Book Holiday Homes in Maryland

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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
Book a stay at this family-friendly vacation home in Annapolis. Enjoy free WiFi, a water park, and patios. Popular attractions John Smith House and Annapolis ...
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
Stay at this vacation home in Crofton. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Crofton Bowl and Bowie Golf and Country Club ...
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
Stay at this vacation home in Takoma Park. Enjoy air conditioning. Popular attractions Capital One Arena and Union Station Shopping Center are located ...
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
Stay at this vacation home in Silver Spring. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions SECU Stadium and Xfinity Center ...
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
Stay at this vacation home in Silver Spring. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Smithsonian's National Zoo and Rock ...
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
Stay at this vacation home in Silver Spring. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Smithsonian's National ...
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
Stay at this vacation home in North Beach. Enjoy free WiFi, a water park, and a garden. Popular attractions Bayside History Museum and Chesapeake Beach Water ...
The Blue Crab Beach House - Free beach passes
*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*

Frederick
The price is NZ$437 per night from 27 Apr to 28 Apr
NZ$437
includes taxes & fees
27 Apr - 28 Apr
Stay at this vacation home in Frederick. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions National Museum of Civil War Medicine ...
*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
Book a stay at this beach vacation home in Stevensville. Enjoy free WiFi, a beach locale, and private hot tubs. Our guests praise the helpful staff in our reviews. ...
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
NZ$146
Highest Price
NZ$437
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 NZ$187 per night from 4 May to 5 May
NZ$187
includes taxes & fees
4 May - 5 May
Stay at this 3.5-star business-friendly hotel in Greenbelt. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
Crowne Plaza College Park - Washington DC by IHG
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 NZ$146 per night from 28 Apr to 29 Apr
NZ$146
includes taxes & fees
28 Apr - 29 Apr
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the pool and the restaurant in our reviews. ...
Grand Hotel Ocean City Oceanfront
Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

4 out of 5
300 Light Street, Baltimore, MD
Fully refundableReserve now, pay when you stay
The price is NZ$334 per night from 27 Apr to 28 Apr
NZ$334
includes taxes & fees
27 Apr - 28 Apr
Stay at this 4-star eco-certified hotel in Baltimore. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the pool and the helpful staff ...
Hyatt Regency Baltimore Inner Harbor
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Embassy Suites by Hilton Bethesda Washington DC

Embassy Suites by Hilton Bethesda Washington DC

4 out of 5
6711 Democracy Blvd, Bethesda, MD
Fully refundable
The price is NZ$219 per night from 2 May to 3 May
NZ$219
includes taxes & fees
2 May - 3 May
Stay at this 4-star business-friendly hotel in Bethesda. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the pool in ...
Embassy Suites by Hilton Bethesda Washington DC
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.