Maryland Vacation Rentals, Homes, Condos, Cabins, and more in Ocean City and other popular vacation spots...

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Maryland Vacation Rentals

View Our Vacation Rental Homes Maryland Listings
Maryland vacation rentals offer Beautiful, Romantic and Relaxing vacation getaways. Click on map below to view rental listings in Ocean City, Annapolis, St. Leonard and other popular vacation rental areas in Maryland."

Featured Vacation Rental

Sunset Island, Ocean City Resort Community

Ocean City, MD

5 Bedroom(s) / 4.5 Bath(s)

Maryland Vacation Rentals

Cambridge Vacations (2)
Cascade Vacations (1)
Mount Airy Vacations (1)
North East Vacations (1)
Ocean City Vacations (8)
St. Leonard Vacations (1)
stevensville Vacations (1)
Woolford Vacations (1)

Beautiful Oceanblock Townhome sleeps 12 Ocean City, MD

NEW CONSTRUCTION!! You won't find anything like it!! On 125th Street and Assawoman Drive. This gorgeous townhome is...
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$ 275-350/nt
$ 1600-4000/wk
$ 6000/month

  Sleeps: 12
  Bedrooms: 4
  Bathrooms: 3.5

Sunset Island, Ocean City Resort Community Ocean City, MD

Sunset Island Rentals is offering brand new luxurious six bedroom single-family homes, five bedroom townhomes and t...
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  Sleeps: 10
  Bedrooms: 5
  Bathrooms: 4.5

Spectacular View No Charge For Sunsets Ocean City, MD

Located off 94th Street our two storey split level bay front condo offers magnificent views of Assawomen Bay and t...
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$ 800-2000/wk

  Sleeps: 8
  Bedrooms: 3
  Bathrooms: 2

Waterfront Country Estate featured in Chesapeake Life Magazi Woolford, MD

Waterfront Country Estate featured in Chesapeake Life Magazine

Cherry Point with its poolside annex can house 20-25 in its 10 bedrooms with 6 baths. It is a versatile multi-g...
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$ 1000/nt
$ 7000/wk
$ 25000/month

  Sleeps: 25
  Bedrooms: 10
  Bathrooms: 6

Cambridge Victorian in Historic Cambridge, MD Cambridge, MD

Enjoy a week with your friends and family at a charming 1895 Victorian in the historic district of Cambridg...
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  Sleeps: 8
  Bedrooms: 3
  Bathrooms: 3

Waterfront Private Retreat on the Chesapeake Bay Cambridge, MD

We have an 8 bedroom, 6 bath waterfront house tucked away in a lush pine forest that we rent on a monthly, weekly o...
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$ 2600-5700/wk

  Sleeps: 21
  Bedrooms: 8
  Bathrooms: 6

Blue RIdge Summit Victorian Rental House, Near Ski Liberty a Cascade, MD

Blue RIdge Summit Victorian Rental House, Near Ski Liberty and Whitetail

Enjoy the luxury and serene Blue Ridge Summit mountain area in our all-season vacation rental house close to the Sk...
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  Sleeps: 12
  Bedrooms: 5
  Bathrooms: 2.5

Above All Else @ Windsong Mount Airy, MD

This fully furnished 4 bedroom, 3 bath Cape Cod home can accommodate up to 10 folks and your horse(s). Situated in...
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$ 250/nt
$ 1250/wk

  Sleeps: 10
  Bedrooms: 4
  Bathrooms: 3

Luxury Waterfront Home on Chesapeake Bay- Spectacular Sunset North East, MD

Luxury Waterfront Home on Chesapeake Bay- Spectacular Sunsets

This comtemporary cedar home is lovingly maintained. It includes a glass front view of Chesapeake Bay, cathedral c...
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  Sleeps: 6
  Bedrooms: 3
  Bathrooms: 2

Great Condo next to bay and Northside Park (sleeps 6) Ocean City, MD

New condo located on bayside, across from northside park and recreation center with access to a pier for crabbing a...
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$ 70-85/nt
$ 500-1650/wk

  Sleeps: 6
  Bedrooms: 2
  Bathrooms: 2

Immaculate (newly remodeled) Bayside, Waterview Condo in Her Ocean City, MD

Immaculate (newly remodeled) Bayside, Waterview Condo in Heron Harbour

**Please do not inquire if you are a Senior Week student- This is a family location, and we do not rent to people u...
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$ 110/nt
$ 650-1425/wk

  Sleeps: 8
  Bedrooms: 2
  Bathrooms: 2

Ocean City, MD - Oceanfront Condo (Sleeps 6) Ocean City, MD

Oceanfront Condo with 180* panoramic view (southern) from both balcony and master bedroom of Atlantic Ocean, Beach,...
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$ 80-135/nt
$ 550-1270/wk

  Sleeps: 6
  Bedrooms: 2
  Bathrooms: 2

Amenity Rich, Sunset Island Town House Ocean City, MD

Sunset Island Townhouse Fountain Dr. West Ocean City, MD 21842 NEW CONSTRUCTION - BEAUTIFULLY DECORATED Be...
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$ 300/nt
$ 1200-3600/wk

  Sleeps: 12
  Bedrooms: 4
  Bathrooms: 4

North Ocean City - The Palms - Sleeps 16 - 4 Private Parking Ocean City, MD

North Ocean City - The Palms - Sleeps 16 - 4 Private Parking Spaces - Pool!

Oceanside - sleeps 16 - great parking - walk to Fenwick! This first year rental is only 2 years young. A beautif...
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$ 2795-4795/wk

  Sleeps: 16
  Bedrooms: 5
  Bathrooms: 3.5

Chesapeake Bay vacation Rentals in Calvert County St. Leonard, MD

Bayview Investments, Inc. offers three weekly vacation rentals in the bayfront community of Long beach on the scenic western shore of the Chesapeake Bay.Brand new or...
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  Sleeps: 12
  Bedrooms: 4
  Bathrooms: 2

Waterfront Property Overlooking Bay Bridge stevensville, MD

Truly one of the loveliest views of the Chesapeake Bay & Bridge on the Eastern Shore. Dramatic Bayscapes welcome yo...
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$ 500-630/nt
$ 3200-4000/wk
$ 8500-10000/month

  Sleeps: 8
  Bedrooms: 4
  Bathrooms: 3