308 properties available

Located in Annapolis, Washington, United States. Modern Comfort in Great Location A beautiful new 3-level town home in gated community: stainless steel appliances, hardwood floors, indoor/outdoor fireplace on deck, and easy parking. Minutes from downtown Annapolis, Naval Academy and Stadium, Eastport, and Towncenter. Easy access to rt 50 to Washington DC to Capitol Hill and rt 97 to Baltimore. You will love my place because it is convenient yet quiet with easy access to all hotspotsTHE SPACE:**Please message me before requesting to book.This is a brand new 3-level townhouse in a gated community as of August 2016. It has mostly contemporary décor with a mix of rustic chic and Nautical flair. Bedrooms: 1. 3rd level-Master- queen bed w/ hw floors and tile bathroom with large shower/bench 2. 3rd level Bedroom 2- comfy queen bed w/ pillow topper, chest of drawers, closet space, and tv with network channels -across from full hall tiled hall bath3. 3rd level Bedroom 3- comfy queen convertible sofa w/ memory foam topper, closet space, and

Located in Annapolis, Washington, United States. Beautiful home, walk to Stadium & close to USNA Privacy and convenience!!Walk to Navy-Marine Corp Stadium, or just a few mins by car to USNA, downtown, restaurants and pubs. Trader Joes, Sam’s, Gas and other conveniences all just a few mins away.Beautiful home, cozy and well maintained, with everything you need including the fastest wifi available in all rooms (4x4 router/10 Gbps).Gorgeous patio and outdoor dining area with couches, and private garden out back and large porch set well back off the street at front. ***Please note that we do not allow outside people or entertaining/parties at our home during guest's stay. This is our home and is for the use of the registered guests only***

Located in Annapolis, Washington, United States. Quaint Cottage is the perfect getaway retreat in Eastport. 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. RENT-000070-2023 - This quaint little cottage is the perfect getaway retreat for a week. It has just what you need to stay there and enjoy your time in Annapolis. This unit is in walking distance to all that Eastport and historic Downtown Annapolis has to offer! Walk to some of the best restaurants or just enjoy a nice walk over the Eastport Bridge and watch the boats go by. You are able to enjoy the hustle of Downtown without having to deal with the traffic or noise. With this being an efficiency unit, you have just what you need and do not have to worry about taking care of anything, all you have to do is enjoy yourself. The couch becomes a queen sofa sleeper. Call Annapolis Accommodations today to set up a showing and make this your new home!

Located in Annapolis, Washington, United States. Luxury Waterfront Annapolis home with your very own Private Beach & Dock About this spaceStunning Contemporary Home with private beach! House has been listed on another site receiving five star reviews from all previous guests. House was recently renovated on the Severn River with magnificent views of the Chesapeake Bay Bridge, a private dock & gorgeous sand beach w/ games, fire pit & hammock. Just minutes to downtown. Water views from all rooms, two propane fireplaces, designer kitchen, wine unit, electronic blackout shades, private office, screened-in porch, front patio w/grill & fire bowl. Master bedroom w/stand-alone tub & walk-in closet. Private road w/room for 3 cars. Spectacular Sunrises.The spaceThis gorgeous house sits at the mouth of the Severn River. The Severn River/Chesapeake Bay sits on the front side of the house and Chase pond (connects to the Bay) sits on the backside of the house. Water views from every room! The rooms have large expanses of glass to enjoy the view

Located in Annapolis, Washington, United States. Nice retreat apartment/private patio, min. away from USNA & Downtown Annapolis Nice 2 bedrooms / 1 bathroom appartment in the lower level of a single home, private entrance and patio in the back of the house, open kitchen living room, TV, WIFI, fully furnished.Located in a nice waterfront community facing the Chesapeake bay and South river, you can take long walks and bike rides.10min drive to downtown Annapolis, to the Naval Academy, the Historic District, Eastport etc... and 5 min drive to a shopping center with a grocery store, a Pharmacy, Coffee Shop, restaurants, bars and shopping.Min. Stay 1 night accepted Mon/Thu.Situated near to big Cities, Baltimore and Washington DC

Located in Annapolis, Washington, United States. Historic Downtown Luxury. Your own oasis but close to everything with parking PLEASE NOTE: We are only renting this house for commissioning week.The McCusker house has historical charm with high-end upgrades to make this an oasis in Downtown Annapolis. 3+ bed and 2 ½ bath home with 2,600 square feet plus back courtyard and side porch entertaining spaces, very centrally located in the Historic District next to the Capitol Building. You are walking distance to the Academy, the best restaurants, shopping on Main Street, Maryland Avenue and West Street, City Dock and the Water Taxi that goes to Eastport and beyond. USNA stadium is a mile away if you wanted to walk and avoid the traffic.The 250-year-old McCusker House is named after John McCusker who was superintendent of construction at the Academy and responsible for construction of Bancroft Hall. The house also incorporates what was a stand-alone kitchen with the great fireplace from 1696 and considered to be the oldest standing struc

Located in Annapolis, Washington, United States. Large House Downtown Annapolis with 2 Hot Tubs and 4 parking places This Navy Themed house is located jn downtown annapolis, walking distance to all the shops and restaurants in annapolis as well as the navy football stadium. It is 1 block from the free annapolis shuttle. The house consists of 2 separate units both units have 3 bedrooms and 1 full bathroom and 1 half bath. The units are side by side and offer stocked kitchens as well as multiple seating options on the front and the back porch. The back yard offers 2 grills, 2 fire pits and 2 hot tubs.

Located in Annapolis, Washington, United States. 2 Maryland Inn 2DBeds, Historic Inns of Annapolis, Waterfront Vicinity 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 Maryland InnPLEASE 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. Elegant Stay Perfect for Romantic Getaway, Just 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

Located in Annapolis, Washington, United States. Annapolis House Traditional 4 bedroom house in neighborhood with loft. Lots of room to move around in with gated back yard. Only 3 miles to downtown Annapolis. Marina in neighborhood with great walking/biking paths all around.

Located in Annapolis, Washington, United States. Charming Downtown Annapolis. Stroll to all the Historic District has to offer. In the heart of Annapolis, where the bay breeze blows, Stands a small cottage, the Captain's Quarters, a peaceful repose.Just a seven-minute walk to Navy Stadium so grand,And a quick stroll to historic Main Street, hand in hand.Newly renovated, yet with historical charm,This snug abode offers a sense of calm.With its white picket fence and welcoming air,You'll feel right at home in this cozy little lair. Inside, the decor reflects nautical themes,From the anchor wall art to the ship in a bottle dreams.The cozy kitchen is small but grand,With modern amenities at your command.Gleaming gadgets, tools so neat,Ready to make any dish complete. The bedroom is snug, with a comfortable bed,Where dreams of adventure dance in your head. The bathroom is cozy, with a cottage feel,A place to relax and unwind, to heal. So come stay at the Captain's Quarters, a gem,A place where memories are made, like a precious emblem.

Located in Annapolis, Washington, United States. 2 Historic Ambiance Stays Perfect for Romantic Getaways - Pets Allowed! 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 Maryland InnPLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- These are BOTH separate hotel rooms. Rooms are individually unique and may not be adjoining or adjacent, allocated based on availability upon arrival. The price is for all rooms.- The property requires a damage deposit of $100 /night/unit on the credit/debit card provided. The deposit is required for EACH UNIT

Located in Annapolis, Washington, United States. Charming Historic Annapolis Home This delightful historic home is situated directly across the street from the Paca House, and only three blocks from the Naval Academy, City dock, St. John’s College and the State Capital. If you are attending an event at the Paca house, there is not a better location than this. This 1240 square-foot home includes two bedrooms, and two full baths. The master bathroom, located on the second floor, includes a soaking tub. If needed, there is a washer and dryer located in the master bathroom. One of my favorite spots in this house is the newly renovated back patio. The back patio is a great place to spend time when the weather is nice. The patio seats five people comfortably, includes a fire pit, a gas grill, and roman shades for privacy. Both bedrooms include a queen size bed. The master bedroom is located on the second floor and the second bedroom is located on the third floor. Both bedrooms are located in the front of the house and have spectacular view

Located in Annapolis, Washington, United States. Minutes from History: 2 Relaxing Units 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.- These are TWO separate hotel rooms. Rooms are individually unique and may not be adjoining or adjacent, allocated based on availability upon arrival. The price is for all rooms.- 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 minim

Located in Annapolis, Washington, United States. Cottage for Rent Cottage for Rent xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx

Located in Annapolis, Washington, United States. Splendid home w/private pool, fire pit, several decks & balconies Porter PointOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to this stunning five-level house nestled on a quiet and expansive 5-acre property in Annapolis, MD. With decks on every level offering breathtaking views, a pool, putting green, and a dock with four kayaks, this vacation rental is a true oasis for outdoor enthusiasts. Lifejackets are conveniently stored in the garden shed for your safety and peace of mind.Enjoy the modern amenities of this home, including a pool, lake views, central AC, and high-speed internet. The property features a firepit, multiple outdoor seating areas including a deck, patio, and balcony, as well as a gas grill for al fresco dining. Inside, you'll find a fully equipped kitchen with all the essentials, a cozy living room with a fireplace, and comfortable sleeping arrangements with king and queen

Located in Annapolis, Washington, United States. 1010 VB Eastport, Annapolis MD!!! Welcome to historic Eastport! Located in the City of Annapolis, 1.6 miles to the United States Navel Academy. My home is 3B, 3B, sleeps 6 comfortably in beds. Beautiful backyard and porch perfect for grilling out. Driveway fits 2 cars but street parking open and unlimited. Walking distance to coffee shops and restaurants in Eastport. No smoking, no pets. Please contact me for more details! Go Navy!!!

Located in Annapolis, Washington, United States. Waterfront Oasis of Annapolis Star Studio, furnished apartment above detached garage on family's sprawling property. Queen-bed, with pull out full couch. Sleeps up to 4. Well-appointed and outfitted, eat-in kitchenette. Gorgeous bathroom. Vaulted ceilings. Access to our saltwater pool(seasonal) that is shared with your host family and other Oasis guests, outdoor fireplace with TV(also shared with other Oasis guests), outdoor grill and pavilion with TV and Bose system.Less than a 10 min drive to downtown Annapolis.Keep reading... if you want to know more about this amazing propertyThe property is equipped with everything you will need for your stay including a full-size fridge, Keurig coffee maker, teapot, stove and dishwasher. Just outside the property entrance is the gorgeous “Oasis” pool. This studio is PERFECT for small families or friends visiting the United States Naval Academy, Annapolis Boat Shows or any of the many Annapolis events we have going on here year-round.The property

Located in Annapolis, Washington, United States. Brand new Renovation in Historic District with 2 parking spots -walk everywhere ***Covid 19 updates. In addition to blocking time between guests per CDC guidelines our professional cleaning staff is providing a deep clean using UV sanitizing wands and ozone machines before and after every rental ***You must message first before bringing a pet for approval . One dog max ! We welcome you to come stay at our newly renovated property in Historic Annapolis. We own and manage numerous short term rentals in the city so we know exactly what our guests want and we made sure to deliver with this adorable adults only ( 12 and up please ) pied -a-terre. An upstairs unit with two beds and one bath everything is brand new and used exclusively as a short term rental. . Featuring custom cabinets , apron sinks, gas stove , purple mattresses , a complimentary keurig coffee bar , guest toiletries and free WiFi it's nicer than the best suites at the Marriott or Westin for a quarter of the price ... Not t

Located in Annapolis, Washington, United States. Anchor's Away in the Heart of Eastport! Downtown in the heart of Eastport Annapolis, this first floor studio condo boasts high ceilings with lots of natural light and ample closet space. Fully remodeled with new floors, tile and stainless steel appliances, as well as a pull-down Murphy bed that is home to a comfy tempur-pedic mattress. Cozy electric fireplace below a 58” 4K television. Basement houses additional storage and full-size W/D. Grill area shared by the 3 units in this building with on-street parking. Please note that MD assesses a 7% occupancy tax which will be invoiced after your booking is completed and collected through VRBO. This tax is in addition to the 6% sales/occupancy tax collected by VRBO upon initial booking.

Located in Annapolis, Washington, United States. Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District This 1920's Craftsman style bungalow is 1/2 block from the Naval Academy Stadium and within walking distance of the Historic District. Its close proximity to Baltimore, Washington DC and Maryland's Eastern Shore make it a great location for day tripping. This well appointed bright lower level apartment includes many Craftsman details including a custom quarter sawn oak wine bar and kitchen cabinets. The open floor plan includes a living room and fully equipped galley kitchen with Ice Stone counter tops. The apartment offers a bedroom with a full sized bed, full bath with tub/shower and laundry with washer/dryer. Guests are welcome to share the patio and backyard with the main house. A friendly Beagle and Pug may occasionally greet guests in the backyard.

Located in Annapolis, Washington, United States. Pet Friendly - Stone's throw from Annapolis City Dock with private back patio This well-appointed recently-renovated home in the heart of Annapolis is located just steps from both the Capitol and City Dock. Guests will enjoy the new upgrades, including the open floor plan, gourmet kitchen and new baths. The private backyard is great for those who are looking to entertain during boat show or a Navy game.When you are ready to see the sights of Annapolis, step outside on to the cobblestone street just one block to the City Dock, shops, restaurants and the Naval Academy. SLEEPING ARRANGEMENTS 2 BR / 1.5 BA / Sleeps 4 adults (plus 1 more on sofa or air mattress - available upon request): Front King Bedroom: - Second Floor- King Bed - Flatscreen TV- Private balcony- Full bath in the HallQueen Bedroom with balcony: - Second Floor- Queen Bed- Flatscreen TV- Full bath in the HallHIGHLIGHTS:- Full gourmet kitchen with stainless steel appliances and granite countertops- Private back brick patio

Located in Annapolis, Washington, United States. Well-appointed 1 bedroom, 1 bath in Annapolis / Eastport This spacious, well-appointed 1 bedroom, 1 European style bath 2nd floor apartment is in the heart of Eastport. You’ll be delighted with the bright open floor plan, Chef’s kitchen, & spa-inspired bath. The open kitchen is equipped with upscale appliances including a huge center island featuring granite counter tops. The Kitchen opens up to the Great room which boasts 12+ ft ceilings, recessed lighting, and a 50” tv. The spacious Master Bedroom is tastefully decorated and is furnished with a king size bed. Please note: Rental fee(s) may be higher for select Naval Academy events and/ or boat show events. Please contact manager for additional details. Rates include 7% Annapolis hotel tax.

Located in Annapolis, Washington, United States. Wright's Cottage House Wright’s Cottage offers 1 bedroom and bath. There is a full kitchen and one living room area. The back sun-room contains the washer and dryer. It is everything you need in miniature.We have 2 acres of property with our house and Wright’s cottage cozies side by side on our piece of beautiful earth. On the other side of your fenced area you will find freely sauntering dogs, cats, rabbits, fox, birds, deer … and occasionally a gerbil, hamster or a hermit crab or two depending on the season. Lucky for us, our neighbors all cherish pets as much as we do and you will certainly witness several dogs and cats playing on the property (outside of your fenced area) during your stay. Please keep this in mind if your pet (or you!) does not appreciate such a raucous. Our dog, Keith, is a big brown oaf and he will greet you with an obnoxious bark and goofy smile. His smile is your typical Chessie smile and he proudly shows you all of his teeth. He isn’t trying to be a jerk, he’s