See all properties
Entire home

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

Vacation home near Annapolis City Dock in Annapolis

Choose dates to view prices

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

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 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 featuring a dome in the background.
A dining area with a large wooden table, cushioned chairs, and a modern pendant light fixture.

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 988 sq m

Popular amenities

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

Explore the area

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

Room options

You may also like

Ad
Property amenity

Courtyard by Marriott Annapolis

Annapolis
  • Pool
  • Hot tub
  • Pet friendly
  • Free WiFi
8.6 out of 10, Excellent, 1,004 reviews
The price is CA $139
CA $159 total
includes taxes & fees
Aug 31 - Sep 1
Courtyard by Marriott Annapolis

About the area

Annapolis

Historic District stay.A stay at this Historic District vacation home places you steps from Annapolis City Dock and a 5-minute walk from U.S. Naval Academy. The Colonial Players and 48 Fleet Street are also within half a mile (1 km).
View more Vacation homes in AnnapolisOpens in a new window

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
  • U.S. Naval Academy - 3 min walk - 0.3 km
  • Ego Alley - 5 min walk - 0.4 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
  • ‪McGarvey's Saloon & Oyster Bar - ‬1 min walk
  • ‪Middleton Tavern - ‬2 min walk

About this property

Entire place

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

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

Experience the Difference: Professionally Managed by iTrip Annapolis

This charming 3-BR, 2.5-BA townhome is just a 1/2-block from the city dock and is a luxurious vacation getaway in the heart of the historic district of Annapolis. Built in 1881, this townhome has been completely renovated, with beautiful wood floors, an open floor plan and every modern convenience.



Entertain in the open kitchen that flows seamlessly into the dining room and living room and out to the private back patio. There are 3 bedrooms and 2 baths upstairs, with sleeping for 5 in the 2 Queen beds and 1 Twin. The en-suite Queen bedroom also has private balcony. On the main level is room to sleep up to 2 adults or 4 more kids on the family and living room's Queen sleeper sofas.



Take advantage of the rich culture, history, shopping and entertainment of Annapolis. The State Circle, the Annapolis Yacht Club and the Naval Academy are all within two blocks. Ego Alley and the historic William Paca, James Brice and Hammond-Harwood houses are a five-minute stroll. Park your car and experience all of downtown Annapolis within easy walking distance. Or just stay in and enjoy the three smart TVs, high-speed Wi-Fi and cable TV. Colonial charm. Rich history. Comfort and convenience.



SLEEPING ARRANGEMENTS 3 BR / 2.5 BA / Sleeps 7-9:

Queen Suite (sleeps 2):

- Second Floor

- Queen Bed

- En-suite full bath



Guest Bedroom (sleeps 2):

- Second Floor

- Queen Bed

- Full Bath in the Hall



Twin Guest room (sleeps 1):

- Twin Bed

- Full Bath in the Hall



Family Room (sleeps 1-2):

- Main floor

- Queen Sleeper Sofa

- Full Bath in the Hall upstairs or half bath on main floor



Living Room (sleeps 1-2):

- Main floor

- Queen Sleeper Sofa

- Full Bath in the Hall upstairs or half bath on main floor



HIGHLIGHTS:

- Private fenced-in back patio with gas grill (propane provided)

- Balcony off Queen suite

- Full gourmet kitchen

- Dining room table seats 8

- WiFi

- Multiple Flatscreen TV's

- Luxury linens, complimentary toiletries Starter Kit, and boutique-level service

- Washer & dryer located inside the home

- No pets

- Keyless entry. Drive straight to your rental home and enter the door with an electronic lock code.



Property Distance to:

- U.S. Naval Academy – 2 blocks

- Washington, DC – 30 miles

- Baltimore - 25 miles



* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.

* All beds are ready made for you with freshly laundered sheets & towels.



House Rules

Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking/no pets. Please respect the neighbors and neighborhood. No parties, events or smoking of any kind.

Check-in time: 4:00 pm

Check-out time: 11:00 am

Similar properties

Meeting facility
Historic Inns of Annapolis
Historic District
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
4.5 out of 5, Wonderful, 1,945 reviews
The price is CA $128
CA $193 total
includes taxes & fees
Aug 25 - Aug 26
Historic Inns of Annapolis

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Gas grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Hardwood flooring in public areas
  • 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)

General

  • Unit size: 950 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 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

  • No pets allowed, but service animals are welcome

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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Property is also known as

12785

Frequently asked questions

How close is Historic Catch 22 w a Private Patio & Walk to Main St, City Dock, USNA to the airport?

This vacation home is 20.9 mi (34-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.

Does Historic Catch 22 w a Private Patio & Walk to Main St, City Dock, USNA have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Historic Catch 22 w a Private Patio & Walk to Main St, City Dock, USNA to the beach?

This vacation home is 3.8 mi (9-min drive) from Carrs Beach and 4.1 mi (16-min drive) from Sparrows Beach. Don't forget your sunscreen!

Does Historic Catch 22 w a Private Patio & Walk to Main St, City Dock, USNA offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Historic Catch 22 w a Private Patio & Walk to Main St, City Dock, USNA?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Historic Catch 22 w a Private Patio & Walk to Main St, City Dock, USNA?

Free parking is not available at this vacation home.

Does Historic Catch 22 w a Private Patio & Walk to Main St, City Dock, USNA have a pool?

This vacation home does not have a pool.

Does Historic Catch 22 w a Private Patio & Walk to Main St, City Dock, USNA have a spa?

There are no spa services available at this vacation home.

How close is Historic Catch 22 w a Private Patio & Walk to Main St, City Dock, USNA to downtown Annapolis?

This vacation home is 0.2 mi away from Annapolis.

Historic Catch 22 w a Private Patio & Walk to Main St, City Dock, USNA Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 28 out of 30 reviews
Rating 8 - Good. 1 out of 30 reviews
Rating 6 - Okay. 0 out of 30 reviews
Rating 4 - Poor. 1 out of 30 reviews
Rating 2 - Terrible. 0 out of 30 reviews

9.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Douglas M.

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
Verified review

10/10 Excellent

Dan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Clean and neat.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Michael H.

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
Verified review

10/10 Excellent

Brian W.

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

Great Location!

Perfect location to DTA and USNA!
Stayed 4 nights in Oct 2024
Verified review

10/10 Excellent

Heather M.

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
Verified review

10/10 Excellent

William B.

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
From a partner site

10/10 Excellent

Marsha a.

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.
From a partner site

10/10 Excellent

Erica L.

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.
Verified review

10/10 Excellent

Hilary P.

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
Verified review

10/10 Excellent

Allison C.

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
From a partner site

10/10 Excellent

Lisa R.

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!!!
From a partner site

10/10 Excellent

Sandy L.

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!
Verified review

10/10 Excellent

Katie J.

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
From a partner site

10/10 Excellent

Corey B.

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
Verified review

10/10 Excellent

Helen S.

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
Verified review

10/10 Excellent

Rick H.

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
From a partner site

10/10 Excellent

Vivian S.

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.
Verified review

10/10 Excellent

margaret g.

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
Verified review

10/10 Excellent

Lori A.

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
Verified review

10/10 Excellent

Laura G.

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
From a partner site

10/10 Excellent

Sheila

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.
Verified review

10/10 Excellent

Steve K.

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
Verified review

10/10 Excellent

Jonathan S.

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

Great stay

Went perfectly. Location was awesome. Good communication. No issues.
Stayed 2 nights in May 2024
From a partner site

10/10 Excellent

katie g.

Perfect location

I used to live in the historic district of Annapolis and remember this unique street very well. It’s quaint, full of character, and steps away from the lively market square with all of the dining, shopping, and entertainment. We were active over the 2-night stay, and we appreciated the VERY clean, quiet, and comfortable home when we needed a little downtime.
Stayed 2 nights in Dec 2023
Verified review

10/10 Excellent

Blanche J.

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

Perfect for PPW

The short walk to USNA was perfect for spending time with our plebe during Parent's Weekend. Just a few steps to restaurants and shops in downtown Annapolis. The house was comfortable for 5 adults and 3 children/teens.
Stayed 5 nights in Aug 2024

Explore More Ways to Travel with Travelocity