Top-rated for comfort — guests feel right at home here.
Garage parking available
Enjoy the convenience of garage parking - a rare offering in the area.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Close to Maryland State House
Sleeps 8•2 bedrooms•4 beds
Popular amenities
Garage parking available
Dog-friendly
Kitchen
Washing machine
Air-conditioning
Barbecue
Explore the area
Annapolis, MD
Annapolis City Dock
Place, Annapolis City Dock
2 min walk
Maryland State House
Place, Maryland State House
2 min walk
U.S. Naval Academy
Place, U.S. Naval Academy
3 min walk
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
37 min drive
Rooms & beds
2 bedrooms (sleeps 8)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Office 1
1 Double Bed and 1 Single Bed
1 bathroom
Bathroom 1
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Kitchenette
Garden
Dining area
About this property
Secluded Cozy Cottage in Historic Downtown
Beautifully restored 1930s cottage w/ open floor plan & vaulted ceilings provide a homey vibe
Enjoy having Historic Annapolis Towncenter in your backyard
Jack & Jill bath separates queen bedrooms
Hardwood floors adorn common areas
Gourmet kitchen w/ extensive granite countertops, breakfast bar & amenities
Dining table & chairs, extra-large comfy couch nestled between 2 chaise lounge chairs, 55" Roku tv, full daybed, electric FP, towels, linens, pvt laundry, and more! The space Pvt entrance leads through a brick terrace to your hidden cottage retreat. Personal keypad entry.
Open floor plan & cathedral ceilings provide an abundance of natural light & space. Guest access Guests have exclusive cottage access and shared access to the back patio amenities including a complimentary BBQ. Other things to note Friendly, well trained Dogs are welcome: $50 weekly pet fee/per dog.
Offsite parking … There are several public garages within a 5min walk
If you’re visiting during a weekend or federal holiday, Calvert Garage is an easy walk & parking’s FREE! :) Complimentary parking is available after 6pm Fri through 6am Monday and during federal holidays.
(DIRECTIONS TO CALVERT GARAGE) -From 50 E take exit 24 towards Historic Annapolis/70S/Rowe Blvd, (1.3mi) -Turn left on Calvert Street (last light before the State House) -Turn left on St. John's Street. - Garage is on the left.
St. John's Street also offers 9hr free Street parking. All street parking is free 10pm-8am.
(WALKING DIRECTIONS TO CORNHILL FROM ST JOHNS ST) -Walk toward the State House -Cross College Avenue onto North St (cedar shake home on L.) -N. Street leads to State Circle. -Take a left on the circle. -Walk past Marland Ave (boutique shops) Harry Browns restaurant (EXCELLENT!) & The Historic Maryland Inn. -Turn left on Cornhill Street. -53 is the 3rd house down on the Right.
It’s roughly a 10-minute walk.
Many Guests have also found Gotts garage to be easy & affordable. $15-$20/day
City Authorities recommend Park Place Garage (discounted through the Noah Hillman Garage rebuild). Easy walk or take the shuttle. Running every 8-10 minutes.
There’s also a free on-demand service for those arriving or departing after shuttle hours. M-S 7a-11p / Sun 8a-8p
See the attached map to help.
You’re welcome to quickly drop your bags before parking. Cornhill’s a fairly narrow one-way street. If there is no place to pull over, please be sure a driver remains with the vehicle so you don't block traffic.
Let me know if you have any questions and/or if there's anything I can do to make your stay better.
Look forward to hosting you. Jennifer
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Homewood
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Events allowed: family gatherings, birthday parties, weddings
Quiet hours 10p & 8a are strictly enforced.
default
Pets
Pets allowed: dogs (limit 2 total)
default
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items and take out the rubbish
Turn off the lights and lock the doors
Close any opened windows
If furniture was moved, Return to its original location
Oct-March turn heat down to 60 degrees
April-Sept turn AC off
Failure to complete these may result in a negative review from the host.
No open flame candles, NONE. Instead, flameless, battery-operated candles are provided"
*PLEASE do not scratch the floors
*If furniture is moved, PLEASE return to its original location.
*NO confetti or glitter. Extra cleaning fee charged.
Important information
You need to know
Property # 3338608vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 20
Note from host: Quiet hours 10p & 8a are strictly enforced.
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Annapolis
Historic District, a neighbourhood in Annapolis, is home to this cottage. Shoppers can check out Annapolis City Dock, while everyone can enjoy the natural beauty of Chesapeake Bay and Sandy Point State Park. French Soldiers Monument and Annapolis Maritime Museum are also worth visiting.
Is Secluded Cozy Cottage in Historic Downtown pet-friendly?
Yes, this property allows dogs (limit 2 total).
How much does it cost to stay at Secluded Cozy Cottage in Historic Downtown?
As of 30 July 2026, prices found for a 1-night stay for 2 adults at Secluded Cozy Cottage in Historic Downtown on 3 August 2026 start from NZ$1,294, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Secluded Cozy Cottage in Historic Downtown?
There is free parking nearby.
What time is check-in at Secluded Cozy Cottage in Historic Downtown?
Check-in begins at 2:00 PM.
What time is check-out at Secluded Cozy Cottage in Historic Downtown?
Checkout is at 11:00 AM.
Where is Secluded Cozy Cottage in Historic Downtown located?
Located in Historic District, this cottage is steps away from 14 Fleet Street and Annapolis City Dock. U.S. Naval Academy and Navy-Marine Corps Memorial Stadium are also within 1 mile (2 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The host was amazing, the house was perfect and well equipped, and the location was amazing!!!
Tim G.
Stayed 3 nights in Feb 2026
Response from VrboOwner on 12 March 2026
Tim, Thank you for the kind words & thoughtful review. For reasons VRBO can't seem to explain, I wasn't provided a host review option. I do apologize - hopefully other hosts will read this response so they know how absolutely wonderful you and your beautiful family were to host. You're the epitome of wonderful guests & overall good humans.
Having the opportunity to engage with lovely people like yourselves is why I love hosting. THANK YOU! Fingers crossed your son is accepted into the USNA. I look forward to becoming your Annapolis home away from home. Until the next time - stay healthy, happy & in good trouble 😉Jenn
Thx for providing a review Robert. Glad you enjoyed your stay and Lynder’s cozy cottage. It was a pleasure hosting ur family. Hope to see you again.
Jenn & Fletch
This cottage is a hidden gem. Beautiful decor, perfect for our family of 4 & right in the center of all the main attractions. Jennifer was an amazing host!
Linda Q.
Stayed 1 night in Nov 2025
Response from VrboOwner on 12 June 2026
Awww, Thx for the lovely review, Linda. It’s was a joy hosting your family. Happy you enjoyed the cottage and downtown historic annapolis.
Please visit again ☺️
Lovely, secluded cottage close to downtown Annapolis. Host was very accommodating and communicated lots of great info. Looking forward to coming back when we can stay longer.
Michael C.
Stayed 1 night in Sep 2025
Response from VrboOwner on 25 November 2025
Glad u enjoyed ur stay. Look forward to ur next visit
We stayed at this gem with family for a auSNA event. The cottage was clean, well appointed and a perfect location. Jennifer was responsive and helpful throughout. We loved our stay!
Such a wonderful experience staying in this poperty for a couple of days. Walking distance to everything. Jennifer was a pleasure and very responsive. May make this an annual visit! Loved Annapolis!
We brought a friend from Arizona to experience Annapolis. The location of this property is perfect. We were able to walk to the Naval Academy and tour it. We also walked to all the great stores, restaurants and bars. The weather was perfect. The cottage was the perfect size and super cute and comfortable.
This little cottage was in an extremely convenient location. All needs within walking distance. Parking wasn’t bad - quick walk from garage. Overall would consider again!!
Just left this wonderful guest house in Annapolis. The home was extremely comfortable and cozy for the four adults in our group. Jennifer was incredibly helpful with the area, things to do, and local advice. Once the car was conveniently parked in a deck right around the corner, we didn't need it again. Delightful town, host, and stay!
Steve S.
Stayed 1 night in Dec 2024
Verified
6/10 Okay
Mira G.
1 July 2025
Liked: Check-in, location
Disliked: Listing accuracy
Cottage in Downtown Annapolis
The property was located in a great spot with easy walkable distances to downtown and the Naval Academy. There was a known issue with the bathroom that was not fixed nor where we given a heads up re: the situation.
Mira G.
Stayed 2 nights in Jun 2025
Verified
6/10 Okay
Melanie B.
1 June 2025
Liked: Cleanliness, check-in, location
Disliked: Communication, listing accuracy
Inaccurate listing but good otherwise
The listing states that there is an office with a double bed and a twin bed. The owner took eight hours to get back to me when I asked about it when we entered. Unfortunately, there is no Office. She told me that the couch can sleep two people. It is not a pullout couch. She meant the actual couch was for adults to sleep on. And, there’s a daybed in the middle of the living room that she’s calling an office. If you only have four people and a small child, this house is great. It’s cute, has a nice patio, and is in a great location.
We were only there for one night, but the cottage is so centrally located it cannot be beat! Beds are comfortable, kitchen is well stocked (although we didn't cook). Host was very communicative and provided lots of extra information for the area (restaurant recommendations, etc.).
Jessica F.
Stayed 1 night in Apr 2026
Verified
10/10 Excellent
John S.
7 September 2025
John S.
Stayed 1 night in Aug 2025
About the host
Hosted by Jennifer
Languages:
English
Premier Host
They consistently provide great experiences for their guests