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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)

"Hilltop Hideaway"- Private basement suite

Location, location! "Hilltop Hideaway" is a private basement apartment just 16 miles from BWI airport, 10 miles from Fort Meade and Annapolis, and less than 30 miles to Baltimore and Washington, DC! Nestled in a wooded setting on 2 acres, it is perfect for 1-2 adults (25yrs old or older). Not suited for children. Offers living space, bathroom, kitchenette w/microwave, toaster oven, coffee maker, crock pot, apartment size fridge and separate dining nook. Private key code entrance and parking.

Lil’ House - A Serene Tiny Home Experience

Newly renovated, immaculate two room tiny home. A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy conversion of the well lit and modern main living space from living room & kitchen by day to main sleeping quarters at night. The adjoining room is a well appointed full bath and dressing area.

Welcome to Anchors Aweigh!

Kick back and relax in this calm, fresh and stylish space. "Anchors Aweigh" ⚓️ provides a peaceful getaway in a quiet community with a water view of Cattail Creek. The first floor game room is stocked with games for your entertainment and competitive streak ;) Upstairs you'll find a large spacious living room, kitchen, full bathroom with tub and bedroom, where you can unwind after a long day of sightseeing. 🧳 *guests are not permitted use of waterfront activities, for liability.

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).

Train Tracks Getaway (Whole house)

All aboard for comfort and charm at Train Track Getaway! This cozy Odenton home is perfect for families and friends, with easy MARC train access to D.C. and Baltimore. Enjoy pancakes on the back porch and marshmallows by the firepit—yes, we’ve got the s’mores kit ready! Inside offers comfy beds, a full kitchen, and space to relax or play. Whether you're visiting Fort Meade or just unwinding, this is your laid-back home base for fun, family, and firepit vibes.

The Coral Cottage

Our cozy cottage is the perfect place for a romantic weekend, family vacation, or the annual getaway with your best friends! With so many local Annapolis attractions, access to community piers and views of the South River, and fresh seafood at Mike's Crab House, the Coral Cottage is sure to make your trip to Annapolis a memorable experience. Enjoy the outdoors with the smokeless fire pit, a stroll down to the dock, or cozy up indoors with a good book!

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

The Nostalgia Loft

Welcome to the Nostalgia Loft! A cool NY–style retreat with exposed brick, vintage details, and even a phone booth inside. Located in Crofton, just 30 minutes to Baltimore & D.C. and 15 minutes to historic Annapolis. Stay cozy while enjoying a unique retro vibe, plus an optional $90 package for unlimited play in our private arcade during your stay. Perfect for business, leisure, or simply reliving the 80s.

Modern 4BR |10 min to BWI & Fort Meade | Sleeps 8

Modern 4-bedroom Severn home with a Private attic office/bedroom, Finished basement suite, Private parking for up to 4 cars, and Laundry room. Just 10 min from BWI Airport, Fort Meade, Arundel Mills, grocery stores, restaurants, and Maryland Live Casino. Spacious and upscale, perfect for families, groups, military, contractors, or executives seeking comfort, privacy, and convenience.

Cheerful 2 Home

Welcome to this relaxing home for your getaway. It is perfect for vacations, retreats, meetings, family visits, and BUSINESS travelers. One level home has two bedrooms and two full bathrooms, two walk-in showers, a breakfast room, a kitchen, Family room. The house entrance has one step. Relax with the whole family of four at this peaceful place to stay.