Entire home

Walk to Main St, City Dock, USNA from Historic Catch 22 w Private Patio

Photo gallery for Walk to Main St, City Dock, USNA from Historic Catch 22 w Private Patio

A well-maintained garden with a pond, neatly trimmed hedges, and a brick building in the background.
A room with a sliding glass door leading to a backyard, a wooden bench, and a window with blinds.
A dining area with a large wooden table, cushioned chairs, and a modern pendant light fixture.
A kitchen with white cabinets, a stainless steel stove, a microwave, and a tiled backsplash.
A historic ship docked at a harbor with a prominent white building with a dome in the background.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Maryland State House

Popular amenities

  • Balcony
  • Barbecue grill
  • Internet access
  • Air conditioning
  • Refrigerator
  • Washer

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 9)

Guest room 2

1 Queen Bed

Main Floor Family Room

1 Queen Sofa Bed

Main Floor Living Room

1 Queen Sofa Bed

Queen Suite

1 Queen Bed

Twin Guest room

1 Twin Bed

2 bathrooms, 1 half bathroom

Main Floor Powder Room

Soap · Towels provided · Toilet

Second Floor Hall

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Second Floor Queen

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Balcony
Number of living rooms

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Dine outdoors beside our one-of-a-kind ‘Greetings from Annapolis’ mural — a signature Goat Getaway backdrop
5BR, 3 King Beds, Near Downtown & USNA
Homewood
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
10.0 out of 10, Exceptional, (4 reviews)
5BR, 3 King Beds, Near Downtown & USNA

About the neighborhood

Annapolis

Located in Annapolis, this vacation home is in the city center. Annapolis Harbor and Tose Family Tennis Center are worth checking out if an activity is on the agenda, while those looking for area attractions can visit French Soldiers Monument and Helen Avalynne Tawes Garden. Looking to enjoy an event or a game while in town? See what's happening at Alumni Hall or Navy-Marine Corps Memorial Stadium.
View more Vacation Homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • William Paca House - 2 min walk - 0.2 km
  • Annapolis City Dock - 2 min walk - 0.2 km
  • Maryland State House - 2 min walk - 0.2 km
  • St. John's College - 3 min walk - 0.3 km
  • U.S. Naval Academy - 3 min walk - 0.3 km

Getting around

  • Odenton Station - 22 min drive
  • Baltimore Washington Intl. Airport (BWI) - 43 min drive

Restaurants

  • ‪The Choptank - ‬4 min walk
  • ‪Starbucks - ‬3 min walk
  • ‪The Red Bean - ‬4 min walk
  • ‪Iron Rooster - ‬1 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬1 min walk

Frequently asked questions

Is Walk to Main St, City Dock, USNA from Historic Catch 22 w Private Patio pet-friendly?

No, only service animals are welcome at the property.

How much does it cost to stay at Walk to Main St, City Dock, USNA from Historic Catch 22 w Private Patio?

As of Oct 29, 2026, prices found for a 1-night stay for 2 adults at Walk to Main St, City Dock, USNA from Historic Catch 22 w Private Patio on Dec 1, 2026 start from $562, 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?

Onsite parking is available at the property.

What time is check-in at Walk to Main St, City Dock, USNA from Historic Catch 22 w Private Patio?

Check-in begins at 4:00 PM.

What time is check-out at Walk to Main St, City Dock, USNA from Historic Catch 22 w Private Patio?

Check-out is at 11:00 AM.

Where is Walk to Main St, City Dock, USNA from Historic Catch 22 w Private Patio located?

Located in Historic District, this vacation home is steps from The Colonial Players and Annapolis City Dock. 48 Fleet Street and 97, 99 and 101 East Street are just steps away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 30 out of 32 reviews
Rating 8 - Good. 1 out of 32 reviews
Rating 6 - Okay. 0 out of 32 reviews
Rating 4 - Poor. 1 out of 32 reviews
Rating 2 - Terrible. 0 out of 32 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location and very clean. Communication was excellent.
Stayed 2 nights in Oct 2026
Response from VrboOwner on Oct 6, 2026
Thanks, John! Glad you enjoyed everything and hope we can host you again soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stay met our expectations and was very close to the Sailboat Show
Stayed 3 nights in Oct 2025
Response from VrboOwner on Oct 21, 2025
Thanks, Douglas! We’re thrilled to hear that Catch 22 met your expectations and impressed you with its convenient location near the Sailboat Show. We hope to host you again next time you’re in town! Melissa~iTrip Annapolis
Verified review

10/10 Excellent

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

Great Location!

Perfect location to DTA and USNA!
Stayed 4 nights in Oct 2024
Response from VrboOwner on Oct 28, 2024
Hi Brian! Thank you for being a great guest & we welcome you back anytime! Thank you for sharing your positive feedback, we sincerely appreciate knowing you enjoyed your time in the home, Melissa~iTripAnnapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Clean and neat.
Stayed 3 nights in Oct 2025
Response from VrboOwner on Oct 14, 2025
Thanks, Dan! We’re thrilled to hear that Catch 22 was in a great location and met your expectations for cleanliness and neatness. We hope to host you again next time you’re in town! Melissa~iTrip Annapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had four travelers stay here. The place was as listed and was clean and plenty roomy. Since we enjoy cooking immensely, we found the kitchenware to be just adequate. For example, there was no large pot for pasta or other big boils, and there might have been Corning-ware or the like but we didn’t find it. There was one cookie sheet and the sole cutting board was a single glass one. Plus oddly, there was no liquid dish soap. We made do in the kitchen. The grill was clean and operable and the appliances functioned excellently. Toiletries were skimpy as well. For a space this size there were only two washcloths, and even though we were warned that there would be sample size soaps and body-wash, there were none at all. Despite the workarounds all other things connected with this location were great!
Stayed 3 nights in Oct 2026
Response from VrboOwner on Oct 14, 2026
Dean - So sorry about those oversights by our Team. We are looking at why/how that could have happened. We will bring your feedback about kitchen items to the homeowner and we appreciate that feedback. So glad your overall experience was still 5-stars despite these issues. We hope we can make these up to you on a future stay with us.
Verified review

10/10 Excellent

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

Family trip

We absolutely and thoroughly enjoyed our stay. It is located centrally to all of the shops, restaurants, and attractions. We will definitely try and book it the next time we travel to Annapolis.
Stayed 3 nights in Jun 2025
Response from VrboOwner on Jul 4, 2025
Thanks, Heather! We're thrilled to hear that you thoroughly enjoyed your stay at Catch 22. It's great to know that you found the location convenient for exploring all the shops, restaurants, and attractions in Annapolis. We look forward to welcoming you back on your next visit! Melissa~iTrip Annapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice house in an amazing location! Might want to send some info ahead of time on parking options for future guests.
Stayed 4 nights in Oct 2025
Response from VrboOwner on Nov 4, 2025
Thanks, Michael! We’re delighted to hear that Catch 22 provided a nice stay for you in an amazing location. We appreciate your feedback regarding parking options, all information is provided in our check in instructions. We hope to host you again in the future! Melissa~iTrip Annapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was one of the nicest places we have ever stayed at. The host provided great communication. I would recommend this place in a heartbeat!
Stayed 2 nights in Aug 2025
Response from VrboOwner on Aug 19, 2025
Thanks, William! We’re thrilled to hear that Catch 22 was one of the nicest places you’ve ever stayed at. It’s wonderful to know that our communication met your expectations. We’re delighted that you would recommend us in a heartbeat and hope to welcome you back for another visit! Melissa~iTrip Annapolis
Verified review

10/10 Excellent

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

Charming, Clean and Convenient!

Great location on a charming street, close to the boat show and super clean!
Stayed 6 nights in Sep 2024
Response from VrboOwner on Oct 15, 2024
Hi Hilary! Thank you for being a great guest & we welcome you back anytime! Thank you for sharing your positive feedback, we sincerely appreciate knowing you enjoyed your time in the home, Melissa~iTripAnnapolis
From a partner site

10/10 Excellent

Fantastic

The house is lovely and great location! Nicely decorated and very spacious. We all enjoyed and felt very comfortable staying here. Will be back.
Response from VrboOwner on Nov 7, 2025
Thanks, Marsha! We’re delighted to hear that Catch 22 provided a lovely and comfortable stay for you. It’s fantastic that you appreciated the great location, spaciousness, and decor of the house. We’re thrilled to know that you plan to return and look forward to welcoming you back! Melissa~iTrip Annapolis
From a partner site

10/10 Excellent

Great stay

Great house in an excellent location. Comfortably sleeps 5 in the three bedrooms. Parking is not on site but the free garage worked well for the weekend and almost everything else is walkable.
Response from VrboOwner on Jun 20, 2025
Thanks, Erica! We’re thrilled to hear you enjoyed the excellent location and comfortable accommodations at Catch 22. It’s great to know that the free garage parking worked well for your weekend stay and that you found everything conveniently walkable. We’d love to host you again anytime you’re back in the area! Melissa~iTrip Annapolis
Verified review

10/10 Excellent

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

Easter in Annapolis

Beautiful property in a great location.Very clean and accommodating.Parking garage a quick 5 minute walk away.
Stayed 2 nights in Apr 2025
Response from VrboOwner on Jun 3, 2025
Hi Allison! Thank you for allowing us to host your stay & we are thrilled to know you enjoyed your time in the home! We welcome you back anytime, Melissa~iTripAnnapolis
Verified review

10/10 Excellent

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

Boat Show Stay

Very clean, nice rental. My only complaint would be the number of people you can comfortably accommodate for the price, but the location is wonderfully convenient.
Stayed 6 nights in Oct 2024
Response from VrboOwner on Oct 22, 2024
Hi Katie! Thank you for allowing us to host your stay & we are thrilled to know you enjoyed your time in the home! We do feel like 3 bedrooms, 5 beds, sleeps 9 comfortably. Although, we do have larger homes if you would be interested in those for your next stay- we welcome you back anytime, Melissa~iTripAnnapolis
From a partner site

10/10 Excellent

Wonderful stay at catch 22

As always home was wonderful. We were visiting our daughter at the academy so location to the yard and downtown shops and restaurants was ideal. The house itself was perfectly clean and very comfortable! Hosts are always great and responsive. Thanks again for another great place to stay!!!
Response from VrboOwner on Sep 13, 2025
Thanks, Lisa! We’re thrilled to hear that Catch 22 was perfect for your stay while visiting your daughter at the academy. It’s wonderful to know that you found the location ideal for accessing the yard, downtown shops, and restaurants, and that the house was perfectly clean and comfortable. We’re delighted to hear that you found us great and responsive hosts. We would love to host you again next time you’re in town. Melissa~iTrip Annapolis
From a partner site

10/10 Excellent

Great house

Very nice home, plenty of space and well furnished. Super convenient walking distance to many area shops and restaurants
Stayed 2 nights in May 2024
Response from VrboOwner on Jun 5, 2024
Thank you for staying with us Corey & for your positive feedback! We welcome you back anytime! Melissa~iTripAnnapolis
Verified review

10/10 Excellent

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

Incredible location to see Annapolis

This home is located a few yards from the city dock and the center of Annapolis. Easy walking exploring the history of the city. It is well appointed and very comfortable for a family gathering.
Stayed 4 nights in May 2024
Response from VrboOwner on May 13, 2024
Hi Helen! Thank you for allowing us to host you & for sharing your positive experience in our home! We hope to host you again soon, Melissa~iTripAnnapolis
From a partner site

10/10 Excellent

Catch 22

This place was perfect. We rented it for our daughter’s 21st Birthday. It was very clean, spacious and the perfect location. Thank you!
Response from VrboOwner on Sep 25, 2025
Thanks, Sandy! We’re thrilled to hear that Catch 22 was perfect for your daughter’s 21st Birthday celebration. It’s wonderful to know that you found the property clean, spacious, and in the perfect location. We would love to host you again next time you’re in town. Melissa~iTrip Annapolis
From a partner site

10/10 Excellent

Catch 22 Excellent location

This house was perfect in location and layout. I would love to stay here again but, my mid is a Firstie and time in Annapolis is growing short. We loved the beds very cozy. The location cannot be beat.
Response from VrboOwner on Sep 26, 2024
Thank you for staying with us Vivian & for your positive feedback! We welcome you back anytime! Melissa~iTripAnnapolis
Verified review

10/10 Excellent

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

Mother/Daughter’s Hallmark Weekend

Property was clean and very well stocked. Location was really convenient for walking to town and shopping. Town beautifully decorated for Christmas! We had a great time, made some memories, and hope to be back.
Stayed 2 nights in Dec 2024
Response from VrboOwner on Dec 17, 2024
Hi ! Thank you for being a great guest & we welcome you back anytime! Thank you for sharing your positive feedback, we sincerely appreciate knowing you enjoyed your time in the home, Melissa~iTripAnnapolis
Verified review

10/10 Excellent

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

Perfect!

Catch 22 was the perfect home for the most perfect trip! Beat Army!
Stayed 3 nights in Jun 2025
Response from VrboOwner on Jul 4, 2025
Thanks, Rick! We're thrilled to hear that Catch 22 was the perfect home for your trip. We love the enthusiasm with 'Beat Army!' and hope to welcome you back for another fantastic stay in the future! Melissa~iTrip Annapolis
Verified review

10/10 Excellent

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

Perfect Location

Our family enjoyed staying on Fleet Street for 2/C Parents' Weekend. The property was immaculate and had everything you could need. It is centrally located to USNA and DTA. We will definitely book for future visits.
Stayed 3 nights in Sep 2023
Response from VrboOwner on Sep 20, 2023
Thank you Lori for the kind review of Catch 22. Please come back and stay with us again. Safe Travels! -Tiffany
Verified review

10/10 Excellent

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

Wedding trip

We had a great stay. The house was in a great location. We were able to walk everywhere we needed to go. The house was comfortable and clean. It had more than enough room for our party of 7.
Stayed 2 nights in Jun 2023
Response from VrboOwner on Jul 10, 2023
Thank you for your kind review of Catch 22. Please come back and stay with us again. Safe Travels! -Tiffany
From a partner site

10/10 Excellent

Ideal location

House was in the ideal location to walk to USNA-main gait/visitor center. Close to main st and Dock but quite. Parking garage is close and affordable.
Response from VrboOwner on Oct 24, 2023
Thanks, Sheila!! We hope you’ll come back and stay with us again. Sean
Verified review

10/10 Excellent

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

Annapolis

Beautiful well renovated historic Annapolis salt box a block away fro the heart of downtown. The house was perfect for our gang of 6 to visit Naval Academy, DC, family in Severna Park, and see the ocean at Rehoboth Beach.
Stayed 4 nights in Jun 2024
Response from VrboOwner on Jul 6, 2024
Thank you for staying with us Steve & for your positive feedback! We welcome you back anytime! Melissa~iTripAnnapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything at the house was as described. The house was clean, it was easy to get in and out of and the location was excellent. The garage was a short block and a half distance away. The best place to park if you’re staying at this location is the hillman garage. The bathrooms upstairs could use a brighter light to help with makeup application. Kitchen has coffee pot, Keurig, microwave in addition to appliances. We did not use the grill on the back porch. Bring extra batteries for TV remotes in case the batteries go sluggish as we experienced. also, the rental company was quick to reply to all my questions. I would recommend this location over the hotels nearby.
Stayed 3 nights in Jun 2026
Response from VrboOwner on Jun 15, 2026
Thanks, Melike! So glad you enjoyed everything. We hope to host you again soon. Sean, iTrip Annapolis
Tell us how we can improve our siteShare feedback