Vacation Rentals By Owner In Annapolis, MD

Relax in this updated and sophisticated house near the USNA in Annapolis with the largest garden in downtown. This tranquil retreat features 4 king bedrooms (two with baths ensuite) with 3 1/2 bathrooms offering luxurious touches like spacious showers. Dining, inside or out, accommodates all occupants. The house has good flow and can accommodate 40 for an inside buffet dinner or outside. AC and heating ensure a comfortable stay year-round. We look forward to hosting you at our place.

Spacious Converted Carriage House in Historic District near USNA

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$455.62

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 2 story / 2 bedroom house built in 1900 clad in historical, quintessential Historic Annapolis decor offers rare private outdoor space, a lovely retreat in an ideal location.brbrbrbrThe Space:brbr1st floor - Living room, dining room (seats 4), kitchen with breakfast table, access to patio with grill, full size washer/dryerbrbrbrbr2nd floor - Primary bedroom with queen bed, full bathroom with stand-up shower, 2nd bedroom with two twin bedsbrbrbrbrOutside- grill and private patiobrbrbrbrGuest Access:brbrGuests have access to the entire house except for locked storage closets.brbrbrbrThe Neighborhood:brbrLocated on a historic street in downtown Annapolis with no cars, just steps to all that downtown has to offer! -5 min walk to Gate 1 @ USNA, restaurants around the harbor, Ego Alley, various historical highlights, guided tours, ghost tours, Museum of Historic Annapolis, Main Street shoppingbrbrbrbrGetting 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 0.1 mile / 3 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.brbrbrbr***Please note there are exterior security cameras***brbrbrbrLicense: RENT-005413-2024

Condo

Charming Rowhome in Downtown Annapolis

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$582.07

Whether you have come for Commissioning Week or Boat Show, the aptly named Gatehouse is a centrally located townhome steps away from Gate One, City Dock Waterfront, and all the attractions that Historic Downtown Annapolis has to offer.brbrSettle into this spacious, well-appointed townhome in the heart of Downtown Annapolis. This detached townhome, professionally cleaned and beautifully maintained, is the perfect lodging for USNA families and events, wedding parties, and weekend explorers.brbrEnjoy your morning coffee in the quiet courtyard and, when the sun's passed the yardarm, your evening brightener on the third-floor deck, which boasts a view of the Naval Academy Chapel! If sipping a whiskey while lounging on a deep leather sofa or a Churchill armchair is more your speed, the main deck living space is the place to relax. Should you desire to escape the hustle and bustle of Randall St-tuck in and watch a movie, play a video game on the PS4, or read a book in the topside living room.brShould the inspiration to cook strike, the kitchen boasts new appliances, a chef's quality knife set, and cooking ware. In addition, groceries are just a click away from Instacart and Whole Foods Delivery through the Amazon app!brbrEventually, when the time comes to turn in, the bedrooms have taken care of your comfort needs. Down pillows, cozy comforters/quilts, and soft bathroom linens make decompressing from a long day of exploring Annapolis easy. The main bedroom has a queen bed, an ensuite bathroom, and a room-length closet for all your organization needs. The forward guest bedroom has a queen bed, a brass crib, and a separate bathroom with a combination tub/shower.brbrDue to a change in city regulations, unlimited parking passes for residential street parking can no longer be provided to guests. We provide one 24-hour pass for stays under three nights and two passes for four nights or more. However, you may pay to park on the street for up to 3 hours. In addition, the city does provide free parking from 6 PM Friday to 6 AM Monday at the Calvert Street Garage (19 St. Johns Lane). brbrYou can also park in the following garages/lots:brbr-South Street Lot (South Street, off Church Circle; $15/day; 10-minute walk to house)br-Gotts Court Parking Garage (25 Northwest Street; $15/day; 13-minute walk to house).br-CURRENTLY UNDER CONSTRUCTION, OPENING SUMMER 2023-Hillman Garage (150 Gorman Ave, entrances from Main Street or Duke of Gloucester; $20/day; 5-minute walk)br*The free Annapolis Circulator bus stops at all the city garages/lots and City Dock (closest stop to the house) and can be used to get to/from the garages. Please view the Annapolis Parking and Access Annapolis websites for further details.brbrLicense #: STR21-144994br

All-stop. Rental Midships.

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$629.34

A serene escape awaits you at our cozy 4-bedroom, 2.5 bath retreat! We are just minutes from Historic Downtown Annapolis and nestled in a private beach community. As the sun sets, the deck comes alive under the soft glow of string lights, beckoning you to unwind in our 8-person hot tub or outdoor firepit with your worries melting away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Historic Annapolis has to offer! Your Annapolis Retreat Awaits! br brFeatured Amenities:brbr• 8-person Bullfrog Hot Tub br• Stunning water views from the front porch br• Fire Pit with hanging egg chairs br• Outdoor hammock br• Deck with outdoor dining under string lights br• Private Beach Community Access br• 2 paddleboards for your use (drop in within br walking distance) br• 75 smart TV with surround sound br• 4 separate bedrooms (1 king/3 Queen) brbrbrUpper-Level Amenities:brbr• 2 Bedrooms (1 Queen, 1 King), 1.5 Baths (tub)br• Full Kitchen & Dining Roombr• Cozy Living Room with Wood Burning Stovebr• Master Bedroom with Luxurious King Bed, half bath, and TVbrbrbrLower-Level Comfort:brbr• 2 Bedrooms (2 Queen Beds), 1 Full Bath (shower)br• Laundry Room for Added Conveniencebr• Spacious TV Room with small Yoga Areabr• Dedicated Office Space with Desk and Chair for Remote WorkersbrbrExperience the perfect blend of comfort, convenience, and coastal charm at our Annapolis retreat. Your unforgettable getaway starts here!

Luxury Annapolis Oasis: Hot Tub, Fire Pit, Fully Fenced, Pet Friendly

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$493.5

Experience the Difference: Professionally Managed by iTrip AnnapolisbrbrThis beautifully-restored 1 bedroom apartment is on the lower level of a 2-unit building in the charming Eastport neighborhood of Annapolis. brbr brbrEnjoy 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). brbr brbrThe 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 Naval Academy or boat show event, or taking in the sights and sounds of downtown Annapolis. brbr brbrSLEEPING ARRANGEMENTS 1 BR / 1 BA / Sleeps 4 adults: brbr King Suite: brbr-King Bed brbr-Full EnSuite bath with shower/bathub combo brbr brbrFamily Room: brbr-Queen cot (please ask if you would like for this to be made up before your arrival) brbr-Linens included brbr brbrHIGHLIGHTS: brbr-Private fenced-in yard brbr-Outdoor chairs, seating for 4 brbr-Full kitchen brbr-Kitchen table seats 4 brbr-High Speed Internet and WiFi brbr-Luxury linens, complimentary toiletries Starter Kit, and boutique-level service brbr-Parking for 1-2 cars in the driveway per unit (shared with 2nd floor unit). brbr-Full washer/dryer 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*************** 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 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 brbr brbrDistance to: brbrNaval Academy: Less than 1 mile brbrWashington D.C.: 33 miles brbrBaltimore: 32 miles

Apartment

Dog-Friendly Annapolis Apartment | Parking, Private Backyard & Walkable to Shops and Restaurants

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$569.11

Experience the Difference: Professionally Managed by iTrip AnnapolisbrbrStay 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. brbr brbrBack 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. brbr brbrThe home is perfect for families looking to visit the sites of Annapolis or Navy families who would like to be just a few blocks from the Academy. brbr brbr**Parking is not on premises!! A dedicated parking spot at nearby garage (17-minute walk) is provided. Please contact us for details. brbr brbrSLEEPING ARRANGEMENTS 3 BR / 1.5 BA / Sleeps 6: brbrSunny Queen Bedroom: brbr- Second Floor brbr- Queen Size Bed brbr brbrMiddle Guest Bedroom: brbr- Second Floor brbr- Queen Bed brbr brbrGardenview Guest Bedroom: brbr-Second Floor brbr-Full Bed brbr brbrHIGHLIGHTS: brbr- Fully furnished private back patio with dining, lounge and bar seating brbr- Full gourmet kitchen brbr- BBQ Blackstone griddle grill (propane included) brbr- Dining room table seats 8-10 brbr- WiFi brbr- Big Screen TVs brbr- Luxury linens, complimentary toiletries Starter Kit, and boutique-level service brbr- Washer & dryer located inside the home brbr- One Garage Parking Spot located .7 miles from the home. brbr- Dog friendly-$150 non-refundable pet fee due prior to checkin. brbr- Contactless entry. Drive straight to your rental home and enter using the code we will send you prior to checkin. brbr brbrProperty Distance to: brbr- U.S. Naval Academy – 2 blocks to Gate 3; 4 blocks to Gate 1 brbr- Navy-Marin Corps Memorial Stadium - 1 mile brbr- Washington, DC – 30 miles brbr- Baltimore - 25 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. 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

Steps to USNA with Large Private Patio & Free Off-Site Parking

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$300.96

Modern family units with private kitchens for the ultimate Annapolis experiencebrbrThis listing is for a room within a hotel.brbr✦ Your room is 600 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.

Enjoy a Hassle-Free Stay! Pet-Friendly, Close to William Paca Garden

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$403.76

Summary:brbrBring your pup and settle into this bright, renovated West Annapolis cottage. The screened porch is perfect for lazy mornings, and the spacious backyard gives your dog room to run. Two bedrooms, two full baths, a modern kitchen, and a finished basement with a pullout sofa and Smart TV for extra guests. Free parking in the driveway. Half a mile to Navy Stadium, under 2 miles to Downtown Annapolis, and steps from West Annapolis shops and restaurants. High-speed WiFi and central AC throughout.brbrbrbrThe Space:brbrBEDROOMSbrbrTwo bedrooms on the main level with a clean, coastal feel. The primary has a queen bed, the second has a double. Fresh linens and storage provided.brbrbrbrBATHROOMSbrbrTwo full bathrooms with bright, updated finishes. Towels and essentials stocked.brbrbrbrKITCHENbrbrFully equipped with modern appliances and everything for cooking at home.brbrbrbrLIVING AREASbrbrOpen main level with inviting decor and a dining area for gathering. The finished basement adds flexible space with a pullout sofa for extra guests and a Smart TV.brbrbrbrOUTDOOR LIVINGbrbrRelax on the screened porch — perfect for morning coffee without the bugs. The spacious backyard is surrounded by trees, creating a quiet, private retreat. Your dog will love the space.brbrbrbrPARKINGbrbrFree parking in the driveway and on the street.brbrbrbrPET POLICYbrbrPets welcome! We just ask that you clean up after your dog in the yard. Please keep dogs off the furniture and bring a bed or blanket for them to sleep on.brbrbrbrLOCATIONbrbrIn the heart of West Annapolis. Steps from shops and restaurants. Half a mile from Navy-Marine Corps Stadium. Under 2 miles to Downtown Annapolis and USNA. Near the new RAR Brewery Chessie's Wharf.brbrbrbrGOOD TO KNOWbrbr• Check-in: 3:00 PM / Checkout: 11:00 AMbrbr• Self check-in with smart lockbrbr• Pets welcomebrbr• No smoking inside home or on screened-in porchbrbrbrbrGuest Access:brbrKeypad entrybrbrbrbrThe Neighborhood:brbrQuiet residential neighborhood while also located next to shops and restaurants.

Pet-Friendly Cottage | Walk to USNA Stadium

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$604.17

Perfect getaway, a short stroll to West Street, the Naval Academy, Navy-Marine Corps Memorial Stadium, City Dock, and Downtown Annapolis with all its offerings -- music, dining, nightlife, shopping, and so much more.brbrIdeal for families visiting USNA midshipmen for fall football games, parents' weekends, Commissioning Week, Reunions, and Holidays.

Escape Villa in Downtown Annapolis

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$392.18

This charming 3-bedroom, 2.5 bath historic duplex in downtown Annapolis offers a perfect blend of timeless character and modern amenities. Featuring hardwood floors, classic architectural details, and an updated kitchen and bathrooms, the home is within walking distance of Annapolis' vibrant waterfront, shops, and restaurants. Enjoy the convenience of city living while embracing the rich history and charm of this well-preserved gem. Ideal for those seeking comfort and style in a prime location.brbrWhy guests love staying at 215 Prince George Street:brbr☼ Historic home right in the heart of downtown Annapolis with tons of charm upgraded features, ideal for families, romantic getaways, or a group of friends visiting historic Annapolis, USNA, and other tourist sitesbr☼ Centrally located in downtown Annapolis, on historic Prince George Streetbr☼ Three bedrooms: Primary: king bed; Guest 1: 1 queen bed; Guest 2: 2 twin bedsbr☼ Two and a half bathrooms: Primary suite has a private bathroom with a walk-in shower; hall bathroom has a tub-shower combo; half bath on the main living levelbr☼ Kitchen with all major appliances, a drip coffee maker, kitchen supplies and tools and morebr☼ Comfortable living room for watching movies and playing gamesbr☼ Private outdoor space - fully fenced with outdoor dining and a gas grillbr☼ Smart TV in the living roombr☼ Fresh linens, towels, toiletries & essentials providedbr☼ Professionally cleaned before each visitbrbrLook no further than this historic home in downtown Annapolis!brbrPlease note that there is no assigned parking for this property. Guests are encouraged to park in nearby public parking garages overnight. There is short-term hourly parking on Prince George Street.brbrPlease note that parts of this home date back to 1775! So there are some charming quirks that you won't find in new builds, like a low ceiling clearance on the stairs, a step up into the primary suite, a step down and then up in the bedroom hallway, and smaller sinks in some of the bathrooms. It's truly a unique experience!brbrWe’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.brbr215 Prince George Street 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.

Timeless Charm Meets Modern Comfort

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$253.65

Enjoy your stay in the heart of Annapolis's historic district, steps away from the Maryland State House and a few minutes walk to the Naval Academy (6 mins), downtown waterfront (4 mins), shops on Maryland Ave (2 mins), and West Street (7 mins). brbrThis is a historic home built by Eleanor Hepburn, the cousin of actress Katharine Hepburn. Look out for the EH on the door. brbrIt has been newly renovated from top to bottom and has everything you need for a short- or long-term stay!brbrOne-bedroom ground-floor apartment with a comfortable full bed, a queen pull-out sleeper sofa in the living room, in-unit washer and dryer, and a fully equipped kitchen.brAll rooms include darkening shades.brbrThis apartment is completely private and has its own entrance. Limited street parking permits are available on request.br Please know that there is some noise in the area during the day as we are located right in the heart of Downtown Annapolis.

Apartment

Pristine Downtown 1-Bedroom Steps from State House

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$493.42

Built in 2021 and freshly styled in 2025 with a unique modern European touch, our family-friendly retreat offers the perfect launching pad for your Annapolis adventures. Imagine strolling through the historic downtown, discovering the local flavors of Eastport's eateries, or watching the boats gently sway in Back Creek. The iconic Naval Academy is also just moments away. Everything most people do in Annapolis is within 1.5 miles, with boat docks, water taxis, and bike routes readily available to get around without a car if desired.brbrYour Comfortable Annapolis Haven:brbr- King Master Suite (2nd Floor): Relax in your spacious retreat with a private full bathroom.brbr- Queen Bedroom (1st Floor): Enjoy a comfortable night's sleep with easy access to a shared full bathroom.brbr- Queen Sofa Bed (Living Area): Perfect for an additional guest, especially those who love to greet the sunrise!brbrWith its prime location in the heart of Annapolis and our personal touch, we invite you to experience the beauty and allure of this special town from the comfort of our Eastport gem. We hope you'll create unforgettable memories here. brbrWhen you're not there, we will be as this is our 2nd home. Welcome to our home!

Modern Styled Home in Historic Annapolis Eastport Neighborhood

Annapolis, Maryland, United States

Bed

Bath

6

Sleeps

$144.19

Welcome to Annapolis, where history and nature come together!brbrMake yourself at home in this cozy 1-bedroom, 1-bath condo with dedicated parking. Conveniently located near all the must-see attractions, it’s the perfect base for your visit.brAs a passionate traveler who loves meeting new people, I’ve designed my home to be warm and welcoming. If you enjoy cooking, you'll appreciate the fully equipped kitchen, stocked with a variety of cookware and spices—feel free to use them! The nearby markets offer fresh, local ingredients to inspire your culinary creations.brbrThough compact, the space is thoughtfully arranged for comfort. Enjoy your morning coffee on the charming patio or unwind in the inviting queen bed (though with so much to explore, you may not want to sleep in too long!). Shopping and dining options are just minutes away, making it easy to experience the best of Annapolis.brbrMy home is ideally situated about 3 miles from the U.S. Naval Academy, the State House, the Annapolis Museum, City Dock, and the historic district. Please note, the condo is on the third floor with no elevator. Also, the TV is in the bedroom.However, taxis are affordable, so you won’t have to worry about parking.brbrBWI Airport is just 35 minutes away, and Washington, D.C.’s airports are about a 45-minute drive.brbrCome and enjoy your stay—I think you’ll love it here!

Apartment

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$171.0

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 275 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere 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, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

Governor Calvert King | Historic Inns | 0.3 Mi to City Dock | Dogs Allowed

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$368.22

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 237 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere 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, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $60 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $150.00 (per pet). for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

2 Maryland Inn Units at Historic Inns of Annapolis | Waterfront Vicinity

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$165.35

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 237 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere 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, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $150.00 (per pet). for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

Real Maryland Unit | 0.3 Mi to Banneker-Douglass Museum | Steps to State Capitol

Annapolis, Maryland, United States

Bed

Bath

4

Sleeps

$368.22

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 237 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere 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, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $60 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $150.00 (per pet). for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

2 Maryland Units | Perfect for Historic Getaways | Pets are Allowed

Annapolis, Maryland, United States

Bed

Bath

8

Sleeps

$368.22

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 237 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere 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, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $60 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $150.00 (per pet). for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

2 Historic Ambiance Stays for Perfect Getaways | Pets Are Allowed

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$171.0

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 275 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere 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, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

Elegant Boutique Hotel Near Maryland State House - Short Walk

Annapolis, Maryland, United States

Bed

Bath