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Historic 2BR + Loft Home in Downtown Annapolis - Image 1
Historic 2BR + Loft Home in Downtown Annapolis - Image 2
Historic 2BR + Loft Home in Downtown Annapolis - Image 3
Historic 2BR + Loft Home in Downtown Annapolis - Image 4
Historic 2BR + Loft Home in Downtown Annapolis - Image 5

Annapolis, Maryland

Historic 2BR + Loft Home in Downtown Annapolis

2 bedrooms5 beds1.5 baths6 guests

Stay in the heart of downtown Annapolis in our charming historic 2-bedroom home with bonus loft built in 1875. Our home blends character and comfort. Perfectly located just steps from shopping, waterfront dining, local restaurants, and the U.S. Naval Academy. Walk to City Dock, explore cobblestone streets, or enjoy nearby nightlife and attractions. After a day in town, relax in a cozy space full of historic charm with modern touches—ideal for couples, families, or friends exploring Annapolis.

Stay in the heart of downtown Annapolis at this charming and light-filled home, just steps from everything the city has to offer. Featuring 2 bedrooms. Enjoy, a dining area that seats 6, spacious living room, 1.5 bathrooms and plenty of natural light throughout. Walk right out the front door to restaurants, shops, the waterfront, Naval Academy, and all the historic charm of Annapolis. The perfect home base for your stay!

Where you will sleep:
The primary has a king bed and the second offers a queen bed.
A bonus loft includes a daybed that converts into two twin beds—perfect for children or extra guests.
The living room also has a sleeper sofa

Comfortably sleeps 4 adults or up to 6 guests if traveling with kids.

Guests will have access to the home and its available guest spaces during their stay.
Self check-in makes arrival simple and convenient, especially for guests arriving later in the evening.
Check-in instructions will be provided before arrival.

Downtown Annapolis is extremely walkable, and many guests choose to leave their car parked while exploring the area.

Because this is a historic downtown neighborhood, many homes do not have traditional suburban driveways or large private parking areas.

Parking options are available nearby, including public garages and street parking. Detailed parking recommendations and arrival information will be provided before check-in so you can plan ahead.

Once you’re settled in, most downtown attractions, restaurants, shops, and the Naval Academy can be reached on foot.

During major Annapolis weekends—including Naval Academy events, football games, Commissioning Week, boat shows, and weddings—the downtown area can be especially active.

Guests who value location and walkability will find this home to be an excellent base for experiencing Annapolis.

The 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 ).

The 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 details

Property License: RENT-000149-2026

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
Nov 5, 2026$181Available2
Nov 6, 2026$290Not Available2
Nov 7, 2026$309Not Available2
Nov 8, 2026$182Available2
Nov 9, 2026$181Available2
Nov 10, 2026$181Available2
Nov 11, 2026$181Available2
Nov 12, 2026$192Available2
Nov 13, 2026$214Available2
Nov 14, 2026$231Available2
Nov 15, 2026$181Available2
Nov 16, 2026$197Available2
Nov 17, 2026$193Available2
Nov 18, 2026$192Available2
Nov 19, 2026$210Available2
Nov 20, 2026$287Not Available2
Nov 21, 2026$274Not Available2
Nov 22, 2026$194Available4
Nov 23, 2026$200Available4
Nov 24, 2026$267Not Available4
Nov 25, 2026$274Not Available4
Nov 26, 2026$291Not Available4
Nov 27, 2026$283Not Available4
Nov 28, 2026$259Not Available4
Nov 29, 2026$192Not Available2
Nov 30, 2026$181Not Available2
Dec 1, 2026$186Available2
Dec 2, 2026$194Available2
Dec 3, 2026$229Available2
Dec 4, 2026$321Available2
Dec 5, 2026$293Available2
Dec 6, 2026$192Available2
Dec 7, 2026$181Available2
Dec 8, 2026$181Available2
Dec 9, 2026$184Available2
Dec 10, 2026$210Available2
Dec 11, 2026$243Available2
Dec 12, 2026$248Available2
Dec 13, 2026$207Available2
Dec 14, 2026$189Available2
Dec 15, 2026$187Available2
Dec 16, 2026$195Not Available2
Dec 17, 2026$222Not Available2
Dec 18, 2026$308Not Available2
Dec 19, 2026$297Not Available2
Dec 20, 2026$199Available2
Dec 21, 2026$238Available4
Dec 22, 2026$253Available4
Dec 23, 2026$263Available4
Dec 24, 2026$266Available4
Dec 25, 2026$273Available4
Dec 26, 2026$279Available4
Dec 27, 2026$254Not Available4
Dec 28, 2026$249Not Available4
Dec 29, 2026$248Not Available4
Dec 30, 2026$285Not Available4
Dec 31, 2026$288Available4
Jan 1, 2027$291Available3
Jan 2, 2027$294Available3
Jan 3, 2027$181Available3
Jan 4, 2027$207Available3
Jan 5, 2027$216Available3
Jan 6, 2027$219Available3
Jan 7, 2027$233Available3
Jan 8, 2027$270Not Available3
Jan 9, 2027$258Not Available3
Jan 10, 2027$224Not Available3
Jan 11, 2027$219Available3
Jan 12, 2027$240Available3
Jan 13, 2027$212Available3
Jan 14, 2027$237Available3
Jan 15, 2027$273Available3
Jan 16, 2027$262Available3
Jan 17, 2027$256Available3
Jan 18, 2027$235Available3
Jan 19, 2027$199Available3
Jan 20, 2027$213Available3
Jan 21, 2027$235Available3
Jan 22, 2027$270Available3
Jan 23, 2027$272Available3
Jan 24, 2027$247Available3
Jan 25, 2027$224Available3
Jan 26, 2027$241Available3
Jan 27, 2027$242Available3
Jan 28, 2027$238Available3
Jan 29, 2027$290Available3
Jan 30, 2027$305Available3
Jan 31, 2027$258Available3
Feb 1, 2027$226Available3
Feb 2, 2027$247Available3
Feb 3, 2027$241Available3
Feb 4, 2027$247Available3
Feb 5, 2027$289Available3
Feb 6, 2027$299Available3
Feb 7, 2027$265Available3
Feb 8, 2027$240Available3
Feb 9, 2027$229Available3
Feb 10, 2027$231Available3
Feb 11, 2027$256Available3
Feb 12, 2027$341Available3
Feb 13, 2027$337Available3
Feb 14, 2027$330Available3
Feb 15, 2027$270Available3
Feb 16, 2027$255Available3
Feb 17, 2027$257Available3
Feb 18, 2027$254Available3
Feb 19, 2027$306Available3
Feb 20, 2027$302Available3
Feb 21, 2027$262Available3
Feb 22, 2027$252Available3
Feb 23, 2027$248Available3
Feb 24, 2027$248Available3
Feb 25, 2027$267Available3
Feb 26, 2027$307Available3
Feb 27, 2027$304Available3
Feb 28, 2027$272Available3
Mar 1, 2027$255Available3
Mar 2, 2027$258Available3
Mar 3, 2027$250Available3
Mar 4, 2027$265Available3
Mar 5, 2027$302Available3
Mar 6, 2027$308Available3
Mar 7, 2027$269Available3
Mar 8, 2027$236Available3
Mar 9, 2027$271Available3
Mar 10, 2027$277Available3
Mar 11, 2027$289Available3
Mar 12, 2027$339Available3
Mar 13, 2027$333Available3
Mar 14, 2027$280Available3
Mar 15, 2027$290Available3
Mar 16, 2027$301Available3
Mar 17, 2027$307Available3
Mar 18, 2027$323Available3
Mar 19, 2027$373Available3
Mar 20, 2027$360Available3
Mar 21, 2027$270Available3
Mar 22, 2027$301Available3
Mar 23, 2027$298Available3
Mar 24, 2027$270Available3
Mar 25, 2027$306Available3
Mar 26, 2027$428Available3
Mar 27, 2027$429Available3
Mar 28, 2027$407Available3
Mar 29, 2027$260Available3
Mar 30, 2027$268Available3
Mar 31, 2027$297Available3
Apr 1, 2027$352Available3
Apr 2, 2027$440Available3
Apr 3, 2027$429Available3
Apr 4, 2027$317Available3
Apr 5, 2027$276Available3
Apr 6, 2027$280Available3
Apr 7, 2027$312Available3
Apr 8, 2027$349Available3
Apr 9, 2027$470Available3
Apr 10, 2027$424Available3
Apr 11, 2027$323Available3
Apr 12, 2027$291Available3
Apr 13, 2027$306Available3
Apr 14, 2027$341Available3
Apr 15, 2027$398Available3
Apr 16, 2027$503Available3
Apr 17, 2027$483Available3
Apr 18, 2027$344Available3
Apr 19, 2027$347Available3
Apr 20, 2027$354Available3
Apr 21, 2027$353Available3
Apr 22, 2027$387Available3
Apr 23, 2027$504Available3
Apr 24, 2027$518Available3
Apr 25, 2027$348Available3
Apr 26, 2027$311Available3
Apr 27, 2027$800Available3
Apr 28, 2027$800Available3
Apr 29, 2027$800Available3
Apr 30, 2027$800Available3
May 1, 2027$800Available3
May 2, 2027$800Available3
May 3, 2027$321Available3
May 4, 2027$346Available3
May 5, 2027$396Available3
May 6, 2027$401Available3
May 7, 2027$520Available3
May 8, 2027$559Available3
May 9, 2027$398Available3
May 10, 2027$348Available3
May 11, 2027$432Available3
May 12, 2027$377Available3
May 13, 2027$449Available3
May 14, 2027$537Available3
May 15, 2027$557Available3
May 16, 2027$521Available3
May 17, 2027$582Available3
May 18, 2027$705Available3
May 19, 2027$677Available6
May 20, 2027$621Available6
May 21, 2027$650Available6
May 22, 2027$800Available6
May 23, 2027$800Available6
May 24, 2027$800Available6
May 25, 2027$800Available6
May 26, 2027$800Available6
May 27, 2027$800Available6
May 28, 2027$800Available6
May 29, 2027$800Available6
May 30, 2027$716Available6
May 31, 2027$540Available6
Jun 1, 2027$384Available121
Jun 2, 2027$385Available121
Jun 3, 2027$463Available121
Jun 4, 2027$597Available121
Jun 5, 2027$581Available121
Jun 6, 2027$405Available121
Jun 7, 2027$392Available121
Jun 8, 2027$389Available121
Jun 9, 2027$397Available121
Jun 10, 2027$493Available121
Jun 11, 2027$633Available121
Jun 12, 2027$631Available121
Jun 13, 2027$412Available121
Jun 14, 2027$391Available121
Jun 15, 2027$429Available121
Jun 16, 2027$520Available121
Jun 17, 2027$606Available121
Jun 18, 2027$658Available121
Jun 19, 2027$636Available121
Jun 20, 2027$417Available121
Jun 21, 2027$530Available121
Jun 22, 2027$549Available121
Jun 23, 2027$575Available121
Jun 24, 2027$629Available121
Jun 25, 2027$662Available121
Jun 26, 2027$629Available121
Jun 27, 2027$548Available121
Jun 28, 2027$555Available121
Jun 29, 2027$570Available121
Jun 30, 2027$572Available121
Jul 1, 2027$604Available3
Jul 2, 2027$778Available3
Jul 3, 2027$761Available3
Jul 4, 2027$729Available3
Jul 5, 2027$381Available3
Jul 6, 2027$377Available3
Jul 7, 2027$389Available3
Jul 8, 2027$438Available3
Jul 9, 2027$566Available3
Jul 10, 2027$523Available3
Jul 11, 2027$368Available3
Jul 12, 2027$346Available3
Jul 13, 2027$350Available3
Jul 14, 2027$369Available3
Jul 15, 2027$387Available3
Jul 16, 2027$502Available3
Jul 17, 2027$495Available3
Jul 18, 2027$349Available3
Jul 19, 2027$331Available3
Jul 20, 2027$343Available3
Jul 21, 2027$341Available3
Jul 22, 2027$373Available3
Jul 23, 2027$482Available3
Jul 24, 2027$490Available3
Jul 25, 2027$331Available3
Jul 26, 2027$327Available3
Jul 27, 2027$332Available3
Jul 28, 2027$361Available3
Jul 29, 2027$486Available3
Jul 30, 2027$555Available3
Jul 31, 2027$538Available3
Aug 1, 2027$461Available3
Aug 2, 2027$323Available3
Aug 3, 2027$319Available3
Aug 4, 2027$391Available3
Aug 5, 2027$496Available3
Aug 6, 2027$589Available3
Aug 7, 2027$555Available3
Aug 8, 2027$461Available3
Aug 9, 2027$384Available3
Aug 10, 2027$384Available3
Aug 11, 2027$391Available3
Aug 12, 2027$505Available3
Aug 13, 2027$588Available3
Aug 14, 2027$565Available3
Aug 15, 2027$461Available3
Aug 16, 2027$357Available3
Aug 17, 2027$357Available3
Aug 18, 2027$306Available3
Aug 19, 2027$351Available3
Aug 20, 2027$800Available3
Aug 21, 2027$800Available3
Aug 22, 2027$330Available3
Aug 23, 2027$298Available3
Aug 24, 2027$307Available3
Aug 25, 2027$307Available3
Aug 26, 2027$477Available3
Aug 27, 2027$800Available3
Aug 28, 2027$800Available3
Aug 29, 2027$355Available3
Aug 30, 2027$315Available3
Aug 31, 2027$276Available3
Sep 1, 2027$376Available3
Sep 2, 2027$498Available3
Sep 3, 2027$800Available3
Sep 4, 2027$746Available3
Sep 5, 2027$800Available3
Sep 6, 2027$394Available3
Sep 7, 2027$382Available3
Sep 8, 2027$388Available3
Sep 9, 2027$477Available3
Sep 10, 2027$800Available3
Sep 11, 2027$800Available3
Sep 12, 2027$381Available3
Sep 13, 2027$322Available3
Sep 14, 2027$303Available3
Sep 15, 2027$330Available3
Sep 16, 2027$422Available3
Sep 17, 2027$800Available3
Sep 18, 2027$800Available3
Sep 19, 2027$382Available3
Sep 20, 2027$318Available3
Sep 21, 2027$309Available3
Sep 22, 2027$350Available3
Sep 23, 2027$457Available3
Sep 24, 2027$800Available3
Sep 25, 2027$800Available3
Sep 26, 2027$398Available3
Sep 27, 2027$310Available3
Sep 28, 2027$435Available3
Sep 29, 2027$483Available3
Sep 30, 2027$601Available3
Oct 1, 2027$800Available3
Oct 2, 2027$777Available3
Oct 3, 2027$522Available3
Oct 4, 2027$464Available3
Oct 5, 2027$472Available3
Oct 6, 2027$460Available3
Oct 7, 2027$634Available3
Oct 8, 2027$800Available3
Oct 9, 2027$800Available3
Oct 10, 2027$800Available3
Oct 11, 2027$610Available3
Oct 12, 2027$654Available3
Oct 13, 2027$785Available3
Oct 14, 2027$791Available3
Oct 15, 2027$800Available3
Oct 16, 2027$800Available3
Oct 17, 2027$489Available3
Oct 18, 2027$322Available3
Oct 19, 2027$368Available3
Oct 20, 2027$454Available3
Oct 21, 2027$598Available3
Oct 22, 2027$800Available3
Oct 23, 2027$800Available3
Oct 24, 2027$406Available3
Oct 25, 2027$407Available3
Oct 26, 2027$407Available3
Oct 27, 2027$296Available3
Oct 28, 2027$381Available3
Oct 29, 2027$800Available3
Oct 30, 2027$800Available3
Oct 31, 2027$334Available3
Nov 1, 2027$270Available3
Nov 2, 2027$263Available3
Nov 3, 2027$284Available3
Nov 4, 2027$319Available3
Nov 5, 2027$800Available3
Nov 6, 2027$800Available3
Nov 7, 2027$311Available3
Nov 8, 2027$266Available3
Nov 9, 2027$258Available3
Nov 10, 2027$515Available3
Nov 11, 2027$517Available3
Nov 12, 2027$800Available3
Nov 13, 2027$800Available3
Nov 14, 2027$314Available3
Nov 15, 2027$278Available3
Nov 16, 2027$285Available3
Nov 17, 2027$310Available3
Nov 18, 2027$348Available3
Nov 19, 2027$800Available3
Nov 20, 2027$800Available3
Nov 21, 2027$298Available3
Nov 22, 2027$274Available3
Nov 23, 2027$282Available3
Nov 24, 2027$456Available3
Nov 25, 2027$457Available3
Nov 26, 2027$800Available3
Nov 27, 2027$800Available3
Nov 28, 2027$285Available3
Nov 29, 2027$261Available3
Nov 30, 2027$270Available3
Dec 1, 2027$291Available3
Dec 2, 2027$326Available3
Dec 3, 2027$800Available3
Dec 4, 2027$800Available3
Dec 5, 2027$276Available3
Dec 6, 2027$249Available3
Dec 7, 2027$249Available3
Dec 8, 2027$261Available3
Dec 9, 2027$295Available3
Dec 10, 2027$800Available3
Dec 11, 2027$800Available3
Dec 12, 2027$285Available3
Dec 13, 2027$266Available3
Dec 14, 2027$272Available3
Dec 15, 2027$290Available3
Dec 16, 2027$318Available3
Dec 17, 2027$800Available3
Dec 18, 2027$800Available3
Dec 19, 2027$310Available3
Dec 20, 2027$292Available3
Dec 21, 2027$321Available3
Dec 22, 2027$322Available3
Dec 23, 2027$456Available3
Dec 24, 2027$800Available3
Dec 25, 2027$800Available3
Dec 26, 2027$367Available3
Dec 27, 2027$367Available3
Dec 28, 2027$367Available3
Dec 29, 2027$368Available3
Dec 30, 2027$404Available3
Dec 31, 2027$406Available3
Jan 1, 2028$403Available3
Jan 2, 2028$283Not Available3
Jan 3, 2028$274Not Available3
Jan 4, 2028$273Not Available3
Jan 5, 2028$273Not Available3
Jan 6, 2028$288Not Available3
Jan 7, 2028$330Not Available3
Jan 8, 2028$321Not Available3
Jan 9, 2028$261Not Available3
Jan 10, 2028$253Not Available3
Jan 11, 2028$248Not Available3
Jan 12, 2028$256Not Available3
Jan 13, 2028$279Not Available3
Jan 14, 2028$343Not Available3
Jan 15, 2028$341Not Available3
Jan 16, 2028$339Not Available3
Jan 17, 2028$263Not Available3
Jan 18, 2028$258Not Available3
Jan 19, 2028$265Not Available3
Jan 20, 2028$283Not Available3
Jan 21, 2028$322Not Available3
Jan 22, 2028$328Not Available3
Jan 23, 2028$292Not Available3
Jan 24, 2028$265Not Available3
Jan 25, 2028$260Not Available3
Jan 26, 2028$269Not Available3
Jan 27, 2028$283Not Available3
Jan 28, 2028$319Not Available3
Jan 29, 2028$328Not Available3
Jan 30, 2028$294Not Available3
Jan 31, 2028$263Not Available3
Feb 1, 2028$267Not Available3
Feb 2, 2028$273Not Available3
Feb 3, 2028$285Not Available3
Feb 4, 2028$330Not Available3
Feb 5, 2028$339Not Available3
Feb 6, 2028$303Not Available3
Feb 7, 2028$265Not Available3
Feb 8, 2028$268Not Available3
Feb 9, 2028$271Not Available3
Feb 10, 2028$288Not Available3
Feb 11, 2028$430Not Available3
Feb 12, 2028$428Not Available3
Feb 13, 2028$426Not Available3
Feb 14, 2028$267Not Available3
Feb 15, 2028$267Not Available3
Feb 16, 2028$268Not Available3
Feb 17, 2028$287Not Available3
Feb 18, 2028$427Not Available3
Feb 19, 2028$426Not Available3
Feb 20, 2028$424Not Available3
Feb 21, 2028$271Not Available3
Feb 22, 2028$269Not Available3
Feb 23, 2028$268Not Available3
Feb 24, 2028$287Not Available3
Feb 25, 2028$332Not Available3
Feb 26, 2028$329Not Available3
Feb 27, 2028$288Not Available3
Feb 28, 2028$272Not Available3
Feb 29, 2028$271Not Available3
Mar 1, 2028$271Not Available3
Mar 2, 2028$296Not Available3
Mar 3, 2028$350Not Available3
Mar 4, 2028$351Not Available3
Mar 5, 2028$298Not Available3
Mar 6, 2028$280Not Available3
Mar 7, 2028$281Not Available3
Mar 8, 2028$286Not Available3
Mar 9, 2028$317Not Available3
Mar 10, 2028$388Not Available3
Mar 11, 2028$383Not Available3
Mar 12, 2028$306Not Available3
Mar 13, 2028$287Not Available3
Mar 14, 2028$286Not Available3
Mar 15, 2028$296Not Available3
Mar 16, 2028$377Not Available3
Mar 17, 2028$413Not Available3
Mar 18, 2028$405Not Available3
Mar 19, 2028$312Not Available3
Mar 20, 2028$288Not Available3
Mar 21, 2028$287Not Available3
Mar 22, 2028$302Not Available3
Mar 23, 2028$341Not Available3
Mar 24, 2028$434Not Available3
Mar 25, 2028$425Not Available3
Mar 26, 2028$318Not Available3
Mar 27, 2028$283Not Available3
Mar 28, 2028$284Not Available3
Mar 29, 2028$304Not Available3
Mar 30, 2028$346Not Available3
Mar 31, 2028$457Not Available3
Apr 1, 2028$450Not Available3
Apr 2, 2028$328Not Available3
Apr 3, 2028$287Not Available3
Apr 4, 2028$289Not Available3
Apr 5, 2028$316Not Available3
Apr 6, 2028$363Not Available3
Apr 7, 2028$479Not Available3
Apr 8, 2028$475Not Available3
Apr 9, 2028$342Not Available3
Apr 10, 2028$297Not Available3
Apr 11, 2028$302Not Available3
Apr 12, 2028$331Not Available3
Apr 13, 2028$385Not Available3
Apr 14, 2028$503Not Available3
Apr 15, 2028$506Not Available3
Apr 16, 2028$492Not Available3
Apr 17, 2028$305Not Available3
Apr 18, 2028$307Not Available3
Apr 19, 2028$340Not Available3
Apr 20, 2028$403Not Available3
Apr 21, 2028$514Not Available3
Apr 22, 2028$520Not Available3
Apr 23, 2028$359Not Available3
Apr 24, 2028$315Not Available3
Apr 25, 2028$323Not Available3
Apr 26, 2028$352Not Available3
Apr 27, 2028$419Not Available3
Apr 28, 2028$400Not Available3
Apr 29, 2028$400Not Available3
Apr 30, 2028$325Not Available3
May 1, 2028$325Not Available3
May 2, 2028$325Not Available3
May 3, 2028$325Not Available3
May 4, 2028$325Not Available3
May 5, 2028$400Not Available3
May 6, 2028$400Not Available3
May 7, 2028$325Not Available3
May 8, 2028$325Not Available3

What this home offers

Air conditioning
Carbon monoxide detector
Washer
Dryer
Fire extinguisher

What our guests say

5.00

5 reviews

M
Melanie N.
2 weeks ago

A wonderful stay and perfect location!

B
Beth C.
4 weeks ago

Excellent!

V
Vicki B.
September 2026

The host was very responsive and sent easy entrance instructions. They were able to help with any questions we had.

Where you’ll be

Annapolis, Maryland, 21401, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 3:30 PM.

Check-out before 11:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 6 guests.

No pets allowed.

No parties or events.

Cancellation policy

For your selected dates, this trip is not refundable.