D
Cozy 2-bedroom bungalow with WiFi and AC in delightful Muncie

Cozy 2-bedroom bungalow with WiFi and AC in delightful Muncie

Muncie
With a stay at this vacation home in Muncie, you'll be within a 10-minute drive of Ball State University and Cooley Park.
Cozy 2-bedroom bungalow with WiFi and AC in delightful Muncie
Recently remodeled Colonial-style home with room for the whole family!

Recently remodeled Colonial-style home with room for the whole family!

Richmond
Located in Richmond, this vacation home is within a 5-minute drive of Glenn Miller Park and Rose Garden.
Recently remodeled Colonial-style home with room for the whole family!
2 Bedroom Retreat near Earlham College in Richmond IN

2 Bedroom Retreat near Earlham College in Richmond IN

Richmond
A stay at this vacation home places you in the heart of Richmond, steps from Earlham College and 3 minutes by foot from Joseph Moore Museum.
2 Bedroom Retreat near Earlham College in Richmond IN
Boho Bungalow off Main-one block from Lovely Park

Boho Bungalow off Main-one block from Lovely Park

Richmond
The price is AU$285 per night from 9 Mar to 10 Mar
AU$285
includes taxes & fees
9 Mar - 10 Mar
With a stay at this vacation home in Richmond, you'll be a 1-minute walk from Glenn Miller Park and 8 minutes by foot from Rose Garden.
Boho Bungalow off Main-one block from Lovely Park
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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
42 Holiday Homes
Lowest Price
AU$215
Highest Price
AU$1,222
Popular accommodation
The Hidden Gem in downtown Connersville, Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting., Quaint Economy Retreat w/ Patio & Spacious Yard!, Westcott Mansion with Pickleball Court & Huge Gazebo, The University House King Beds+Fast WIFI+W/D, Cozy 2-bedroom bungalow with WiFi and AC in delightful Muncie, Recently remodeled Colonial-style home with room for the whole family!, 2 Bedroom Retreat near Earlham College in Richmond IN, Boho Bungalow off Main-one block from Lovely Park

Top trending hotels in Hagerstown

Exquisite Hagerstown Home with Deck & Gazebo!

Exquisite Hagerstown Home with Deck & Gazebo!

Hagerstown
Located in Hagerstown, this vacation home is on the waterfront, within a 10-minute drive of Abbott's Candy Shop and Scout Lake.
Exquisite Hagerstown Home with Deck & Gazebo!
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Hagerstown
The price is AU$257 per night from 2 Mar to 3 Mar
AU$257
includes taxes & fees
2 Mar - 3 Mar
With a stay at this apartment in Hagerstown, you'll be steps from Abbott's Candy Shop and a 4-minute drive from Scout Lake.
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
New Hagerstown Apartment - Self Check-in. Sleeps 4+

New Hagerstown Apartment - Self Check-in. Sleeps 4+

Hagerstown
The price is AU$215 per night from 24 Feb to 25 Feb
AU$215
includes taxes & fees
24 Feb - 25 Feb
With a stay at this apartment in Hagerstown, you'll be within a 5-minute drive of Abbott's Candy Shop and Scout Lake.
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Save an average of 15% on thousands of hotels when you're signed in
Newly renovated studio in Hagerstown--Self Check-in

Newly renovated studio in Hagerstown--Self Check-in

Hagerstown
The price is AU$222 per night from 25 Mar to 26 Mar
AU$222
includes taxes & fees
25 Mar - 26 Mar
Located in Hagerstown, this apartment is within a 5-minute drive of Abbott's Candy Shop and Scout Lake.
Newly renovated studio in Hagerstown--Self Check-in
Don't see what you're looking for?
See all available properties in 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.