308 properties available

Located in Annapolis, Washington, United States. Across from USNA Gate 3, Historic Gatehouse on-site parking, private patio Enjoy the charm, beauty and convenience of Downtown Annapolis in this Historic brick row home located across the street from the U.S. Naval Academy's Gate 3. A rare find in Historic Annapolis from the size, on-site parking for 2 cars, outdoor entertainment space and vicinity to the Academy, this 5 BR/ 4.5 baths (2 of which are en-suite) gem offers space for family and friends to relax and entertain.Park your cars in the private spaces behind the home and enter the backdoor into the spacious dining room. The owner's eye for detail is evident throughout the Navy-inspired decor. Spread out on the main floor in the dining, living, and kitchen space. There is also a powder room located in the hall. There is plenty of sleeping space for everyone. Head upstairs to the 2 bedrooms and 2 baths on the 2nd floor (one of which is en-suite) and further up to the 3 bedrooms and 2 baths (one of which is en-suite) on the 3rd

Located in Annapolis, Washington, United States. Indoor Soft Hot Tub - Family Stay @ The Cape! Make some memories at this unique and family-friendly place.Family Friendly Staycation fully outfitted to accommodate traveling with infants, toddlers, children of adults ages and surrounded for both recreation of every kind or peaceful/serene relaxation.Will expand on this shortly! This listing is a currently preview while I fine tune all details for show and tell. This is “Show” so “Tell” is right around the corner!Your dedicated host,KaraThe spaceTrue to the Family Friendly “Superbrand” our 4th property offering “Family Friendly @ The Cape”is no different. Even down to the Indoor Soft Hot Tub with child proof/adult challenging snap on hood!Offering an amenity rich stay experience for people of any age, this stay keeps with this tired mama’s tradition of offering an infant & toddler friendly vacation option to tired parents without needing to bring all the gear. Need it? Got it. Full sized crib, toys for every developmental age and stage,

Located in Annapolis, Washington, United States. Fully renovated house in the heart of the Historic District! Fully updated 3 bed/1.5 bath in Historic Annapolis, less than a mile from the main gates of the Naval Academy! Main bedroom with queen bed, guest bedroom with 2 twins. Twin sized pull out available for workout room, as well as a pack and play if needed. Private fenced back yard, and rocking chairs on front porch! Easy street parking, walk to everything downtown has to offer!! Please let me know if you have any questions.

Located in Annapolis, Washington, United States. Elegant Eastport Entertaining Dream House NBS23-145363 - 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.Welcome to your coastal oasis in Eastport, Maryland, a charming waterfront community just a stone's throw from the Chesapeake Bay. This exquisite vacation rental exudes nautical charm and modern comfort, making it the perfect retreat for those seeking a taste of the coastal life. Located in Annapolis, it's a short walk to the Naval Academy and historic downtown, ensuring a delightful blend of history and maritime adventure.As you step into this elegant single-family home on Second Street, you'll be immediately enveloped in the soothing ambiance of nautical decor. The maritime-inspired interior transports you to the world of sailing and boating, with subtle reminders of the nearby Naval Academy and the enchanting Chesapeake Bay.With a spacious layout, this home

Located in Annapolis, Washington, United States. New Listing! Walk to USNA/Capitol/Downtown Want to enjoy being in downtown Annapolis, but on one of the quieter streets? If that sounds good, this is the place for you. Less than a one-minute walk to Gate 3, two minutes from St. John's College and only three blocks from the State House, this 3 bedroom (two queen, one full-size)/2.5 bath home is a charmer. Built in 1867, the house has some of the original features, but also features a newly renovated kitchen and master bedroom suite.With Main Street, the City Dock and the Rams Head Tavern less than a 10 minute walk from the house, and the Naval Academy right across the street, you can go everywhere you want when you want. Don't miss the Maryland Avenue shops or Galway Bay, the best Irish pub in town and only two blocks away!Parking: If you know Annapolis, parking can be a challenge. Cars are restricted to 2 hour on street parking. Please locate the nearest parking garage for your stay at www.annapolisparking.com. The Calvert Stree

Located in Annapolis, Washington, United States. Experience Historical Annapolis + Complimentary Breakfast! Parking 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 UN

Located in Annapolis, Washington, United States. Belle By the Bay- Great location and parking! As soon as you enter this beautiful two-floor home, you'll be greeted by the modern yet very comfortable open-concept design living area.The fully equipped kitchen combines with the dining area, where you'll cook and enjoy tasty meals with your friends and family before relaxing in the living room, or head to the outdoor seating area to enjoy the unforgettable Annapolis evenings. The home has three bedrooms, 2.5 bathrooms, fully equipped kitchen with large island that seats 4 and an outdoor patio featuring a 8 person fire-pit dining table and lounge seating.Gather around our dining room table for family meals, or enjoy the large, privately fenced bricked patio for a cook-out, brunch or cocktail after a full day of exploring the town. If you don't feel like cooking order take-out, you can take stroll or quick ride share trip to one of the many renowned local eateries in the area. Where you will sleep:Each bedroom is designed for comfort and

Located in Annapolis, Washington, United States. Adorable 1 bedroom apartment in downtown Annapolis Enjoy a stylish experience at this centrally-located apartment. 2 minute walk to Main Street and all of the attractions Annapolis has to offer!The spaceOne bedroom apartment with a full bed in the bedroom and a queen pull out couch in the living room.Other things to noteParking:There is 2 hour meter parking right outside of the building. There is also zone street parking, where non-zone cars can park for 2 hours. The closest parking garage where you can park overnight is Gott's Court Garage which is a 2 minute walk from the building.

Located in Annapolis, Washington, United States. Cool 1870's Historic District Home with modern amenities. 150 year old, five bed and three bath home with 3,000 square feet is centrally situated in the heart of the Historic District. You'll be three blocks from the Naval Academy, City Dock, St John's College, Paca House and the State Capital. This is a Federal style, circa 1870's, three story brick row home which was partially upgraded in 2017. Renovation included gutting both the kitchen and the English basement bedroom. Enjoy a screened porch overlooking a private garden surrounded by an eight foot tall brick wall. There is plenty of space throughout the home with hideaways where you can relax and get away from it all.There are three full baths - the second floor has a walk in shower and the master bathroom has a claw foot tub combination shower. The renovated English Basement, which is the fifth bedroom, has the third full bath with walk in shower.The rear bricked patio has a fire pit and is surrounded by an eight foot high bric

Located in Annapolis, Washington, United States. Hyde Park Hideaway Cute house at the end of a cul-de-sac in a friendly neighborhood! The house has two bedrooms and two full baths. It can sleep 8 with two pull out sofas includes. The basement offers an office and fun place to hang out on one side and on the other side you will find the washer and dryer as well as a treadmill, pull-up bar, rings, fitness ball, and ab-roller! You can relax on the back deck after you’ve explored the beach down the street, the nearby park, or nearby downtown Annapolis. Or, have a bonfire on the patio to finish your evening.

Located in Annapolis, Washington, United States. Unique Victorian Stay w/ Modern Amenities + Steps from Waterfront Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine at local restaurants - all from walkable distance!Historic Inns of Annapolis features accommodations across three distinct buildings: Maryland Inn, Governor Calvert House, and Robert Johnson House. Please note, that all guests will check in at Governor Calvert House, the address displayed on the listing.- This Room is located in Robert Johnson HousePLEASE 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 $100 /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

Located in Annapolis, Washington, United States. Cute, cozy rancher close to down town Annapolis Private location with plenty of parking. Newly renovated bathroom, french doors open to deck; great for indoor-outdoor leisure time. Roomy kitchen with plenty of counter space. Large windows to let in tons of sunlight. Big backyard for kids to run around in.

Located in Annapolis, Washington, United States. Stay in the heart of Historic Annapolis 2 blocks from Main Street Stay right in the heart of Historic Annapolis, just 2 blocks from Main Street, and feel like you’re in a hotel suite with all the comforts of home! Your family will be close to everything when you stay at this centrally-located 2nd-floor apartment in a Historic 3-unit building, once a grocery store and the residences of the store owner. Enjoy the perfect blend of convenience and comfort in this well-appointed space.Property Highlights:Central Location: Walk to all the attractions of Historic Annapolis, including Main Street, just 2 blocks away, and the U.S. Naval Academy, another 2 blocks away.Comfortable Living: The King bedroom also has a Twin futon. There is another twin futon in the family room. A full bathroom is in the hall.Kitchen: The spacious kitchen is perfect to cook a full family meal with an island and eat-in kitchen table with seating for 4.Sleeping Arrangements (Sleeps 4):King Bedroom:King BedTwin futon

Located in Annapolis, Washington, United States. Robert Johnson 2 Double Beds, Historic Inns, Antique Style, Near Chesapeake Bay Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine at local restaurants - all from walkable distance!Historic Inns of Annapolis features accommodations across three distinct buildings: Maryland Inn, Governor Calvert House, and Robert Johnson House. Please note, that all guests will check in at Governor Calvert House, the address displayed on the listing.- This Room is located in Robert Johnson HousePLEASE 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 $100 /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 i

Located in Annapolis, Washington, United States. Marvelous Home with Backyard Living Room in Murray Hill NBS23-145336 Welcome to our charming vacation rental house nestled in the picturesque Murray Hill neighborhood of Annapolis, Maryland. Immerse yourself in history and tradition as you explore the nearby landmarks, including the prestigious United States Naval Academy, which adds an air of excitement, especially during the renowned Commissioning Week.Steeped in history, our vacation home exudes a timeless charm, complemented by modern comforts and conveniences. With four spacious bedrooms and three well-appointed bathrooms, the house comfortably accommodates up to nine guests, making it perfect for families and friends looking to create cherished memories together.As you step into the street-facing, light-filled front living room, you'll be greeted by a warm and inviting atmosphere, where relaxation and comfort go hand in hand. The room's large windows offer scenic views of the neighborhood, allowing natural light to illuminate the

Located in Annapolis, Washington, United States. Annapolis Luxury: Firepit / Deck / Grill Welcome to our stylish new construction in the heart of Annapolis! Our home features high ceilings, contemporary decor, and a 75" TV. Enjoy a fully equipped kitchen with granite countertops. Relax on the patio with a firepit and grill. Full Sonos system and laundry area available.Close to downtown Annapolis and its historic charm, this location offers easy access to local shops, restaurants and attractions. We are a short drive to the Naval Academy, Stadium, and the Chesapeake Bay.Experience the comfort and convenience of our three-story home in the heart of Annapolis, Maryland. Perfect for families, groups, or business travelers, this spacious residence offers a variety of sleeping arrangements across three floors, ensuring a restful stay for everyone.Parking will never be an issue with our 2 car driveway and ample street parking, but it is good to note that the garage is locked for storage purposes.Sleeping Arrangements3rd Floor (3 Bedrooms):-

Located in Annapolis, Washington, United States. Minutes from History: Room w/ Free Breakfast Near Downtown Annapolis 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

Located in Annapolis, Washington, United States. Spacious 5 bedroom house in Annapolis - 3 Miles from Naval Academy Unwind in Annapolis at this brilliant house. With 5 cozy bedrooms featuring a mix of king, queen, and full beds, guests can relax in style. Enjoy the convenience of amenities like AC, heating, WiFi, and a washing machine. The 5 bathrooms offer a touch of luxury with bathtubs and hair dryers. We'll be available to answer any questions while you stay at our place.

Located in Annapolis, Washington, United States. Peaceful Home in Annapolis Relax with the whole family at this peaceful place to stay. A quaint 4-bedroom home tucked away on 2.2 acres. Enjoy the privacy of a wooded area as well as ample green space. A beautiful neighborhood to walk around in. Just minutes from downtown Annapolis and the Naval Academy. A short drive to the B&A bike trail and quick access to route 50. Ample sleeping space for a large family - sleeps 11 total.

Located in Annapolis, Washington, United States. Charming Annapolis home in Eastport, Now available Commissioning Week! This delightful restored home is just 3 blocks away from the Eastport Bridge and 1.3 miles away from the Naval Academy, and the City Dock . This home is 3,500 square feet with a large family room open to the kitchen & one of 2 dining areas. There are 3 bedrooms and 3 full baths, 1 on the first floor,the others upstairs and a large open family room, with lots of windows and French doors leading to a deck to enjoy entertaining outside by a quiet court. Also includes a sun room and parking for 2 cars. Commissioning week is available! The large master bedroom includes a king bed, with a small balcony and a large master bath. The washer dryer is on the second floor. There is a gas fireplace on the first floor . The kitchen is fully stocked with a wall oven, separate cooktop, refrigerator, and Dishwasher, with room to have breakfast at the countertop seating. There are plates, bowls, glasses, wine glasses, p

Located in Annapolis, Washington, United States. NEW Eastport Bungalow walkable to USNA, Restaurants, & Historic Annapolis Your family will be 1mi. to Main Street & Downtown Annapolis home of the US Naval Academy (ask about our Navy family discount), rich American history, shopping, waterfront dining, winery & live entertainment. Our home has been completely renovated to be warm and welcoming including plenty of parking. We want our guests to feel at home - 2 large comfortable seating areas for playing games, enjoying meals & reconnecting with family & friends. Brand new mattresses, linens, 3 smart screen TVs. Community has private dock, perfect for your morning cup of coffee or evening cocktail on Back Creek.

Located in Annapolis, Washington, United States. Stunning Home Nestled on the Peninsula of Eastport This 4 bedroom Annapolis home is an absolute gem, especially with off-street parking! The Craftsman style architecture adds character and warmth, while the detailed touches like crown molding, chair rail, shadow boxing, and columns elevate its charm even further. With 3400 square feet of space, 4 bedrooms, and 3.5 baths, there's plenty of room for comfortable living.The multiple patios offer opportunities for both indoor and outdoor relaxation and entertaining with easy access to Spa and Back Creeks. A custom kitchen with high-end appliances is a chef's dream, perfect for creating culinary delights.The proximity to downtown Annapolis, just a short walk away, makes this home not only a private retreat but also a gateway to all the vibrant offerings of the area. And with the Naval Academy as a backdrop, there's a sense of history and tradition woven into the fabric of daily life. It's truly an idyllic place to call home for your stay in

Located in Annapolis, Washington, United States. Annapolis waterfront "tiny house" in garden setting This " Carriage House" is a tiny jewel box, space efficient as a boat and comfortable as a modern home. Located in the gated community of Epping Forest, it is minutes away from convenient shopping and a short drive from downtown historic Annapolis. The waterfront community clubhouse, beach and tennis courts are open to guests of property owners.Newly constructed with "Tiny House" principles in mind, the "Carriage House" is a wonder of compact design, drenched with light from many strategically placed windows and sky lights. A complete kitchen includes microwave, toaster oven, hot water kettle and hot plate as well as pots, pans, plates and glassware. The bath includes all modern fixtures with large shower, make up mirror and hairdryer. A heat pump keeps the space comfortable at any temperature. Cable TV and internet provide all your entertainment and communication needs. A very comfortable pull out couch with individ

Located in Annapolis, Washington, United States. Charming Historic Townhouse Steps From USNA Welcome to our charming home nestled next to the prestigious Naval Academy in Annapolis. This inviting 1-bedroom, 1-bathroom accommodation is ideally located within walking distance to downtown, allowing you to explore the city's historic charm and vibrant atmosphere at your leisure.Situated across from the renowned St. John's College, our home offers a picturesque setting with its close proximity to lush green spaces and breathtaking views. Step inside, and you'll find a cozy yet spacious interior that comfortably accommodates up to 4 people.The bedroom features two comfortable queen beds, providing a restful night's sleep for guests. Additionally, there's a convenient pullout couch in the living area, perfect for extra guests or family members. The tastefully decorated space exudes a welcoming ambiance, ensuring your stay is both relaxing and enjoyable.In addition to its prime location and comfortable accommodations, our home boasts a full