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Annapolis Area Waterside Retreat

This Rhode River home is your perfect getaway to the Annapolis area - whether you’re looking to get away to a unique home overlooking incredible sunsets, a fun weekend with friends along the water, a family trip to the Chesapeake, or a private work retreat away from the bustle of the city, this home has it all. The house is a short drive from DC or Baltimore and unlike any Airbnb this side of the Chesapeake - it is on a 3 acre marina just minutes from Annapolis but private and away from it all!

Welcome to Heron House! Annapolis Waterfront Oasis

Heron House sits on the end of a pristine point surrounded by water everywhere you look. This enchanting waterfront retreat offers the perfect blend of tranquil charm and modern comfort and has been newly furnished and remodeled. Take in the spectacular views of the Severn River on the large deck with lounge seating and dining. Only 20 minutes by boat or by car to Annapolis’ City Dock, you can enjoy charming shops, historical tours, waterfront dining, and the Naval Academy. Bring your boat!

Vaito’s Waterfront Villa

Enjoy this peaceful waterfront home centrally-located to many Baltimore and Annapolis Attractions. This recently updated 3 Bedroom, 2 bath home features an 11 ft island, gourmet gas cooking, farm sink and stocked with all the amenities of home. Enjoy the outdoors relaxing in the double swing or Patio. Grilling or eating crabs overlooking North Point Creek right off the Chesapeake Bay. Fishing rods and crab pots can be provided. Close to North Point State Park. Pull out sofa adds a 4th Bed.

Bayfront Boat Charters | Game Room | Dual Decks

Inquire about separately booking our boat charter captain, who can pick you up and drop you off at our dock! Nestled in a tranquil waterfront setting, this newly remodeled retreat boasts breathtaking views, modern amenities, and an ideal blend of seclusion and convenience. Whether you're savoring your morning coffee on the deck as the sun rises over the water, unwinding on one of our two decks, or spending an evening by the pier, this home is designed for both relaxation and adventure.

Waterfront w/ Private Pier, 35 Mins to Annapolis

Located 35 minutes from Annapolis and 45 minutes from Washington DC, Shady Side is a quaint town. This waterfront home is perfect for families or small groups looking to enjoy a relaxing getaway on the Chesapeake Bay. Enjoy the large wrap-around screened in porch and private pier with ladder for easy access for swimming. Large yard, and an incredible view of the Bay Bridge. Free public boat ramp 5 min away in Parish Creek. Listed for 8 people max but contact us for approval of 1-2 more.

Luxury Modern Home on Water+Hotub- Annapolis 25min

Waterside mid-century modern home, perfectly appointed. Join with colleagues, family, and friends. Paddleboard, roast marshmallows, watch fireworks, take a hot tub or team building. Our "Flight Deck" is perfect for meetings and retreats. Breathtaking, peaceful grounds with an abundance of space. Approximately 2800 SF sits on a 3/4 acre property - perfect for lawn games and zip lining. 20x20 furnished deck + dock Mayo Beach and Beverly Triton 1 mile away. Within an hour of the DMV

Bayside Blue Waterfront w Pier

This fully-stocked home is perfect for family get-togethers, weekend retreats, or mid-week relaxation. Listing includes: • Main Master BR w/ Queen bed and Trundle w/ 3 twin mattress • Upper BR 2 Twin Beds, Futon, Extra Queen mat • Lower BR w/ Full bed • Sunroom w/ Futon • Fire-pit • Kitchen w Coffee Bar • Onsite washer + dryer • 20 Minutes away from BWI • 8-10 ft water depths at backyard private dock • Pets allowed • 2x Jet ski floating dock

Cozy Annapolis Cottage.

Stay in the heart of Annapolis! 1 Gig Internet speeds. 220v outlet for EV charging (bring your own cable).Walk to downtown, the Naval Academy and Navy Stadium. Meticulously kept home and newly renovated. Professional cleaning team with every turnover of the house. Stay in the comforts of your own home and experience all that Annapolis has to offer. Art throughout home by local artist Amy Holt Cline.

Beautiful Home Near Beach and Patapsco River

This new 2,700 sq. ft. 4-bedroom home with modern appliances. Enjoy a private pool, gazebo, and an elegant kitchen with a large island and dining table. The home features two primary suites—one upstairs with a fireplace, TV, walk-in closet, luxurious bath, and ocean-view balcony. Two guest rooms share a bath upstairs, plus an extra full bath on the main floor for convenience Plenty of parking