308 properties available

Located in Annapolis, Washington, United States. Cozy Cottage by the Beach - WaterviewMinutes from Downtown Annapolis This upscale 2 bedroom, 1 bathroom water view cottage is located in a private beach community off of the Chesapeake Bay. Whether you're looking for a place to relax and recharge or to enjoy water sports, this is the place for you. Just a 5 minute stroll and you’re on the beach or curl up and enjoy the cozy interior of this home. Kitchen has everything you need to prepare meals or store leftovers from one of many nearby restaurants. Located on the shores of the Chesapeake Bay, this property is only 5 miles from downtown historical Annapolis and 35 minutes from Washington DC. Just the spot for a relaxing getaway on your own or a fun packed time with family and friends. This community offers a variety of activities from water sports to beach volleyball. Want to keep up with your exercise routine, try our 1 mile, three station exercise circuit course. Want to take your canoe/kayak out, you have access to the water

Located in Annapolis, Washington, United States. Cozy 1st Floor King George one bedroom apartment right across from USNA Enjoy this one bedroom first floor apartment that's right across from Gate 2 of the U.S. Naval Academy. It's a short 1 block walk onto the USNA yard and 2 blocks to get to all of the restaurants, shops and water taxi on Ego Alley and everything that downtown Annapolis has to offer on Main Street and in Eastport. There are 8 steps to go up to get into the front entrance. Once you enter the front entrance there are no steps to enter the apartment. The apartment has a fully updated kitchen if you'd like to eat in, with a microwave, stove and dishwasher. The full bath has been completely remodeled. This home offers the charm of a historic home with modern day conveniences. Before the recent updates were made Walter Cronkite even stayed in the unit in the early 80's when his sailboat was downtown!Check in is after 4pm. If we can accommodate an earlier check in we will.Guest access:You will have full access to th

Located in Annapolis, Washington, United States. Welcome Aboard the Kathleen Marie! Unique accommodations on a comfortably equipped 43 foot Hatteras yacht, just a 5 minute drive to historic downtown Annapolis and the Naval Academy. 15 minute drive to the Navy Stadium, 15 minutes drive to Rt 50. THIS LISTING IS FOR ACCOMODATIONS ONLY; BOAT MAY NOT BE DRIVEN!Forward cabin has bunk beds. Aft cabin has a queen bed. Fully equipped galley (kitchen) with 2-burner cook top, microwave/oven, fridge, toaster oven and Keurig. Boat has WIFI, heat, AC and hot water!

Located in Annapolis, Washington, United States. Renovated Historic Home located downtown with parking - Walk everywhere ! ❤️❤️New kitchen , 2 system central AC and Heat , parking spot , Master bath and deck installed in 2021 New patio in Spring 2021 to include a Solo stove more outdoor enjoyment ❤️❤️We welcome you to our cute historic row house on one of the most coveted areas in all of the Historic District !You will be delighted by this one of a kind home located right in the heart of Downtown Annapolis. We have been a full time vacation rental since 2011 and have loved hosting hundreds of groups ,families and friends coming to visit the city that I'm proud to call my hometown. With the tear down of the only garage downtown we now have rented out a coveted personal parking spot one block away . 99% of properties in town do not have parking and cannot provide street passes so this is a real selling point if your looking for convenience . City garages ( the major one is closed till mid 2023 ) are $25 a day and local hotel valet

Located in Annapolis, Washington, United States. Lakefront dog-friendly home with private outdoor pool, pool spa, dock & grill The Morning WatchOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled into the coastline of Lake Ogleton off of the Chesapeake, this five-bedroom waterfront home with a pool, spa, and private pier features walls of windows and newly renovated interior and exterior spaces to enjoy your coffee during the sunrise. You are only five miles from historic downtown Annapolis and the US Naval Academy. Swim, boat, paddleboard, bike, run, and more in this sought-after neighborhood.The porch and balcony are where you will spend most of your time taking in the Chesapeake Bay. The back patio and gardens offer alfresco dining with a Green Egg grill, a new gas grill, and a beautiful Pottery Barn table with seating for six. The overhead fan will keep you nice and cool. Three firepits (two gas) are available for your use - one off the ma

Located in Annapolis, Washington, United States. Pet Friendly Annapolis Cottage that Backs Up to Stunning Quiet Waters Park!! Welcome to my home! I hope that you love it as much as I do. It is an open concept 3 bedroom (all queens) 1.5 bath cottage has a large, fenced yard and backs up to the stunning Quiet Waters Park with its own access gate. There is a fold out full memory foam bed downstairs if needed. The kitchen has a very large island and is fully stocked with condiments for guest use if needed. Parking accommodates 4 cars, and the house is a quick 5-minute drive to either downtown Annapolis or Eastport. The house has two (2) bedrooms on the main floor with a full bath with a fully finished downstairs with electric fireplace and additional queen bed and half bath. The back of the house has a cozy 3-season enclosed room with an eating table and lovely views into the large, fenced yard and park.

Located in Annapolis, Washington, United States. Walk everywhere from this 1st floor apartment with parking, private backyard dog friendly This beautifully-restored 1 bedroom apartment is on the lower level of a 2-unit building in the charming Eastport neighborhood of Annapolis. Both units can be rented separately or together. Inquire within about availability and rates.Enjoy your morning coffee on the covered front patio facing the street or dine al fresco on the private back deck. The backyard is fenced in for your privacy and safety of your kids and dog. There are 1-2 parking spots on the driveway per unit plus additional non-restricted street parking. The King bedroom is EnSuite with a full bath. There is also a Queen-sized cot that can be set up in the family room (linens included). The brand-new full kitchen features all you would need for your stay, from the appliances to the cookware and serving sets for 6 guests. This newly-decorated adorable apartment is perfect for small families and friends coming in for a special Na

Located in Annapolis, Washington, United States. Gorgeous & bright retreat with patio, firepit, W/D, & stunning rooftop views Skyline SanctuaryOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This bright and inviting vacation home provides an ideal escape for a romantic couple's getaway or a family excursion, allowing you to explore all the attractions Annapolis offers. Nearby, you'll find popular destinations such as Annapolis City Dock, Rams Head on Stage, and the U.S. Naval Academy Museum. Enjoy strolling along the city's waterfront, watching live music, and exploring historical museum exhibits. This multi-level retreat features artfully decorated interiors and great outdoor space for entertaining, grilling with friends, or gathering for laughs around the firepit. Not to mention, rooftop access provides incredible views of the surrounding city! The deluxe kitchen boasts stainless steel appliances and ample dining space - perfect for any home che

Located in Annapolis, Washington, United States. Perfect spot for a Weekend Getaway! This luxiourious apartment sits right off Main Street and is so centrally located...you can park your car in the city garage and walk to everything. Great place for entertaining and people watching! 2 Bedrooms/1 Bathroom with full kitchen. Whether you are in town for a Naval Academy function, a wedding or just touring this wonderful town...you will feel right at home in this Apartment. Email me if you have any questions.

Located in Annapolis, Washington, United States. USNA home Downtown Annapolis Looking for the perfect location for your Annapolis getaway? Look no further than our home, situated near Arundel Center. Conveniently located just four minutes away from NSNA and only two to three minutes from the Navy-Marine Corps Memorial Stadium, our property offers the perfect combination of comfort and convenience for visitors to the area. Whether you're here to attend events at the stadium or to explore the many attractions, restaurants, and shops downtown, our house is the ideal destination for groups attending events like boat shows, college reunions, and football games. Book your stay today and experience the best of Annapolis.

Located in Annapolis, Washington, United States. Annapolis Garden Suite Welcome to our little oasis! We're tucked away on a beautiful residential street yet 7 minutes away from restaurants, coffee shops and all that Annapolis has to offer. 10 minutes from the coast, 30 minutes from Baltimore and 35 minutes from DC.Your garden suite has a spacious kitchen complete with an oven, dishwasher and Nespresso, two bedrooms (main one comes with a TV opposite the bed, the second bedroom has a desk), a cozy tv nook, laundry and two separate entrances (one on each side of the house). Complete with high speed wifi and a private office space in the 2nd bedroom for remote work surrounded by nature.This is an in-law suite on the bottom floor of a 3-level home where tenants live on the top floor. Your suite has a door opening to the side of our backyard and another door opening into the garage. We tried to stock the suite with the things we always need when we travel (spices, pots and pans for cooking, Nespresso, pour over, coffee grinder, towels fo

Located in Annapolis, Washington, United States. Private Waterfront Woods | Dock, Kayaks, Views Welcome to The Compass Rose, a serene haven with backyard shoreline surrounded by 4+ acres of pristine woods. Enjoy exclusive water access and scenic waterfront views of the best-kept secret, Blackwalnut Creek, which can be only accessed by owners. Less than an hour from Baltimore and Washington D.C., this 3,600-sf home is the ideal retreat for relaxation, celebrations, and memorable gatherings.• 430ft Waterfront Shoreline & 4.2 Acres of Private Woods• 10-min drive to Downtown, The USNA Stadium & US Naval Academy• Spectacular Wildlife• Private Floating Dock - Perfect for Fishing & Crabbing• 3 Paddleboards & 4 Kayaks Available for Guest Use (life jackets too)• Dedicated Workspace & 1GB FIOS Internet• Home Movie Theater with streaming services• Playhouse & Private Playground for KidsMain Floor - Common Areas• Living Area: breakfast nook, 2 double sofa beds, fireplace + half bath• Kitchen: fully equipped (including pro-level Keurig station) +

Located in Annapolis, Washington, United States. Walk to Navy stadium and restaurants from Captain’s Crossing Cape with Private deck and backyard Welcome to this mid-century modern, Cape Cod in West Annapolis. This "Ralph-Lauren Cottage" exudes that "Annapolitan feel", from its original oak floors to the welcoming living/dining room great room. There is a first floor guest suite with a King bed, full bath, flat screen TV and private exit to the furnished deck and private, treed backyard. Head upstairs to the 2 bedrooms and full bath. The spacious first bedroom has a King bed, desk and a full bath to share with the 2nd bedroom. The 2nd guest room upstairs is across the hall and has a fluffy Queen bed. A few blocks away, on Tucker St, enjoy scenic water views, launch your kayak, or power boat. Bike, walk, or sight see through the quaint shops of West Annapolis, the Navy-Marine Corps Memorial Stadium, downtown Annapolis, Ego Alley, Naval Academy.SLEEPING ARRANGEMENTS 3 BR / 2 BA / Sleeps 6: 1st Floor Suite: - King Bed - En Suite Ful

Located in Annapolis, Washington, United States. Historic Annapolis Home! 🌟 Discover the Allure of Historic Annapolis Living! 🌟Welcome to your captivating 2-bedroom, 1.5-bath home nestled in the desirable Murray Hill community. This stunning retreat offers a seamless fusion of historic charm and modern upgrades, ensuring a memorable stay in Annapolis.✨ Key Features:King beds and TVs in each roomNewly renovated interiorsExpansive backyard with a beautiful flower gardenCustom cabinetry, granite countertops, and a gorgeous backsplash in the kitchenConveniently located washer and dryer in the main living areaHardwood floors throughoutStep inside and be charmed by the heart of the home, the renovated kitchen, featuring custom cabinetry, granite countertops, and a stunning backsplash. The main living area boasts beautiful hardwood floors and includes a washer and dryer for added convenience.Venture outside to the expansive backyard patio, surrounded by beautiful landscaping. The backyard flower garden is a floral paradise, showcasing hydra

Located in Annapolis, Washington, United States. Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !! Lovely home in a great neighborhood!! Private entrance. Excellent location. Brand New 2,300 Sq. ft 3 bedroom basement apartment located on stunning property, walking distance to neighborhood private beach/children's playground. Equipped with multiple TV's, a ping pong table, bar cart and many games, this home was built to entertain. The apartment also has a gym and a dedicated work space to fulfill all your needs. 2 parking spaces included with beautiful fenced in backyard. You'll enjoy the outdoor screen in porch and deck. There is a small shopping center with a boutique, many restaurants and a grocery and liquor store 1-2 minutes from the house or drive 10-15 minutes to visit downtown Annapolis, The United States Naval Academy ,Sandy Point State Park, and about 35 miles to Washington D.C./ Baltimore. Perfect for a family getaway, teleworkers, or just a weekend getaway with plenty to do in the vicinity (

Located in Annapolis, Washington, United States. Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view Annapolis Beachfront w/Bay Bridge view - Wake up to a beautiful view of the sunrise over the Chesapeake Bay. Go to sleep with the bright moonlight over the water. View of the water and Bay bridge from the kitchen, dining and living room. Deck over-looking sandy beach area. Swimming or wading in 2-4ft water for approx.100 yards. Close proximity to grocery stores, restaurants and shopping. Home accommodates 4 cars. Five steps to enter home. One level living area. Kitchen, dining, living room, 3 bedrooms, 2 baths. Interior with hardwood floors and carpeted bedrooms. Beautiful kitchen with granite island countertops with built-in cooktop/oven. Marbled bathroom floors. Quiet neighborhood for walking, biking, jogging. Children friendly -- sandy beach in front of home, or a short walk to gated beach area with swimming, playground, gazebo and pier for fishing. Community boat ramp for launching boats and jet-skis. Four miles to d

Located in Annapolis, Washington, United States. Steps from USNA Gates 1 & 3 with large private patio Stay in this restored historic Annapolis home, located just steps from both USNA Gates 1 and 3. The proud Navy graduate parents have kept the historic charm while updating important amenities. You'll enjoy the renovated kitchen with stainless-steel appliances, gourmet accessories and easy access to the large private backyard and patio. The serene backyard is uniquely spacious for the downtown area and is fully-furnished from the dining table with seating for 6-8, the umbrella covered sofa and chairs and even a bar top table with seating for another 4. Back inside, the dining room is perfect for entertaining with seating for 8-10. Relax around the comfortable furnished family room with a large flatscreen TV. Head upstairs to the second level with three bedrooms, two with queen beds, and one with a full size bed and a renovated full bathroom. There's also a dedicated work space on the 2nd floor with a desk and chair.The home is pe

Located in Annapolis, Washington, United States. Maryland Inn King, Historic Inns, Fireplace, Elegant Dining, Waterfront Proximity 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 y

Located in Annapolis, Washington, United States. 1 block to Capital Bldg, Parking Townhouse with multiple gathering spaces Welcome to Naptown Nook, conveniently located in downtown Annapolis, just steps from all the shops and restaurants in the Historic district and an easy walk to the Navy Stadium. The townhome is located on a quiet city street and has 3 bedrooms, 3.5 bathrooms, complete with a private backyard, spacious lower-level den and parking.This home includes a full kitchen, dining area and living room. The kitchen is fully-stocked and leads into the dining room, which provides seating for the 6 guests at the dining room table. The dining room overlooks the living room which opens up to the private furnished backyard with a fire pit. There is also a powder room on the main floor. Head upstairs to the 3 bedrooms and 2 baths, one of which is en-suite. Or head to gather around the TV and watch the game in the lower-level den, with another full bath, beverage fridge and full laundry room.SLEEPING ARRANGEMENTS 3 BR / 3.5 BA / Sle

Located in Annapolis, Washington, United States. Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more. Immerse yourself in the rich history of Annapolis at our century-old home in Presidents Hill. With 3 bedrooms, 2 baths, and classic features, it's a cozy retreat and perfect home base for all there is to do in Annapolis.Whether you're exploring historic streets, dining al fresco downtown, enjoying the waterfront activities, or here to cheer “Go Navy”, our home is the perfect base for your Annapolis adventure. This home is a 5 minute walk to everything in downtown Annapolis - USNA stadium, shopping, Main Street, museums, water taxis, waterfront dining, restaurants and more.Return home and relax in the charming backyard or curl up with a good book. Book today.

Located in Annapolis, Washington, United States. Bring your boat to waterfront Annapolis Bliss! Embrace the essence of Annapolis in this captivating three-story waterfront residence, where distinctive charm and exclusive amenities blend to create an extraordinary living experience on the serene Oyster Creek.What sets this home apart is its seamless marriage of architectural beauty and the natural grace of its waterfront setting. Every inch of this property has been meticulously crafted with love and attention to detail. The master bedroom is a testament to this, with its soaring cathedral ceilings and floor-to-ceiling windows offering majestic waterfront views, promising a daily panorama of the water's tranquil ballet!The heart of the home, the kitchen, is a culinary dream with its sleek granite countertops and premium cabinets. It's not just a place for meal preparation, it's a central gathering space where love and laughter mingle with the aromas of home-cooked meals. The adjacent living and dining areas, with their expansive win

Located in Annapolis, Washington, United States. Annapolis steps to Harbor and Naval Academy Parking included. The heart of Annapolis 1 street from the harbor, fun restaurants & backs to the Naval Academy. This 1st floor 2 bed / 1 bath condo has been fully renovated with new paint, floors, bath & kitchen. 1 Parking space included & additional paid parking on street. 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.

Located in Annapolis, Washington, United States. Nautical Feel to This Beautiful Eastport Home From the minute you walk in the door, you will feel the warmth and charm this home offers. Located on the Eastport side of Spa Creek, but only 2 blocks to the Annapolis Bridge, this well appointed home is used exclusively for vacation rentals so you are never competing with the owner's belongs tucked away for your visit. But unlike many other rental property in the area, this home is equipped to live in, and is a well stocked home with high quality amenities.Located along 'restaurant row', you are steps from some of the best restaurants in Annapolis. Or, walk the .5 miles to be in the heart of downtown Annapolis. With a two car driveway, parking is never an issue. This house was recently renovated with a light nautical feel, beautiful artwork, quality furnishings and comfort that you will want to come home to. Whether your first visit to Annapolis, or you are a frequent visitor taking advantage of Annapolis' wonderful sailing and Naval

Located in Annapolis, Washington, United States. Water-view condo with rooftop pool & balcony - minutes from downtown USNA GetawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Overlooking Spa Creek, this updated Annapolis condo is perfectly located amidst the city's vibrant entertainment hub. Known for its delicious seafood, sailing, and shopping - there's something for everyone! Attractions like the U.S. Naval Academy Museum, Quiet Waters Park, William Paca House & Garden, Sparrows Beach, and numerous marinas are all within quick driving distance of your front door. Additionally, right at your stay, you'll have access to a rooftop pool.Inside, spacious and airy living quarters display charming nautical mementos, hardwood flooring, and modern furnishings. The living room is splashed in natural lighting and has comfortable leather seating and a large smart TV. Steps from here, the galley-style kitchen positively gleams with its stainless steel ap