East Street Retreat

Entire home/flat

Entire home/flat
4 Guests
2 Bedrooms
2 Beds
2 Bathrooms

Welcome to our new listing on East Street in the center of Historic Downtown Annapolis Enjoy a stylish experience at this Coastal themed retreat. Featuring 2 bedrooms, 1.5 baths, open floor plan, rooftop deck and laundry it’s perfectly appointed for your stay. Walk to USNA, city dock and everything town has to offer. Please Note - the bedrooms in this property have low ceilings . Do not book if you are not comfortable in under 6’0 height. Parking located in city garages ($)

Other things to note

Air BBs in town are not allowed any parking privileges - our guests use of the numerous pay city garages .

Amenities

Dishwasher
Coffee
Wine glasses
Dining area
Bed linens
Freezer
TV
Kettle
Shampoo
Indoor fireplace
Heating
Fire extinguisher
Refrigerator
Shower gel
Dishes and silverware
Books and reading magazines
Wireless Internet
Coffee maker
Dryer
Safe
Air conditioning
Smoke detector
Extra pillows and blankets
Board games
Microwave
First aid kit
Iron
Room-darkening shades
Outdoor dinning area
Blender
Conditioner
Bathtub
Hangers
Clothing storage
Body soap
Cleaning products
Toaster
Oven
Carbon monoxide detector
Private entrance
Washer
Hair dryer
Hot water
Cooking basics
Stove
Kitchen
Patio or balcony
Baking sheet
Essentials

Location

42 Reviews on AirBnb

5
Accuracy
Communication
Cleanliness
Location
Check In
Value
Kimberly
Kimberly
November 2025

Loved the East Street location! Super walkable to all restaurants, shopping and events. The house was comfortable and the amenities were superb. The bedding was comfortable, towels were so nice, and all the little details made our stay amazing. I loved the hot water pot for my morning tea and the throw blankets available for relaxing on the couch. This host thought of every detail and we will look forward to staying here again!

James
James
October 2025

Great stay in Annapolis at this amazing AirBNB, would highly recommended to others!

April
April
October 2025

We loved our time in Annapolis and the stay at Megan’s place. Comfy beds and linens, plush towels and a fully stocked kitchen! This is a perfect location for visiting the Naval Academy!

Michael
Michael
October 2025

The house was very well equipped, tastefully decorated and comfortable. It is located within walking distance of all downtown attractions. Megan was extremely responsive and helpful with timely responses each time we messaged her.

Tracy
Tracy
September 2025

Our stay in Annapolis was absolutely wonderful. The home is beautifully decorated, very well appointed, and equipped with top-end appliances—nothing was missing! It’s a very cool space in an historic neighborhood, walking distance to everything we needed: the waterfront, great dining, shipping, and the USNA. The host was responsive and welcoming, making our trip seamless. We’d love to return on our next visit!

Katie
Katie
September 2025

Such a charming place, felt like home! Home had everything you needed! Walkable to restaurants, USNA and shops. Great quiet location! Would highly recommend this location for a stay in Annapolis! Thank you so much!

Jack
Jack
September 2025

This place was great, perfect location and very clean!

Amanda
Amanda
August 2025

This was the perfect place to stay in Annapolis! Such a cute and comfortable home with a fully stocked kitchen, which made cooking so easy. Everything is within a short walking distance - all of the history that Annapolis has to offer, great restaurants, shopping, City Docks and the US Naval Academy. Megan provided great suggestions for parking prior to arrival which made it a breeze. It really felt like home! I would highly recommend Megan’s place to anyone traveling to the area.

Erika
Erika
July 2025

I have stayed at many Airbnb’s, and this is truly one of the best appointed I’ve seen. The house is comfortable, clean, cute, and clutter-free - yet somehow everything a traveler might need (umbrellas, filtering water pitcher, cozy blankets) are there. The result is a house demonstrating what a thoughtful host Megan is. Loved it, and highly recommend to others.

Lindsay
Lindsay
July 2025

This place was perfect! So incredibly convenient to walk right downtown to any restaurants or Naval Academy. Clean, had anything you’d need in kitchen, adorably decorated for Annapolis. We may have missed this in the listing, but the second bedroom doesn’t have a door and we wish we knew that ahead of time. But we would still stay again! Such a cute and convenient spot

Rania
Rania
July 2025

Loved this place! Charming, beautiful, clean and comfortable! Kitchen was stocked up with all the essentials! We felt at home! Beds were super comfortable. Location is superb! The host was amazing- communicated clearly and quickly. Will definitely be back again! Thank you for a great experience!!

Tim
Tim
June 2025

Awesome place to stay! Super close to everything you want to see in Annapolis! The house has everything you need. Will be back!

Jessica
Jessica
June 2025

We had a great stay! Megan’s place was walking distance from restaurants and the gardens/museums we visited and was clean and spacious. Megan was also very responsive and parking was easy at the garage. We would definitely stay again!

Rhodora
Rhodora
May 2025

Megan’s place was so cute and clean and an amazing location!!! Definitely recomend staying here.

Karen
Karen
May 2025

Great location. Easy access to shops and restaurants. House was perfect and had all the right amenities. Megan is a wonderful host!

Amelia
Amelia
April 2025

Perfect location and adorable place. I messed up and thought we were staying for another day so our things were still there when the next guests came to check in. Everyone was angry but other than the next guests being really nasty to my 13 year old and me being horribly sorry and embarrassed we had a wonderful time.

Andrea
Andrea
February 2025

This home was outstanding! The beds were incredibly comfortable with high-quality sheets and very cozy comforters. The bathroom towels were very plush as well! The kitchen was nicely appointed and the open design of the living space was great for just hanging out. We had some rainy weather and Megan was very helpful with suggestions for things to do in places to go. Probably the best thing about this home was the walkability to everything Annapolis! We loved the Naval Academy decor in the home and felt very much part of the community while staying there. We will definitely be back!

Stacey
Stacey
April 2024

My family and I had a wonderful stay here! The place is adorable and has all of the necessary amenities. It was close to downtown and we loved being able to walk to the restaurants and shops. We have zero complaints and would definitely stay here again!

Ron
Ron
May 2024

We had a lovely stay at this chsrming home! The location was perfect as it was close to the restaurants, shops and Naval Academy. It was perfect! We will definitely stay again the nect time we visit Annapolis.

Kristina
Kristina
May 2024

Just what we needed! So comfortable and the decor and space was so adorable! Location is perfect. I can’t wait to stay again.

Teri
Teri
June 2024

Would stay here again! Perfect stay for three ladies on a sisters weekend away. The home was well appointed and everything you need was provided. The location was perfect; very easy walk to restaurants and the waterfront, but also on a quiet, residential block. Annapolis was awesome!

Kishla
Kishla
June 2024

This Annapolis getaway was absolutely perfect. It was centrally located, well decorated, and just as described - perfect !

Chelsea
Chelsea
June 2024

We had a wonderful stay. The house was so cute a quaint. It’s in a perfect location to walk to restaurants, shopping, the Naval Academy and wharf. Heather was very easy to get ahold of. We would definitely stay here again.

Jared
Jared
July 2024

Heather’s place was wonderful. Would definitely book again if I needed to stay in Annapolis. Very close to lots of restaurants, shopping, etc. The property itself is amazing - a wonderful combination of the historical and the modern. Everything worked, the space was comfortable, we lacked nothing. Thanks again, Heather! - A/L/J

Stacey
Stacey
July 2024

Excellent stay, as always! This was our second stay here (we love the place and proximity to town.) Heather is an exceptional host and extremely responsive!

Chris
Chris
July 2024

Great place and great location. It was our first trip with our daughter and she loved the place. Highly recommend and would (likely will) stay there again.

Betsy
Betsy
August 2024

The house is lovely and very close to everything downtown, we loved being able to walk to all the shops and restaurants in just a few minutes. The house had everything we needed for our stay. There were three of us, and it was the perfect size. We would definitely stay here again

Nancy
Nancy
August 2024

Beautiful home and had everything you needed and more! Great location and quiet neighborhood. Definitely would stay there again, thank you!

Collin
Collin
August 2024

Our family spent 4 days at Heather's home and had a wonderful time. The location was fantastic, close to the local shops, which allowed us to easily walk to/from the home. Even our two young children did it with no complaints :) The home was spotless and we enjoyed our stay!

Rene
Rene
August 2024

We were in town for a wedding and Heather’s home was perfectly located to the Naval Academy and downtown restaurants. The kitchen was well equipped with everything we needed, and the bedding was comfortable as well. We will definitely be back!!

Peter
Peter
September 2024

Great stay!

Jared
Jared
September 2024

Second stay here, and as we expected, everything was just as amazing as it was last time. Thank you Heather & Megan!!!

Barbara
Barbara
September 2024

The pictures on line accurately depicted the townhouse. Very close to the Naval Academy and restaurants on the square. As described, the ceilings upstairs are low as well as the passage on the stairs. We were ok with this as no one in are party was over 5' 9". That might not be the case for those over 6' tall. Place was very clean and there were oils and spices if you wanted to cook anything. We were there on a Navy football weekend so the price was a little high, but we would definitely stay again on a weekend with less demand.

Anne
Anne
September 2024

61 East Street met every expectation. It was in a great location, well appointed and had every amenity we needed. Everything was well thought out and we definitely will recommend it to others and stay there again if we come to Annapolis.

Benjamin
Benjamin
September 2024

The house is a wonderful little gem spectacularly well-situated in Historic Annapolis. It was perfect for our needs: two St. John's College alumni couples coming for a college reunion. But regardless, it is just very nice. When I visit Annapolis again I'll try to book it again. It's worth going around the corner and visiting the William Paca House & Garden. Checking in and out was very easy. Heather's communication was perfectly fine. Instructions for house usage were minimal, which I appreciated. FWIW, we never had to put Heather to the test. There were no problems with the house whatsoever.

Nora
Nora
October 2024

61 East Street was the perfect place to stay to be close to USNA for an event. We adored all the USNA decor and theming. We were able to easily walk to the main gate two blocks away, and the Navy football game. The house was very well stocked with everything we needed. We were sharing with another couple, and the only surprise was that one bedroom doesn't have a door, so we wished we had packed eye masks and ear plugs. The neighborhood is lovely, we really enjoyed our stay here.

Kristin
Kristin
October 2024

Excellent home, close to everything, just as described in listing. Will 100 % rent again and highly recommend.

Anthony
Anthony
November 2024

We had a wonderful stay visiting our daughter. The home was in a perfect location and was just as described. Exceptionally comfortable and well appointed home in DTA. Would gladly book again.

Alissa
Alissa
November 2024

We loved our stay! Beautiful home in a perfect location. Highly recommend! All the other reviews are very accurate

Corrina
Corrina
November 2024

The house was perfect! So comfortable and clean! I would definitely recommend it.

Jing
Jing
January 2025

The house was an ideal location for our family, steps away to restaurants and sights but not on the main strip. Overall the house was clean, cozy & comfortable; we especially appreciated how well equipped the kitchen was so that we were easily able to have breakfast at the house each morning. The house was clean though someone overlooked some items (dirty laundry) in the primary bedroom and hairs on the duvet. Lastly, we found all the neighbors to be friendly which is always a big plus when traveling, especially traveling with young children.

Susan
Susan
January 2025

It was a great property. Very comfortable. We came on a snowy icy day so it was nice to have a warm cozy place to relax in. Very nice amenities.