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Gunpowder Cabin - on Octoraro Creek

Gunpowder Cabin is a peaceful getaway set on 9+ wooded acres and a private drive in Northern Maryland, just an hour from Baltimore. With a half mile of hiking trails, and over 600 feet of frontage on Octoraro Creek, there are numerous options for taking in the natural beauty: warming up by our two firepits, lounging in a hammock, taking a dip in the river, or fishing for trout from the shoreline. A secluded retreat that feels remote but is just moments from the civilization you came to escape.

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Riverside Retreat: Port Deposit w Boat Slip

Step into our historic haven nestled in Port Deposit! Experience riverside tranquility in this charming Airbnb, boasting quaint decor and modern comforts. Just an 8-minute drive to Great Wolf Lodge and Hollywood Casino, a short 20-minute drive to Susquehanna State Park. Explore the town's rich heritage, stroll along the Susquehanna River, or unwind on the private deck overlooking the water. Walking distance to local attractions, and access to the Tomes landing dock. Boat slip available to rent

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Blue on the Bay

2 bedroom cottage in historic Charlestown with screened porch, large yard & sitting area located in walking distance to the river and beach area. Walk to 3 local restaurants. Community playground, tennis courts, basketball court, pickle ball court, skate park & baseball field all in walking distance. Bring your boat, kayak & fishing poles. Boat launch available . Kayak, sup & pontoon rentals available. 15 minute drive to Great Wolfe Lodge. Monthly discount available, ask for details

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Waterfront Oasis North East Maryland

Upper Chesapeake Bay waterfront oasis is available for your next stay. The apartment has been professionally decorated and is steps away from the North East River. The dock at the back of the home is available for you to tie up your boat for your next fishing trip. We are directly across from the Nauti Goose and North East Park. Come relax by the water and stroll into town to check out the unique shops and delicious restaurants. Woodys crab house and Steak and Main are minutes from us.

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Boho River Cottage

Chesapeake Bay getaway. Located on the North East River. The renovated cottage sleeps 4. Nap in our secluded backyard gardens. The cottage includes water access, kayaks, bikes, and a SUP board. Explore the town of NE to shop & dine in the region's top restaurants. Minutes from Elk Neck State Park, offering hiking, fishing, bird watching & mountain biking. Visit historic Havre de Grace, the Hollywood Casino, or relax and catch a sunset and the cool breeze coming off the North East River.

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The Cooper House in Charlestown, MD

If you are looking for breathtaking views, great local dining, and a chance to relax with family and friends, then the look no further. The Cooper House in Charlestown, Maryland is a new waterfront property offering 3 individual suites or, for larger parties, the entire house with 4 bedrooms. Each suite has a private entrance, wi-fi, tv, individual climate control, and parking. Unwind on the two-tiered porch or sit by the cozy outdoor fire pit. The property owner lives on site.

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Waterfront with Dock - Chesapeake/Northeast River

Relax at this peaceful place on the Northeast River, MD. 5 BR, 2 Bath with spacious deck. 100 foot dock (has water and electric) with lots of room for water activities and fun in the sun. Tie off your boat or jet skis. 2 kay aks provided. Very clean and comfy. Linens and Kitchen amenities provided. All four 2nd floor bedrooms have smart TVs as does the living room. Upstairs bathroom expanded and renovated and interior freshly painted for 24 season.

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Catching Sunsets on the Bay

Come and enjoy this brand new home, built for making memories on the Chesapeake Bay! Our spacious 3 bedroom, 2.5 bath is perfect for your next getaway. Our cozy, yet modern home is within feet of the Northeast River where you can take in the beautiful views, go kayaking, swimming or boating, or take a 12 minute drive to the new Great Wolf Lodge! Our home is perfect for couples or families as we have games, toys, and a pack n play if needed!

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Cozy 4 BR 3 BA Near Chesapeake City

Peaceful, cozy modern cottage with many amenities in a water-oriented community along the Bohemia River. Just minutes from Chesapeake City and located across the street from the water. Our house is perfect for family vacations, tranquil retreats, girl/guy getaways, weddings, wedding guests. Two queen master BR’s w/private baths on the first floor, second floor has one larger BR w/twins and smaller BR w/daybed +trundle and shared bathroom.

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Quarry Landing *River View* in Port Deposit

Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

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Elk River Cottage

Bring the whole family and enjoy a peaceful stay at this house which is nestled in a private community, right on the Elk River. Relax on the dock and watch the boats go by, grab your pole and go fishing, or bring your kayak and paddle around. This one story cottage on the river has ample sleeping room and a great view of the water - the perfect low key vacation get away!

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The Riverside Oasis

We welcome you to experience this incredible waterfront oasis! Perfect for that family vacation you have been dreaming of! Located beside a marina and you can rent a slip from them and bring your boat!! Come and Make some memories at this unique and family-friendly place.

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The White House on North East Harbor with hot tub

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The River House - waterfront

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Peaceful Paradise on the Elk.

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Breathtaking Waterfront w/pool - Fall dates avail.

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HOOK WINE & SINKER sleeps 14 w/ Boat Slip at Inn

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Comfortable and quiet 3-bedroom

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Prince Haven

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Cozy private waterfront retreat

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Stunning Waterfront Views•Couples Oasis•Hot Tub

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Chesapeake East Shore Chestertown, Pool & Dock

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Sunset River Shack -amazing waterfront view

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Chesapeake Cottages- 2 Quaint Waterfront Retreats

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Sailor's Sunrise Cottage - Chesapeake Bay

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Sunset Lagoon Home

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Ft. Smallwood Overlook. Waterfront with Kayaks!

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Vintage Waterfront Cottage with Stunning Sunsets

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Charming River view cottage

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