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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.

The Perch at Heron’s Nest

Welcome to The Perch at Heron’s Nest, a peaceful waterfront escape nestled along the banks of Valentine Creek. This cozy 1-bedroom, 1-bath guest cottage sits tucked into a quiet, wooded hillside — perfect for solo travelers or couples seeking rest, and reflection. Wake to bird songs and gentle ripples on the water. Sip your morning coffee on the private deck overlooking the creek, and end your day with sunset views filtered through the trees. 20 min to USNA, 25/35 to BWI/baltimore , 45 to DC

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!

"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.

The General's House-Spacious Home w/Pool & Hot Tub

Look no further for your next vacation home in Annapolis! Relax, unwind or entertain friends and family in this spacious, updated 4-bedroom, 4 bathroom home in the heart of Annapolis. Our home features multiple spaces for entertaining both indoor and outdoors. You can swim in the pool, cozy up by the fire place or enjoy a movie night in our theater room. When you stay here, you will find this home provides everything you need to create lasting memories and truly enjoy your time in the area.

Riverside | 15 mins to USNA

This charming, family-friendly home offers the perfect mix of comfort, convenience, and coastal vibes—just walking distance to the river with easy river access. Step into the bright, open-concept kitchen and living room, ideal for gathering with family or friends. Downstairs, the fun really begins—your own private home theatre and bar! The theatre is perfect for family movie nights or catching the big game. 15 mins to Downtown Annapolis & 12 mins to Navy Stadium!

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).

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 Studio on the Severn (Waterfront)

Welcome to Paradise! Relax at this modern and tranquil getaway with breathtaking views of the Severn River. The Studio is well appointed, private and complete to accommodate your stay near charming Annapolis for tours, shopping, restaurants, people watching and watersport rentals. It is also within an easy drive to DC and Baltimore. Feel free to bring your kayak or paddle board! Also, docking privileges may available. We welcome you!

Oasis in the woods

Beautiful spacious apartment located approximately 15 minutes from downtown Annapolis, Navy stadium, Renaissance Festival ,Annapolis mall, peaceful, charming getaway, situated in the woods, private yard, porch, fire pit, .Full kitchen, dining area, family room, gas fireplace, oversized master bedroom with one queen bed second bed located in the alcove of the master bedroom. Futon located on the lower level .Hope to see you soon.!!

Garden View, 1 Bedroom and a Loft.

Relax and unwind at this peaceful and charming retreat, nestled in a quiet neighborhood. Located just minutes from Route 50, I-95, and Downtown Annapolis, Garden View is ideally situated for exploring Naval Academy sports, the Renaissance Festival, Boat Shows, and golf at The Preserve. If you prefer staying in, the fully equipped kitchen and free Wi-Fi make it easy to work or cook from the comfort of your space.

CJ's Cottage

Welcome to your perfect retreat, just 8 minutes from the lively scene of downtown Annapolis! This charming cottage offers a blend of cozy, traditional charm and modern comforts. The property is situated in a peaceful and private location with amenities that make this home the ideal spot for casual gatherings or simply relaxing with a good book and a glass of wine.