Fleet St Retreat in Downtown - Great Location!

Annapolis, Maryland
$316 avg/night
Minimum Stay 2 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 5

Max Sleeps

Night 2 nights

Min Stay

We welcome you to our renovation on historic Fleet Street. Purchased in 2016 this house was taken down to the studs so everything is brand new and waiting to host you on your next trip to Annapolis. Literally a stones throw from everything downtown has to offer you can’t get closer to the action. USNA, Maryland State House, City Dock, McGarveys and Iron Rooster are just around the corner. Perfect place for two couples and a extra single. Small city patio out back.

We are in the heart of downtown Annapolis. Guests have the full townhouse to themselves

There is no parking at this location - guests use one of the city garages all Located within a few block walk

Quiet Hours after 9pm. No parties ( Bach / ette included ) No pets or smoking.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Property Does Not Allow Children Unit Size: 900 Sq Ft (84 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • INTERNET

    WiFi Available
  • OUTDOORS

    Garden Patio
  • BATHROOMS

    2.5 Bathrooms Bathtub Hair Dryer
  • ENTERTAINMENT

    TV
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 5

Map Map

School District Availability

Review Review

  • Peter A.

    Submitted Apr 23, 2026

    Stayed Apr 9, 2026

    Great location to downtown Annapolis! Very clean. Showing some wear, but not inconsistent with a rental that probably gets a lot of use. Would stay here again.

  • Katie L.

    Submitted Apr 16, 2026

    Stayed Apr 1, 2026

    This property was perfect for our family of 4 -- plenty of space and well-appointed kitchen. Literally in the middle of the action -- we walked everywhere except when we took the 45 minute drive to the National Aquarium in Baltimore. We enjoyed several good restaurants and ice cream shops in Annapolis, and took the short harbor cruise to get a better look at the Naval Academy! Hosts were responsive and helpful :) 10/10

  • Brian C.

    Submitted Mar 9, 2026

    Stayed Feb 13, 2026

    Very clean and comfortable…. Close to everything downtown

  • Natalie W.

    Submitted Feb 23, 2026

    Stayed Feb 19, 2026

    Homie, clean, and super close to all the things we love about DTA.

  • Judy B.

    Submitted Jan 2, 2026

    Stayed Dec 31, 2025

    All was good

  • Chris L.

    Submitted Oct 20, 2025

    Stayed Oct 17, 2025

    Location was amazing and the bedrooms very comfortable. Overall very clean and well maintained. Also appreciated how well stocked it was (I.e. coffee filters, dish soap, shampoo, hair appliances, linens, etc).

  • charles c.

    Submitted Sep 14, 2025

    Stayed Sep 12, 2025

    Awesome stay, great location, super comfy!! THX!

  • Tracey R.

    Submitted Aug 19, 2025

    Stayed Aug 15, 2025

    Great Stay, Great location!

  • Tracie H.

    Submitted Jul 22, 2025

    Stayed Jul 18, 2025

    A cute home, great location. The place was clean and comfortable.both bedrooms have there own bath which is important for 2 couples. The patio in the back needs some TLC.

  • Rosina S.

    Submitted Jun 27, 2025

    Stayed Jun 23, 2025

    This property has a fabulous location so near to restaurants, shopping and Naval Academy. It’s been nicely modernized but still maintains the quaintness that is Annapolis. The property owners are easy to contact and quick to respond.

  • Wendy

    Submitted Jun 1, 2025

    Stayed May 17, 2025

    This was a perfect place to stay for a visit with our mid during a very busy time. We came in the weekend before graduation to have a few days with our son and it was a great size and location. Would rebook for sure!

  • Carolyn W.

    Submitted May 18, 2025

    Stayed May 15, 2025

    Loved the house!! Inside was decorated beautifully. Beds were comfortable. The outside needs a good painting and needs a new door. Overall a wonderful house!

  • Elizabeth C.

    Submitted May 4, 2025

    Stayed May 1, 2025

    We did not spend much time in the cute town house but it was clean and comfortable. The only issue was not understanding the door lock and finding the door open when we returned from an extended event.

  • Ashley J.

    Submitted May 2, 2025

    Stayed Apr 25, 2025

    We had a wonderful stay for a wedding weekend in Annapolis. Worked really well for 2 couples and was so close to Gate 1. We parked our car and didn’t need it for the rest of the weekend. We had excellent communication with M and really appreciated the early check-in.

  • Tina A.

    Submitted Mar 30, 2025

    Stayed Mar 27, 2025

    We had a terrific stay. The home is central to everything Annapolis and nicely decorated.

  • Cathy S.

    Submitted Feb 17, 2025

    Stayed Feb 15, 2025

    This property is in a perfect location, can walk everywhere. The bedrooms were perfect for the two adult couples staying, one queen and one king. Be aware the queen is up against the wall, so makes getting out during the night a bit of a challenge. Megan was lovely to deal with, but also no there is no wiggle room on early check in or late check out. Overall we enjoyed our stay

  • Kristi S.

    Submitted Feb 16, 2025

    Stayed Feb 7, 2025

    Stopped in to see my mid for his birthday. The spot on fleet st is wonderful. Convenient location, exactly as pictured, well stocked with what you need. Would love to rent again.

  • Nancy H.

    Submitted Dec 29, 2024

    Stayed Dec 23, 2024

    Overall this was a great location and had recently been renovated. For the price, the fact that there were bugs, water damage in one bedroom, towel rack that fell off and peeling exterior paint were a bit surprising. What makes this a three star review is the one zone heating system. It ranged between freezing cold when you came home to extremely hot overnight when you were in the unit. The first level was cold and the second level was disproportionately hot.

  • Lori A.

    Submitted Nov 8, 2024

    Stayed Oct 25, 2024

    We stayed at this property for the USNA Halloween Concert. The house had everything you need and both bedrooms were spacious and comfortable. The location is perfect with the ability to walk to anything downtown and the Yard. The extra built-in bunk was really useful for extra sleeping. The host was particularly helpful and accommodating! We would definitely stay there again.

  • Jaymes D.

    Submitted Sep 17, 2024

    Stayed Sep 12, 2024

    Fantastic location. Historic with modern updates. Great floor plan for us = 2 couples. The little pocket park across the street served as the missing front yard but also had a cute small backyard sitting area. Parking in the area is challenging for most places around there but the public garage nearby worked and we loaded and unloaded right at our front door without causing problems by blocking the street.

Your dates are Available!

Total

Includes taxes and fees
$316+
View details