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Charming Waterfront Cottage w Private Boat Dock

Welcome to The Dabbling Duck! Located on the beautiful North East River, this waterfront cottage is a little slice of Chesapeake paradise. Guests have access to a private dock for boating, fishing, paddle sports, or relaxing to picturesque surroundings. Hiking, biking, and wildlife enthusiasts love the close proximity to over 5,000 acres of pristine nature. For the traveler in search of antiques, delicious eastern shore fare, or live music, Main Street and Nauti Goose are only a short walk away.

The Pearl: a 70s vibe, hip/cozy

The Pearl is located in the heart of historic Chesapeake City; just steps from all the boutiques, restaurants & nightlife with a lovely view of the C&D Canal. It's cozy, but functional with 2 workspaces, 2 bedrooms & all the amenities you'd want in your home away! We provide a Nespresso machine & excellent coffee, snacks, sparkling water, full kitchen,etc. It's got a 70s vibe, an eclectic combo of euro/scan/boho hip! It's not your usual Victorian spot. Come stay with us, you won't regret it!

+Restaurants Coffee Colleges+ Bryn Mawr Has It All

Welcome to Bryn Mawr, Pennsylvania! This comfortable 2nd floor apartment layout is cozy whether you are by yourself or in town with a large family of 7. It has an eat in kitchen for enjoying takeout or preparing a meal yourself. Each back bedroom comfortably fits 2 people for sleeping, the front br has a single bed, and the living room sofa doubles as a pull out couch. With ROKU on the TV you have an instant entertainment center. Wake up to free hot coffee prepared in the Keurig coffee maker.

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.

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

High-End Cottage, Water View, Chesapeake City, MD

"Fairwinds Cottage" is a newly renovated coastal themed guest cottage with a water view on the quiet side of the canal in Chesapeake City, Maryland. Enjoy watching the ships pass through the canal, take a walk on the beautiful 17-mile Ben Cardin/Mike Castle Recreational Trail just steps from the house. Walk to Schaefer's Canal House for their amazing crab cakes and libations. Stay with us and learn why Chesapeake City was voted the #1 most charming town in Maryland in 2018.

Beautiful 1 Bedroom in the Heart of Chestnut Hill

Welcome to our quiet, lately renovated apartment just steps from historic Germantown Avenue in the heart of Chestnut Hill. This charming neighborhood offers a perfect blend of tranquility and convenience, with Pastorius Park and all the local shops, cafes, and attractions. The apartment features a spacious, open floor plan with a fully equipped kitchen, a cozy living area, a restful bedroom, and a private entrance—all designed to make you feel right at home.

Cozy Log Cabin on the Bay at Sandy Cove

Tiny Home Nestled in the woods, this 600 sq ft, Conestoga Log Cabin is cozy & rustic, yet meets all of your needs. Sleeps 6-8 - Bedroom w/ a double bed - Bedroom w/ bunk beds - Open loft w/ 2 single beds - Living area with a futon - Kitchenette - Dining area - WiFi and a smart TV Stunning Location Sandy Cove is a Christian retreat center with 200+ acres on the headwaters of the Chesapeake Bay, offering beautiful views in all seasons.

Dream View

Welcome to our beautiful 3 bedroom,2 bath home with an attached 1 bedroom,1 bath apartment that’s perfect for families or groups who value privacy and convenience. Enjoy breathtaking views of the picturesque surroundings right from the comfort of your home or bask in the serene atmosphere of the big backyard where you will possibly see wildlife. The hot tub is an added bonus,perfect for a relaxing evening under the stars.