Vacation Rentals By Owner In Annapolis, MD

Relax with the whole family at this peaceful place to stay.brbrTucked away on nearly an acre of land, this charming 2-bedroom Cape Cod offers a peaceful retreat just minutes from all that Annapolis has to offer. You’ll be less than .75 miles from Anne Arundel Medical Center, less than a mile from Annapolis Mall for convenient shopping and dining, and only about 10 minutes from the cobblestone streets and waterfront charm of downtown Annapolis.brbrInside, the 2-bedroom, 1-bathroom home is cozy and inviting—thoughtfully furnished for comfort and ease. You’ll find everything you need for a relaxed stay for up to 4 guests: a well-stocked kitchen, fresh linens, and cozy spaces to unwind after a day of exploring.brbrStep out back onto the screened porch to enjoy your morning coffee or gather for dinner at the picnic table surrounded by open yard and trees. With plenty of driveway parking and a rare sense of privacy so close to town, this spot blends small-town serenity with big-city convenience—perfect for a quiet getaway, work trip, or visit with family.brbrThis home requires approximately 18 steps to get from the driveway to the front door, so guests with mobility issues should take heed.brbrOnce inside, the home features original hardwood floors throughout, a decorative fireplace (for show only), a dining room with seating for 4, a kitchen with newer appliances and all the basics, a recently updated bathroom with a stylish walk-in shower, and a bedroom with a queen bed. Upstairs, you'll find a spacious bedroom with a king bed, as well as a private office area - perfect for working remotely. brbrGuests can use the washer and dryer in the basement. brbrPet Rulesbr-Guests must disclose pets at the time of booking. br-Guests may bring up to 2 dogs who weigh 60 lbs or less each.br-Guests must keep dog(s) leashed when outside of the home or yard.br-Dog(s) are not permitted on beds/couches/chairs.br-Guests must clean up pet waste.brbrWhat's Nearby:brAnne Arundel Medical Center - 0.7 milesbrTribe Cycle Studio - 1.0 milesbrTrader Joes - 1.2 milesbrAnnapolis Mall - 1.4 milesbrRise Up Coffee - 1.5 milesbrTarget and Whole Foods - 1.8 milesbrLemongrass Too Thai - 1.8 milesbrNaval Academy Stadium - 2.3 milesbrDowntown Annapolis - 3.0 milesbrMain Street - 3.4 milesbrbrWe’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.brbrSevern Grove 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.

Pet Friendly Hideaway for 4 Close to Annapolis

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$257.45

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

Well-appointed 1 bedroom, 1 bath in Annapolis / Eastport

Annapolis, Maryland, United States

Bed

Bath

Sleeps

Select Dates for Price

Furnished efficiency apartment in Annapolis, close to downtown area, and easy access to Highways. Private Entrance, private bath, HI Speed internet. With separate heating and AC controls an convenient washing machine, This superb space has everything you need for a comfortable short term stay in the Annapolis area . The bathroom is equipped with a hair dryer and a relaxing shower. A great place to call home base while you're away, we hope you enjoy your stay.

Efficiency Apartment Close to Annapolis. .

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$656.3

ALL NEW!brJust minutes from USNA Stadium, downtown Annapolis and US Naval Academy, MBA Homes' Nautical Oasis is perfect for families, groups and couples. Enjoy the spa shower with multiple jets, relax on luxurious bedding, and unwind in the private backyard with a fire-pit.brMonthly rentals also welcome! Book now for a memorable stay!brbrbrThe spacebrWelcome to MBA Homes' Nautical Oasis – Your Group/ Family-Friendly Retreat in Annapolis!brbrProperty Details:br• 3 Bedrooms / 2 Bathroomsbr• Private, fenced-in yard with fire pitbr• Modern, fully equipped kitchenbr• Open-concept living & dining areasbr• Luxurious bedding and spa-style showerbr• High-speed Wi-Fi and Smart TVsbr• Washer & dryer in unitbr• Conveniently located near:br- U.S. Naval Academy Stadiumbr-Downtown Annapolis shops and diningbr- US Naval Academybr- Anne Arundel Medical CenterbrbrbrbrOur charming 3-bedroom, 2-bathroom, single-level home offers the perfect blend of luxury, comfort, convenience, accessibility, and privacy. Whether you’re attending a game at the U.S. Naval Academy Stadium, visiting midshipmen at the Naval Academy, attending an appointment at Anne Arundel Medical Center, or exploring historic downtown Annapolis, our home is ideally located for all your needs.brbrLOCATION:br• 1 mile/3 min drive/22 min walk to USNA Stadiumbr• 1.6 miles/5 min drive to AAMC Hospitalbr• 2 miles/5 min drive to Downtown Annapolisbr• 3 miles/11 min drive to the Naval AcademybrbrLIVING AREA & KITCHENbrEnter into an open floor plan that creates a warm, welcoming atmosphere. The living room features comfortable seating and a 65 flat-screen TV—perfect for movie nights or catching up on your favorite shows. It flows seamlessly into a dining area with a table ideal for family meals. The fully equipped kitchen includes modern appliances, ample counter space, and all the cookware you’ll need to prepare your favorite dishes.brbrBEDROOMS & BATHROOMSbrThe master suite boasts a luxurious king-sized bed with high-end linens and a memory foam mattress for a restful night’s sleep. The en-suite bathroom features a spa shower, ideal for unwinding after a busy day. The second and third bedrooms are equally cozy, with plush beds and quality linens. Both bathrooms are well-appointed with modern fixtures and everything you’ll need.brbrOUTDOOR SPACEbrThe private, fully enclosed backyard is a highlight of the home. Relax on the deck with outdoor seating, enjoy time by the fire-pit, or let the kids play safely. This peaceful space is perfect for morning coffee, evening meals, or unwinding in the fresh air.brbrFAMILY-FRIENDLY AMENITIESbrWe understand that traveling with children requires extra care. Upon request, we’re happy to provide a playpen/travel crib, high chair, and children’s plates and cutlery to ensure a comfortable stay for your little ones.brbrLOCATION ADVANTAGESbrThis home’s location couldn’t be better. Just minutes from the U.S. Naval Academy Stadium, it’s easy to catch a game or event. The Naval Academy is also just a short drive away, making it easy to explore this historic institution. AAMC Hospital is nearby for family visits or medical appointments. Downtown Annapolis is just a short drive, with charming shops, restaurants, and historic sites to explore.brbrbrWhether you're here for a weekend getaway, an extended stay, or visiting midshipmen at the Naval Academy, everything you need is within reach. We’re confident that Nautical Oasis will be the perfect base for your Annapolis adventure. Book now to secure your stay, and feel free to reach out with any questions – we can’t wait to welcome you!

Family/Group Retreat Near USNA stadium & Downtown Annapolis; Private yard

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$448.4

brbrCharming Eastport Cottage just 3 blocks from restaurants and bars (Ruth's Chris, Boatyard, O'leary's, Carol's Creek, to name a few) and less than .5 mile from Historic Downtown Annapolis. Enjoy a weekend (or longer stay) away where everything you need is in walking distance. Start your mornings with a 2 block walk for coffee and pastries, or breakfast on the porch or deck, then wander through Eastport and Downtown Annapolis while you enjoy seasonal weather (there is always something going on), and end your day by going out to eat, or grilling on the back deck overlooking a beautiful garden and patio space at your getaway 'home'. Enjoy coffee (which is provided) or cocktails on the front porch and watch the folks and their pets stroll by!

Eastport Cottage .5 mi from Downtown Annapolis

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$450.95

Experience the Difference: Professionally Managed by iTrip AnnapolisbrbrStay right in the heart of Historic Annapolis, just 2 blocks from Main Street, and feel like you’re in a hotel suite with all the comforts of home! Your family will be close to everything when you stay at this centrally-located 2nd-floor apartment in a Historic 3-unit building, once a grocery store and the residences of the store owner. Enjoy the perfect blend of convenience and comfort in this well-appointed space. brbr brbrProperty Highlights: brbrCentral Location: Walk to all the attractions of Historic Annapolis, including Main Street, just 2 blocks away, and the U.S. Naval Academy, another 2 blocks away. brbrComfortable Living: The King bedroom also has a Twin futon. There is another twin futon in the family room. A full bathroom is in the hall. brbrKitchen: The spacious kitchen is perfect to cook a full family meal with an island and eat-in kitchen table with seating for 4. brbrSleeping Arrangements (Sleeps 4): brbr brbrKing Bedroom: brbrKing Bed brbrTwin futon (plus 2 more Twin futons in the closet; linens provided) brbr brbrFull Bathroom in the hall with combo bathub/shower brbr brbrAdditional Features: brbrDining: Eat-in Kitchen island seats 2 with 2 more at the high-top table brbrModern Amenities: High-speed internet and WiFi, two flat-screen TVs brbrLuxury Linens: Luxury bed and bath linens, complimentary toiletries Starter Kit, and boutique-level service brbrConvenience: Full-size washer and dryer in the stairwell of the main entrance brbrEasy Access: Keyless entry; Walk into the building's lower level then up to the 2nd floor where there will be a lockbox on the wall with the key to the unit. brbr brbrProperty Distance to: brbrMain Street: 2 blocks brbrU.S. Naval Academy: 4 blocks brbrWashington, DC: 32 miles brbrBaltimore: 31 miles brbr brbrAmenity & Supplies Starter Pack: brbrIncluded: A starter set of coffees, sweeteners, soap, shampoo, conditioner, lotion, hand sanitizer, paper towels, toilet paper, dish soap, sponge, and dishwashing liquid brbrFresh Linens: All beds are made with freshly-laundered sheets, and towels are provided in the baths brbr brbrHouse Rules: brbrAge Requirement: At least one member of the party must be 25 years of age. brbrNo Smoking brbrDogs allowed with $150 per pet fee paid prior to checkin. brbrRespect: Be respectful of the house, contents, neighbors, and neighborhood. No parties. brbrCheck-in/Check-out: Check-in time is 4:00 pm, and check-out time is 11:00 am.

Historic dog-friendly home 2 blocks to Main St

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$1178.0

This lovely 4-bedroom home boasts 3 full bathrooms and room to comfortably sleep up to 12 people. With its spacious and well-appointed layout, it provides all the convenience and comfort you need. Please note the loft bedroom is accessible by a narrow spiral staircase. brbrAnnapolis Boat Show Weeks:brFor boating enthusiasts, this property is strategically located for Annapolis Boat Show Weeks. You'll find yourself in close proximity to all the action and have a comfortable space to unwind after a day of exploring the latest marine innovations.brbrNavy Sporting Events:brIf you're here to support the Midshipmen at Navy sporting events, you'll appreciate the property's proximity to the Naval Academy. After cheering on the team, return to a welcoming space that can accommodate your group and relive the excitement.brbrExploring Downtown Annapolis:brWhen you're ready to explore the heart of Annapolis, you're in luck! Downtown Annapolis is just minutes away. Stroll along cobblestone streets and explore the city's rich history and charming shops. Visit the United States Naval Academy, tour the historic Maryland State House, and enjoy delicious dining at local restaurants.brbrEntertaining by the Firepit:brThe backyard is a true gem of this property, featuring a delightful firepit, making it perfect for evening gatherings. Share stories, laughter, and marshmallows around the fire with plenty of seating for your group.brbrUSNA Commissioning Week:brFor families and friends celebrating the accomplishments of U.S. Naval Academy graduates during Commissioning Week (full week required for booking) and other big USNA weekends, this home offers the space and comfort you need. With room for up to 12 guests, everyone can stay together and enjoy the celebrations. We kindly require at least a 7-night stay for the entirety of Commissioning Week.brbrWhether you're attending special events like the Annapolis Boat Show, Navy sporting events, or USNA Commissioning Week, or simply seeking a relaxing getaway, 507 Schley Road is the ideal choice. Book your stay now to make the most of your time in Annapolis, enjoy the convenience and comfort of a spacious 4-bedroom vacation rental with 3 full bathrooms, and take advantage of vibrant downtown Annapolis just minutes away, offering history, culture, and culinary delights.

Spacious Annapolis Abode: 507 Schley Rd Vacation Rental, Minutes from Downtown!

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$545.91

Hello and Welcome to Annapolis! You are going to love this home.brbrIMPORTANT: if you are inquiring about USNA Commissioning week please send us a message request. USNA Commissioning current base rates are $12,000 for a 7-night minimum stay.brbrWe purchased this home January 2010 and lived here for 6 happy years with our 3 boys. We are fully licensed as a short term rental home by the City of Annapolis. Located in the heart of the Historic District, and steps away from the US Naval Academy and the Maryland State Capital, our home was built in 1890, and renovated in the 1920s, 1990s, and again in 2010!brbrThe Navy Marine Corps football stadium is 1 mile away, and a pleasant walk on a nice day (and much faster than driving through the game day traffic!). Popular wedding destinations (William Paca House, Annapolis Yacht Club) are a short stroll from the front door, and an easy walk to Main Street and the City Dock with all its restaurants, shops, and tour boats make this the perfect in-town location.brbrWe've decorated and furnished the home with a nod to the historic character of the architecture. There are built-ins, hidden compartments, detailed moldings, a double staircase, a sun porch looking onto King George Street and a fully stocked Cook's kitchen. The formal dining room is adjacent to the kitchen and features an antique dining table from the 1920's. Though not entirely historic the house does also include wireless internet, basic cable, a DVD player, and a large flat screen TV.brbrUpstairs, the Master suite was designed with a more modern feel and features a large bathroom (which was featured in Annapolis Home Magazine) and second floor sun porch overlooking the back yard with views towards State Circle. The 2nd bedroom has a queen bed and the third bedroom has a pair of twin beds with a view of the Navy Chapel dome! There is also another another recently renovated full bathroom on the 2nd floor.brbrWe have 2 off-street parking spots and a beautifully landscaped backyard with a patio and grill, shady trees and plenty of room for a backyard get together. An additional 2 parking spaces may be reserved by request (seasonal fees may apply).brbrMature groups only. This is not a party house. Ideal for families, Navy parents, history buffs, and parents of the bride or groom. We look forward to speaking with you!brbrSTR# RENT-002617-2025brKeywords: House

Sophisticated Charmer with Parking & Views of the USNA Chapel Dome

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$507.78

Take it easy at this unique and tranquil getaway in historic Eastport. This 4-bedroom, 3-bathroom home has plenty of space for up to 8 guests. Enjoy the beautiful, fenced backyard, free parking, and excellent location.brbrCharming 1920s Bungalow in Eastport – Walk to Downtown AnnapolisbrbrAbout the Space:br-Unique, restored bungalow in the heart of Eastport’s maritime districtbr-Just one mile to Downtown Annapolis, City Dock, Naval Academy, and the State Housebr-Historic charm meets modern comfort with wood floors, antique decor, and nautical touchesbr-Ideal for families, small groups, or those seeking a cozy getawaybrbrLiving Spaces:brMain Room:br-Filled with maritime-themed decor and eclectic characterbr-Drum set for music loversbr-Futon sofa and armchairbrbrbrSecond Living Room:br-Perfect for reading or intimate gatheringsbr-Desk with maps and books for explorationbr-Flows into the dining room and fully equipped kitchenbrbrOutdoor Oasis:br-Sliding door from the kitchen leads to a large, private fenced-in yardbr-Organic garden with fig and pawpaw treesbr-Two small ponds (one in the front)br-Patio with a grill, chiminea, lawn furniture, and shade treesbr-Eco-friendly landscaping for a sustainable retreatbrbrBedrooms & Bathrooms:brFirst Floor:br-Queen bedroom with attached bathroom and showerbrSecond Floor:br-Three bedrooms, each with a queen bedbr-Hall bathroom with a stand-up showerbr-Primary suite has a queen bed and private bathroom with a large soaking tub and hand-held showerhead brbrEco-Friendly Features:br-Rooftop solar panels for sustainable energybr-Permeable gravel driveway for environmental benefitsbr-Energy-efficient tankless water heater means you'll never run out of hot water!br-Composting and recycling encouragedbrbrAmenities & Conveniences:br-One off-street parking space; free on-street parking availablebr-Ceiling fans, central AC, and complimentary WiFibr-Two smart TVs for entertainmentbr-Two office spaces with desks and chairs – great for remote workbr-Books on sailing and local culture for curious mindsbrbrPet Rulesbr-Guests must disclose pets at the time of booking. br-Guests may bring up to 2 dogs who weigh 60 lbs or less each.br-Guests must keep dog(s) leashed when outside of the home or yard.br-Dog(s) are not permitted on beds/couches/chairs.br-Guests must clean up pet waste.brbrGetting Around:br-Most Annapolis attractions within walking distancebr-Water Taxi Nearby:br-Just a 3-minute walk to the South Annapolis Yacht Center pickup spot (750 Boucher Ave.)br-A scenic ride to Annapolis City Dock with optional dockside pickups along the waybr-Ask your Water Taxi Captain for local tips and recommendations!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.

Unique and central in Eastport

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$221.97

Escape to your own private spa retreat just minutes from Downtown Annapolis. This quiet loft studio is designed for total relaxation, featuring a 3-person infrared sauna, jacuzzi soaking tub, and a luxury 8-jet massage shower & relax in a Plush King size bed, Perfect for couples or a peaceful solo reset, you’ll enjoy spa-level amenities with complete privacy—no crowds, no time limits. Private Loft Studio Apt. with private garage usage. brPamper yourself with your own private 3 person Far Infrared Sauna, (A Hi Tech Far Infrared Sauna is $80 per hour at local health spas - You have private usage 24/7- see more details & benefits below ), ,Jacuzzi jetted Hot Tub (Relaxing Soaking Salts & Bubble Bath products provided Complimentary), Followed by a luxury 8 nozzle massage shower. Refresh or just relax, detox and relive pains with the deep penetrating heat, in your own 3 seat Far Infrared Latest Technology Sauna with blue tooth speakers, 65 Smart HD TV . Extra Large 10' X 10' Walk in dressing closet. We have an Annapolis address and are east of midtown Annapolis & (Naval Academy) in a quiet waterfront community. Its 6.5 miles to midtown Annapolis. Our luxury SPA Loft apartment is 740sq ft and was completed in 2021. Its over top our south side garage & we include (340 sq ft) 1 side of the 2 car private climate controlled garage for your car or toys to use with plenty of off street parking. Its located in a quiet waterfront community on a dead end street. It’s a great place for peace & quiet while your enjoying a private far infrared sauna, or Jacuzzi hot tub. The bathroom also contains a luxury 8 nozzle sit down massage shower along with dual sinks & a bidet toilet. King size bed & a comfortable couch & Recliner & a desk with rolling office chair. There is also a fully equipped Kitchenette , Sink, Refrigerator, microware, filter coffee maker, blender, paper towels etc. There is a picnic table outside along with a portable grill if you want to enjoy the outdoors. You can walk down to the community fishing dock if you like to see some water or fish. WIFI Is 1000mb Verizon Fios.brNotice: 24 hr. Video Surveillance Security Cameras are positioned on the outside of the entire house for your security & safety. Note: There is a $90 per stay additional non refundable pet fee for up to 2- 50lb max dogs or cats. If you forgot pay this fee at time of booking VBRO will bill you upon arrival.brbrMORE DETAILS ABOUT FAR INFRARED SAUNAbrDESCRIPTION:brInfrared Sauna Therapy is a resource used to safely detoxify the body from the chemicals, metals and other impurities found in our air, food and water. It also stimulates your immune, lymphatic and cardiovascular systems. This creates improved heart health, increased circulation, lower blood pressure and many more health benefits. The infrared heat will be coming from the panels all around you and penetrating in to your skin. As your body heats up you will sweat and with the sweat toxins will be released from the body. You simply relax and keep hydrated.brbrHow To Prepare For Your Sauna Session:br~ Drink at least 8oz of water prior to coming.br~ Drink plenty of water during to Hydrate so please bring some water.br~ Wear a swimsuit of similar. You Will Sweat!brbrBenefits:brDetoxificationbrStress & FatiguebrMuscle Aches, Arthritis, Joint ReliefbrWeight LossbrSleep DisordersbrIncreased MetabolismbrImmune System SupportbrClear & Tighter SkinbrHeart Health & Increased CirculationbrAppearance of Cellulitis

Annapolis Spa Retreat, Sauna, Jacuzzi, King Bed Couples Quiet Loft Apt. Getaway

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$201.75

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 247 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)

Robert Johnson Queen at Historic Inns of Annapolis | 0.1mi State Circle

Annapolis, Maryland, United States

Bed

Bath

2

Sleeps

$372.82

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 200 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)

Robert Johnson Suite | 0.2mi to William Paca House & 0.3mi to USNA

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$372.82

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 200 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)

Robert Johnson Suite at Historic Inns of Annapolis | Pet-Friendly + Free Shuttle

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$207.41

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 312 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)

Close to Naval Academy & State House | Robert Johnson 2 Doubles

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$207.41

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 312 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)

Robert Johnson 2 Double Beds Pure Wellness Room at Historic Inns of Annapolis

Annapolis, Maryland, United States

Bed

Bath

2

Sleeps

$201.75

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 247 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)

Explore Local Attractions | Across Maryland State House | 0.2mi to City Dock

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$505.92

Summary:brThe Pinkney house is a 2 bedroom, 2.5 bath town home boasts an unparalleled location within close proximity to the Naval Academy and the bustling energy of Downtown Annapolis. Whether attending events, visiting loved ones, or simply savoring the rich heritage of the area, you will find yourself immersed in the vibrant culture and history of Annapolis. In the heart of Downtown Annapolis, where parking can be a premium, having 1 dedicated parking spot ensures both convenience and peace of mind.brbrThe Space:brWelcome to our 2-bedroom, 2.5 bathroom townhome in the picturesque city of Annapolis. Step inside and discover a cozy yet spacious retreat, thoughtfully designed to provide comfort and convenience. The open concept living area invites relaxation and ample natural light. The fully equipped kitchen offers modern appliances and a dining area for enjoying home-cooked meals. brbrRetreat to the tranquil bedrooms, each boasting plush beds and tasteful decor, ensuring a restful night's sleep. The townhome features 1 half bathroom on the main level and two full size bathrooms on the second floor each featuring complimentary toiletries. brbrEscape to the patio located on the roof of the house, perfect for sipping your morning coffee or unwinding in the evening breeze while taking in the downtown water views. You'll find yourself in close proximity to Annapolis' renowned attractions, including the historic district, waterfront, and shopping destinations. Whether you're here for a weekend getaway, Naval Academy event or an extended stay, our townhome provides a comfortable haven for exploring all that Annapolis has to offer.brbrbrSTR24-145388brbrGuest Access:brYou will have access to the entire home during you stay.brbrThe Neighborhood:brDowntown Annapolis is a historic and charming neighborhood. It is nestled along the shores of the Chesapeake Bay and is known for its picturesque streets lined with beautifully preserved colonial buildings. The area offers a blend of maritime heritage, boutique shops, restaurants, and lively waterfront activities. With its cobblestone streets and iconic landmarks like the Maryland State House and the United States Naval Academy, downtown Annapolis is a popular destination for both tourists and locals alike. The vibrant atmosphere, rich history, and scenic waterfront make it a delightful place to explore and immerse yourself in the city's maritime culturebrbrGetting Around:brOnce you get settled in the home, there are several places to explore and visit within walking distance. There are also several ride share options available.brbrOther Things to Note:brDuring your stay you will have access to 1 parking space behind the house free of charge. If you have more than 1 vehicle, you may park on the street for up to 2 hours in any other open space. brbrThe city does provide free parking from 6PM Friday to 6AM Monday at the Calvert Street Garage (19 St. Johns Lane) or you can also park in the following garages/lots: Hillman Garage (150 Gorman Ave - entrances from Main St or Duke of Gloucester) South Street Lot - South Street off Church Circle, Gotts Court Parking Garage – (25 Northwest Street) Knighton Parking Garage – (1A Colonial Avenue), Park Place - 5 Park Place (just off West St ). brbrThe free Annapolis Circulator bus stops at all the city garages/lots and the city dock and can be used to get to/from the garages. Please see the Annapolis Parking website for further detailsbrbrInteraction with Guests:brI am available to assist you via Airbnb message, phone or text

Downtown Pinkney House w/Parking

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$327.21

Welcome to this vibrant downtown Annapolis oasis—a unique purple parallelogram with a parking spot. From the front door, admire the State Capitol view; from the rear fence, enjoy Ego Alley. Just a short walk to the Naval Academy and St. John's College. This 1-bedroom, 1.5-bath home features a full kitchen, spa-like bathroom with a tub (perfect for your little ones) washer/dryer, and an outdoor patio. Immerse yourself in Annapolis' culture and history from this remarkable, centrally located gem.

Historic Home with Parking Steps From Capital & USNA

Annapolis, Maryland, United States

Bed

Bath

Sleeps

$719.98