308 properties available

Located in Annapolis, Washington, United States. Brand New Spacious Luxury Home This brand-new build luxury home in Eastport has everything you and your guests need for an upgraded stay in Annapolis. Each room has been lovingly curated for a comfortable and unique experience. Guests will sleep in oversized rooms: The primary suite features a king bed and private balcony; the second bedroom features a king bed and its own bathroom; the third bedroom features two full beds and its own bathroom. An office on the main level features two twin beds. Private parking and yard!This home is located in Eastport just outside of downtown Annapolis. It is walking distance to shopping and restaurants.Why guests love staying at Bay Ridge:☼ Private newly-built home ideal for families, romantic getaways, corporate travel, or a group of friends visiting historic Annapolis, USNA, and other tourist sites☼ Centrally located in Eastport - a historic neighborhood of Annapolis - 1.5 miles to downtown Annapolis, 33 min to BWI airport, 41 minutes to Baltimore,

Located in Annapolis, Washington, United States. ACROSS FROM STADIUM - walk to downtown Annapolis. Across the street from the Navy and Marine Corps Stadium and walking distance to historic downtown Annapolis - you will be in the heart of it all! Our home is a warm and welcoming space in a park-like setting with plenty of parking and gathering spaces to enjoy with family and friends. Bringing kids? They are sure to enjoy the kid space with games, toys and art. Entertaining? Use the large yard, decks, & multiple living areas. Multiple families? Enjoy two master suites and plenty of room. The spaceOur home has two master suites with king size beds as well as a large laundry room with washer, dryer, ironing board and iron. We also provide a pack n play and baby gate for the stairs.Guest accessYou will have full access to the house and shed.Interaction with guestsWe are not usually in the area, but we provide the numbers for cleaning staff and maintenance people that you can call if anything pops up. We are also available via phone and e

Located in Annapolis, Washington, United States. Our Welcoming Suite in Annapolis Near Historic Downtown Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ample space to unwind, and with pet-friendly options, every family member is welcome. An outdoor pool and fitness center await your leisure, while our 24-hour market caters to your cravings anytime.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- The property requires a damage deposit of USD 35/night/unit on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.- Early check-in is subject to availability upon arrival.- Following property rules, the minimum age required for check-in is 21 years old;We're delighted you're considering RoomPick’s curated selection of boutique hotels, condo hotels, and resorts worldwide. This room comes with:THE UNITThis 957s

Located in Annapolis, Washington, United States. Renovated historic apartment Welcome to the historic neighborhood of Murray Hill! The Bennett House is a charming, light- filled detached home with a private entrance to a quaint upstairs, 2 bedroom, 1 bathroom apartment with full kitchen and original hardwoods throughout. It is walking proximity to City Dock, the Naval Academy and great restaurants. Enjoy historic downtown, Annapolis or even spend a day in DC and then retire to this comfy, tasteful haven in quiet Murray Hill. Downstairs apartment available separately.Murray Hill in Annapolis, a historic neighborhood founded in 1651. Since then, the neighborhood has grown and encompasses the area between Cathedral Street to Chase Street and West Street to Spa Creek. Murray Hill is a beautiful collection of homes built in various periods and architectural styles. The many tree-lined streets and views of Spa Creek make it a very desirable community to live in. Its walking proximity to downtown restaurants and bars, as well as Marylan

Located in Annapolis, Washington, United States. Water-taxi to town from Private patio, parking, dog and family-friendly On Cloud 9 Welcome to this stunning home in downtown Annapolis with all the things you will ever need: parking for 2 cars (1 on-site in garage, 1 in off-site garage - with free street parking on the weekends), private back patio, water views, pet-friendly, gourmet kitchen, walk to downtown or city water Taxi (water access is located at the end of the block), fireplace, electric car charger and the list goes on and on. Planning a family trip to Annapolis, dream away On Cloud 9! The professionally-decorated home has 4 floors of living, dining, entertaining and relaxing spaces. The main floor's family room has a gas fireplace (remote-operational), flatscreen TV and beverage fridge and opens to a sun room with a Queen sleeper sofa. The dining room and kitchen overlook the private fenced-in furnished back patio with a fire pit and gas grill. Head upstairs to the 2nd floor's 2 bedrooms, shared full bath and office spac

Located in Annapolis, Washington, United States. Grand, historic, fun, fabulous home - downtown Annapolis at Main St. & City Dock The Oaks Inn is an exceptional home hjistoric nestled in the heart of Historic Downtown Annapolis that seamlessly combines timeless historic charm and original wood floors with luxury furnishings and bedding. Ideally situated steps from City Dock, US Naval Academy, and the bustling ambiance of Main St., this property is also a short walk to the State Capitol. Enjoy the vibrant energy while relishing the comfort and privacy of a quaint street. The Oaks House in Annapolis boasts charm, ambiance, and serve as the perfect centerpiece for dining and entertaining. The back patio provides an enchanting oasis for relaxing fun.The spaceThe Oaks in Annapolis is an immaculate property. Guests are presented an extraordinary opportunity to stay in one of the six bedrooms each with a King or Queen bed, one two-bedroom suite with King and Queen beds, and one family bedroom with two double beds and a queen bedroom separat

Located in Annapolis, Washington, United States. Coastal Cabins. Charming & cozy, 2- level Victorian style home built in the 1920s. Well stocked w/ modern conveniences for your home away from home. The space offers 3 spacious cabins (rooms), 2 full baths & a cute backyard. The neighborhood is culturally diverse & centrally located to many major attractions, restaurants & shops. If diversity is not your thing, hakuna matata, this may not be the space for you. :D2 min drive to Navy- Marine Corps Stadium5 min drive to Main St6 min drive to City Hall7 min drive to Naval Academy10 min drive to Anne Arundel Medical Center & Annapolis MallThe space☀ 3 bedrooms; 3 Queens, 1 sofa bed☀ 2 full bathroom; tub/shower combo☀ Fully equipped kitchen and complimentary coffee☀ Laptop-friendly desk and free high speed WiFi☀ 50” Smart TV☀ Ideal location; central with easy access to downtown and all major highwaysOther things to noteFor safety and security a camera has been placed on the exterior of the home, at the entrance .We LOVE our guests. Our aim i

Located in Annapolis, Washington, United States. Spectacular Location: State Circle Apartment Stay in this iconic building at the intersection of State Circle and Maryland Avenue in the Historic District of Annapolis. Walk to everything!!! Apartment is on the second floor and attic level and includes (1) queen bedroom, (1) attic bedroom with (2) twin beds, loft area with futon, new kitchen, large living area with queen sofa bed and (2) full bathrooms. Step out of the apartment onto a side porch that overlooks the State House and gardens.There is no off street parking spot available with the apartment. The State employees parking garage is free on weekends and evenings, and there are two additional parking garages within 6-8 min walking distance.

Located in Annapolis, Washington, United States. West Annapolis Cottage CONTACT OWNER FOR CW2024/2025 RATES/BOOKING!Recently renovated, this is the perfect location for your family & friends to enjoy Naval Academy events, boat shows, sailing experiences or just a relaxing getaway.This updated, spacious home has six bedrooms, 5 bathrooms, two outdoor patios and a fully finished basement for entertaining! The large, well-appointed kitchen is ready and waiting for a family gathering filled with cooking, laughter, and the creation of memories. The kitchen opens into a large family room complete with large, comfy couches, gas fireplace and large TV for a family movie night. Off the living room, there is a dining table that can seat 4. The family room opens to a large patio with outdoor seating and gas grill. Additionally, there is a dining room with seating for 8. Where you will sleep: Each bedroom is designed for comfort, equipped with a TV, ceiling fan and cozy bedding. The master bedroom on the second floor has an en-suite bath and Ki

Located in Annapolis, Washington, United States. Fantastic house with lots of parking in downtown Annapolis, steps to the USNA! Built in 1875, this delightful house offers total privacy in the heart of downtown Annapolis. Steps from Main St, and the Naval Academy, you can walk to many of the fun things that Annapolis has to offer, from fantastic restaurants, a wonderful range of shops, charming streets and historical homes. Annapolis was the first capitol of the United States, and many of the buildings from that era are open to the public for tours. Plus, with ample parking in the driveway, you never have to worry about finding a spot to park when you come home from the amazing attractions that are within easy driving distance, like the Smithsonian Museum in Washington, D.C. or the National Aquarium in Baltimore. The kitchen is truly a chef's dream, and if you are dining-in, there is everything you need to create sumptuous meals at home. There's a comfortable sitting area off of the kitchen, a small table (for 6) at the end of

Located in Annapolis, Washington, United States. Charming Annapolis Guest House This charming guest house with private access is in a great location! Just 2 miles from the Naval Academy, Downtown Annapolis and the State house. Easy access / minutes away from I-97. Includes parking. Has everything you need for a short or long term stay! This in-law apartment/ guest house is completely private and has its own entrance. Fully furnished with the following amenities: fridge,/ freezer, stove, cappuccino machine, coffee maker, full sized washer/dryer, dishwasher, cable tv, wireless internet, handicap shower, 1 bed (pillow top, full/double sized), spacious closet and hardwood floors throughout.There is a smart lock, see instructions below:To open: Get code from the host. Enter the code and turn the knob to the right. The “Schlage” button will flash green. Then use the bottom handle to open the door. To lock door from outside: press the “Schlage” button and turn the knob to the left.

Located in Annapolis, Washington, United States. Steps to Main Street and City Dock w View of the Capital free off-site parking and patio This 4-bedroom home in the heart of Historic Annapolis is located directly behind Main Street. The stunning view in the Room with the View on the top floor is worth the climb up the stairs. Spread out in the over-sized adult bedrooms (2 with King beds and one with a Queen) with an adorable 2-Twin bed bunk room for the kids. The upgraded kitchen and 2 1/2 baths are an added treat for your guests. There are two large dining tables - one in the dining room and one out on the private fenced-in patio. When you are ready to enjoy the sites of Annapolis, just walk out of the house and through the alley (alleys are common throughout the City and many are great social media photo app spots!), where you'll find yourself on Main Street with all restaurants and shops and just a block from the Capital that you saw from your window! At the other end of Main Street is the famous Annapolis Waterfront. This is

Located in Annapolis, Washington, United States. Annapolis Woodland Retreat Get ready for an awesome family gathering in our newly updated and spacious home! The open kitchen provides ample space for you to prepare memorable meals for you and your guests. Adjacent to the kitchen is a spacious dining area that can comfortably accommodate six, which flows into a cozy family room, complete with a plush couch, large Smart TV and fireplace, setting the stage for an epic family movie night.In the lower level of the home, you will find an additional living room area that comes complete with plenty of board & card games for the family to enjoy. Just outside of this space, you can walk outside and relax by the fire pit and enjoy all that nature has to offer! Where you will sleep:Second floor:-Bedroom 1: Master bedroom with a queen bed, large Smart TV, spacious master en-suite bathroom and private patio to enjoy your morning coffee before starting your day! -Bedroom 2: Comfortable and cozy bunk beds which welcome beautiful natural light. -Bed

Located in Annapolis, Washington, United States. Heart of Historic District! This three story 1875 home is located in the Heart of Historic Annapolis. Shops, restaurants, historic sites and the City Dock are within blocks of the front door. The Main Gate of Naval Academy is just a one block walk and St John’s College is 3 blocks from the house. This 5 bedroom, 3 bathroom home can sleep up to 12. In addition to the sleeping quarters, guests have use of a kitchen, living room, dining room, sun room, sitting room, laundry facilities, and a second floor deck overlooking the courtyard garden with grill.

Located in Annapolis, Washington, United States. Beautiful Cottage Style Home in Quiet Downtown Neighborhood This is a beautiful house for your stay in Annapolis! This large fully renovated house is just off West Street, 1.5 miles to the top of Main Street, and less than a mile to the USNA Stadium. Accommodates up to 8 people with 5 beds. With two main living areas, beautiful white kitchen and plenty of space, this is a perfect space for families, reunions, Commissioning Week or Boat Shows. Available for short term rental year round.

Located in Annapolis, Washington, United States. Stunning Annapolis Home! Across from the library, walk to Naval Graduation This 4 BR, 4.5 BA house is perfect for entertaining your guests! Come into our spacious open floor plan. You feel like you are at a local pub within the comforts of your own home. Entertain with two dishwashers, large ice machine, wine refrigerator, a second mini refrigerator, and multiple trash and recyclable bins that pull out just under the six seating island bar. The great room is 22' x 28'. The wrap around deck has plenty of seating overlooking a large patio with a basketball hoop. The kids can enjoy a fenced in yard. Enjoy walking to restaurants, shopping, Navy games, and local events. Keywords: 4 bedroom home with 4 1/2 baths. 2 flat screen TVS in one entertainment room. Wrap around deck with seating, basketball court, and fenced in yard,

Located in Annapolis, Washington, United States. Stunning remodel in Murray Hill- Available Commissioning Week 2025, 2026 Welcome to 9th wing (USNA reference for the boat schoolers out there!) We are nearing the end of renovations on this spacious home in the heart of Murray hill. Our home is walking distance from both the stadium and the Naval Academy (~1 mile to each). Alternatively, the Annapolis water taxi picks up a 1/2 block from our home and will ferry you to city dock.(https://watermarkjourney.com/public-cruises-water-taxi/water-taxi/)As for rooms and amenities: Our home has 5 bedrooms and sleeps 14: three on the second floor, and two on the third floor. The primary bedroom has a sitting area, Samsung Frameless TV, fireplace, and ensuite bathroom with dual shower heads and a bidet. The other two bedrooms on the second floor are comfortable sizes with queen beds and built-in desks. On the third floor you will find a standalone bedroom with a queen bed, built in dresser and closet... and our favorite room of the house: t

Located in Annapolis, Washington, United States. Easy Annapolis lodging - still available for Sailboat Show! This home (divided/upper floor only) is perfect for families, situated on a quiet residential street with a gorgeous backyard with patio, grill, trampoline & swing set. Comfy living & spacious kitchen with plenty of parking.

Located in Annapolis, Washington, United States. Gather together! Private wooded lot, 2 kitchens, large deck, 3 mi to downtown! We offer you a comfortable place to gather with others and enjoy all that Annapolis has to offer. We are typically booked for Commissioning Week pretty far in advance and are listed on other travel websites so reach out soon, inquire even if it says booked since sometimes renters fall through. The home is under 3 miles from the Naval Academy campus on a beautiful wooded 1 ½ acre lot in a quiet residential neighborhood. It is a perfect location to access local events and festivities. The home is 5,400 square feet and boasts 7 bedrooms, 5 full bathrooms, 2 half bathrooms and can comfortably sleep 15+ people. The home includes a fully operable kitchen, 1 mini-kitchenette, 3 living rooms, 2 dining areas, TV room, ample parking, large backyard and deck/grill. It also includes a two-bedroom basement apartment with a separate entrance that includes a kitchen, full bathroom and living space. The Owner is a born and

Located in Annapolis, Washington, United States. Charming Romantic, or Navy Professional Historic Retreat—Steps to City Dock! Welcome to our historic home in downtown Annapolis! Enjoy your morning coffee on the front porch and host a BBQ in our spacious backyard! We have the perfect blend of old world craftsmanship paired with all of the modern conveniences in our amazing home. It's impeccably and tastefully remodeled for a historic feel. You'll enjoy 3 levels of living space with original detailing, beautiful woodwork, high ceilings and wood floors throughout it. Our stunning chef’s kitchen boasts stainless steel viking appliances and a separate dining room. We have a bright and spacious family room featuring a fireplace that leads to a beautifully landscaped private patio perfect for entertaining! Or Navy games and reunions! You can see the Naval Academy Cathedral from many rooms. Second floor has two bedrooms one king, one queen sized beds including a primary suite and two full baths. Our primary king suite has an absolutely gorg

Located in Annapolis, Washington, United States. Wooded retreat minutes from Downtown Annapolis! THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A TEAM MEMBER WITH ADDITIONAL INSTRUCTIONS FOR BOOKING.Wooded retreat minutes from Downtown Annapolis! Nestled on a wooded knoll of poplar trees at the headwaters of Saltworks Creek is a private retreat with outdoor spaces for reconnecting with nature and entertaining outdoors. With multiple porches, decks and patios, you will get a 360 degree vantage point of the forest canopy. Wooded trails around the property allow for exploration and wildlife spotting. Enjoy listening to the freshwater waterfall and circulating stream from a custom crafted zen sanctuary while sitting under the shade in Adirondack chairs. Relax in an outdoor two-person hot tub on a forest platform beneath a magnificent poplar tree that allows you to watch the happenings of the woodpeckers at work and barn owls nesting. Enjoy an evening on the private for

Located in Annapolis, Washington, United States. Annapolis Escape, Steps to Harbor backs to Gate 1 This ground floor, private entrance condo has been fully renovated w/ new paint, floors, bath & kitchen. Queen Bed & sleeper couch is a full size. Linens included. Kitchen includes refrigerator, stove/oven, microwave, keurig, dishes silverware, pots and pans. High speed internet included & separate work area. Pets case by case. Street parking included, will send details to get a free pass.

Located in Annapolis, Washington, United States. 18th Cent. Charm in Historic Downtown Annapolis Lower level furnished apartment, in one of Historic Annapolis's 10 oldest Private residences. Lovely wood, brick & ornamental ironwork throughoutCovered keyless entryKing Henredon bedExec desk & chairTV w/ Roku remoteDecorative fireplace w/ candlesPorcelain claw foot tubBeverage station (coffee maker w/ local artisan mugs, wine/bottle openers glasses, crystal ice bucket, sterling champagne flutes)MicrowaveToasterFridge/freezerCutleryPlates & napkinsLaundry access upon request.THE SPACEIn this 18th century home, Circa 1770, be prepared to travel back to colonial time & become part of living history - while enjoying 21st-century conveniences.——-Parking…There are several public garages within a few blocks. The closest is South Street Garage off Church Circle (closed midnight-7a)Park Place Garage is discounted through the rebuild) and walk or take the shuttle. Running every 8-10 minutes.There’s also a free on-demand service for those arriving

Located in Annapolis, Washington, United States. Indoor/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport! STR21-144966 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A TEAM MEMBER WITH ADDITIONAL INSTRUCTIONS FOR BOOKING.Your indoor and outdoor waterfront oasis awaits you in Eastport! Enjoy year-round swimming and lounging at the indoor heated pool.Please note: If you request to book this property, your reservation is not confirmed until you are contacted by Annapolis Accommodations to complete your booking and payment. This unique beautifully landscaped 5-level home is perfect for large groups. Plenty of space to gather or spread out if you need some alone time. Three driveway parking spots, plus one additional street spot, are an important feature of this quiet cul de sac property. A private front door entrance with keyless entry makes for convenient access to the home.KitchenThe chef in the group will love cooking in this well-appointed