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Waterfront Gem with Free Parking

Larger groups should consider our Deluxe Upgrade: https://www.airbnb.com/rooms/29510842 Watch boats cruise along the Harbor, enjoy a quaint interior courtyard oasis, or socialize in the sun-drenched, open concept living room surrounded by vaulted ceilings and local artwork. Waterfront Gem has a fully equipped kitchen, big screen Smart TV with cable channels, high-speed WiFi, and so much more. This historic, award-winning property can be your home away from home. Award-winning property with gorgeous interior architecture. Highlights include: (1) Huge waterfront balcony- perfect for people watching (2) Interior courtyard garden- amazing for morning coffee (3) 2 large bedrooms on separate floors for privacy (4) Each bedroom has private bathroom away from living area (5) Open kitchen/living space with lots of seating for "together" time (6) Fully equipped kitchen for cooking (7) 65-inch TV, Fast WiFi, Keurig for coffee, washer/dryer, dishwasher, and lots of other amenities and extras. Exclusive access to the waterfront balcony, interior courtyard, and all areas of the house which are for you and you only! You'll have access to the entire condo which occupies the entire 3rd and most of the 2nd floor (there is a women's fashion boutique on the 1st floor and a small studio apartment with separate entrance on the 2nd floor). Tenants of the store and studio apartment do not have access to your space. The property has "Smart Locks" which allow guests to enter with a custom pass code I set (and remove upon checkout) for each guest. Different guests want different things, so I'll try my best to accommodate you in the way you'll most appreciate. If you prefer privacy, you'll have as much as you want, and I've included lots of local tips and recommendations in our House Guide for you to explore on your own. If you're looking for opinions, input, ideas, etc... then I'm more than happy to be a resource for you! I grew up in the area, live just a few blocks away, and am often out and about in the neighborhood, enjoying all that Fells Point has to offer. Located in the heart of Baltimore's most charming neighborhood: Fell's Point! Conveniently located nearby Johns Hopkins Medical Center (1 mile). Great for walking: you can follow the waterfront promenade all the way from Fells Point, through the Inner Harbor, up to Federal Hill Park. Or stick around the neighborhood, window shop, and check out quirky stores and restaurants. Water Taxi is 100 feet away and has 10+ stops to bring you to all the top tourist destinations by scenic boat ride. Uber/Lyft are the best methods to get around quickly and often are only 1 or 2 minutes away. Parking is tricky, but if you're coming into town with a car, I can help you coordinate valet service with the hotel directly across the street, direct you to a nearby parking garage, or suggest free street parking a few blocks away. Parking directly outside of the property is hourly during the day (because of the prime location).

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.

Stay in a Former Fells Point Bar! - Private Studio

Rent a unique studio apt in Fells Point! This is no cookie-cutter Airbnb. We converted a portion of our home, a 19th century construction & mid-20th century Fells Pt bar, into a 500 foot apartment w/private entrance, bathroom, work & living space. The apartment is near Fells bars & restaurants, Canton, Hopkins, the harbor, Patterson Park & downtown. 2 miles from stadiums. There is a 6 in. incline from sidewalk to entrance. Access ramp available. No steps in studio. We only host via Airbnb.

Cozy Retreat w/Private Beach Access

Welcome to our charming Annapolis retreat! Nestled in a quiet community on the Chesapeake bay, Barefoot Cottage offers a perfect blend of comfort and convenience. Enjoy a stroll around iconic landmarks, savor local cuisine, or unwind with a walk on the beach. Thoughtful interiors and modern amenities, our Airbnb promises a memorable stay for your solo trip, couples romantic getaway, sailing enthusiasts or USNA visitor. Book now for an unforgettable experience in this historic maritime city!

* Spacious Private Suite Full of Style & Comfort *

Welcoming recently updated private basement suite with trendy decor and style! The one bedroom spot offers so much more than just that. You will have full use of the open shelf kitchen, perfectly setup cozy living room, spacious full bathroom, breakfast nook, and laundry room if needed. Any couple, working professional, or small family / group of friends would love the stay here. Not to mention the great location convenient to all Baltimore attractions. Plenty of parking available.

Home away from home

This is a small house with private parking close to Baltimore and Annapolis. I have one queen size Murphy bed, one single pull out couch. It has an updated kitchen, updated bathroom, walk-in closet, Internet and heating and cooling. I also have a pellet stove. my kitchen is fully stocked with dishes, knives, forks, pots and pans. The bathroom has towels and rugs. I tried to add all the amenities to make it as comfortable as home. Look at pet rules under the other things to note section.

Annapolis Garden Suite

Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

Cozy 1-Bedroom Retreat Near Annapolis, Sleeps 4

This fully updated suite is designed for comfort and convenience. Enjoy a king bed and a LoveSac sofa that converts into a queen bed, 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!

Garden View, a spacious 1 bedroom with 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.

Historic Downtown in-law suite

This special place is close to everything. One block to the Naval Academy and one block to all the historic and downtown attractions. This in-law suite has a queen bed, full bath, sauna, kitchenette, seating area, and desk/dining table. Welcoming separate, quiet entrance with access to a lovely patio with seating and firepit. Twin bed can be set up and made up at guest request.

Relaxing Cabin Get Away Near Annapolis & DC

This is a 1,000 sq foot open concept rustic cabin. There are 4 "rooms" including a fully equipped kitchen, a dining room, a family room with a TV for movies and streaming, and a bedroom full of windows. It is located down a 1/3 mile gravel driveway in the woods on 72 acres of land that has been dedicated in perpetuity to not being developed.

New Downtown Annapolis Condo With Free Parking

This newly constructed property brings chic, low-maintenance living to the heart of Annapolis. No parties, events, or large gatherings! The week-long stay discount is 20%! The month-long stay discount is 40%! Pets are $100 per stay! We would be happy to accommodate flexible check-in and check-out times if available!