Entire home

Charming 239-year-old former tavern 1 block to water & shops

Living rm, front of house has 3 chairs & couch. Apple TV w/ streaming services

Overview
Amenities
Policies
Location
Host

Exceptional

3 bedrooms1+ bathroomSleeps 5

Popular amenities

Dryer
Washer
Outdoor space
Kitchen
Air conditioning

Explore the area

Annapolis, MD

Annapolis City Dock
‪2 min walk‬
U.S. Naval Academy
‪3 min walk‬
Navy-Marine Corps Memorial Stadium
‪2 min drive‬
Washington, DC (DCA-Ronald Reagan Washington National)
‪50 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

1 Single Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

1 bathroom, 1 half bathroom

Bathroom 1

Toilet

Bathroom 2

Bathtub · Toilet · Shower only

Spaces

Deck or patio

Kitchen

Garden

About this property

Charming 239-year-old former tavern 1 block to water & shops

239-year-old home, formerly a tavern & inn where Thomas Jefferson bought salt & stockings. Beautifully furnished with antiques and modern pieces. Great private back garden patio with fence/trees. Original wood floors. Quiet street one block off of Main St. 5 min walk to sunrises/sunsets at City Dock + tons of restaurants, pubs, & shops on Main St, West St, MD Ave & Eastport. Steps from Naval Academy & St. Johns College. 10 min drive from Quiet Waters Park & more. Friendly neighbors. Walkable to ghost tours, historic tours, etc. Looking for good stewards of this historic gem. (Boat show weekends will have challenging parking. There is free parking at garage at end of St John's St but will fill quickly)

Property manager

Sadie Quarrier

Languages

English

Add dates for prices

Amenities

Kitchen

Washer

Dryer

Free WiFi

Air conditioning

Outdoor space

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Kitchen
Washer
Dryer
Pet-friendly

House Rules

Check in after 1:00 PM

Minimum age to rent: 25

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Important information

You need to know

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

On-site parties or group events are strictly prohibited

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

About the area

Annapolis

Located on the waterfront, this holiday home is in Historic District, a neighbourhood in Annapolis. The Colonial Players and Maryland Federation of Art are cultural highlights, and some of the area's activities can be experienced at Annapolis Harbor and Ego Alley. French Soldiers Monument and Annapolis Maritime Museum are also worth visiting. Jet skiing and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking and cycling nearby.

Annapolis, MD

What's nearby

Annapolis City Dock - 2 min walk - 0.2 km
Maryland State House - 2 min walk - 0.2 km
U.S. Naval Academy - 3 min walk - 0.3 km
Navy-Marine Corps Memorial Stadium - 2 min drive - 2.1 km
Annapolis Maritime Museum - 3 min drive - 1.8 km

Getting around

Odenton Station - 21 min drive
Fort Meade, MD (FME-Tipton) - 35 min drive

Restaurants

‪The Choptank - ‬4 min walk
‪Starbucks - ‬2 min walk
‪O'Brien's Annapolis' Original Steakhouse - ‬2 min walk
‪Chick & Ruth's Delly - ‬3 min walk
‪Mc Garvey's Saloon - ‬2 min walk

Frequently asked questions

Is Charming 239-year-old former tavern 1 block to water & shops pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Charming 239-year-old former tavern 1 block to water & shops?

Check-in begins at 1:00 PM.

What time is check-out at Charming 239-year-old former tavern 1 block to water & shops?

Checkout is at 11:00 AM.

Where is Charming 239-year-old former tavern 1 block to water & shops located?

Located in Historic District, this holiday home is within a 15-minute walk of 14 Fleet Street and U.S. Naval Academy. 97, 99 and 101 East Street and The Colonial Players are just steps away.

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Courtney M.

4 July 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Place in Annapolis

The location is absolutely perfect. It has wonderful old Annapolis charm with Air Conditioning. Walk to the Pier, fabulous restaurants, shopping. Perfect for me and my son and later my our whole family of 4. Adorable backyard and garden. Birds heard every morning.

Stayed 11 nights in Jun 2025

10/10 Excellent

Cindy S.

22 October 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Naval academy reunion

Super location; quaint beautiful clean property

Stayed 3 nights in Oct 2024

10/10 Excellent

Laura B.

15 October 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Boat show stay.

Convenient & clean

Stayed 5 nights in Oct 2023

10/10 Excellent

Megan C.

22 September 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great experience

The house was perfectly located on a historic street near downtown Annapolis. Sadie was a great communicator and efficient and flexible host. The accommodations were comfortable and the house was decorated nicely.

Stayed 1 night in Sep 2024

10/10 Excellent

Adrienne B.

8 October 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely historic home in a fantastic location!

We had a wonderful stay at Sadie’s house in Annapolis! We were in town for events at the Naval Academy and were able to leave our car in the conveniently located Gordon St. garage and walk everywhere. The house was very clean, and Sadie went above and beyond to make sure we had everything we needed. Fantastic location and super friendly neighbors, too!

Stayed 3 nights in Sep 2024

10/10 Excellent

Svetlana W.

19 August 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming house close to everything

We appreciated the history and decor of the house. The owner poured their heart and soul in all the collectibles around the house. We were visiting our midshipman and wanted to spoil him with home cooked meals. The kitchen was fully stocked with everything we needed. The property is very conveniently located within a close walk to restaurants and the Academy. We would definitely stay there again.

Stayed 3 nights in Aug 2024

10/10 Excellent

Heather M.

24 October 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

The BEST in Annapolis!

We booked this location for our daughter & husband during their wedding weekend. Sadie was the consummate host and could not have been more wonderful. She even provided fresh flowers to celebrate the newlyweds. The house is absolutely lovely with a beautiful outdoor courtyard that is perfect for morning coffee. You can walk easily to the harbor, historic district, Naval Academy, State house and shops. We will definitely book again with Sadie for our next trip and hope to get the opportunity to stay longer.

Stayed 2 nights in Oct 2024

10/10 Excellent

George M.

29 June 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Historic House close to everything

My family thoroughly enjoyed our stay. The house is fantastic with a great layout and plenty of space to spread out. The furnishings enhance the beauty of this historic place. The eclectic book library was a bonus. Location is very convenient to everything but also manages to be very quiet. The cozy backyard garden was a great place for coffee in the morning and a glass of wine at night. Our family took advantage of the well equipped kitchen and fantastic dining room to cook. The bedrooms were comfortable with lots of natural light. Overall a truly great experience. Would love to return.

Stayed 5 nights in Jun 2024

10/10 Excellent

Kevin T.

9 October 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Location and Special Historical Home!

Beautifully decorated historic home in the heart of Annapolis. We walked everywhere we needed to go. We pre-booked parking at the parking garage on Gorman Street, a 1-minute walk to the house. We didn't touch our car all weekend. The house is clean and well-maintained. The owner has a unique collection of antiques and decor throughout the home. This is the best way to enjoy Annapolis. We'll be back.

Stayed 2 nights in Oct 2023

10/10 Excellent

Mark H.

30 October 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for amazing weekend in Annapolis

Amazing historic home. Great service from the renter. Just perfect! This home has all the history, but also additional space in a larger kitchen and courtyard in the back. It has more room than I anticipated in an Annapolis home, which allowed us to stretch out. It is just steps from Main Street, the Naval Academy, and the city dock. The house was our home base as we enjoyed all of what Annapolis has to offer. It’s easy to go from this house just a few steps to shops or restaurants, and it is safe enough to allow my teenage kids to venture out into Annapolis for crepes, etc. We were able to park the car for the weekend and just walk to the Naval Academy, the football game, etc. Sadie returned my messages immediately, and all the coordination was on-point. This was a great find for us to have a memorable weekend and we hope to rent it next year!

Stayed 2 nights in Oct 2022

About the host

Hosted by Sadie Quarrier

Languages:

English

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Charming 239-year-old former tavern 1 block to water & shops

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Reviews

Popular amenities

Explore the area

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

Bedroom 2

Bedroom 3

1 bathroom, 1 half bathroom

Bathroom 1

Bathroom 2

Spaces

About this property

Charming 239-year-old former tavern 1 block to water & shops

Property manager

Languages

Add dates for prices

Amenities

Have a question?

Similar properties

Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown

House Rules

Children

Events

Pets

Smoking

Important information

You need to know

About the area

Annapolis

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Exceptional

9.8/10

10/10

10/10

10/10

10/10

Reviews

10/10 Excellent

Courtney M.

Perfect Place in Annapolis

Courtney M.

10/10 Excellent

Cindy S.

Naval academy reunion

Cindy S.

10/10 Excellent

Laura B.

Boat show stay.

Laura B.

10/10 Excellent

Megan C.

Great experience

Megan C.

10/10 Excellent

Adrienne B.

Lovely historic home in a fantastic location!

Adrienne B.

10/10 Excellent

Svetlana W.

Charming house close to everything

Svetlana W.

10/10 Excellent

Heather M.

The BEST in Annapolis!

Heather M.

10/10 Excellent

George M.

Beautiful Historic House close to everything

George M.

10/10 Excellent

Kevin T.

Best Location and Special Historical Home!