Book Holiday Homes in Maryland

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Explore these top cities in Maryland

Featured Holiday Homes in Maryland

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Annapolis
A stay at this vacation home places you in the heart of Annapolis, steps from U.S. Naval Academy and Annapolis City Dock.
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Crofton
A stay at this vacation home places you in the heart of Crofton, a 1-minute drive from Walden Golf Club and 6 minutes from Bell Branch Big Dog Park.
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
Charming 2-bedroom house in fantastic Takoma Park with WiFi, AC

Charming 2-bedroom house in fantastic Takoma Park with WiFi, AC

Takoma Park
With a stay at this vacation home in Takoma Park, you'll be within a 10-minute drive of Howard University and Smithsonian's National Zoo.
Charming 2-bedroom house in fantastic Takoma Park with WiFi, AC
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Cozy Guesthouse w/ free parking, 15 minutes to D.C., Pet Friendly

Cozy Guesthouse w/ free parking, 15 minutes to D.C., Pet Friendly

Silver Spring
With a stay at this vacation home in Silver Spring, you'll be within a 15-minute drive of University of Maryland, College Park and Walter E. Washington Convention ...
Cozy Guesthouse w/ free parking, 15 minutes to D.C., Pet Friendly
Pet-Friendly Silver Spring Home: 2 Mi to Downtown!

Pet-Friendly Silver Spring Home: 2 Mi to Downtown!

Silver Spring
With a stay at this vacation home in Silver Spring, you'll be within a 10-minute drive of University of Maryland, College Park and Howard University.
Pet-Friendly Silver Spring Home: 2 Mi to Downtown!
3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

2 out of 5
Silver Spring
Located in Silver Spring, this vacation home is within a 15-minute drive of Smithsonian Institution and Walter E. Washington Convention Center.
3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.
The Blue Crab Beach House - Free beach passes

The Blue Crab Beach House - Free beach passes

North Beach
Located in North Beach, this vacation home is by the sea, within a 5-minute drive of Bayside History Museum and Chesapeake Beach Water Park.
The Blue Crab Beach House - Free beach passes
*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*

Frederick
The price is AU$413 per night from 7 Apr to 8 Apr
AU$413
includes taxes & fees
7 Apr - 8 Apr
A stay at this vacation home places you in the heart of Frederick, steps from Carroll Creek Linear Park and 5 minutes by foot from City of Frederick Dog ...
*Luxury Condo In Downtown Frederick*
240' Private Beachfront @Kent Island Love Point - Great for Large Groups

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

stevensville
Located in Stevensville, this vacation home is on the waterfront, a 1-minute drive from Love Point State Park and 7 minutes from Paul Reed Smith Guitars.
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
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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.

Maryland 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 Maryland vacation homes are the perfect way for you to wing it.

Holiday houses in Maryland 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 Maryland 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 Maryland adventures, obvs.

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

Maryland Holiday Homes essential information

Accommodation
5468 Holiday Homes
Lowest Price
AU$127
Highest Price
AU$413
Popular accommodation
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore, Charming 2-bedroom house in fantastic Takoma Park with WiFi, AC, Cozy Guesthouse w/ free parking, 15 minutes to D.C., Pet Friendly , Pet-Friendly Silver Spring Home: 2 Mi to Downtown!, 3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking., The Blue Crab Beach House - Free beach passes , *Luxury Condo In Downtown Frederick*, 240' Private Beachfront @Kent Island Love Point - Great for Large Groups

Top trending hotels in Maryland

Crowne Plaza College Park - Washington DC by IHG

Crowne Plaza College Park - Washington DC by IHG

3.5 out of 5
6400 Ivy Lane, Greenbelt, MD
Fully refundable
The price is AU$159 per night from 20 Apr to 21 Apr
AU$159
includes taxes & fees
20 Apr - 21 Apr
Located in Greenbelt, Crowne Plaza College Park - Washington DC by IHG is in the business district, within a 10-minute drive of University of Maryland, College ...
Crowne Plaza College Park - Washington DC by IHG
Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

4 out of 5
202 E Pratt St, Baltimore, MD
Fully refundableReserve now, pay when you stay
The price is AU$235 per night from 14 Apr to 15 Apr
AU$235
includes taxes & fees
14 Apr - 15 Apr
With a stay at Renaissance Baltimore Harborplace Hotel, you'll be centrally located in Baltimore, just a 4-minute walk from National Aquarium in Baltimore and ...
Renaissance Baltimore Harborplace Hotel
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

2.5 out of 5
1734 W Nursery Rd, Linthicum Heights, MD
Fully refundableReserve now, pay when you stay
The price is AU$127 per night from 6 Apr to 7 Apr
AU$127
includes taxes & fees
6 Apr - 7 Apr
When you stay at La Quinta Inn & Suites by Wyndham Baltimore BWI Airport in Linthicum Heights, you'll be near the airport, within a 10-minute drive of Oriole ...
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
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Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is AU$144 per night from 6 Apr to 7 Apr
AU$144
includes taxes & fees
6 Apr - 7 Apr
With a stay at Grand Hotel Ocean City Oceanfront in Ocean City (Downtown Ocean City), you'll be steps from Ocean City Beach and Ocean City Boardwalk.
Grand Hotel Ocean City Oceanfront
Don't see what you're looking for?
See all available properties in Maryland
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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.