Best Accommodations in Historic-District

Affordable Accommodations in Historic-District

Discover the best accommodations in Historic-District with our expert recommendations. Each option has been chosen for its quality, ensuring an extraordinary travel experience.

Landmarks in Historic-District
Flag House Inn
Hotel
24 Randall St, Annapolis, MD, 21401, USA

Flag House Inn is located in Annapolis, 1.1 miles from Annapolis Harbor and 30 miles from Carroll Park. With a shared lounge, the 5-star inn has air-conditioned rooms with free WiFi, each with a private bathroom. Private parking is available on site. At the inn, each room comes with a closet. At Flag House Inn every room is equipped with a seating area. Sports Legends Museum at Camden Yards is 30 miles from the accommodation, while Baltimore Convention Center is 30 miles away. The nearest airport is Baltimore - Washington International Airport, 21 miles from Flag House Inn.

Guest Reviews:

- "Absolutely Awesome!" - "Romantic getaway"

Landmarks in Historic-District
Flag House Inn
Bed & Breakfast
26 Randall St, Annapolis, MD, 21401, USA

Bed & breakfast with free breakfast, steps from U.S. Naval Academy
Valet parking, a refrigerator in a common area, and concierge services are available at this bed & breakfast. Free breakfast (local cuisine) and free WiFi in public areas are also provided. Additionally, self parking, free newspapers, and tour/ticket assistance are onsite.
Flag House Inn offers 5 accommodations with free minibar items and espresso makers. These individually decorated and furnished accommodations have separate sitting areas. Memory foam beds feature Frette Italian sheets and premium bedding. 55-inch LED televisions come with digital channels.

Bathrooms include showers, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include complimentary newspapers and complimentary bottled water. Hypo-allergenic bedding and irons/ironing boards can be requested. Housekeeping is provided daily.

Guest Reviews:

- "Very close to downtown!" - "Excellent staff. Excellent room. Excellent breakfast. Fantastic location! Spent some lovely time on the front porch. " - "Very nice facility. Close to shops and restaurants." - "Great place great people " - "Great place to stay when visiting Annapolis." - "Comfortable stay, high quality amazing service. Within walking distance to everything " - "Great location right across from the Naval Academy and restaurants in Annapolis. Friendly and attentive owners and staff. "

Landmarks in Historic-District
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity
Apartment
21 Randall Street B, Annapolis, MD, MD 21401

COZY DOWNTOWN APARTMENT-Naval Academy Vicinity offers accommodations in Annapolis, 30 miles from Sports Legends Museum at Camden Yards and 30 miles from Baltimore Convention Center. The air-conditioned accommodation is 1.1 miles from Annapolis Harbor. Outdoor seating is also available at the apartment. With free Wifi, this 1-bedroom apartment offers a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the apartment. The accommodation is non-smoking. Inner Harbor is 30 miles from COZY DOWNTOWN APARTMENT-Naval Academy Vicinity, while Power Plant is 31 miles from the property. Baltimore - Washington International Airport is 21 miles away.

Guest Reviews:

- "Great Location"

Landmarks in Historic-District
Stunning Waterfront Cottage with Breathtaking Views!
House
Annapolis, Maryland, USA

A Gorgeous, Waterfront setting in the Sailing Capital of the World! Charm, Detail, and Hospitality were not spared in this upgraded cottage. This 2 BR, 1 BA house sleeps 4-6 people. Features include an open floor plan, with hardwood floors throughout, customized cabinetry, and granite counter tops. The modern kitchen offers all new appliances; stove, microwave, side by side refrigerator, coffee maker, dishwasher and is fully stocked with dishes, cookware and utensils. Everything to cook up a feast! The marble tiled bathroom features a large shower, vanity and the necessities of a home away from home! The living room is furnished with a comfy sleeper sofa, two plush chairs, and a large flat screen TV with cable. A bright and sun-filled room makes a perfect setting for morning coffee or a cozy dinner at the table, seating for four. Double French Doors off the living room open to a deck with a table and chairs overlooking Back Creek and the full back yard. Relax and sit on the deck with a cold drink and enjoy the waterfront views or take advantage of the kayaks provided for you.
The property is only minutes from Historic, Downtown Annapolis and has easy access to the Chesapeake Bay. Convenient shopping is within 2 miles; grocery, pharmacy, liquor stores, as well as some amazing restaurants.
Just footsteps away, The Cottage offers the amenities of the marina which include a pool (in season), Fitness Center, Wi-Fi, bikes, and a water taxi location.

Guest Reviews:

- "The cottage is beautiful and the view of the marina is even better. The swimming pool area has very comfortable lounge chairs and a lifeguard on duty. We had a wonderful stay and I couldn't recommend this location enough." - "We had the best time- such a special place. House has everything you need and the amenities of the marina are so fun!" - "I have stayed at this property every summer since 2017. It is in a great location and has many amenities available through the marina. Clean, updated and with boats at your doorstep. The property owner is very responsive and helpful."

Landmarks in Historic-District
Annapolis Vacation Home 2 Mi to Quiet Waters Park
House
Annapolis, MD, USA

Annapolis Vacation Home 2 Mi to Quiet Waters Park offers accommodations in Annapolis, 3.2 miles from Annapolis Harbor and 28 miles from Addison Road-Seat Pleasant. This vacation home is 31 miles from Sports Legends Museum at Camden Yards. Free Wifi is available throughout the property and Sparrows Beach is a 16-minute walk away. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 4 bathrooms with a bath and a hair dryer. Towels and bed linen are available in the vacation home. The accommodation has a fireplace. Baltimore - Washington International Airport is 22 miles from the property.

Guest Reviews:

- "A great place to stay for a family - on a quiet private street yet close to everything." - "Enjoyed this property very much. Perfect for our trip."

Landmarks in Historic-District
A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!
House
Annapolis, Maryland, USA

Amongst the allure of downtown living, lies this quant Annapolis home. This two bedroom, one and a half bath has a spacious fenced in back yard and is only steps away from the Naval Academy. The State House, great restaurants and fantastic shopping are also a close distance. Located on historic East Street, you will also find yourself surrounded by important landmarks, popular seasonal events and an all around perfectly positive Annapolis energy. Whether you're in town for an event, a football game or just having crabs with friends in the backyard; this house is the perfect quintessential Annapolis getaway. *Note: As of October 1st, 2024, we unfortunately can no longer offer a parking pass. There are several overnight parking garages guests can chose use in walking distance to our home. *

Guest Reviews:

- "We had a great stay in Annapolis. You could not beat the location of the house and the house itself was very comfortable and clean - perfect for our getaway when we had to come down for work and made it a little vacation too!" - "We came into town for the Naval Academy lacrosse camp! This was a perfect location- right across the street! The home was well stocked with everything we needed! We appreciated the use of the parking pass for the parking structure. We got our steps in—but it was nice because restaurants, shopping we in close proximity! Kara and Andy are wonderful hosts! We had a chance to get to know the neighbors who were extremely nice and helpful! Thanks again for a wonderful stay!"

Landmarks in Historic-District
Annapolis Charm Waterfront Getaway Near USNA - FISH & CRAB from your PRIVATE PIER!
Villa
1709 River Road, Annapolis, MD, MD 21409, USA

Providing a garden, Annapolis Charm Waterfront Getaway Near USNA - FISH & CRAB from your PRIVATE PIER! features accommodations in Annapolis. This beachfront property offers access to a balcony, free private parking, and free Wifi. On clear days, guests can head outside to enjoy the villa's outdoor fireplace or simply kick back and relax. Featuring a terrace and sea views, the villa includes 2 bedrooms, a living room, satellite flat-screen TV, an equipped kitchen, and 1 bathroom with a bath and a shower. Featuring air conditioning, this unit has a dressing room and a fireplace. This villa is allergy-free and non-smoking. During warmer months, you can make use of the barbecue facilities and eat on the private patio. Guests at the villa will be able to enjoy activities in and around Annapolis, like cycling, canoeing, and hiking. The villa has a picnic area where you can spend the day outdoors. Annapolis Harbor is 8.7 miles from Annapolis Charm Waterfront Getaway Near USNA - FISH & CRAB from your PRIVATE PIER!, while Sports Legends Museum at Camden Yards is 29 miles from the property. Baltimore - Washington International Airport is 20 miles away.

Guest Reviews:

- "Beautiful Chesapeake Bay for our family!" - "We had the best time! Will be back and hope to stay longer." - "Great scenic location- comfortable and clean" - "Very pleasant stay in a peaceful house." - "Everything as lovely" - "Beautiful waterfront property, very friendly and responsive host, a great place to stay with family"

Landmarks in Historic-District
Historic Downtown Charmer, Water Views and Parking!
House
Annapolis, Maryland, USA

Life is beautiful in historic downtown Annapolis, with great restaurants, shops and romantic waterfront at your doorstep. Live like a local in a home built in 1875 but updated for today's lifestyles. This two bedroom, 1 1/2 bath home with a designated, off-street parking space -- a rare perk in this National Landmark district -- makes it easy for guests to arrive, unpack and unplug.

Walk down Pinkney Street to experience the restaurants and shops of downtown and see the yachts along Ego Alley. Visit the United States Naval Academy just three blocks away. Or walk up the street on brick and cobblestone sidewalks to explore the grounds of the oldest state house in continued use in America or St. John's College, dating to the 17th century. Experience the restaurants, charming antique stores and neighborhoods around State and Church Circles and beyond.

This 1875 cedar shake home sits in a row of townhouses that have been updated for modern living, with hardwood floors and ceramic tile on the main floor and new carpeting in the bedrooms. Enjoy the cozy fireplace during the cold winter nights, or in the warm summer months, take your morning coffee or afternoon cocktails to the rooftop deck to enjoy views of the water, the boats and City Dock.

This well-decorated house features an open floor plan with updated, fully equipped kitchen, a living room with flat-screen TV and fireplace, dining room and half bath on the first level. There is a small deck facing the courtyard and parking with space to sit and enjoy the morning sun. On the second floor, the generously sized queen bedroom features a walk-in closet, private access to a shared bath and wall-mounted flat screen television. A well-appointed guest room provides two comfortable twin beds. But the second floor also contains a hidden surprise -- a skylit ship's ladder to a widow's walk and rooftop deck with beautiful views of Ego Alley and Spa Creek.

As with any luxury property, the essentials -- linens, WiFi, coffee, and toiletries -- are included.

Historic Annapolis is the place to be during Naval Academy events and football games, St. John's College visits and graduation, boat shows and more. It is the perfect destination for a romantic weekend, a girls' getaway, family reunions, temporary military assignment and more. Consider making this cozy retreat on a historic street your home away from home when you come to visit Maryland's state capital.

Guest Reviews:

- "Stayed here for USNA plebe parent's weekend. What an amazing weekend and your place made it that much more special. We will be back again soon." - "Comfortable and very well maintained townhouse with off-street parking in downtown Annapolis. Walking distance to Naval Academy, Annapolis Harbor, Church and State Circles, and Market Street. Outstanding choice of restaurants. Ideal summer getaway." - "Great row house on a quiet historic street minutes from City Dock. Easy walking everywhere."

Landmarks in Historic-District
Waterfront Annapolis Home Fire Pit and Fishing Pier
House
Annapolis, MD, USA

Waterfront Annapolis Home Fire Pit and Fishing Pier is located in Annapolis, just 8.7 miles from Annapolis Harbor and 29 miles from Sports Legends Museum at Camden Yards. Free Wifi is featured throughout the property and private parking is available on site. Baltimore Convention Center is 29 miles away and Korean War Memorial is 29 miles from the vacation home. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with free toiletries. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Inner Harbor is 29 miles from Waterfront Annapolis Home Fire Pit and Fishing Pier, while Power Plant is 29 miles away. Baltimore - Washington International Airport is 20 miles from the property.

Guest Reviews:

- "Relaxing get away. Nice way to connect with nature." - "Wonderful location. Great outdoor space."

Landmarks in Historic-District
Annapolis/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown
Apartment
Annapolis, Maryland, USA

A beautiful basement apartment in the city of Annapolis, in the quiet Eastport neighborhood, a walk to marinas, historic DT Annapolis, and US Naval Academy. Sleeps four, plus two large couches in the living room. A full bath, kitchenette, and a study area. An open living design, great for a short stay. HD TV, Network & Smart TV, and high-speed Internet/WiFi service provided. No pets allowed—free parking- street.

Guest Reviews:

- "Super easy check in process and check out. The vrbo was exactly as advertised and was perfect." - "Great for two people, with space to sleep in 2 different rooms if desired. Hosts were helpful and flexible. We loved the food, craft beer, and atmosphere at Forward Brewery nearby. And we really enjoyed Quiet Waters Park, with hiking trails and picnic areas. The park also had playgrounds and outdoor ice skating for families." - "Clean spacious apartment. Good air conditioner and comfortable bed."

Landmarks in Historic-District
Stylish + fresh bungalow 2 blocks from N-MC Stadium
House
Poplar Avenue 912, Annapolis, MD, 21401, USA

Stylish + fresh bungalow 2 blocks from N-MC Stadium offers accommodations in Annapolis, 2.7 miles from Annapolis Harbor and 28 miles from Sports Legends Museum at Camden Yards. Both free Wifi and parking on-site are available at the vacation home free of charge. Power Plant is 29 miles from the vacation home and Pier Six Concert Pavilion is 29 miles away. The air-conditioned vacation home is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. A TV is provided. For added privacy, the accommodation features a private entrance. Guests can also relax in the garden. Baltimore Convention Center is 28 miles from Stylish + fresh bungalow 2 blocks from N-MC Stadium, while Inner Harbor is 29 miles away. Baltimore - Washington International Airport is 19 miles from the property.

Guest Reviews:

- "Super charming little house in quiet area" - "The perfect place in Annapolis this house is a treasure" - "Great price and location!! Staff were helpful and quick to respond." - "Lovely property, great location." - "We enjoyed our stay tremendously. We are originally from Annapolis, MD so it was fun to catch up with friends and see al"

Landmarks in Historic-District
Craftsman Bungalow Suite Near Naval Academy Stadium and Historic District
Apartment
Annapolis, Maryland, USA

This 1920's Craftsman style bungalow is 1/2 block from the Naval Academy Stadium and within walking distance of the Historic District. Its close proximity to Baltimore, Washington DC and Maryland's Eastern Shore make it a great location for day tripping. This well appointed bright lower level suite with private entrance includes many Craftsman details including a custom quarter sawn oak wine bar and kitchen cabinets. The open floor plan includes a living room and wine bar with fridge/freezer, sink and Advantium Microwave and Ice Stone counter tops. The suite offers a bedroom with a full sized bed, full bath with tub/shower and laundry with washer/dryer. Guests are welcome to share the patio and backyard with the main house. Friendly pugs may occasionally greet guests in the backyard.

Guest Reviews:

- "Ideal location to USNA. Walked a block to stadium and shuttle to academy. Very quiet, homey space with kitchenette. Hosts very accommodating." - "Beautiful home very clean beautiful neighborhood lovely neighbors! Communication was quick! Just a little to far from park, but overall beautiful home nice stay! Ty we was very comfortable!" - "This rental was super clean and conveniently located to all things Annapolis. Hosts were prompt with answering a quick question for us and we had a great stay."

Landmarks in Historic-District
King George Downtown Annapolis Getaway
Apartment
165 King George Street, Annapolis, MD, MD 21401

King George Downtown Annapolis Getaway offers accommodations in Annapolis, 1.4 miles from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards. This apartment offers air-conditioned accommodations with a patio. Baltimore Convention Center is 30 miles from the apartment and Inner Harbor is 31 miles away. With free Wifi, this 2-bedroom apartment provides a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are provided in the apartment. For added privacy, the accommodation features a private entrance. Guests can make the most of the warm weather with the property's barbecue facilities. Power Plant is 31 miles from the apartment. Baltimore - Washington International Airport is 21 miles away.

Guest Reviews:

- "A Royal Retreat" - "loved annapolis and seeing our friends but won’t stay here again" - "lovely, well appointed apartment in the perfect location." - "Great place to spend a weekend in Annapolis."

Landmarks in Historic-District
Waterfront Oasis of Annapolis Star
Apartment
Annapolis, Maryland, USA

Studio, furnished apartment above detached garage on family's sprawling property. Queen-bed, with pull out full couch. Sleeps up to 4. Well-appointed and outfitted, eat-in kitchenette. Gorgeous bathroom. Vaulted ceilings. Access to our saltwater pool(seasonal) that is shared with your host family and other Oasis guests, outdoor fireplace with TV(also shared with other Oasis guests), outdoor grill and pavilion with TV and Bose system.Less than a 10 min drive to downtown Annapolis.

Keep reading... if you want to know more about this amazing property

The property is equipped with everything you will need for your stay including a full-size fridge, Keurig coffee maker, teapot, stove and dishwasher. Just outside the property entrance is the gorgeous “Oasis” pool.
This studio is PERFECT for small families or friends visiting the United States Naval Academy, Annapolis Boat Shows or any of the many Annapolis events we have going on here year-round.

The property is a mere 3.5 miles away from Downtown Annapolis.

Covid-19 precautions-Our guests are our priority. We take every precaution when cleaning the property and make sure we meet every industry standard. We go above and beyond to ensure all surfaces and high touch areas are cleaned thoroughly and disinfected.
**No-contact check-in available upon request**

SLEEPING ARRANGEMENTS
STUDIO/1BR/1BA
Queen size bed
Pull-out couch
FEATURES
Heated, Saltwater pool(shared)
Covered Pavilion with ample seating and outdoor TV
Outdoor fireplace-firewood provided
Outdoor grill/BBQ(propane)
Full kitchen/kitchen table with seating
Free Wi-Fi
Luxury Linens & towels
Complimentary sodas/water/coffee/tea
Complimentary toiletries
Ample parking on site
Perfect place to relax, reconnect and see the sites of Annapolis
Please note-no washer/dryer or oven on site
No smoking in this property
No pets allowed
There is video surveillance on the outside peripheral aspect of the entryway of the property this is for security purposes only.

AMENITIES
Too many to list! We provide at all. Just ask
Soaps, conditioners, lotions, paper towels, sodas, water, dish soap, scrubbers, wine/champagne($), even a boat ride with a licensed boat captain($)
Captain Andy can show you all Annapolis has to offer AND can even give you a lesson on how to wakeboard/Waterski- inquire before or after you book.

Your comfortable bed, including the sofa bed, are made for you with freshly laundered sheets and you have bath as well as pool towels.

HOUSE RULES
No smoking. No pets. No parties/events please.
Check in time 3:00 p.m.
Check out time 11:00 a.m.

All guests have access to the fabulous and GRAND prize winning (2022 LCA GRAND PRIZE-OUTDOOR LIVING AREA-McHale Landscape Design, Inc.) Oasis Pool and outdoor living spaces.

Guest Reviews:

- "This is a beautiful property and the Hostess, Beth, was very accommodating. We stayed in the Star, above the garage. It was perfectly clean and comfortable. We would definitely come back in the future." - "Although our stay at Waterfront Oasis of Annapolis Star was brief, it was a great experience. The location was perfect! Beth and Andy were incredible host and welcomed us into the home as if we were family! We are looking forward to making a return trip when we are able to spend a bit more time! "

Landmarks in Historic-District
Vintage Charm: Annapolis Retreat
House
3 Hill Street, Annapolis, MD, MD 21401, USA

Offering a garden, Vintage Charm: Annapolis Retreat offers accommodations in Annapolis. The vacation home, set in a building dating from 1909, features free Wifi and free private parking. Baltimore Convention Center is 29 miles from the vacation home and Inner Harbor is 29 miles away. Providing access to a patio with quiet street views, the spacious air-conditioned vacation home consists of 3 bedrooms. Featuring a terrace with garden views, this vacation home also comes with a flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath and a hair dryer. The property has an outdoor dining area. Annapolis Harbor is 1.9 miles from the vacation home, while Sports Legends Museum at Camden Yards is 29 miles from the property. Baltimore - Washington International Airport is 20 miles away.

Guest Reviews:

- "This home is beautiful and exactly what we needed for a weekend away with our daughter. Downtown was walkable, and this" - "Host was friendly and attentive. Loved being close to restaurants and coffee shops. Very easy stroll to Main Street. Wou" - "An extremely charming home in an excellent location."

Landmarks in Historic-District
Charming cottage with parking. Easy walk to downtown.
House
Annapolis, Maryland, USA

Discover this charming, fully furnished cottage ideally accommodating up to six guests. Nestled on a serene street within walking distance of downtown, the United States Naval Academy, and the Navy and Marine Corps Stadium, this delightful space features a tranquil screened front porch, inviting living and dining areas, and two bedrooms (one queen, two twin beds) with all bedding and linens provided. The lower level offers a full-size futon and a designated office area for added comfort and convenience.

Enjoy the convenience of two bathrooms stocked with essentials and a hair dryer. The well-equipped, spacious kitchen includes amenities such as a fridge, stove, toaster, microwave, coffee machine, and dishwasher. Additionally, access a washer and dryer, central AC, high-speed internet/Wi-Fi, and three smart TVs with Roku and Fire TV for cable channel streaming.

Step outside to a charming garden area furnished with a BBQ grill, patio set, and parking for two cars. Feel free to reach out as I can offer weekly, and monthly discounts as well as last minute bookings.

Guest Reviews:

- "Beautiful home and property in great location. Loved coming back after a busy day and sitting on the screened porch." - "Very clean and functional house on a very quiet street. Host was always available for questions and was very responsive." - "Such a cute little house in a great location. Maria's house was clean and very well stocked - beyond what you expect with the basics, it was extremely thoughtful. Super location, we walked everywhere during our entire stay - and the 2 parking spots were a huge bonus so we could leave our cars and not worry about finding parking at all. The street itself was quiet and quaint. Unfortunately the weather didn't allow us to use the outdoor spaces, but they looked lovely as well. Highly recommend this property!"

Landmarks in Historic-District
Anchors Away Abode
House
Annapolis, MD, USA

Anchors Away Abode is located in Annapolis, just 3.1 miles from Annapolis Harbor and 25 miles from Addison Road-Seat Pleasant. This vacation home features air-conditioned accommodations with a patio. Power Plant is 29 miles from the vacation home and Pier Six Concert Pavilion is 29 miles away. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. Guests can relax near the outdoor fireplace at the vacation home. Carroll Park is 28 miles from Anchors Away Abode, while Sports Legends Museum at Camden Yards is 28 miles from the property. Baltimore - Washington International Airport is 19 miles away.

Guest Reviews:

- "Cozy and cute"

Landmarks in Historic-District
Cozy 2br home w/parking in downtown Annapolis
House
Annapolis, Maryland, USA

A's by the Cove is ideally located in the heart of downtown Annapolis's Historic and Art Districts. It is a fully updated & detached home with historic charm and an inviting front porch. Well conceived and open floor plan to include a living room (with queen sleeper sofa), a dedicated workspace, 1/2 bath and eat in kitchen on the first floor and 2 bedrooms and a full bath upstairs. Enclosed rear yard provides an opportunity to create a lovely quiet space out our back door.

One parking spot (in a nearby by public lot - less than 60 yard from the house) is included with your rental, you can walk to West street, Main Avenue or the city dock all in less than 10 min.

The property is equipped with a RabbitAir Air Filtering device which allow the interior air to go through a 6-stage filtering twice every hour. it traps allergens & contaminants. It is certified Asthma & Allergy friendly.

A perfect location to enjoy Commissioning Week, Boat Shows and other festivals in Historic Annapolis.

A's by the Cove has a minimum age requirement. All adult members of your party must be 21 or older unless they are children traveling as part of a family group. Every guest must be registered and verified on your reservation. We have a strict no party or gathering policy.

Guest must sign Rental Agreement and provide Government ID.

Although you have access to the entire house and private backyard, there is one locked owner closet located in the living room.

Your arrival (and departure) are fully contactless. You will be provided with detailed check-in instructions the afternoon prior to your arrival including a code and/or mobile app to enter the home.

We are here for you during your stay, but our level of interaction is entirely up to you. We are only a phone call/message away and will respond usually within minutes during extended business hours. During the overnight, we probably wont get back to you until early the next morning. If there is a life threatening emergency, please contact 911 and then call us and leave us a voicemail. We reserve the right to stop by the property at anytime but will give you at least 4 hours notice except in case of emergency.

The property is equipped with video recording camera outside the home. There are 2 cameras located on the front porch and the backyard for the safety of our guests. One on the front porch looking at the front door and one on the back porch looking at the backyard. Those are used for security purpose only. Any recording is automatically deleted after 30 days.

Third Party Reservations (Guest not occupying the home) are strictly forbidden and again any channel policy (airbnb, VRBO, booking...). The guest who made the reservation must be an active occupant of the home for the entire duration of the reservation. Unauthorized guests will be removed from the property and the reservation will be immediately canceled. No refund will be provided regardless of the cancellation policy.

Guest Reviews:

- "House was great. Very good location. Very accommodating." - "A's by the Cove is quiet and perfectly quaint. Everything is in walking distance from the water to the arts district. Great restaurants, shopping and entertainment! We walked to see a show at Rams head Tavern and had a great time!" - "This is a fantastic property in a great location. Appreciated the quick responses from owners. Hope to be back next year. Highly recommend."

Landmarks in Historic-District
USNA Home In Downtown Annapolis
Apartment
96 Clay Street, Annapolis, MD, MD 21401, USA

USNA Home In Downtown Annapolis offers accommodations in Annapolis, 1.7 miles from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards. Both free Wifi and parking on-site are available at the apartment free of charge. Power Plant is 30 miles from the apartment and Pier Six Concert Pavilion is 31 miles away. The air-conditioned apartment consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are provided in the apartment. For added privacy, the accommodation features a private entrance. Baltimore Convention Center is 30 miles from USNA Home In Downtown Annapolis, while Inner Harbor is 30 miles away. Baltimore - Washington International Airport is 21 miles from the property.

Amenities:

Air Conditioner • Pet Friendly • Parking • Other • Child Friendly • Security/Safety • Guest Services • Internet

Landmarks in Historic-District
CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS
Apartment
Annapolis, Maryland, USA

A stunning home, “Circa 1885” is a restored piece of Annapolis history. Sitting at one of the two major gateways that lead into downtown, our beautifully renovated home sits on the corner of King George and Randall Streets. A distinctive yellow PRIVATE entry door off of Randall Street leads to this rental apartment that boasts 2 large bedrooms (K, Q), family room with a cozy pull out sofa (F), 1 bath with antique claw foot tub/shower, beautiful eat-in kitchen, and beautifully restored original pine flooring throughout. Everything you need in Annapolis is within an easy walk: US Naval Academy (directly across the street), Navy-Marine Corps Memorial Stadium, Maryland State House, restaurants, shopping, City Dock, Market Place, Eastport, William Paca House & Gardens, museums, boat supplies, as well as the perfect seat to enjoy the 4th of July fireworks! An abundance of options to enjoy boating adventures on the bay or taking the Annapolis Water Taxi to dinner are all located just 2 blocks from our home. Excellent for small groups and a wonderful place to experience Historic Downtown Annapolis.

Other things to note:
*Suitable for children 6 & up
*Please no big parties or large events

Guest Reviews:

- "As everyone else has said, this is the perfect little spot in Annapolis. Location could not be better, great owner, the place was absolutely spotless, and super comfortable. We would book this place again in a heartbeat. " - "My third time at this cozy and super-perfect USNA location! Sean is very communicative and responsive. Sad that this is likely our last stay as our Midshipman will Commission in a matter of months! Cannot recommend this more!"

Historic-District Family Friendly Accommodations

Historic-District Accommodations with Parking

Historic-District Pet Friendly Accommodations

Historic-District Accommodations with Entertainment

Historic-District Accommodations with Private Pool

Historic-District Accommodations with Private Beach

Historic-District Accommodations with Spa

Historic-District Landmarks on the Map

Compare the Best Landmarks in Historic-District – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Flag House Inn 24 Randall St, Annapolis, MD, 21401, USA 432 5.0 8.9 29 Click here
Flag House Inn 26 Randall St, Annapolis, MD, 21401, USA 234 3.0 9.4 78 Click here
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity 21 Randall Street B, Annapolis, MD, MD 21401 244 4.0 9.3 12 Click here
Stunning Waterfront Cottage with Breathtaking Views! Annapolis, Maryland, USA 449 10.0 219 Click here
Annapolis Vacation Home 2 Mi to Quiet Waters Park Annapolis, MD, USA 371 4.0 9.0 12 Click here
A Quiet Retreat just steps from Naval Academy and all the Downtown Fun! Annapolis, Maryland, USA 360 10.0 170 Click here
Annapolis Charm Waterfront Getaway Near USNA - FISH & CRAB from your PRIVATE PIER! 1709 River Road, Annapolis, MD, MD 21409, USA 358 4.0 9.6 9 Click here
Historic Downtown Charmer, Water Views and Parking! Annapolis, Maryland, USA 467 10.0 131 Click here
Waterfront Annapolis Home Fire Pit and Fishing Pier Annapolis, MD, USA 204 4.0 9.8 8 Click here
Annapolis/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown Annapolis, Maryland, USA 167 10.0 123 Click here
Stylish + fresh bungalow 2 blocks from N-MC Stadium Poplar Avenue 912, Annapolis, MD, 21401, USA 310 4.0 8.5 8 Click here
Craftsman Bungalow Suite Near Naval Academy Stadium and Historic District Annapolis, Maryland, USA 150 10.0 113 Click here
King George Downtown Annapolis Getaway 165 King George Street, Annapolis, MD, MD 21401 380 4.0 8.4 6 Click here
Waterfront Oasis of Annapolis Star Annapolis, Maryland, USA 443 10.0 81 Click here
Vintage Charm: Annapolis Retreat 3 Hill Street, Annapolis, MD, MD 21401, USA 365 4.0 10.0 5 Click here
Charming cottage with parking. Easy walk to downtown. Annapolis, Maryland, USA 296 10.0 77 Click here
Anchors Away Abode Annapolis, MD, USA 538 4.0 9.6 5 Click here
Cozy 2br home w/parking in downtown Annapolis Annapolis, Maryland, USA 211 10.0 72 Click here
USNA Home In Downtown Annapolis 96 Clay Street, Annapolis, MD, MD 21401, USA 262 4.0 10.0 2 Click here
CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS Annapolis, Maryland, USA 354 10.0 63 Click here

Note: The prices for each Landmarks in Historic-District do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Accommodations in Historic-District that offer a pool include:

  • Stunning Waterfront Cottage with Breathtaking Views!.- Review Count: 219, Rating: 10.0
  • Waterfront Oasis of Annapolis Star.- Review Count: 81, Rating: 10.0
  • The Admiral's Retreat.- Review Count: 1, Rating: 7.0

Accommodations in Historic-District offering spa or wellness facilities include:

  • Annapolis Home with Deck and Whitehall Bay Access.- Review Count: 0, Rating: 0.0

Family-friendly accommodations in Historic-District include:

  • Stunning Waterfront Cottage with Breathtaking Views!.- Review Count: 219, Rating: 10.0
  • Annapolis Vacation Home 2 Mi to Quiet Waters Park.- Review Count: 12, Rating: 9.0
  • A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!.- Review Count: 170, Rating: 10.0

Pet-friendly accommodations in Historic-District include:

  • Waterfront Annapolis Home Fire Pit and Fishing Pier.- Review Count: 8, Rating: 9.8
  • Stylish + fresh bungalow 2 blocks from N-MC Stadium.- Review Count: 8, Rating: 8.5
  • Anchors Away Abode.- Review Count: 5, Rating: 9.6

Accommodations in Historic-District that serve free breakfast include:

  • Flag House Inn.- Review Count: 29, Rating: 8.9
  • Flag House Inn.- Review Count: 78, Rating: 9.4
  • Annapolis Charm Waterfront Getaway Near USNA - FISH & CRAB from your PRIVATE PIER!.- Review Count: 9, Rating: 9.6

Accommodations in Historic-District that offer on-site parking include:

  • Flag House Inn.- Review Count: 29, Rating: 8.9
  • Flag House Inn.- Review Count: 78, Rating: 9.4
  • Stunning Waterfront Cottage with Breathtaking Views!.- Review Count: 219, Rating: 10.0

Some of the best Accommodations in Historic-District are:

  • Flag House Inn.- Review Count: 29, Rating: 8.9
  • COZY DOWNTOWN APARTMENT-Naval Academy Vicinity.- Review Count: 12, Rating: 9.3
  • Annapolis Vacation Home 2 Mi to Quiet Waters Park.- Review Count: 12, Rating: 9.0

Some of the popular Accommodations in Historic-District are:

  • Inn on Main Annapolis.- Review Count: 316, Rating: 8.3
  • Stunning Waterfront Cottage with Breathtaking Views!.- Review Count: 219, Rating: 10.0
  • A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!.- Review Count: 170, Rating: 10.0