Vacation Rentals By Owner In Annapolis, MD

Approx .7 mile to stadium, 1.4 to Naval Academy. Walk to free shuttle at Park Place and to great coffee every morning from Ceremony (the only roastery in the city)! This home features an open floor plan, 9 ft ceilings, dual zone heat/ac, lots of windows and 3 porches (a 2nd floor balcony, front porch, and back deck), dbl sinks in both full baths, 1/2 bath on 1st floor, 3 bdrms (2 queens and 1 king), plenty of parking, smart TV in living room, and gas fireplace. Upon request, for boat show and commissioning week, we will set up a queen air mattress in the office so you can sleep 8. Fully appointed with everything you need as we live there part time - just bring your clothes! Doggy door and fully fenced yard!brbrIf you want to cook for you mid this is the house for you. A substantial Napoleon grill (propane and back up provided along with every grill accessory you could want), double gas oven, every spice, herb condiment and utensil you could need. This is a fully appointed kitchen as we live there part time. When was the last time you went to a rental and had nice knives A cheese grater A rolling pin Saran wrap and aluminum foil It's all here. The open floor plan seats 14 for dinner: 8 dining chairs and 6 barstools!

3 bdrm close to city center, great yard & parking! Perfect for cooks and pets!

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$543.35

Summary:brGather your loved ones and experience the charm of this comfortable, stylish apartment, designed for pleasure and relaxation!brbrYour stay will conveniently be located just 10 minutes from the US Naval Academy and Downtown Annapolis, which offers various dining options.brbrNo matter the purpose of your visit to Annapolis, this apartment is the perfect setting to craft unforgettable moments with all the amenities you need at your fingertips, including hassle-free parking for 2 vehicles.brbrThe Space:brGet ready for your Annapolis stay in our spacious apartment! The spacious kitchen is the perfect place to whip up delicious meals, share laughter, and create your vacation memories. And that's not all – the kitchen seamlessly flows into a cozy family room, complete with a plush couch, comfy chairs, and a Roku TV, setting the stage for an epic family movie night.brbrStep outside to enjoy your own patio, where you can relax on our inviting outdoor seating and enjoy your morning coffee or evening cocktail. brbrIn our apartment is also equipped with Foosball table and plenty of board & card games to enjoy. Perfect for a rainy day or some quality time with friends and family.brbrWhere you will sleep:brbrPrepare to be enveloped in comfort and luxury in the thoughtfully designed bedroom. Each of the two queen size beds allow you to snuggle up in cozy and luxurious bedding.brbrThere is also a single sleeper in the living room, should you be a party of 5 or want to just relax and catch some sleep in a different room. brbrWelcome to your new home away from home! We can't wait to provide you with an unforgettable experience while you visit Annapolis!brbrPlease respect the neighbors and neighborhood.brNo parties, events or smoking of any kind without prior coordinationbrbrProperty Distance to:brUSNA: 1.7 milesbrNavy and Marine Corps Memorial Stadium: 2.6 milesbrBaltimore: 32 milesbrWashington DC: 31 milesbrbrLicense Number: RENT-005970-2024brbrGuest Access:brYou will have access to the entire apartment. There is a shared backyard.brbrInteraction with Guests:brI am available via Airbnb message, text or by phone.

Apartment

Annapolis Gem: Stylish and Cozy

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$295.75

Summary:brWelcome to our charming 1-bedroom retreat in the heart of Annapolis’ Historic District! Just steps from shops, waterfront dining, and the U.S. Naval Academy, our cozy space includes a queen bed and sleeper sofa perfect for couples or small groups. Enjoy modern comforts, walkable charm, and historic vibes all in one unforgettable stay. Our relax outside in our private patio and spacious back yard. Our apartment is ideal for a weekend getaway or extended visit in this iconic Maryland town.brbrThe Space:brDiscover the charm of downtown Annapolis in this cozy apartment with a spacious backyard—perfect for relaxing after a day of exploring. brbrJust steps away from local restaurants, shops, and the U.S. Naval Academy, you’ll love how walkable everything is. Enjoy the historic waterfront, vibrant nightlife, and easy access to nearby parking garages for stress-free arrivals and departures. Ideal for couples, families, or friends looking to experience the heart of Annapolis!brbrWhere you will sleep:brThe bedroom comes complete with a queen size bed and plenty of cozy linens.brbrThere is an additional single sleeper sofa in the living room that can be used for an additional guest.brbrLicense:brRENT-000632-2025.brbrGuest Access:brYou will have access to the entire home during your staybrbrInteraction with Guests:brI am available via Airbnb messaging, text or phone call

Apartment

Dean Street's Lower Deck House!

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$294.93

Escape to this beautifully renovated cottage overlooking the Chesapeake Bay. Just steps from a serene public beach, this cozy getaway offers water views right from the comfort of the living room.brbrWith two bedrooms and one modern bathroom, this cottage is perfect for couples, small families, or a peaceful solo retreat. The interior has been thoughtfully remodeled and stylishly furnished to provide a relaxing, bayside experience. You’ll enjoy all-new home infrastructure, including updated heating and air conditioning, modern electrical systems, and a state-of-the-art water conditioning setup—ensuring your stay is as comfortable as it is memorable.brbrWhether you’re sipping coffee as the sun rises over the bay or exploring the charm of nearby Downtown Annapolis, this cottage is your perfect home for an unforgettable coastal escape.

Beautiful 2-bedroom water view house in Annapolis

Annapolis, Maryland, United States

Bed

1

Bath

6

Sleeps

$360.78

Vacations are meant to be carefree! Let the chimes from the Naval Academy chapel start your day. Stroll along our famed waterfront or sit at City Dock and imagine what Annapolis must have been like during the 1700's, when the City was a bustling seaport with vessels arriving from all over the world. Or, watch sailboat races in the harbor and understand why Annapolis is called, America's Sailing Capital. brbrThis historic home was built in 1908 and has been fully renovated & perfectly equipped for your stay. brbrLocated in the heart of downtown Annapolis, 10 Randall is conveniently located, granting instant access to the Main Gate of The US Naval Academy, the Annapolis Harbor, local restaurants and bars, boat cruises, and a variety of specialty shops ~ Making this location ideal for wedding parties, Navy parents and Alumni, sailors, and weekend travelers.brbrFor those seeking a break from the hustle and bustle, the private courtyard provides the perfect setting for intimate dining or catching up on a good book.brbrProfessionally cleaned and beautifully maintained, this home sleeps eight (8) comfortably in two queen beds, one convertible full bed, and one sectional/sleeper (queen) in the living room.brbrParking is provided for one vehicle (up to a mid-sized SUV). If your vehicle is larger or additional cars need to park, it may be possible to provide parking at an additional cost. Please contact me if you have any questions. brbrBoth the home and Annapolis have something special to offer...all year long. This home is ideal for Naval Academy events, family gatherings, wedding parties, graduations, boat shows and regattas! Use the link below to view upcoming events sponsored by the Historic Annapolis Foundation...it will help you take advantage of all the incredible events that Annapolis has to offer during your stay: http://www.annapolis.org/index.asp pageid=112brbrIs your group too large for this home We can connect you with a neighboring property so you can all enjoy Annapolis!br

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Annapolis, Maryland, United States

Bed

1

Bath

8

Sleeps

$1653.62

Welcome to your private waterfront escape on Lake Ogleton, where relaxed luxury meets classic Chesapeake Bay living. This spacious home is designed for making memories, offering multiple indoor and outdoor gathering spaces, panoramic water views, and direct access to the Bay from your private deep-water dock (6.5+ ft).brbrOutside, the property truly shines. Enjoy mornings by the water, afternoons in the hot tub, and evenings around the firepit surrounded by Adirondack chairs. The backyard features a large deck, a screened porch ideal for crab feasts and game nights, an outdoor Ping-Pong table, and a gas grill - perfect for entertaining family and friends. Boaters and water lovers will appreciate the private dock for crabbing, fishing, kayaking, jet skiing, sailing, or simply enjoying life on the Chesapeake.brbrInside, the main living room offers a comfortable and inviting space with expansive windows and sliding glass doors that open to the deck, filling the home with natural light and beautiful water views. A gas fireplace and entertainment system make this room a cozy spot to unwind after a day on the water. Just off the kitchen, the screened porch serves as a second living room with plush seating and a large dining table overlooking the lake.brbrThe home offers multiple additional living areas, giving everyone space to relax. The lower-level den includes a TV, games, a brand-new loveseat and sleeper sofa, and a full bathroom ideal for kids or extra guests. Upstairs, a bright sitting area with a futon couch/bed, table, chairs, and TV provides another comfortable retreat.brbrThe recently renovated kitchen is fully equipped for cooking and entertaining, featuring granite countertops, wood floors, a Viking oven and range, custom cabinetry, a built-in oversized refrigerator/freezer, and two large refrigerated drink drawers. A breakfast bar seats four, while the adjacent dining area offers an extra-long table for family meals. For alfresco dining, step directly onto the screened porch for meals with a view.brbrLocated near the Chesapeake Bay Foundation Trail and two miles of community beaches, this home offers easy access to biking, walking, and waterfront exploration all while remaining private and peaceful.brbrThoughtfully laid out, waterfront, and perfect for groups, this Lake Ogleton retreat is an ideal setting for a relaxing Chesapeake Bay getaway.

Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis

Annapolis, Maryland, United States

6

Bed

7

Bath

14

Sleeps

$1433.36

Turning Point on the Little Magothy is a wonderful and private Estate that sleeps 18 comfortably!brbrTurning Point on the Little Magothy is a hidden gem located just 7 miles from historic Annapolis in the quaint community of Cape St. Claire. New to the HomeAway scene, this home is a waterfront oasis nestled on the Little Magothy River just off the Broadneck Peninsula. This area of Annapolis is a vibrant and historically significant area that offers a wonderful mix of Chesapeake history, arts, culture, dining, and entertainment, making it a unique and lively extension of the city.brbrSituated just a short drive from the heart of downtown Annapolis, Turning Point on the Little Magothy is a home away from home. Located on almost an acre of land, enter onto the half-moon driveway and into your own private hidden oasis. Enjoy your morning coffee, afternoon tea or a glass of wine in any number of areas on the property upon returning from your daily ventures in Annapolis and surrounding areas. Enjoy the expansive views of the waterfront, take a dip in your own private salt-water pool, play a quick game of basketball, hang out in the beautiful pool house, relax in the all glass sunroom with heated floors or get back to your childhood roots and climb the ladder to the fabulous tree house overlooking the Little Magothy.brbrEnter into a Zen oasis as you open the front door and take in the serene and calm tones of the decor and the breathtaking view of the water on display. This family friendly home boasts an open floor plan and a fully equipped chef’s kitchen, all of which has been completely redesigned and renovated between October of 2023 and February of 2024. Bring your own boat or kayaks to enjoy the waters of the Little Magothy from your own private pier. Note that the owner retains the right to use the slips if slips are available; The pier can fit four boats comfortably, depending on the size of the boats. For planning purposes, MLW is approximately 3 feet. Private fishing and crabbing trips can be arranged with various local charters. This home also includes off street parking for up to ten plus cars, a pickle ball court, a basketball court, a lovely private salt water pool and pool house, a private pier, a tree house…the list goes on and on……brbrMoreover, guests will enjoy easy access to a vibrant scene with nearby restaurants, taverns, galleries, and numerous music venues. This home is conveniently situated equidistant to historic Annapolis and the Eastern Shore, with its many events and restaurants as well. There is a local and family owned grocery store, hardware store, liquor store, coffee shop, two restaurants and much more less than a mile from the home for any of your immediate and extended needs.brbrWe hope all of our guests enjoy their visit to our home and we encourage you to reach out to our concierge for anything you may need at any time during your stay. Please note that this is a fully compliant and licensed short term rental with Anne Arundel County; We do not allow smoking of any kind in the house; We welcome you to swim and enjoy yourselves but know that there is no lifeguard on duty, so it is a swim at your own risk property- The pool is a black bottom pool that is naturally heated by the sun and open May 15- September 30. Note that there is a sitting area- it is not a hot tub. If you would like the pool to be heated, this is an option for an additional fee- please inquire with the concierge. Owners request that you please do not touch any of the pool equipment. There is absolutely no diving allowed in the pool or off the pier. Please also be aware that this home is in a small neighborhood and noise reflects off the water very loudly, the owners ask that all guests take noise inside beyond 930pm. Up to one dog is permitted, which includes a small fee. Check in time is 2pm, AT THE OWNERS REQUEST, WE REQUIRE THAT ONE GUEST FROM YOUR PARTY BE PRESENT AT THAT TIME TO WALK-THROUGH ALL OF THE MANY PARTS OF THIS PROPERTY WITH CONCIERGE. We truly hope you enjoy your visit to Annapolis, and we welcome any and all feedback/reviews.

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$194.95

Modern family units with private kitchens for the ultimate Annapolis experiencebrbrThis listing is for a room within a hotel.brbr✦ Your room is 460 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Fitness center is available.brbr✦ Pool is available.brbr✦ Paid parking lot – 1 space(s), available for $7 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $250 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome. $75 for stays up to 7nights; $150 for longer staysbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

Hotel

Nautical Adventure Awaits in Annapolis Suites! Pets Allowed Here! Free Breakfast

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$826.17

This spacious, airy and relaxing 3 bedroom house, comes with a beautiful loft and an additional queen pull out sofa bed, two air mattresses for extra company and 2 1/2 bathrooms. This home provides a breathtaking view of the waterfront with plenty of land, It sits on Mill Creek just off of the Chesapeake Bay and the Severn River. Located on Mulberry Hill Road, Annapolis, Maryland, This lovely and secluded Suisse Chalet is located 5 minutes from the United States Naval Academy, the community of West Annapolis and downtown historic Annapolis, State Capital of Maryland. It s comfortable all year long. It is warm and cozy in the winter with the fireplace and ready for summer and the colorful Fall in between! Conveniently located 30 minutes from Washington, D.C. or Baltimore, Maryland, this waterside home is ideally suited for water travelers as it has docking for two boats and the deep water is perfect for crabbing and fishing. This waterside home is a great place to unwind, watch the sun rise, lounge, enjoy family outings, or simply entertain guests in a relaxing environment on the spacious deck while firing up the grill! brbrThe house is fully equipment with all the modern conveniences of home. The kitchen is fully equipment with modern stainless steel appliances and is located within walking distance of the Naval Academy PX.brbrCantler's Riverside Inn is just around the corner where you can get the best seafood and steamed crabs in town, all year long, while overlooking the water. Five minutes away, leisurely shopping can be enjoyed with a stroll down Maine Street in historic downtown Annapolis to find antique shops, exotic coffee and tea houses, and a host of international and seafood restaurants.brbrVisit West Annapolis, four minutes away, to find bike rentals, a spa retreat, art studios, and more antique spots! brbrIf your family loves the outdoors they will love this property! Ten minutes away is Quiet Waters Park where they can rent a kayak or paddleboat. Sandy Point Beach is nearby to just go swimming! Hiking and biking is an awesome year round activity on the gorgeous trails which start just three minutes away.brbrMiniature golf and a golf driving range is 10 minutes away on Route 2. Golf courses are close by in the area.brbrBaltimore:br25 minutes to Baltimore Inner Harbor, where you find the NationalbrAquarium, paddle boats, harbor cruises, Science Museum, Fort McHenry (the battle that inspired The Star Spangled Banner), the Maritime Museum. Also near the Orioles' stadium at Camden Yard, and the famous Baltimore Ravens' M&T Bank stadium. Lots more to do and see in the City.brbrWashington DC:br30 minutes to downtown Washington DC and the Smithsonian Mall, with more galleries, museums and memorials than you can see in a day. Of course there's the White House, Congress and the Supreme Court. Just across the river are Arlington Cemetery, the Pentagon and the new Air Force Memorial along with several other historic museums. Luxury shops abound throughout the city. There are also a variety of performances at the Kennedy Center.brbrEvent rates are available upon request for more than 10 guests.brbrDocking and pet fees apply,

Quiet Relaxing Waterfront Suisse Chalet

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$602.81

Experience the Difference: Professionally Managed by iTrip AnnapolisbrbrWelcome to The Buccaneer, a family-friendly home located just 3 miles from Historic Downtown Annapolis and Eastport. This charming and fun home has a four-season patio, with adjustable plexiglass windows, overlooking the fenced-in backyard and full entertainment room in the basement, complete with foosball, an arcade and a theater room. brbr brbrThis home's full kitchen, dining area, family room, bedroom with Queen bed and full bath are on the main floor. The kitchen is fully-stocked with cookware, stainless steel appliances and a chef's butcher block built into the countertop. The custom dining room table is built in to allow up to 8 guests to gather and enjoy a family meal. Head out to the 4-seasons room/screened-in porch and private backyard. brbr brbrThe 2nd bedroom, located upstairs, has a bunk bed with a Full bed over 2 Twin beds. The 3rd bedroom, also located on the 2nd floor, has a King bed. brbr brbrThe home is just a short walk through a quiet neighborhood to Capital SUP on Back Creek, where paddle boards and kayaks are available for rent. Looking for a fun adventure on the water You will be conveniently located within walking distance to Ellen Moyer Park, Annapolis Maritime Museum and Bert Jabin Yacht Yard. Or, take a water taxi into Annapolis! Just 2 blocks away at the waterfront of King James Landing, you can hire a water taxi. brbr brbrSLEEPING ARRANGEMENTS 3 BR / 2 BA / Sleeps 9: brbrMain Floor Bedroom: brbr-Queen Bed brbr-Full bathroom in the hall with shower/bath combo brbr brbrKing Bedroom brbr-2nd Floor brbr-Full bath in the hall with shower/bath combo brbr brbrUpstairs family guest room brbr-Full bed over Two Twins bunk bed brbr-Full bath in the hall with shower/bath combo brbr brbrFamily Room brbrQueen sleeper sofa brbr brbrHIGHLIGHTS: brbr-Large screened-in patio overlooking the big private backyard brbr-Built-in kitchen dining table seats 6-8 brbr-High Speed Internet and WiFi brbr-Coffee maker with starter pack of coffee/creamers brbr-BBQ gas grill (propane included) brbr-Luxury bed and bath linens, complimentary toiletries Starter Kit, and boutique-level service brbr-Parking for 2-3 cars in driveway brbr-Full-sized washer & dryer brbr-Private fenced-in backyard brbr-Dogs allowed with $150 non-refundable fee paid prior to checkin brbr-Keyless entry. Drive straight to your rental home and enter the front door with an electronic lock code. Prior to your visit, we will send you our mobile app with directions and full instructions. brbr*************** brbrProperty Distance to: brbr-Downtown Annapolis – 2.5 miles (10 mins) brbr-U.S. Naval Academy – 3 miles (10 mins) brbr-Washington, DC – 33 miles brbr-Baltimore - 34 miles brbr*************** brbr* Amenity pack with starter coffees, sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going brbr* All beds are made for you with freshly-laundered sheets & towels in the baths. brbr brbrHouse Rules brbrReservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Be respectful of the house and contents. Please respect the neighbors and neighborhood. No parties. Quiet neighborhood hours are 9pm-8am! brbrCheck-in time: 4:00 pm brbrCheck-out time: 11:00 am

Ahoy! Game Room, Screened Porch, Yard Mins to DTA

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$745.56

Summary:brbrSteps away from the Naval Academy, St. John's College, State House, City Dock, Yacht Club, St. Mary's Church and local restaurants/bars/shops. This spacious, historic 3 story / 3 bedroom house is perfect for a large group (w/pets) visiting Annapolis.brbrbrbrIt has the following must have amenities:brbrbrbr-Beautiful covered front porchbrbr-Spacious kitchen, granite countertops, and prep islandbrbr-Cozy living room with ornamental fireplace and TVbrbr-2 min walk to Gate 1 @ USNA, restaurants around the harbor, city dock, tours, Main Street shopping and diningbrbr-In unit washer / dryerbrbr-Private patio featuring hot tub!brbrbrbrThe Space:brbrFloor by floor configuration: brbrbrbr1st floor - Living room with sleeper sofa, dining room (seats 6), kitchen, powder room (1/2 bath) brbrbrbr2nd floor - Master bedroom (King sized bed) w/TV, 2nd bedroom (King sized bed), full bath brbrbrbr3rd floor - Loft style space with 3x single beds w/ 50 TV brbrbrbrOutside - Front porch with furniture and swing, back patio featuring hot tub, table w/4 chairs and BBQ grillbrbrbrbrGuest Access:brbrGuests have access to the entire house and backyard except for locked storage closets. Complimentary basement laundry room access available for 7 night stays and longer.brbrbrbrThe Neighborhood:brbrLocated in downtown Annapolis and steps to all that downtown has to offer! brbrbrbrDistance from local landmarks: brbrbrbr-USNA Gate 1 - 1 block awaybrbr-Annapolis City Dock - 2 blocks away brbr-Main St - 2 blocks awaybrbrbrbrGetting Around:brbrStreet parking in Downtown Annapolis is paid. If possible, we recommend not driving / renting a car. If you do bring a car, the Hillman Garage is the biggest parking structure in downtown Annapolis. It is a 0.2 mile / 5 min walk from the house. Additional parking info is available on the Visit Annapolis website's Parking in Downtown Annapolis page.brbrbrbrOther Things to Note:brbrTo help ensure a smooth, secure, and enjoyable stay for all guests, please review the following important information before booking: brbr brbrCheck-In & Identity Verification Policy brbr brbrAll reservations require the primary guest (the booker) to complete a secure online check-in process prior to arrival. This includes: brbr brbr-Uploading a valid, unexpired government-issued photo ID brbr-Uploading a selfie to confirm identity brbr-Reviewing and signing our rental agreement brbr brbrThis process is similar to hotel check-in and is required because we do not typically have staff on site. Check-in instructions will only be provided once this process is complete. brbr brbrIf you would like to review the rental agreement before booking, please feel free to contact us. brbr brbrIn some cases, we may also request a security deposit and/or apply a damage waiver fee in accordance with booking channel policies. brbr brbr * It typically takes ~1 hour to screen a guest after they book this property and could take several hours if we are busy before we are able to provide them with check-in information.brbr brbrIf you make a last minute reservation, we ask you to please be patient and please do not expect to gain access to the property immediately.brbr brbrGuest Count & Occupancy Policy brbr brbrEach listing includes a maximum number of guests based on unit type and local regulations. Additional guests are welcome for an added nightly fee: brbr brbr-2 & 3 bedroom units: $35 per guest, per night after 4 or 6 guests, respectively brbr brbrPlease ensure your guest count is entered accurately at booking. We will confirm the number of guests after reservation. If the guest count changes, pricing may be adjusted accordingly. For safety and compliance purposes, exterior security cameras are used to verify occupancy. Unreported additional guests may result in additional charges. brbr brbrPet Policybrbr brbrThis is a pet-friendly property. While our cleaning team is thorough, guests with severe pet allergies should be aware that dogs, cats, or other animals may have stayed in the space previously.brbr brbrPet fees:brbr brbr$30 per night, per petbrbr$150 per week, per petbrbr$300 per month, per petbrbr brbrPet fees are included in the accommodation rate as long as you choose the appropriate quantity of pets when completing a booking. We confirm this with all guests post booking confirmation. brbr brbrLocal Reservation Policy brbr brbrReservations under 7 nights from guests residing in the local area may be subject to cancellation at our discretion. We handle exceptions on a case-by-case basis. brbr brbrEarly Check-In & Late Check-Out Policy brbr brbrEarly arrivals and late departures are not guaranteed and must be approved in advance. If approved, the following fees apply: brbr brbr-Up to 1 hour: $100brbr-1–2 hours: $200 brbr-2–3 hours: $300brbr-3+ hours: $400 or the cost of an additional night (whichever is greater) brbr brbrPlease do not assume availability without confirmation. brbr brbrSmoking Policy brbr brbrSmoking is not permitted anywhere on the property, including indoor and outdoor areas. If evidence of smoking is found, an additional cleaning fee of $500 will be applied in accordance with the booking channel's cleaning and damage policies. brbr brbrSpecial Request Policy brbr brbrRequests for items such as pack-n-plays, high chairs, or other non-standard amenities should be submitted at least 7 days before check-in to ensure availability. Requests made closer to arrival will be accommodated if possible but cannot be guaranteed. brbr brbrWe understand that this is a detailed list, and we truly appreciate you taking the time to review it. These guidelines help us maintain a safe, well-cared-for property and ensure a great experience for every guest. Our goal is always for you to feel comfortable, welcome, and well taken care of during your stay.

Historic Row Home | Hot Tub - 1 Block from Gate 1!

Annapolis, Maryland, United States

Bed

Bath

9

Sleeps

$306.66

The minute you step into our charming waterfront cottage you will feel right at home!brbrSituated on Harness Creek, in a quiet residential neighborhood, the Yellow Cottage is a great place to 'get away from it all'. Recently renovated, our historic cottage has all of the modern day comforts to make your stay enjoyable. With the original heart pine floors and a huge farm sink in the kitchen, we have retained the feeling of a true waterfront cottage.brbrA cheerful country kitchen greets you as you enter the front door. If it's just a cup of tea you want or something more elaborate, the kitchen has it all. Beyond the kitchen is a sunny combination dining and living room area. Two oversize comfy chairs face the water in the sitting area where you can read or relax with a glass of wine.brbrWith the two bedrooms, the cottage sleeps four guests in either a queen or full sized bed. A sleep sofa in the living room can sleep additional guests.brbrDuring the summer months enjoy life on the creek! Bring your fishing rod and cast from the pier or try your hand at catching some local crabs. Kayaks and paddle boards are included for your enjoyment. Visit us during the fall and watch the leaves change across the creek from your Adirondack chair each morning. Or settle in for a cozy winter weekend at the cottage with a good book and some hot chocolate!brbrKeywords: Waterfront

Cottage

The Yellow Cottage on Harness Creek

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$809.79

CHARMING FOUR BEDROOM WATERFRONT COTTAGE ON SCENIC SEVERN RIVER WITH STUNNING VIEWS -- RARE CLOSE-IN LOCATION - JUST MINUTES BY BOAT OR CAR TO DOWNTOWN HISTORIC ANNAPOLIS AND U.S. NAVAL ACADEMY - BE SURE TO MAP OUR LOCATION TO SEE HOW CLOSE TO WE ARE TO TOWN!! brbrPrivate waterfront home in Annapolis, Maryland. Enjoy stunning views of the Severn River and Saltworks Creek from practically every room of our charming waterfront cottage. Large wrap-around deck is the perfect place to sunbathe or just relax and enjoy the breathtaking views. Lower level deck provides nice shade to stay cool. House has four bedrooms and two full baths (renovated in 2022) and is bright and airy with lots of amenities, including WiFi internet access. Great room on upper level includes kitchen (fully equipped and tastefully updated in 2022), living room, and dining room. The lower level has large entertainment/family room area with TV/Foosball and laundry room with full-size washer and dryer. Our home is nestled in the beautiful wooded and peaceful, gated community of Epping Forest. The vacation atmosphere offers activities for all ages – swim, fish, crab and kayak from our shared, private pier and shared, large, private sandy beach. The community amenities, including a tennis court, basketball court, designated beach and swim area (lifeguard during summer months), clubhouse/restaurant and summer day camps for the kids. The community beach is great for all ages (for young kids there is a gentle slope into the water and jungle gym in the sand). Our private pier is suitable for boats of any size (one slip included with house rental) - slip can accommodate very large sailboat or power boat (MLW +10ft) and has 30 and 50 amp service. The historic and beautiful, waterfront town of Annapolis, the “Sailing Capital of the World” is just a few minutes' drive or short boat ride away. Home to the state capital of Maryland and the U.S. Naval Academy, the town offers a number of tourist activities, including sailboat and ferry cruises and guided walking tours. City Dock and Main Street have wonderful boutique shopping, restaurants, ice cream and candy shops in this scenic colonial harbor town. The house is also convenient to Maryland’s Eastern Shore, as well as the urban sights in Washington, D.C. and Baltimore, where you can chose from a wealth of cultural, sporting, and sightseeing activities. Excellent restaurants, shopping and golf courses are nearby.

Cottage

WATERFRONT COTTAGE ON SEVERN - STUNNING VIEWS - MINUTES FROM DOWNTOWN ANNAPOLIS

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$403.78

Spacious living with all the modern amenities. Prime location - 1 block from the water, restaurants, and shops. Park your car off street (up to 3 cars) and you won't need it again! Gourmet kitchen fully stocked and ready for entertaining, enjoy the outdoor space. The whole group will enjoy easy access to everything from this centrally located place.

Historic Downtown House with Off Street Parking

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$1365.72

Summary:brbrThis is a gorgeous home with in ground *heated* 6 month pool & 9 month hot tub - less than a mile walk from USNA gate 1! brbr*We offer complimentary access to our hot tub! Just let us know 60+ min before you'd like to use it.*brbr**We charge a fee of $100 per night for pool heating. This is an additional fee, and we will send you a request once your booking is confirmed.**brbr**Please note that we can heat either the pool or the hot tub, but not both at the same time.**brbr***Please be informed that the pool and hot tub are closed daily at 10:00 PM, in accordance with the City of Annapolis quiet hours regulations. Consequently, the hot tub and pool heater are not operational after 10:00 PM.***brbrbrbrThe Space:brbrThis is an immaculate property with 3 stories plus a finished basement. It has a wonderful wood front porch and a *HUGE* backyard - perfect for pets or for entertaining close family and friends. It is also a short walk to USNA (~1 mile). It has the following must-have amenities/features:brbrbrbr-In ground 6 month (Apr-Oct) 18'x25' salt water pool (3.5-5 ft depth) - we shut the pool down in late October and re-open it in early Aprilbrbr-Elevated in ground 9 month (Mar-Nov) 8'x8' hot tub (~3 ft depth) - we shut the hot tub down at the end of November and re-open it in early Marchbrbr-4x chaise lounges + expansive sun umbrellasbrbr-Multiple king-sized bedsbrbr-TVs in 3 of the 5 bedroomsbrbr-Indoor gas-powered grillbrbr-Nearby parking garage (~1 block away)brbrbrbrFloor by floor configuration:brbrbrbr1st floor - foyer, living room (couch is a sleeper sofa), dining room, kitchen, powder bathroombrbr2nd floor - master bedroom / bathroom suite (king bed + smart TV), non-master bedroom (king bed), full non-master bathroombrbr3rd floor - master bedroom (queen bed + twin bed sized sleeper sofa + spacious desk + smart TV), non-master bedroom (queen bed), full non-master bathroom (shared / not ensuite), nook with daybed which flips into king-sized sleeper sofa.brbrBasement - bonus room perfect for kids with trundle (2x connected twin beds + smart TV), powder bathroombrbrOutside - front porch with furniture, back porch / large fenced in yard with furniture and an in ground pool/hot tub.brbrbrbr Total of 5 bathrooms (2x powder baths / 3x full baths).brbrbrbrPlease note there is street parking available in front of the house but it is for vehicles with parking permits only except for limited transient parking. There is a paid parking garage that is about a block away.brbrbrbrGuest Access:brbrGuests have access to the entire house and backyard except for locked storage closets.brbrbrbrThe Neighborhood:brbrAnnapolis' Murray Hill neighborhood is wonderful! There are tons of restaurants, bars, and boutiques on West St which is two blocks away. Distance from local landmarks:brbrbrbr-Church Circle - 4 blocks awaybrbr-Main St - 5 blocks awaybrbr-USNA Gate 3 - 9 blocks awaybrbr-Annapolis City Dock - 12 blocks awaybrbr-USNA Gate 1 - 12 blocks awaybrbrbrbrGetting Around:brbrThere is a free public bus that leaves from the Knighton Garage which is 1 block away from this property. We recommend parking here since you might get a ticket if you park on the street during the day. You can park on the street for up to 2 hours per day from 8 am to midnight. You can park for free on the street from midnight to 8am.brbrbrbrThis means that if you park on the street at 10pm you can move you car as late as 10am the next day and avoid getting a ticket.brbrbrbrOther Things to Note:brbrTo help ensure a smooth, secure, and enjoyable stay for all guests, please review the following important information before booking: brbr brbrCheck-In & Identity Verification Policy brbr brbrAll reservations require the primary guest (the booker) to complete a secure online check-in process prior to arrival. This includes: brbr brbr-Uploading a valid, unexpired government-issued photo ID brbr-Uploading a selfie to confirm identity brbr-Reviewing and signing our rental agreement brbr brbrThis process is similar to hotel check-in and is required because we do not typically have staff on site. Check-in instructions will only be provided once this process is complete. brbr brbrIf you would like to review the rental agreement before booking, please feel free to contact us. brbr brbrIn some cases, we may also request a security deposit and/or apply a damage waiver fee in accordance with booking channel policies. brbr brbr * It typically takes ~1 hour to screen a guest after they book this property and could take several hours if we are busy before we are able to provide them with check-in information.brbr brbrIf you make a last minute reservation, we ask you to please be patient and please do not expect to gain access to the property immediately.brbr brbrGuest Count & Occupancy Policy brbr brbrEach listing includes a maximum number of guests based on unit type and local regulations. Additional guests are welcome for an added nightly fee: brbr brbr-4 & 5+ bedroom units: $50 per guest, per night after 8 or 10 guests, respectively brbr brbrPlease ensure your guest count is entered accurately at booking. We will confirm the number of guests after reservation. If the guest count changes, pricing may be adjusted accordingly. For safety and compliance purposes, exterior security cameras are used to verify occupancy. Unreported additional guests may result in additional charges. brbr brbrPet Policybrbr brbrThis is a pet-friendly property. While our cleaning team is thorough, guests with severe pet allergies should be aware that dogs, cats, or other animals may have stayed in the space previously.brbr brbrPet fees:brbr brbr$30 per night, per petbrbr$150 per week, per petbrbr$300 per month, per petbrbr brbrPet fees are included in the accommodation rate as long as you choose the appropriate quantity of pets when completing a booking. We confirm this with all guests post booking confirmation. brbrbrbrLocal Reservation Policy brbr brbrReservations under 7 nights from guests residing in the local area may be subject to cancellation at our discretion. We handle exceptions on a case-by-case basis. brbr brbrEarly Check-In & Late Check-Out Policy brbr brbrEarly arrivals and late departures are not guaranteed and must be approved in advance. If approved, the following fees apply: brbr brbr-Up to 1 hour: $100brbr-1–2 hours: $200 brbr-2–3 hours: $300 brbr-3+ hours: $400 or the cost of an additional night (whichever is greater) brbr brbrPlease do not assume availability without confirmation. brbr brbrSmoking Policy brbr brbrSmoking is not permitted anywhere on the property, including indoor and outdoor areas. If evidence of smoking is found, an additional cleaning fee of $500 will be applied in accordance with the booking channel's cleaning and damage policies. brbr brbrSpecial Request Policy brbr brbrRequests for items such as pack-n-plays, high chairs, or other non-standard amenities should be submitted at least 7 days before check-in to ensure availability. Requests made closer to arrival will be accommodated if possible but cannot be guaranteed. brbr brbrWe understand that this is a detailed list, and we truly appreciate you taking the time to review it. These guidelines help us maintain a safe, well-cared-for property and ensure a great experience for every guest. Our goal is always for you to feel comfortable, welcome, and well taken care of during your stay.brbrbrbrPermit number: 002213-2025brbrbrbrCounty permit number: STR-00031brbrbrbrYou must be 25 years or older to rent this property. brbrbrbrCity/town permit number: STR-146270.brbrbrbrInteraction with Guests:brbrIf I am in town and available I will help you out if needs be! I also have a property manager who lives in Annapolis who may be able to help if I'm not available.

Spacious Luxe USNA Home - Pool, Hot Tub, Grill

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$565.37

Summary:brbrPet-friendly Annapolis home with a fully fenced yard, gas grill, pool table, and space for 10. Three bedrooms, two living areas (one with a pull-out sofa), and a patio with outdoor dining. A short drive from downtown Annapolis, the Naval Academy, and Navy-Marine Corps Stadium. The quiet neighborhood and two-level layout give everyone room to spread out - kids downstairs with board games, adults upstairs with wine.brbrbrbrThe Space:brbrThe main level has a bright family room with a pull-out couch, a fully equipped kitchen, and a dining area that opens onto the patio. Outside: outdoor furniture, dining table, gas grill, and a fully fenced yard where dogs can run free.brbrbrbrTwo bedrooms are on this level - one with a queen, the other with a full bed and twin trundle. A full bathroom is in the hallway between them.brbrbrbrDownstairs: a second family room with another pull-out couch, a pool table, board games, and a laundry closet. The master bedroom is also on this level with a queen bed and private en-suite bathroom - the quietest room in the house.brbrbrbrThe split-level layout works great for groups: kids and games downstairs, adults and kitchen upstairs, everyone meets on the patio.brbrbrbrGuest Access:brbrGuests will have access to the home by keypad entry. The code changes with every guest.brbrbrbrThe Neighborhood:brbrThis property is located in a quiet, serene neighborhood. Out of respect for the neighbors, there are no parties allowed. If you would like to host a small daytime gathering, you must first request permission from the host.brbrbrbrGetting Around:brbrPublic Transportation:brbrAnnapolis Transit:brbrRoute 91: This local bus route connects Eastport and Annapolis. You can catch this bus for trips to and from the downtown area, including popular spots like the City Dock and Historic Annapolis. While the closest stops are further away, you can catch this bus at the Broadneck Park & Ride or nearby locations.brbrRoute 70: This route connects Eastport to Edgewater and passes through various parts of Annapolis, including neighborhoods like Arnold. It's a good option for getting to downtown Annapolis from the north side of the city, although the stop closest to Neptune Place is a bit further.brbrPurple Shuttle:brbrThe Purple Shuttle is a free shuttle that operates within downtown Annapolis. While it doesn't directly service the area near Neptune Place, it can be convenient if you're in the downtown area and want to travel between parking areas, restaurants, and key destinations like City Dock or the State House.brbrMTA Commuter Buses:brbrRoute 920 (Annapolis to Washington, D.C.): The Maryland Transit Administration (MTA) offers commuter buses that connect Annapolis to Washington, D.C. from the Annapolis Park & Ride. These buses are great for commuters and tourists wanting to get to D.C. quickly. The Park & Ride is located at 1950 West Street in Annapolis.brbrRoute 301 (Annapolis to Baltimore): If you’re heading to Baltimore, this commuter bus service offers direct routes from Annapolis.brbrRide-Sharing (Uber/Lyft):brbrBoth Uber and Lyft operate in Annapolis, including the Neptune Place area. These services are widely available and can be a convenient option for travel to downtown Annapolis, Westfield Mall, or other nearby areas. Simply request a ride via the app for a quick and easy trip.brbrWater Taxis:brbrWhile water taxis do not serve the Neptune Place area directly, they do operate within the Annapolis Harbor. The closest water taxi stops are in the downtown area, near City Dock, which is approximately a 15-20 minute drive from 1172 Neptune Place. It’s a great way to travel if you’re visiting the waterfront and want a scenic route to get to various destinations along the harbor.brbrNearby Metro & Rail:brbrNew Carrollton Metro Station: Approximately 30 minutes by car from 1172 Neptune Place, this station connects with the Orange, Green, and Yellow Lines of the Metrorail system and also serves Amtrak trains, providing direct access to Washington, D.C. and Baltimore.brbrBWI Airport: About 30 minutes by car, BWI Airport is an ideal option for long-distance travel. It offers Amtrak and MARC commuter rail services to Washington, D.C. and Baltimore.brbrParking in Downtown Annapolis:brbrIf you’re driving, you’ll find parking options in downtown Annapolis near the City Dock and along the Historic District. There are several parking garages, including Park Annapolis, which is a short walk from key attractions.brbrFor a more scenic route, consider using the Eastport parking areas and then walking or taking the free shuttle into the main downtown area.brbrbrbrOther Things to Note:brbrParking: brbrThere is a single car driveway and space to park on the street in front of the house.brbrbrbrSmoking is strictly prohibited on the property; if any evidence of smoking is found that requires additional cleaning or remediation, the associated costs will be charged to the responsible party.brbrbrbrEarly Check-In & Late Check-Out PolicybrbrWe offer early check-in and late check-out upon request, subject to availability.brbrOne hour is complimentarybrbrHowever, a fee applies as follows:brbr • Early Check-In before 3pm for an additional fee of $50 to be paid before check -inbrbr • Late Check-Out after 12pm for an additional fee of $50 to be paid before check-outbrbrPlease request in advance so we can confirm availability. Thank you!brbrbrbrInteraction with Guests:brbrOur 24/7 dedicated support team is always available to ensure your stay is smooth, comfortable, and five-star-worthy. If there’s anything you need—questions, recommendations, or assistance—please don’t hesitate to reach out. We're just a message away and happy to help.

Annapolis Home | Fenced Yard | Pool Table | 10 Guests

Annapolis, Maryland, United States

Bed

Bath

10

Sleeps

$701.76

Summary:brbrRelax after a fun Annapolis day in this well-appointed and spacious home. Centrally located in peaceful Murray Hill, minutes to downtown Annapolis. Enjoy your morning coffee on the front porch swing and grill on the peaceful patio. You'll be a short walk to brunch, happy hour, lunch, and dinner at Annapolis' best spots on West/Main Streets, ~1 mile walk to USNA and historic downtown Annapolis!brbrbrbrThe Space:brbrThis historic 1911 home is brimming with character, updated thoughtfully with functionality and all the amenities to make you feel at home. Sited on a corner lot with beautiful afternoon natural light shining through the windows, the main floor is the heart of this home, boasting an open concept kitchen, living and dining area with a patio entrance from the kitchen, making it ideal for entertaining, both indoor and outdoor. Guests will enjoy the privacy of four bedrooms with queen beds and two full bathrooms on the second and third floors and a half bath conveniently located on the first floor. Enjoy game day weekends, boat shows, or just a weekend (or week!) away in beautiful and comfortable surroundings fit for a family or a group.brbrbrbrThe Neighborhood:brbrMurray Hill is one of Annapolis' cornerstone neighborhoods, walk along lovely tree-lined streets with beautiful, historic homes and enjoy neighborhood restaurants and shops- Sailor Oyster Bar, Curate, and Miss Shirley's, to name a few!brbrbrbrDistance from local landmarks:brbr-Church Circle ~ 4 blocks awaybrbr-Main St ~ 5 blocks awaybrbr-USNA Gate 3 ~ 9 blocks awaybrbr-Annapolis City Dock ~ 12 blocks awaybrbr-USNA Gate 1 ~ 12 blocks awaybrbrbrbrGetting Around:brbrPark affordably in the Knighton garage at the end of our street and take the Magenta Bus from the end of the street to Downtown Annapolis- it's free and will bring you right downtown periodically throughout the day! More details on Visit Annapolis website. We recommend parking in the garage since you risk a ticket if you park on the street during the day. You can park on the street for up to 2 hours per day from 8 am to midnight, and you can park for free on the street from midnight to 8am- please comply with posted signs to avoid a ticket.brbrbrbrOther Things to Note:brbrTo help ensure a smooth, secure, and enjoyable stay for all guests, please review the following important information before booking:brbrbrbrCheck-In & Identity Verification PolicybrbrbrbrAll reservations require the primary guest (the booker) to complete a secure online check-in process prior to arrival. This includes:brbrbrbr-Uploading a valid, unexpired government-issued photo IDbrbr-Uploading a selfie to confirm identitybrbr-Reviewing and signing our rental agreementbrbrbrbrThis process is similar to hotel check-in and is required because we do not typically have staff on site. Check-in instructions will only be provided once this process is complete.brbrbrbrIf you would like to review the rental agreement before booking, please feel free to contact us.brbrbrbrIn some cases, we may also request a security deposit and/or apply a damage waiver fee in accordance with booking channel policies.brbrbrbr * It typically takes ~1 hour to screen a guest after they book this property and could take several hours if we are busy before we are able to provide them with check-in information.brbr brbrIf you make a last minute reservation, we ask you to please be patient and please do not expect to gain access to the property immediately.brbr brbrGuest Count & Occupancy PolicybrbrbrbrEach listing includes a maximum number of guests based on unit type and local regulations. Additional guests are welcome for an added nightly fee:brbrbrbr-4 bedroom units: $50 per guest, per night after 8 guestsbrbrbrbrPlease ensure your guest count is entered accurately at booking. We will confirm the number of guests after reservation. If the guest count changes, pricing may be adjusted accordingly. For safety and compliance purposes, exterior security cameras are used to verify occupancy. Unreported additional guests may result in additional charges.brbrbrbrPet PolicybrbrbrbrThis is a pet-friendly property. While our cleaning team is thorough, guests with severe pet allergies should be aware that dogs, cats, or other animals may have stayed in the space previously.brbrbrbrPet fees:brbrbrbr$30 per night, per petbrbr$150 per week, per petbrbr$300 per month, per petbrbrbrbrPet fees are included in the accommodation rate as long as you choose the appropriate quantity of pets when completing a booking. We confirm this with all guests post booking confirmation.brbrbrbrLocal Reservation PolicybrbrbrbrReservations under 7 nights from guests residing in the local area may be subject to cancellation at our discretion. We handle exceptions on a case-by-case basis.brbrbrbrEarly Check-In & Late Check-Out PolicybrbrbrbrEarly arrivals and late departures are not guaranteed and must be approved in advance. If approved, the following fees apply:brbrbrbr-Up to 1 hour: $100brbr-1–2 hours: $200brbr-2–3 hours: $300brbr-3+ hours: $400 or the cost of an additional night (whichever is greater)brbrbrbrPlease do not assume availability without confirmation.brbrbrbrSmoking PolicybrbrbrbrSmoking is not permitted anywhere on the property, including indoor and outdoor areas. If evidence of smoking is found, an additional cleaning fee of $500 will be applied in accordance with the booking channel's cleaning and damage policies.brbrbrbrSpecial Request PolicybrbrbrbrRequests for items such as pack-n-plays, high chairs, or other non-standard amenities should be submitted at least 7 days before check-in to ensure availability. Requests made closer to arrival will be accommodated if possible but cannot be guaranteed.brbrbrbrWe understand that this is a detailed list, and we truly appreciate you taking the time to review it. These guidelines help us maintain a safe, well-cared-for property and ensure a great experience for every guest. Our goal is always for you to feel comfortable, welcome, and well taken care of during your stay.brbrbrbrYou must be 21 years or older to rent this property.brbrbrbrRental License: RENT-002833-2025brbrbrbrInteraction with Guests:brbr24/7 customer service by our team, I live locally and my local property manager lives about 45 minutes away and is happy to assist.

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$805.48

Experience the Difference: Professionally Managed by iTrip AnnapolisbrbrWelcome 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. brbr brbrHead 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. brbr brbrInquire about extended stay opportunities! brbr brbrSLEEPING ARRANGEMENTS 3 BR / 2 BA / Sleeps 6: brbr1st Floor Suite: brbr- King Bed brbr- En Suite Full Bath with bathtub/shower combo brbr- Flat screen TV brbr- Private exit to back deck and yard brbr brbr2nd Floor King Suite: brbr- King Bed brbr- Desk and chair brbr- Flatscreen TV brbr- En Suite Full Bath with stand-up shower brbr brbrQueen Guestroom: brbr- Queen Bed brbr- 2nd floor brbr- Full Bath right inside the King bedroom across the hall brbr brbrHIGHLIGHTS: brbr- Big back deck brbr- Parking for multiple cars on the parking pad and street brbr- Private back yard brbr- Propane BBQ grill brbr- Full gourmet kitchen brbr- Dining room table seats 6 brbr- WiFi brbr- 3 Flatscreen TVs brbr- Washer/dryer in the home brbr- Luxury linens, complimentary toiletries Starter Kit, and boutique-level service brbr- Contactless entry. Drive straight to your rental home and enter using a door code we will email you. Prior to your visit, we will send you an electronic code for the lock. brbr brbrProperty Distance to: brbr- Navy-Marine Corps Memorial Stadium - .7 miles brbr- U.S. Naval Academy – 1.5 miles brbr- Washington, DC – 30 miles brbr- Baltimore - 30 miles brbr brbr* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going. brbr* All beds are ready made for you with freshly-laundered sheets & towels. brbr brbrHouse Rules brbrReservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Please respect the neighbors and neighborhood. No parties, events or smoking of any kind. brbrCheck-in time: 4:00 pm brbrCheck-out time: 11:00 am

Walk to Navy stadium and restaurants from Captain’s Crossing Cape with Private deck and backyard

Annapolis, Maryland, United States

Bed

Bath

6

Sleeps

$572.07

This beautifully updated 4-bedroom home in The Anchorage waterfront community is just 12 minutes from downtown Annapolis. Enjoy a large private yard with a fire pit and grill, comfortably appointed interiors, updated bathrooms and kitchen, and plenty of space for family trips, group getaways, and relaxing weekends near the Chesapeake Bay.brbrWelcome to your home away from home! This beautifully updated 4-bedroom retreat is located in a peaceful waterfront community just 12 minutes from historic downtown Annapolis. While the home itself is not directly on the water, you need only walk across the street and through the community marina to enjoy the beautiful Lake Ogleton — perfect for morning walks and sunset strolls.brbr• Inside, the home features bright, modern living spaces designed for comfort and connection. br• Hang out in the main living area with a sectional couch and large TV with Roku (bring your own streaming account logins). br• Enjoy meals in the formal dining room. br• Curl up with a good book in the second living room.br• Or have a cup of coffee and watch TV in the four-seasons room. br• There are so many places to relax in this home!br• The fully equipped kitchen makes it easy to prepare family meals. There is additional seating at the island.br• A half bath and laundry areas round out the first level.brbrWith four spacious bedrooms and comfortable sleeping arrangements, there’s room for everyone.brbrPRIMARY SUITE:br-King bedbr-Room darkening shadesbr-Private recently remodeled bathroom with tiled shower, double sinks, and plenty of storagebrbrQUEEN BEDROOM:br-Queen bedbr-Room darkening shadesbrbrBEDROOM 3:br-Twin daybed with twin pop-up trundlebr-Room darkening shadesbrbrBEDROOM 4:br-Twin daybed with twin trundlebr-Room darkening shadesbrbrHall Bathroom:br-Deep tub/shower combobr-Double sinksbrbrStep outside to a large private, fenced yard — ideal for kids to play, yard games (we have cornhole!), cookouts, or simply breathing in the fresh air. Enjoy multiple seating areas and hangout areas. Take two adult bikes around the neighborhood and to nearby parks. brbrGuests will also have access to the single car garage. brbrWhether you're planning a family vacation, reunion, Navy event visit, wedding weekend, or a relaxing escape near the water, this home offers the space and convenience you need.brbrYou’ll be just a short drive from:br• Historic downtown shops, restaurants, and waterfront viewsbr• The United States Naval Academybr• Chesapeake Bay boating and beachesbr• Local parks, marinas, and waterfront diningbrbrEnjoy the perfect balance of quiet neighborhood charm and easy access to everything Annapolis has to offer. We look forward to hosting you!brbrPlease note: We’ll follow up with a short online registration once you book. It’s fast, simple, and helps us prepare for your visit. Non-Airbnb guests will be asked to pay a small damage waiver OR refundable deposit.brbrFor extra flexibility, consider adding trip insurance for a nominal fee. It can cover you if you need to cancel at the last minute.brbrMainsail is managed by a small, female-owned business. We're committed to making sure all of our guests feel welcome and have the best trip ever. Book your trip with confidence that not only will this property be amazing, but the service and attention you get will be, too.

4BR Family Retreat Near Annapolis w/ Large Yard

Annapolis, Maryland, United States

4

Bed