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Peaceful Waterfront Home in Annapolis 3BR 2BA.

Charming 3BR 2BR. Imagine waking up with a cup of hot coffee watching the sunrise. Quiet evenings gathering in the gazebo or sitting by the fire pit watching sunset with stunning views of the Chesapeake Bay Bridge, and Eastern Shore from the backyard. Enjoy your own private pier and beach. Steps to community playground and a bigger beach with a pier for crabbing. Just minutes to nearby shopping and Quiet Waters Park. Close to downtown Annapolis, Naval Academy, restaurants, and the shopping mall.

Relaxing Water Views - Mill Creek Cottage

Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Wonderful Cottage Nestled On Chesapeake Bay

Stunning home a short walk from Chesapeake Bay - a perfect blend of comfort and coastal charm. Stroll, jog or bike in the scenic neighborhood. Hear birds, see deer or watch sailboats glide by. Open-concept design and natural light make our home ideal for entertaining, working from home, or relaxing on the spacious deck. Minutes from local eateries and attractions in downtown Annapolis. One dog max 25 lbs allowed; must be fully potty-trained, included on reservation with applicable pet fees.

Annapolis Cottage at Bay Ridge, Renovated

Three-bedroom cottage in the historic Bay Ridge neighborhood was thoughtfully and thoroughly renovated in 2021-22 by a multi-generational Annapolis family, including all new furniture, appliances, and fixtures. The wooded setting is a short walk from several community beaches on the Severn River and the Chesapeake Bay. Very well equipped for up to six guests. Large screened porch and ample off-street parking. Minutes from downtown Annapolis and the United States Naval Academy.

Welcome Aboard!

Unique accommodations on a comfortably equipped 43 foot Hatteras yacht, just a 5 minute drive to historic downtown Annapolis and the Naval Academy. 15 minute drive to the Navy Stadium, 15 minutes drive to Rt 50. THIS LISTING IS FOR ACCOMODATIONS ONLY; BOAT MAY NOT BE DRIVEN! Forward cabin has bunk beds. Aft cabin has a queen bed. Fully equipped galley (kitchen) with 2-burner cook top, microwave/oven, fridge, toaster oven and Keurig. Boat has WIFI, heat, AC and hot water!

Annapolis 3 BR Sleeps 8 Waterfront Dock & Firepit

Kick back and relax in this calm, charming newly renovated coastal farmhouse waterfront two-story home with private pier/dock! Gorgeous sunrises! Experience fresh Maryland Crabs & fish caught from your private pier & enjoy the peace, serenity, bay breezes & waterfront green space! Connect to nature and explore Meredith Creek on the Chesapeake Bay by kayak or boat! Super CLEAN & new with water views from dining, living room, kitchen and bedroom! 1.5 miles to the Beach!

Waterfront-View of Bay from your Bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Annapolis Cottage

Conveniently located just minutes from historic downtown Annapolis. Whether you're planning a romantic retreat, a family vacation, or a weekend with friends, this idyllic cottage is the perfect place to make lasting memories. The highlight of this property is the stunning outdoor space that makes you feel like you're staying in a treehouse. Step out onto the deck to enjoy your morning coffee or take a short walk to the neighborhood park.

Captain’s Retreat! Newly Renovated - Beach House!

Beautiful newly renovated 3500 square foot 4 bedroom 2.5 bath home located in Arundel on the Bay. Steps to the Beach and a large community playground. With three large decks, enjoy nature, sitting with a glass of wine or coffee in the morning. Gourmet Kitchen opens to a deck with plenty of seating to enjoy outdoor entertaining. Perfect for large groups or multiple families. Custom solid wood bunk beds - Twin XL's over Kings!

Weems Creek Cottage, Annapolis Waterfront

(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.

Coastal Waterfront 1 Bedroom Cottage

This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.

Peaceful Escape: Bay Ridge Cottage by the Bay

Come escape to our place at the Bay! Relax and reconnect with loved ones in this classic, family friendly cottage located in the private community of Bay Ridge. The neighborhood is great for walking, biking and relaxing on the private beach right at the end of the street. We love it here because we physically feel ourselves relax within minutes of arriving.