Catch 22

3 BR
2.5 Baths
Sleeps 9


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.


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


- 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 smoking

- 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

22 Fleet Street Annapolis, MD 21146
Registration Number: STR 144109

Sleeping Arrangements

Queen Suite Queen
Guest room 2 Queen
Twin Guest room Twin
Living Room Sofa Queen
Family Room Sofa Queen

Property Rules

Check In: After 4pm
Check Out: Before 11am
Smoking: Not Allowed


Air Conditioning
BBQ Grill
Bath Towels
Bed Linens
Big Screen TV
Carbon Monoxide Detector
Clothes Dryer
Coffee Maker
Cooking basics
Dining room
Enhanced Cleaning
Full Kitchen
Hair Dryer
Historic Downtown
Ice Maker
Internet Access
Iron and Board
Living room
Open Patio
Private entrance
Self Check-In
Smoke Detector
Smoke alarms
Washing Machine
body wash
hot water



Frequently Asked Questions


Tenant is at least 25 years old (an "adult") and will be an occupant of the unit Catch 22. Should any unauthorized persons occupy or use the Premises, Tenant shall vacate the premises immediately without any refund.


Balance is due 30 days prior to arrival date and includes a refundable damage deposit. The balance is due on _BalanceDueDate_. Payment may be made by major credit card. Damage deposit will be refunded within 7 -10 days of checkout pending inspection by cleaning firm.


No BBQ grills of any kind are permitted in the unit. No open flames permitted in the unit.


If evidence of a pet(s) is found in the unit or on the premises you will be asked to vacate immediately with no refund of rent or damage deposit.


Any reservation obtained under false pretense will be subject to forfeiture of reservation deposit, damage deposit, and/or balance of rental payment.


There is no daily maid service. Linens and towels are included and not to be taken from the unit. There is a $_CleaningFee_ one time cleaning fee.


No compensation will be given for temporary outage of electricity, gas, water or cable. 


Your damage deposit will be forfeited and you will incur an additional charge for cleaning and deodorizing if any evidence of smoking is found.


Owner or owner's agents may enter the premises: in case of an emergency; to make any necessary or agreed upon repairs, alterations, or improvements; supply necessary or agreed upon services or show the premises to prospective purchasers, renters or contractors.  24 hours notice of Owners intent to enter will be given (except in the case of an emergency).


  1. Tenant agrees to leave the premises and its contents in the same condition, neat and tidy, as Tenant found the premises to be upon move-in, normal wear and tear expected. Please leave all used towels on the floors of the bathrooms and beds linens should all be left on each bed for housekeeping.
  2. All dishes are to be washed and all garbage removed from the premises and placed in outside receptacles. If these items are not completed, the guest will be charged an additional cleaning fee. 
  3. The maximum number of occupants shall not exceed 9 people, not including a child in a crib.
  4. Furnishings are not to be removed from the premises for use outside or in other properties.
  5. No pets allowed on premises.
  6. No Smoking.
  7. Reservations are not made by or for a minor, defined as any person under the age of 25.
  8. Tenant and any guest of Tenant shall obey all laws of the state of Maryland, as well as local laws, at all times while they are on the premises. Failure to abide by the laws of Maryland or the above rules may cause tenant to be asked to vacate the premises and forfeit all rents and security/damage deposits.
  9. All noise must be brought inside by 10pm. Failure to do so could result in a $500 fine.


Tenant and all other occupants will be required to vacate the premises and forfeit the rental fee and security deposit for: Occupancy exceeding the sleeping capacity of 9 people, using the premises for illegal activity, causing damage to the premises rented or to any of the neighboring properties and any other acts which interferes with neighbors' right to quiet enjoyment of their premises.


iTrip or the Owner, does not assume any liability for loss, damage or injury to persons or their personal property. Neither does owner accept any liability for any inconveniences, damage, loss or injury arising from any temporary defects or stoppage in supply of water, gas, cable service, electricity or plumbing, as well as due to weather conditions, natural disasters, acts of God, or other reasons beyond its control.


Please report any maintenance needs for the premises to the us and we will respond as quickly as possible. Refunds will not be made for maintenance issues including, but not limited to heating and air conditioning, appliances, televisions, and stereos.


Perfect location
5/5 stars
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.
- Katie
Weekend Getaway!
5/5 stars
My family and I stayed at Catch 22 for a long weekend for my husband's USNA reunion weekend and we loved our accommodations at Catch 22. The home was updated, beautifully decorated and very clean. The location was fantastic! Super close to restaurants, marina, and the Naval Academy. Parking garage was close by. Communication leading up to our stay about check in was full of information about our stay. We will definitely stay at Catch 22 during our next trip to Annapolis! 5 stars all the way!
- Stacy
Ideal location
5/5 stars
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.
- Sheila
Wedding Trip
5/5 stars
We had a great stay at Catch 22. Quiet street and great location. We walked everywhere we needed to go. It is a great location. The house was very clean and comfortable. It had everything we needed for our party of 7 adults.
- Laura

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Contact Manager

Phone (410) 571-4076