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Naval Academy Gate 1

Photo gallery for Naval Academy Gate 1

Fridge, microwave, oven, stovetop - Naval Academy Gate 1 (Annapolis)
Property grounds - Naval Academy Gate 1 (Annapolis)
3 bedrooms, desk, iron/ironing board, free WiFi - Naval Academy Gate 1 (Annapolis)
3 bedrooms, desk, iron/ironing board, free WiFi - Naval Academy Gate 1 (Annapolis)
Smart TV, offices - Naval Academy Gate 1 (Annapolis)
Experience downtown Annapolis from 20 Fleet Street, a beautifully restored 1900 townhome. This charming retreat features modern renovations and plenty of natural light, as well as comfortable living areas and private outdoor spaces to enjoy.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms97 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Naval Academy Gate 1

This 2-bed, 1.5-bath townhome mixes modern renovations with 1900 classic charm. It's been lovingly decorated to accommodate 6 guests. You'll love the proximity to downtown Annapolis - simply walk one-half block to Main Street circle and Annapolis City Dock. You'll truly be in the middle of everything in this beautiful historic home!

Why guests love staying at 20 Fleet Street:

☼ Historic row home right in the heart of downtown Annapolis with tons of natural light and upgraded features, ideal for families, romantic getaways, or a group of friends visiting historic Annapolis, USNA, and other tourist sites
☼ Centrally located in downtown Annapolis, on historic Fleet Street, just 1/2 block from the action
☼ Two bedrooms: Primary: king bed; Guest: 2 twin beds
☼ The full bathroom is on the second level with both bedrooms and has a tub-shower combo; there is a half-bath on the main living area
☼ Kitchen with all major appliances, a drip coffee maker, kitchen supplies and tools and more
☼ Comfortable living room for watching movies and playing games, with a sliding glass door out to a private outdoor space
☼ Two outdoor spaces - one at the ground level is fully fenced with outdoor dining and a gas grill; the other is a fenced rooftop with outdoor dining
☼ Smart TV in the living room
☼ Fresh linens, towels, toiletries & essentials provided
☼ Professionally cleaned before each visit

​Look no further than this historic rowhome in downtown Annapolis!

Please note that there is no parking on Fleet Street. Guests are encouraged to park in nearby public parking garages.

We’ll follow up with a short online registration once you book. It’s fast, simple, and helps us prepare for your visit. Non-Airbnb guests will be asked to pay a small damage waiver OR refundable deposit.

For extra flexibility, consider adding trip insurance for a nominal fee. It can cover you if you need to cancel at the last minute.

20 Fleet Street is managed by a small, female-owned business. We're committed to making sure all of our guests feel welcome and have the best trip ever. Book your trip with confidence that not only will this property be amazing, but the service and attention you get will be, too.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Fenced yard
  • Gas grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,042 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number RENT-002420-2024

Frequently asked questions

Is Naval Academy Gate 1 pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Naval Academy Gate 1?

Check-in begins at 4:00 PM.

What time is check-out at Naval Academy Gate 1?

Check-out is at 10:00 AM.

Where is Naval Academy Gate 1 located?

Located in Historic District, this vacation home is within a 10-minute walk of 14 Fleet Street and U.S. Naval Academy. 48 Fleet Street and Annapolis City Dock are just steps away.

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Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 10 out of 10 reviews
Rating 8 - Good. 0 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Cynthia K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was very centrally located. It was a great house and very clean. Couldn’t recommend it enough!
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Honoria A.

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

Naval Academy Visit

Perfect for a quick weekend visit with our Midshipmen! Easy walking access to the Academy yard, shopping and dining.
Stayed 2 nights in Apr 2025
From a partner site

10/10 Excellent

Genevieve P.

Perfection

Had the privilege of spending time in this beautiful Annapolis house. It has every amenity you could ask for, charm, comfort and unbeatable location with access to downtown. Can’t wait to stay again!
Verified

10/10 Excellent

Allen H.

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

Military Bowl Football Game

Wonderful visit to Annapolis and great football game! This property is easily in walking distance of the Naval Academy, the Capital Building, and all the Main Street restuarants and shops. Great location!The rental was perfect, 2 bedrooms. One full bath and a second half bath. Worked great for our 4 adults. Large living area with a nice couch. Kitchen was well equipped; range, microwave, large fridge. Everything required if you planned to do any cooking, but I’d suggest the very short walk to the excellent local restaurants.Spiral staircase that leads upstairs to both bedrooms. My wife and I are 70 and we had no problem using it.Great response from the host, Mike. Our heat went out the second day. I messaged and he called almost immediately. He had a technician on site while we were out for dinner. Problem solved before we even had a chance to get cold! Great service!Overall I would highly recommend this property when visiting Annapolis!
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Keith C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best feature is locationWorst feature is the living room feels crowded at 4 peopleOutdoor spaces would be nice in good weather.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Sydnie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing venue. We spent our wedding night there and it was absolutely perfect and intimate. Thank you.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Leigh H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family enjoyed our stay so much! We were visiting for our Niece's graduation from the Naval Academy and it was absolutely perfect. We could walk to all the events and locations that our other family members were staying at. The set-up at this property is perfect and decor... inviting! The communication with the host was fantastic as well. Should we visit again, we'd definitely stay here!
Stayed 5 nights in May 2025
Verified

10/10 Excellent

drew i.

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

Fantastic, will be go to spot everytime

Absolutely fantastic, just as advertised, clean, bed is comfy and twins are there if you need them. Location couldn't be better for Annapolis, you can easily take any left over crab cakes back to the house before heading out to the next location. 2 min walk to middle of down town Annapolis, and 5 min walk max to Gate 1 of the Naval Academy. owners were very responsive over text the questions we had. only down side is no parking, (but that is the deal anywhere in Annapolis). Go park at the Gott street deck and walk back or grab an Uber.
Stayed 4 nights in Jun 2025
Verified

10/10 Excellent

Dawn G.

Stayed 2 nights in Apr 2025