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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!

Waterfront Chesapeake Bay Sunrises & Fishing Dock!

Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

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!

Waterfront Cheerful 5 home

Welcome to this brand-new relaxing home with an 80ft pier by the water for your getaway. It is perfect for vacations, retreats, meetings, family reunion and business travelers’. Create memories and beautiful experiences while enjoying the beautiful 5 Bedrooms, 4 Bathroom .one bedroom on the first floor and four beds on the second floor. House has a large custom kitchen. It is located 11 miles from BWI airport,11.8 miles from downtown Baltimore,17 miles Naval academy and 40 miles to the DC .

Waterfront home with dock and kayaks

Welcome to your serene escape on the water. This peaceful waterfront home is tucked away in a quiet, friendly neighborhood- perfect for relaxing mornings, sunset views, and unwinding by the shore. Step outside and enjoy direct access to the water, ideal for kayaking, fishing, or simply soaking in the view with your morning coffee. Just a short walk away you will find a local gem of a restaurant offering daily live music, best crushes in town, and delicious food without getting in the car.

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.

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Relax in this Stylish Coastal-Country Home w/Sauna & 3 acres of outdoor living! Perfect for Families & Wedding Groups! We're conveniently located to many areas/cities: Annapolis- 15 miles Baltimore- 40 Wash. DC- 45 Easton- 30 Enjoy a Self-Check-in to this Beautiful Home that is perfectly situated near all the local Kent Island Restaurants, Shops, Attractions, including Chesapeake Beaches. This is a Non-Smoking House. Also No Pets or Parties & 14 max guests (8 max adults). Book Today!

3 Bedroom Home with private pier by water

Welcome to this relaxing home with a 80ft pier by the water for your getaway. Perfect for vacations, retreats, meetings, anything that you can imagine. Located 20 minutes from BWI airport and 25 minutes from downtown Baltimore. 2 minutes from restaurants. Easy access and great for fishing, kayaking, paddle boarding and more. There are 3 bedrooms, 3 queen beds and 3 full bathrooms. There are two bed room have bath room, one bed and one bath in main level. We have a washer and dryer."

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

4BR Near UMD & DC | Yard + Fire Pit + Parking

Close to UMD and DC. Rest in a clean and comfortable home with a peaceful garden with patio dining. Save time and money with 300M wifi and a cook's kitchen/charcoal grill. Have fun with our turntable and vintage vinyl. Hop on the Metro or highway, but you won't know they are there. We've planted hundreds of native plants around the backyard waterfall and fire pit. Pets must be on leash to protect the garden. Pricing varies with # of guests (8 max).

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

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