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CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS

Photo gallery for CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS

A modern bathroom with a freestanding bathtub, a small table with toiletries, and a potted plant.
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, an oven, and a dining table with chairs.
A staircase with a black balustrade leading to a landing.
A neatly made bed with a 'Welcome' pillow, a bedside lamp, and a patterned ottoman.
A two-story brick house with a yellow front door, white shutters, and an American flag.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • At the centre of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Close to Maryland State House
Sleeps 5•2 bedrooms•3 beds

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Dock
  • Internet access

Explore the area

View in a map
Annapolis, MD
  • Place, U.S. Naval Academy
    ‪1 min walk‬
  • Place, Annapolis City Dock
    ‪2 min walk‬
  • Place, William Paca House
    ‪2 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪39 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

2nd Bedroom

1 Queen Bed

Family Room

1 Double Futon

Master

1 King Bed

1 bathroom

Bathroom 1

Spaces

Kitchen

About this property

CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS

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
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Adults only
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 1919852vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Safety features at this property include a fire extinguisher and a deadlock

About the area

Annapolis

Historic District, a neighbourhood in Annapolis, is home to this apartment. Chesapeake Bay Bridge is a notable landmark, and the area's natural beauty can be seen at Chesapeake Bay and Sandy Point State Park. French Soldiers Monument and Annapolis Maritime Museum are also worth visiting. Spend some time exploring the area's activities, including wildlife walks, birdwatching and power boating.
View more Apartments in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • U.S. Naval Academy - 1 min walk - 0.1 km
  • Annapolis City Dock - 2 min walk - 0.2 km
  • William Paca House - 2 min walk - 0.2 km
  • Ego Alley - 3 min walk - 0.3 km
  • Maryland State House - 5 min walk - 0.4 km

Getting around

  • Odenton Station - 26 min drive
  • Fort Meade, MD (FME-Tipton) - 26 min drive

Restaurants

  • ‪The Choptank - ‬4 min walk
  • ‪Starbucks - ‬4 min walk
  • ‪The Red Bean - ‬8 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬2 min walk
  • ‪Chick & Ruth's Delly - ‬7 min walk

Frequently asked questions

Is CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS?

As of 31 Jul 2026, prices found for a 1-night stay for 2 adults at CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS on 30 Dec 2026 start from £694, 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 CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS?

On-site parking is available at the property.

What time is check-in at CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS?

Check-in begins at 4:00 PM.

What time is check-out at CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS?

Checkout is at 11:00 AM.

Where is CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS located?

Located in Historic District, this apartment building is steps away from U.S. Naval Academy and Annapolis City Dock. John Smith House and William Paca House are also within 5 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 66 out of 66 reviews
Rating 8 - Good. 0 out of 66 reviews
Rating 6 - Okay. 0 out of 66 reviews
Rating 4 - Poor. 0 out of 66 reviews
Rating 2 - Terrible. 0 out of 66 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Tamitha L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was very well located downtown and easy to walk to restaurants and sites. The beds were comfortable and the shower was great! The apartment was spacious. It was very clean and thoughtfully decorated.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Kenneth S.

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

Weekend in Annapolis

Perfect location with old Annapolis charm.
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

William C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Circa 1885 was a great find. The apartment was clean and comfortable. The location cannot be beat and Sean was an incredible host -- great communication and clearly wanted to make sure all was good during our stay.
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Linda L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very welcoming, checking in via texts a few times. He secured our parking quickly and there was plenty of coffee!
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Lisa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location in downtown Annapolis! The home is clean and comfortable and Sean was a fantastic host... our family looks forward to returning!!
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Ted O.

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

Perfect Location and Host

Steps away from the Naval Academy Gate 1 and a short walk away from the heart of Annapolis. Will stay again!
Stayed 2 nights in Apr 2024
Verified review

10/10 Excellent

Tisha K.

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

Great location and host

Sean was an outstanding host with great communication before and during our stay. The location was perfect with a short walk to restaurants and shops. We would book again when in Annapolis.
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

maura d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was amazing and the space is adorable. I went for a weekend with my two girlfriends and we slept comfortably. Sean was so helpful and responsive before, during and after our stay. I cannot wait to go back!
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Michele W.

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

Fantastic stay

This rental was perfect and had everything we needed. Immaculate and right next to Gate 1 of the Naval Academy. The owner was awesome as well.
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

Phil B.

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

Perfect Annapolis

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.
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Jess C.

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

Perfect location, perfect house!

Such a cute and cozy home to stay at! It’s right next the the academy and walking distance from everything! The hosts were amazing and communicated with us every step of the way!
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

Juliana W.

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

Gorgeous Historic DTA Get-a-way

This historic get-a-way is incredile in so many ways...super clean with incredible high end features. Couldn't be any closer to USNA Gate 1...pop into DTA for a drink, meal or just walk around the waterfront. Can't wait to come back!
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

William B.

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

Awesome stay!!

The owner was very prompt and detailed from the time we booked all the way to the end. The house was awesome, beyond clean, and had its own sense of charm. We loved everything about our stay and definitely would return. Annapolis is definitely one of our favorites now!
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

Jeannie R.

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

Coming back to enjoy Annapolis

Loved the location.Sean was great with communicating. Very clean and spacious inside . Walking distance to so many great places .
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

Rachel C.

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

The cutest apartment in Annapolis!

This apartment was incredibly charming with a convenient location, cute decorative touches, and beautiful natural light. The tub is gorgeous. The hosts were incredibly accommodating of our schedules and we would absolutely stay again!
Stayed 2 nights in Mar 2024
Verified review

10/10 Excellent

Darren B.

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

Perfect Location!

This rental was spotless, well-equipped, and in the perfect location. The owners were informative and easy to communicate with. Highly Recommended!
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

Christina B.

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

Weekend in Annapolis

Circa 1885 was the PERFECT location for our plans including USNA tpur and time spend in hisptoric downtown Annapolis. The apartment was very comfortable and it had everything we needed. Great communication from Sean, etc.
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

William C.

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

Circa 1845

A wonderful property in a wonderful community!
Stayed 6 nights in Oct 2024
Verified review

10/10 Excellent

Kevin G.

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

Perfect location with outstanding host

This was our first time to Annapolis and Naval Academy. PERFECT location, easy access to town and across the street from entrance to Academy. Host was outstanding, with great communication and responsiveness. Very clean with great amenities and a ton of character. We would HIGHLY recommend this location.
Stayed 2 nights in Feb 2024
Response from VrboOwner on 26 Feb 2024
Thank you so much for the review, Kevin. I hope you return at some point.
Verified review

10/10 Excellent

Catherine M.

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

Amazing location.

This location cannot be beat for easy access to USNA. It is literally right outside of the gate. Sean is an excellent and responsive host. We have stayed here many times and will be back. Highly recommend.
Stayed 2 nights in Feb 2023
Verified review

10/10 Excellent

beth f.

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

Wonderful host and excellent location for USNA family

Sean was an amazing host. Very responsive. The home was immaculate and very cozy...and was well stocked. Excellent location--right across the street from Gate One. Perfect for a weekend to visit our cadet, do laundry and watch movies. Restaurants are all within an easy stroll. Would absolutely stay there again.
Stayed 2 nights in Nov 2024
Verified review

10/10 Excellent

Kathryn C.

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

Perfection!

What a great location not only are you close to everything in historic Annapolis but you can also spend the day in Baltimore at the aquarium or go to Washington DC and there’s many many things to do there.
Stayed 4 nights in May 2023
Verified review

10/10 Excellent

Bob B.

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

Beautiful Property

This property is well-appointed, the furnishings are lovely and it is in a convenient location for the Naval Academy and all that Annapolis offers. The owner, Sean, was very responsive in addressing any concerns. We enjoyed our stay to celebrate my husband’s 50th reunion at the academy and will book again if we are in the area.
Stayed 4 nights in Oct 2023
Verified review

10/10 Excellent

Philip J.

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

Annapolis House

Sean’s house — the second floor — is beautifully decorated and kept. Location is terrific, right across from the Naval Academy and an 8-minute walk to a harbour and good seafood restaurants specializing in blue crab. Sean was particularly responsive to questions at the last minute. Highly recommended!
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Brian M.

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

Circa 1885 Is Great!

A really lovely property beautifully situated across from the main gates of the US Naval Academy. It’s a very short walk to the beautiful downtown area. The property is beautiful and has great amenities including a great kitchen with everything you need, comfortable bedrooms and a great selection of TV channels for evening relaxation. Sean is a super host. I couldn’t recommend the property more highly.
Stayed 3 nights in Oct 2024

About the host

Hosted by Sean and Joanne Alger

Host profile image

Languages:

English
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