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Waterfront Paradise with a Private Pool

Set on three acres of spectacular waterfront property, there’s everything you need to escape – a dock, a fire pit, crab traps, kayaks, bikes and a POOL. Next door: 20 acres of unkempt forest where bald eagles fly. The pool is closed until end of April and is not heated. The home is warm, unpretentious, with a minimalist approach to décor but a stocked kitchen for those who love to cook. Amenities: a HDTV with premium channels, high speed internet, a ping pong table, lawn croquet and more.

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Spacious and private waterfront, sleeps 10

Are you looking for a family getaway or a peaceful location to telework? This property offers it all. Tastefully remodeled waterfront property with a large private salt water pool, dock for fishing, crabbing and kayaking. One-floor open plan with two large decks. Great for entertainment in privacy and is in proximity to restaurants, vineyards, beautiful beaches and parks of Chesapeake Bay and Patuxent River. Just 1 hour to the south of Washington DC and within minutes to NavAir base and Excelon

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Church Creek - waterfront cottage & pool - private

Close to Blackwater NWR and the Harriet Tubman Center, enjoy peaceful days at our secluded waterfront cottage on Church Creek. Great for winter remote work! Our closest neighbor is across a cove. Our estate offers 50 acres of privacy and one of the best waterfront views on the Chesapeake. Enjoy a view from every window and nature all around you. Excellent walking, swimming (in-ground pool-May 3-Oct 1), great birding and bicycling. Launch your kayak from the backyard. Perfect private getaway!

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RELAX, You're on RIVER & POOL time!

Come stay at this centrally-located home with beautiful views of the Choptank River. Enjoy sun filled days by the custom built heated pool and quiet nights by the gas fire pit. Adults and children will love the pool house/game room where you'll find an open air bar, full bathroom, 70" television, shuffleboard, ping pong and foosball. The house is newly renovated with 3 bedrooms 2 bath (1 in pool house) sunroom, and upstairs kids lounge. We are long term 5 Star Airbnb hosts who live nearby.

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Almost Heaven

Just four miles from Downtown Cambridge, come relax in this quiet family friendly, renovated home situated on a quiet creek. Watch the sunset from the deck, enjoy fishing and crabbing off the private pier. Inside, a newly renovated home with all the upgrades including 4 bedrooms and 3 full baths, one with a beautiful walk in shower. Upstairs you will find 4th bedroom/LOFT with 6 twins, a large game room/living room and full bath. Pool is currently closed for winter and will reopen April 1st

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Fall breezes, winter sunsets, heated luxury spa.

STRN-24-62. Wonderful waterfront home. Minutes from St. Michaels offering all you'll need for the perfect vacation experience. Fabulous location with panoramic views of the water everywhere you look. Crab and fish from the dock. Hop on a bike and explore the island by land and then try out kayaks for a water adventure. Cool off with an afternoon dip in the pool. Enjoy starry nights at the waterfront firepit. If the bikes and kayaks wore you out relax your muscles in the hot tub. Perfect!

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Gorgeous Waterfront, Beach, Pool, Pets- 7 Bd /5ba

** Pool open April 1! * * Book 3 nights get the 4th FREE through April ** Families & groups LOVE our 7 Bedroom, 5 Bath luxury property Massive, 6 acre property w/ private waterfront, sandy beach, pool, tidal pond, dock, decks, boats, bikes, games & more. Saddle Beach is a, large, classic waterfront home w/ a warm, open floor plan. 80-year old custom walnut floors & millwork. 3rd floor is a kids' dream w/ loads of beds and a game/rec room. And... every bedroom overlooks water or the pool.

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Waterfront, Fabulous Home for Families with Pool!

If you were thinking of heading to the Eastern Shore, Casey's Porch is the place to go. Come and see for yourself. Bring your extended Family. Bring your friends. Please note spring mid-week rates! Kayaks and paddle boards and bikes await you at this beautiful home on Hudson Creek. Fish from the dock. Pull crabs from the creek. Walk down quiet country lanes. Sit around the fire pit. So many fun, outdoor things to do. Casey's Porch has it all. *4th Night Free is Winter Special

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Rosses Chance Guest House

This lovely guest cottage is located on a historic 16 acre waterfront estate on Hudson Creek that includes a main house, barn, pool, dock and pond. Built in the 18th century tidewater style, the guesthouse is charming and well decorated and completely self efficient. A special place for your romantic getaway at any season of the year. Recently cell phone service has improved and is reliable. However, in the country, WiFi internetl can be slow at times as well as the Wifi TV streaming.

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Warwick Farms waterfront Retreat

Bright, rustic, waterfront farmhouse retreat resting on over 9 acres. The water views can be enjoyed almost anywhere from this 5-bedroom, 3-bathroom home. Drift off to sleep in the Master suite overlooking the water. Enjoy rocking on the porch, relaxing by the large private pool, or mastering your skills at the endless opportunities on the water. A private pier for your crabbing, fishing, and boating pleasures awaits you. Catch dinner! There is a public boat ramp less than a mile away!

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Osprey Eyrie on the Chesapeake Bay

Welcome to our waterfront paradise overlooking the Chesapeake Bay! Experience comfort and tranquility at this extraordinary retreat, where breathtaking views and unforgettable memories await you. This serene beachfront property is little over an hour from DC & Northern Virginia, and about 90 minutes from Baltimore. With private pool, fire pit, kayaks, paddle boards, pingpong, weights & workout equipment, it's a perfect place to recharge and make memories with family and friends.

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Turtle's Nest - Hist. Cambridge

Charming 100 year old home with a pool in the Cambridge Historic District! Perfect location for Ironman/Eagleman!! And just 10 short min to Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina. Come enjoy all that Turtle's Nest has to offer! Plenty of space with 5 bedrooms, a well outfitted kitchen, screened in porch, manicured grounds and of course .... a lovely pool! Walk to town, the races, the yacht club and restaurants or just stay and relax.

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Family Retreat - Private Pool, 4 Bedroom, Fire Pit

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Direct waterfront access to the Chesapeake Bay

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Crabby Casa; Choptank waterfront w/ pool and dock!

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Bliss By The Bay Chalet

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Waterfront Cambridge Home: Pool & Dock!

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Dameron Farm on the Water - Private Pool

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Mill Street Cottage - A refreshing experience

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Historic Rosecroft

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