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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.

Rachel's BnB

A well outfitted home away from home! A fully stocked kitchen with everything you need to cook for yourselves and your guests. Close to historic downtown Annapolis, the US Naval Academy, St. John's College and MD Statehouse are less than 10 minutes away There are king and queen beds in the rooms, and the 3rd bed is a comfortable pullout couch in the living room. All linens are Egyptian cotton and the beds have real down duvets. Additional cot beds and linens (up to 4) can be provided ($20 each)

Firepit + Basement Lounge + Putt Green | Sleeps 12

Welcome to your 5 ⭐️ Escape! Spacious 4BR home for upscale getaways, families, and Naval Academy visits. Sleeps 12 and is under 5 minutes from the Beach and 10 minutes from downtown. Enjoy a huge backyard with firepit, cornhole, and putting green, plus a basement bar for evenings in. Fully stocked kitchen with all cookware, dishes, appliances, and a coffee bar with complimentary coffee and tea. Free parking, fast Wi-Fi, dedicated work desk, and pets welcome. Book early—prime dates fill fast.

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Waterfront Home, Amazing Views near Annapolis

Invite friends and family to experience a serene retreat on the Magothy River, close to Annapolis. This stylish yet cozy waterfront residence offers stunning views and many outdoor activities. Watch boats and wildlife from the private pier, screened porch and fire pit area. Putting green, bocce, grill & smoker available! Recently renovated kitchen ensures effortless gatherings. The upper-level loft, furnished with comfortable sectional & air mattresses, enhances the versatility of your stay.

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Cozy Arnold House Near Annapolis

Larger groups should consider our Deluxe Upgrade: https://www.airbnb.com/h/arnoldhouseandstudio Your family will be close to everything Annapolis has to offer when you stay at our cozy Arnold home. This home is located across the Naval Academy Bridge and just 10 min from Downtown Annapolis, United States Naval Academy & Naval-Marine Corps Memorial Stadium. This home sits on a quiet road on a private wooded lot with plenty of space for entertaining friends and family during your stay.

Country House on the Bay

My home (owner occupied/shared) sports a spectacular view of the Chesapeake Bay with access to the beach. The home is spacious with a family, dining, breakfast and living room. Significant kitchen space is available with all of the cookware and place settings you would need for a meal. The master bath is handicapped accessible. My deck can be used for cookouts and relaxation. Hosting a gathering - lets talk- my home is perfect for celebrations. Close to Annapolis & Naval Academy.

Waterfront home: history, nature and comfort

Relax with the whole family at this peaceful home surrounded by forest, water, lush shaded lawns, gardens, history, and nature. Enjoy multiple decks attached to the home along with a large shaded deck by the water and dock, where you will find kayaking, fishing, and wildlife. This home is on land with a rich history and includes a small 120-year old family cemetery. Convenient access to Annapolis (15 minutes), Baltimore (30 minutes), and Washington, DC (60 minutes).

Annapolis Garden Suite

Welcome to our oasis, tucked away on a forested residential street. ~7 minutes from the Annapolis Towne Centre, ~15m from the coast, and ~30m from Baltimore and DC. Tl;dr: This is a ground-level guest suite. Inside, you’ll find 3 beds, 2 bedrooms, 1 desk, 1 kitchen with a dishwasher, oven, Nespresso/pour over, 2 TVs, a laundry room, fast wifi, a pool, patio and a forest view. We live on the top floor (separated by stairs and a locked door; separate entrances).

Captains Quarters Oasis Near Annapolis, Sleeps 4

This updated suite is designed for comfort & convenience. Enjoy a king bed and a (queen bed) LoveSac sofa perfect for 2-4 guests. The suite includes a private en-suite bathroom, high-speed internet, a fully furnished kitchen, and a coffee bar to make you feel right at home. Located just 4 miles from Annapolis, you're close to all the best spots. Whether you’re here to relax or explore, this suite has everything you need!

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.