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Vacation Rentals in Saint Leonard, MD and nearby

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All 15 Rentals in the Saint Leonard Area
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From
$260
/ Night
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1 / 10
Saint Leonard
2 Bedrooms / 2 Bathrooms / Sleeps 6
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The following rentals are within 20 miles of Saint Leonard, Maryland.

From
$175
/ Night
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1 / 20
5 of 5 stars (3) Excellent
Tilghman
3 Bedrooms / 2 Bathrooms / Sleeps 6
travelers have booked this property
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From
$117
/ Night
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1 / 57
5 of 5 stars (2) Excellent
Fishing Creek
1 Bedroom / 1 Bathroom / Sleeps 3
travelers have booked this property
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From
$300
/ Night
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1 / 29
Lusby
3 Bedrooms / 2 Bathrooms / Sleeps 8
travelers have booked this property
Overview Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Cedar Beach Lodge is a modern, smoke free, year-round retreat located in the desirable and private Cove Point Beach Community on the western shore of the Chesapeake Bay. It is conveniently located 1 hour from Annapolis, MD and Washington, DC on Route 4 and 10 minutes from Solomon's Island, MD.... View all property information
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From
$91
/ Night
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1 / 16
Clements
4 Bedrooms / 2 Bathrooms / Sleeps 8
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Amenities & Details
  • Balcony
  • Dishwasher
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Holiday House Rental in Dinard, Britany, France This house is 15 minutes far on foot from the beach. This well decorated house has place for 8 persons. This invite you to discover the 'Pink Granite Coast' and attractions: Saint-Malo (10 km), the historical oldtown from Dinan. A 45 minute drive... View all property information
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From
$250
/ Night
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1 / 6
5 of 5 stars (1) Excellent
Tilghman
1 Bedroom / 1 Bathroom / Sleeps 3
Overview Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Private Fishing...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Watch the dazzling sunsets over the bay. Choose from our one bedroom Waterfront Cottages located on the Chesapeake Bay side of Tilghman Island: It is a beautiful 2-story one bedroom cottage with stunning views of the bay from the 2nd floor bedroom, with hardwood floors throughout, a full kitchen,... View all property information
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5 of 5 stars Reviewed July 17, 2014
Have stayed here two times. Once in the 2 bedroom and once in the one bedroom. Both facilities are clean and welcoming. Both properties provide beautiful views and easy access to...
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From
$250
/ Night
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1 / 9
North Beach
3 Bedrooms / 2 Bathrooms / Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This charming restored cottage has all the luxury upgrades you could want!! Gourmet kitchen with granite counters and double-oven, 5-burner gas cooktop, and plenty of storage. Easy-to-enjoy gas fireplace, and ample space for entertaining and kids to play -- both indoors and out! Convenient to... View all property information
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From
$100
/ Night
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1 / 17
4.5 of 5 stars (5) Very good
North Beach
1 Bedroom / 1 Bathroom / Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The Seahorse Guest Cottage is located in North Beach, Maryland, on the western shore of the Chesapeake Bay, within an hour’s drive of Washington, Baltimore, and Annapolis. The fully furnished cottage has a living room with sofabed, bedroom with queen size bed, sunporch with day bed, a full... View all property information
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5 of 5 stars Reviewed November 15, 2014
Just as described- walk to boardwalk and shops. Owner right next door, he's thought of everything. Lovely getaway destination.
5 of 5 stars Reviewed July 8, 2013
We absolutely fell in love with this quiet little cabin a block away from Chesapeake Bay. Gary, the owner, met us at the cabin and personally gave us a tour of the cabin and let...
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From
$225
/ Night
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1 / 18
North Beach
3 Bedrooms / 3 Bathrooms / Sleeps 7
Overview Make Inquiry
Amenities & Details
  • Grill
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
My Seaside Cottage and La Petite Maison, Current Eleuthera Located on beautiful, secluded North Beach of Current, Eleuthera, our 2-bedroom cottage is situated in the vicinity of the quaint settlement of Current, Eleuthera population 130, an ideal getaway from the hustle and bustle of 21st Century... View all property information
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From
$1,550
/ Week
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1 / 22
North Beach
4 Bedrooms / 3 Bathrooms / Sleeps 10
Overview Make Inquiry
Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Marshall Haus Current Eleuthera Travel to a unique comfortably furnished round house in a secluded Caribbean paradise, featuring excellent snorkeling, fishing, and diving from a mile long white powder sand beach. Located in the vicinity of the quaint settlement of Current, Eleuthera population 130,... View all property information
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From
$349
/ Night
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1 / 17
North Beach
2 Bedrooms / 2 Bathrooms / Sleeps 5
Overview Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Outstandingly beautiful and immaculately maintained light-filled custom-built home with stunning, unobstructed views of the wonderful Chesapeake Bay in the picturesque town of North Beach. Steps away from the boardwalk in front of the bay. Within a 45-min drive from Washington DC (just 33 miles),... View all property information
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From
$710
/ Night
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1 / 38
4.5 of 5 stars (3) Very good
Church Creek
3 Bedrooms / 2 Bathrooms / Sleeps 9
Overview Reviews (3) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This charming waterfront cottage on 6.5 private acres sits among swans and eagles on Marylands beautiful Eastern Shore. This professionally decorated cottage is packed with modern ammenities and charm. Waterfront Pool, Dock with seating boat slip with and water and electric; 1 canoe and 3 two... View all property information
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4 of 5 stars Reviewed September 11, 2012
We had a wonderful vacation in this lovely, secluded home. It was spacious, and had lots of windows with a view of the water and the dock was nicely set up for fishing and...
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From
$300
/ Night
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1 / 8
Lusby
3 Bedrooms / 2 Bathrooms / Sleeps 8
Overview Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Cedar Beach Lodge is a modern, smoke free, year-round retreat located in the desirable and private Cove Point Beach Community on the western shore of the Chesapeake Bay. It is conveniently located 1 hour from Annapolis, MD and Washington, DC on Route 4 and 10 minutes from Solomon's Island, MD.... View all property information
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From
$120
/ Night
View Details
1 / 11
Lusby
2 Bedrooms / 1 Bathroom / Sleeps 6
Overview Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Lovely year round rental cottage situated on almost one acre within a few minutes walk to one of the longest private beaches on the western shore of the Chesapeake Bay. Enjoy walking the mile beach to the historic Cove Point Lighthouse collecting sea shells or hunting for fossils, especially... View all property information
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1 / 21
Tilghman
2 Bedrooms / 1 Bathroom / Sleeps 6
Overview Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Get away and stay in our cozy cottage that sits on the Knapp's Narrows in Tilghman, MD. Captain's Watch is a Waterfront Cottage which has a screened porch with beautiful sunrise view of Knapps Narrows. It is nestled in a Working Watermens Village, 12 miles from Historic St. Michaels, Maryland on... View all property information
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