Weekendgetaways - Vacation Rentals in Port of Leonardtown Winery

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From $245

         

10.0 (65 Reviews)

House

It’s All about the VIEW! October rates have just been reduced !

• Air Conditioner
• Parking
• TV

• Virginia
• Montross

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From $229

         

9.0 (14 Reviews)

Bed & Breakfast

Blue Heron Inn - A Bed and Breakfast LLC

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Solomons

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From $212

         

10.0 (2 Reviews)

Cottage

48 m² Cabin ∙ 1 bedroom ∙ 4 guests

• 516 ft² Cottage
• Air Conditioner
• Parking
• TV

• Maryland
• Solomons

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From $137

         

9.2 (607 Reviews)

Hotel

Holiday Inn Express & Suites Lexington Park-California by IHG

• Air Conditioner
• Parking
• Pool

• Maryland
• California

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From $265

         

9.8 (15 Reviews)

House

Enjoy Summer Days and Starry Nights on Charleston Creek!

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Rock Point

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From $271

         

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New

House

The Rivers Roost Home on Patuxent River!

• Parking
• View
• Wheelchair Accessible

• Maryland
• St. Leonard

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From $458

         

10.0 (1 Review)

House

352 m² House ∙ 4 bedrooms ∙ 8 guests

• 3788 ft² House
• Air Conditioner
• Parking
• Pet Friendly

• Virginia
• Montross

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From $159

         

9.2 (223 Reviews)

Hotel

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

• Air Conditioner
• Parking
• TV

• Maryland
• Lexington Park

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From $766

         

9.6 (35 Reviews)

House

Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!

• Air Conditioner
• Parking
• TV

• Maryland
• St. Leonard

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From $166

         

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10.0 (4 Reviews)

House

Modern Solomons Cottage Rental - Walk to Island!

• Parking
• Accessibility
• Security/Safety

• Maryland
• Solomons

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From $141

         

10.0 (1 Review)

House

74 m² House ∙ 3 bedrooms ∙ 4 guests

• 796 ft² House
• Air Conditioner
• Parking
• TV

• Maryland
• Rock Point

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From $151

         

9.2 (144 Reviews)

Hotel

The Inn at Leonardtown, an Ascend Collection Hotel

• Air Conditioner
• Parking
• TV

• Maryland
• Leonardtown

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From $314

         

10.0 (41 Reviews)

Cottage

Cottage Located on the Patuxent River!

• Air Conditioner
• Parking
• TV

• Maryland
• Barstow

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From $286

         

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10.0 (1 Review)

House

Near Solomons Island Boardwalk Home with Hot Tub!

• Parking
• Security/Safety
• Sports/Activities

• Maryland
• Solomons

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From $293

         

10.0 (171 Reviews)

House

Waterfront Wildlife Retreat on the Patuxent River

• Air Conditioner
• Parking
• Pet Friendly

• Lusby
• Chesapeake Ranch Estates-Drum Point

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From $282

         

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10.0 (1 Review)

House

Dock Access Waterfront Cottage in Avenue!

• Parking
• Accessibility
• Security/Safety

• Maryland
• Avenue

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From $351

         

10.0 (82 Reviews)

House

Stunning secluded Luxury waterfront cottage with private deep water pier!

• Air Conditioner
• Parking
• TV

• Lusby
• Chesapeake Ranch Estates-Drum Point

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From $224

         

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10.0 (1 Review)

House

Pet-Friendly Home Spacious Yard and Community Perks

• Parking
• Pet Friendly
• Pool

• Virginia
• Mount Holly

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From $361

         

10.0 (70 Reviews)

Cottage

WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

• Air Conditioner
• Parking
• TV

• Maryland
• Abell

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From $101

         

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9.5 (22 Reviews)

Apartment

Retreat at Fenwick

• Air Conditioner
• Parking
• Security/Safety

• Maryland
• Leonardtown

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From $632

         

10.0 (57 Reviews)

House

2 Acre Oasis with Private Beach! Family and dog friendly!

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Valley Lee

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From $346

         

|

9.0 (3 Reviews)

House

Riverside House with Kayaks, Piano and Fireplace

• Parking
• Pet Friendly
• View

• Maryland
• California

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From $428

         

10.0 (56 Reviews)

House

Perfect Pointe, Cobb Island, Maryland

• Air Conditioner
• Parking
• TV

• Maryland
• Cobb Island

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From $323

         

10.0 (52 Reviews)

Cottage

Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

• Air Conditioner
• Parking
• Pool

• Lusby
• Chesapeake Ranch Estates-Drum Point

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★ Pro Tip: Weekendgetaways makes it easy to compare the best listings on Weekendgetaways homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Weekendgetaways homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Port of Leonardtown Winery.