308 properties available

Located in Annapolis, Washington, United States. Bay View Studio Apartment Sweeping views of the Chesapeake Bay Bridge may be enjoyed from your apartment with tall windows facing the bay, private patio, and hot tub! 50 ft of waterfront make this private walk-out garden-level apartment nestled in a small wooded oasis near downtown Annapolis a gem. Walk to the marinas or the Sailing School to catch a water taxi to downtown or book a private sail or fishing tour. Walk to Port Annapolis to get some fresh baked goods at Black Market Bakery. Access the large 1000+ sf private apartment from a rear separate entrance of this owner-occupied home. There is dedicated space for 2 cars at the end of the driveway. The King bed is spacious. The Queen sleeper sofa by American Leather is the most comfortable on the market. Note that this apartment is a studio, and the bedroom is open to the living space and queen sleeper sofa. Enjoy high speed internet during your stay. Watch your shows on the flat screen TV using your streaming accounts (the

Located in Annapolis, Washington, United States. Firefly Cottage at the Cape, community beach, boat shows, hot tub, pets, fun. Welcome to Firefly Cottage in beautiful Cape St. Claire! Our cozy cottage sits on a ¼ acre of land for your exclusive use. It is conveniently located 0.4 miles (8 minute walk) from a private community beach located on the Chesapeake Bay. Shops, a grocery store, and restaurants in the Cape are ½ mile away and many more are within a short drive.- We do not ask you to do chores, that is our job. We just ask you to enjoy the Cottage.- Let us spoil you and your little dog too! $35 per day per dog, for up to 2 fifty-pound dogs.-Breakfast included- choice of microwaveable frozen breakfast sandwiches, granola, oatmeal, cereal and milk are always included in your stay.-Petit mais puissant, small but mighty. See more at Firefly-cottage.com. - SAVE- Enjoy a 10% discount for reservations 7 days to 28 days. During your stay, you can delight in a short walk to the community beach, relax in the yard with hot tub,

Located in Annapolis, Washington, United States. Tranquility Awaits Entire Guest House. One bedroom, one bathroom with loft. Three beds, queen, full and single. Full kitchen, laundry, dedicated work space with docking station, 2 smart TVs. On site free parking. Close to major highways, BWI Airport, Downtown Annapolis, Washington DC, Baltimore, Westfield Mall, Navy Stadium, Renaissance Festival, Eisenhower Golf Course. The spaceThere is 750 square foot of living space including the loft. You have your own private entrance, washer and dryer, water heater, and HVAC unit operated by a Nest thermostat. The only thing shared is the water, electricity and the backyard.Our tap water is totally the best! You must try it before you bring bottled water.The kitchen is equipped with everything you would need to stay at home and cook dinner or even bake cookies.Our sprawling backyard is great for frisbee or football.We have a fire pit and propane grill you can use.In the summer, I'm happy to share fresh vegetables and greens for your salad.

Located in Annapolis, Washington, United States. Little Magothy Riverfront Home With Pool Welcome to Maryland’s Cape! Cape St. Claire, that is. A short drive to downtown Annapolis with all the peace that comes from watching the birds circle the water from the convenience of the deck or windows facing the water.A lovely 3 bedroom 2 bath single home on a double lot right on the Little Magothy River - with a pier, an in ground swimming pool and a fantastic and peaceful view. Whether to relax, entertain or both, this property has it all. Located in the peaceful neighborhood of Cape St. Claire, you can stroll or jog down the street along the waterside houses, make the turn and Swan Drive becomes River Bay – wide open to the Chesapeake Bay. The master bedroom suite has a private deck overlooking the river. Enjoy the screen porch, the new pavers deck surrounding the in ground pool with lots of outdoor seating. Fall is a lovely time in the areas. Or during winter, there is a fireplace, a wood stove, and a downstairs rec area with ping pong

Located in Annapolis, Washington, United States. Waterfront, dog-friendly home with private dock, kayaks, firepit & amazing yard The Pearl of Oyster HarborOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether it's relaxation or activity you seek, you'll find it all in the gorgeous waterfront setting of The Pearl of Oyster Harbor. This is a stunning place for boating and swimming from the private dock, playing yard games at the water's edge, and gathering around the firepit for s'mores and stories once the sun goes down.This peaceful, two-story home boasts an expansive piece of property in Oyster Harbor, a private community on the Annapolis Neck Peninsula along an inlet of the Chesapeake Bay. The flat, beautiful lawn stretches all the way to the dock, where you're welcome to tie up your boat, launch one of the kayaks (two adult, one youth), or take out the inflatable paddleboard. (The bay can be shallow and tricky in parts; please familiarize you

Located in Annapolis, Washington, United States. Cozy suite Located in Presidents Hill The Corner House – Quaint and Cozy 2 Bedroom Suite with ParkingThe Corner House is a hidden gem located in the quaint President’s Hill neighborhood in historic Annapolis. New to the market, this suite is a cozy nook nestled on the third floor of this historic house. It is one block from West Street. This area of Annapolis is a vibrant and historically significant area that offers a mix of history, arts, culture, dining, and entertainment, making it a unique and lively part of the city.Situated just a short walk from the heart of the West Street Arts District, The Corner House is a home away from home. Enter through a white picket fence and onto a covered front porch. This is where you can enjoy your morning coffee and your afternoon tea or glass of wine when you return from your ventures. Enjoy the artwork of local and east coast regional artists that is displayed in the foyer and throughout the home. Known as “Cunningham’s Retreat”, this loft-st

Located in Annapolis, Washington, United States. Historic Downtown Charmer, Water Views and Parking! Life is beautiful in historic downtown Annapolis, with great restaurants, shops and romantic waterfront at your doorstep. Live like a local in a home built in 1875 but updated for today's lifestyles. This two bedroom, 1 1/2 bath home with a designated, off-street parking space -- a rare perk in this National Landmark district -- makes it easy for guests to arrive, unpack and unplug. Walk down Pinkney Street to experience the restaurants and shops of downtown and see the yachts along Ego Alley. Visit the United States Naval Academy just three blocks away. Or walk up the street on brick and cobblestone sidewalks to explore the grounds of the oldest state house in continued use in America or St. John's College, dating to the 17th century. Experience the restaurants, charming antique stores and neighborhoods around State and Church Circles and beyond.This 1875 cedar shake home sits in a row of townhouses that have been updated for moder

Located in Annapolis, Washington, United States. Stunning Waterfront Cottage with Breathtaking Views! A Gorgeous, Waterfront setting in the Sailing Capital of the World! Charm, Detail, and Hospitality were not spared in this newly-remodeled and totally upgraded cottage. This 2 BR, 1 BA house sleeps 4-6 people. Features include an open floor plan, with hardwood floors throughout, customized cabinetry, and granite counter tops. The modern kitchen offers all new appliances; stove, microwave, side by side refrigerator, coffee maker, dishwasher and is fully stocked with dishes, cookware and utensils. Everything to cook up a feast! The marble tiled bathroom features a large shower, vanity and the necessities of a home away from home! The living room is furnished with a comfy sleeper sofa, two plush chairs, and a large flat screen TV with cable. A bright and sun-filled room makes a perfect setting for morning coffee or a cozy dinner at the table, seating for four. Double French Doors off the living room open to a deck with a table a

Located in Annapolis, Washington, United States. Charming Downtown 3rd Floor 1 Bedroom Apt Perfect location for all that downtown Annapolis offers, right across from USNA gate 2. Super convenient, park your car and walk everywhere! Lots of daytime shopping, restaurants, tours, cruises and nightlife. The unit is located on the 3rd floor. My place is perfect for couples, solo and business travelers. There is a large living room space with a full pull out couch, tv and dining table. The bedroom has a queen bed with a tv. There is a small full kitchen and updated bathroom.

Located in Annapolis, Washington, United States. Chic Condo w/ Balcony in the Heart of Annapolis! See the best of Annapolis effortlessly when you book this 2-bed, 2-bath vacation rental! Equipped with all the essentials, boasting its own private furnished balcony, and sporting a bright modern interior, this condo is the key to an unforgettable trip. Begin your morning with a waterfront walk at Annapolis City Marina with a cup of coffee. Later visit some must-see attractions like Maryland State House and the Annapolis City Dock to soak up some knowledge.-- THE PROPERTY --In-Unit Laundry Machines | Free WiFi | Private Furnished BalconyIdeal for couples and small families, this cozy getaway is close to the heart of Annapolis and will have you living large during your stay!Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Living Room: Sleeper SofaMAIN FEATURES: 3 Smart TVs, open main living space, dining table, bright interior decorKITCHEN: Fully equipped w/ cooking basics, Keurig coffee maker, blender, toaster, rice cooker GENERAL: Linens/t

Located in Annapolis, Washington, United States. HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES! Treat yourself to the best while in Annapolis! Gorgeous 1500 sq. ft. custom designed waterfront apartment that takes full advantage of the lovely water views. 9 ft. ceilings throughout with walls of glass to capture all the exciting views day and night. The private entrance to the apartment is off of the 40 ft. covered waterfront patio for apartment guests exclusive use. Enjoy morning coffee on the patio and alfresco meals under the twinkling lights. Beautifully appointed apartment with a well stocked gourmet kitchen, sleep on silky soft bed linens, extra personal supplies & linens in the large bathroom, washer & dryer, 2 large bedrooms with a spacious living room, 40ft. private patio overlooking the South River in Annapolis. Off street parking is provided for up to 4 cars. The deep water pier is available for guests to use for fishing, crabbing or just enjoying the fascinating views of water and wildlife. You

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.LISTING NOT AVAILABLE ON CRAIG's LISTMurray 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 res

Located in Annapolis, Washington, United States. Cozy 2br home w/ parking in downtown Annapolis A's by the Cove is ideally located in the heart of downtown Annapolis's Historic and Art Districts. It is a fully updated & detached home with historic charm and an inviting front porch. Well conceived and open floor plan to include a living room (with queen sleeper sofa), a dedicated workspace, 1/2 bath and eat in kitchen on the first floor and 2 bedrooms and a full bath upstairs. Enclosed rear yard provides an opportunity to create a lovely quiet space out our back door. One parking spot (in a nearby by public lot - less than 60 yard from the house) is included with your rental, you can walk to West street, Main Avenue or the city dock all in less than 10 min. The property is equipped with a RabbitAir Air Filtering device which allow the interior air to go through a 6-stage filtering twice every hour. it traps allergens & contaminants. It is certified Asthma & Allergy friendly.A perfect location to enjoy Commissioning Week, Boat Shows an

Located in Annapolis, Washington, United States. Bennett House (entire):Haven in Historic Annapolis Welcome to the historic neighborhood of Murray Hill! The Bennett House is a charming, light- filled detached home with 3 bedrooms, 2 bathrooms, 2 full kitchens and 2 bathrooms with 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 haven in quiet Murray Hill. Ideal for two families traveling together. Apartments can be rented separately as A /B.We add 50 dollars a day for cleaning for pets.LISTING NOT AVAILABLE ON CRAIG's LISTMurray 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

Located in Annapolis, Washington, United States. Walk to Everything - Historic Art’s District HISTORIC ANNAPOLIS/ART’S DISTRICT Built circa 1890, “John Stevens House” in the sought-after neighborhood of “President’s Hill”, aka the “Arts District”. This charming, light-filled 2-level unit of a duplex features a cozy living room, full bath & fully equipped eat-in kitchen, 2 bedrooms, 6 beds & a porch.People-watch on the front porch or walk a block to local dining & boutique shopping. Short walk to the Naval Academy, Stadium, Dock & boutique shops or a short ride on the Annapolis Trolley, Water Taxi or AnnapolisGo.* SINGLE NIGHT BOOKINGS CASE BY CASE. PLEASE MESSAGE ME.*USNA COMMISSIONING WEEK BOOKINGS HAVE A 5-NIGHT MINIMUM AT A RATE OF $3500.00. *BOAT SHOW BOOKINGS HAVE A 2-NIGHT MINIMUM.

Located in Annapolis, Washington, United States. Dog friendly! Next to Navy Stadium and DTA Shuttle! Enjoy your stay in our charming home centrally located directly across from Navy-Marine Corps Memorial Stadium on Taylor and in walking distance to downtown. For navy tailgating, you just can't get any closer! Upon your arrival, hang up your car keys and enjoy strolling through our quaint town or use one of the multiple transportation options. You're in the midst of it all!! We look forward to welcoming you to our home!Enjoy our historic, cozy bungalow, built with love from our own grandfather's hands. A unique sandstone home built in 1920 with updates and comfort of 2020. A true gem nestled in the heart of Annapolis! Read a book in the rockers on the screened in porch or light a fire and relax by the Solo Stove firepit on the patio. Whether you prepare your dinner on the grill outside or in the spacious, well lit and well appointed kitchen, you'll enjoy every aspect of this house and will feel right at home during your visit!A t

Located in Annapolis, Washington, United States. Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything Your family will be close to everything when you stay at this centrally-located place. Two blocks to Main Street, the Naval Academy, Downtown Annapolis and Historic Maryland Ave, this 1875 home has been fully renovated and updated for our guests. Boasting beautiful views of Historic Paca House and book ended by Spa Creek and St. John's College, the location is amazing.Kid friendly house with a quiet and secluded back patio for relaxing.Entire interior (baths, kitchen, flooring and furnishing) was just renovated this year. Hotel quality linens and towels ready for your next trip to Downtown Annapolis.

Located in Annapolis, Washington, United States. Brand new Renovation - Fleet Street Retreat in Historic Downtown Annapolis We welcome you to our brand new listing on Fleet Street . Purchased in 2016 and taken down to the studs this property is brand new and waiting to host your group on your trip to Annapolis . Two large bedrooms with a really cute built in extra twin we sleep 5 maximum .Complete with gorgeous new kitchen and bathrooms you will have plenty of space . Literally a stones throw from city dock , USNA etc. TVs are basic Roku - Netflix option .

Located in Annapolis, Washington, United States. Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA Located on one of the most coveted streets in downtown Annapolis, walk to Main St. and City Dock. The Thomas Hyde House not only has beautiful views of the Maryland State House, but also has an extremely rare large parking lot adjacent to the building with at least 5 parking spaces. The building consists of two levels and a large basement. It's close proximity and walking distance to all downtown Annapolis. THERE WILL BE A SECURITY HOLD (NOT A DEPOSIT JUST A HOLD) THAT WILL BE RELEASED 3 DAYS AFTER CHECK OUT.Regarding PETS: We strive to provide our guests with a space that is free from animal allergens. We are obligated to allow a genuine service animal however, be aware that the animal CANNOT BE LEFT ALONE at the home at all during your stay, not even caged. If the animal is left alone in the home you will be asked to leave immediately with no refund of unused nights.

Located in Annapolis, Washington, United States. Coastal Comfort: Beach Retreat with fully fenced Backyard Oasis A serene escape awaits you at our cozy 4-bedroom, 2.5 bath retreat, just minutes away from Historic Downtown Annapolis and nestled in a private beach community. As the sun sets, the deck comes alive under the soft glow of string lights, beckoning you to unwind in our 8-person hot tub or outdoor firepit with your worries melting away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Historic Annapolis has to offer! Your Annapolis Retreat Awaits! Featured Amenities:• 8-person Bullfrog Hot Tub • Stunning water views from the front porch • Fire Pit with hanging egg chairs • Outdoor hammock • Deck with outdoor dining under string lights • Private Beach Community Access • 2 paddleboards for your use (drop in within walking distance) • 75" smart TV

Located in Annapolis, Washington, United States. Cute bungalow blocks to Stadium Summary:This stylish two bedroom home is conveniently located in Annapolis' Germantown neighborhood off West Street, near downtown Annapolis. Perfect for Navy sporting events and boat shows, this home is two blocks (0.3 miles) from Navy-Marine Corps Memorial Stadium and an 8 minute drive from USNA and Downtown Annapolis. Annapolis' Germantown neighborhood is wonderful! There are tons of restaurants, bars, and boutiques on West St which is two blocks away. A visit to Annapolis is a must-do for anyone traveling through the mid Atlantic! Walk along the old brick sidewalks much as George Washington or Thomas Jefferson did in the days when Annapolis was the capital of the United States. Architecturally, Annapolis boasts some of the finest 17th and 18th century buildings in the country – including the residences of all four Maryland signers of the Declaration of Independence. Annapolis is the home of the United States Naval Academy, founded in 1845, and o

Located in Annapolis, Washington, United States. Bay Poolhouse Bay Pool HouseLicense number000268 .

Located in Annapolis, Washington, United States. Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking, Five blocks to Naval Bagels, Agave, Chessie's Wharf, Evelyn's, Bean Rush Cafe, Rutabagas, Grauls Groceries and other shops, this updated corner lot historic cottage with plenty of free street parking sleeps seven in two bedrooms upstairs, sunroom and living room downstairs. Walking distance to the Navy stadium, and a bit further walk to downtown, City Dock and USNA. Large corner yard with private backyard patio, seating and grill. Moor your boat at nearby Tucker Street Boat Ramp. Great getaway!House sleeps four upstairs, two in the first floor sunroom and one in the living room on a convertible chair/twin bed. Upstairs has a queen bed in the master bedroom and two twin XL beds in the second bedroom. Jack-and-Jill bathroom can be accessed from both bedrooms.Original knotty-pine lined first-floor sunroom has two comfy built-in twin XL daybeds - great for the kids or extra guests. Comfortable living room has

Located in Annapolis, Washington, United States. Freshly renovated 3-story home 1 block from USNA! Summary:Welcome to The Wardroom!Originally built in 1902 and completely renovated in 2014, this 3 story home is the perfect spot for a memorable Annapolis getaway.The location is 2nd to none - 1 block from Gate 1 @ USNA, making it a top choice for USNA families for I-Day, Commissioning Week, Parents' Weekend, and alums returning to "the Yard" for their class reunion. Walk to the heart of Annapolis, MD State House, Main Street restaurants, boutiques, bars, the Annapolis City Dock, and so much more!The Space:This is a 3 story / 3 bedroom property blocks from the US Naval Academy!The kitchen and living room are located on the first floor of the property with the bedrooms upstairs. There is also a small outdoor porch located on the property as well.Air conditioning is only available in certain parts of the home.This row-style home has a sunny family room with a TV with cable for entertainment and plenty of comfortable sofas. The adjoining d