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2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

Vacation home near U.S. Naval Academy in Annapolis

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Reviews

9.8 out of 10
Exceptional

Entire home

5 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, Maryland State House
    ‪2 min walk‬
  • Place, Annapolis City Dock
    ‪5 min walk‬
  • Place, U.S. Naval Academy
    ‪6 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪32 min drive‬

Room options

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About the area

Annapolis

Historic District stay.With a stay at this Historic District vacation home, you'll be steps from Thurgood Marshall Memorial and Matthew Henson Plaque. Maryland State House and Maryland Federation of Art are also within half a mile (1 km).

What's nearby

  • Maryland State House - 2 min walk - 0.2 km
  • Hammond-Harwood House - 5 min walk - 0.4 km
  • William Paca House - 5 min walk - 0.4 km
  • Annapolis City Dock - 5 min walk - 0.5 km
  • U.S. Naval Academy - 6 min walk - 0.6 km

Getting around

  • Odenton Station - 21 min drive
  • Baltimore Washington Intl. Airport (BWI) - 34 min drive

Restaurants

  • ‪Starbucks - ‬5 min walk
  • ‪Rams Head Tavern - ‬4 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬5 min walk
  • ‪Buddy's Crabs & Ribs - ‬6 min walk
  • ‪Chick & Ruth's Delly - ‬4 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.

2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

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

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • No onsite parking available

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 5 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 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. No onsite parking is available. 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

2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 27 out of 29 reviews
Rating 8 - Good. 1 out of 29 reviews
Rating 6 - Okay. 0 out of 29 reviews
Rating 4 - Poor. 1 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Michael H.

Liked: Cleanliness
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

10/10 Excellent

Douglas M.

Liked: Cleanliness
Stay met our expectations and was very close to the Sailboat Show
Stayed 3 nights in Oct 2025

10/10 Excellent

Dan M.

Liked: Cleanliness
Great location. Clean and neat.
Stayed 3 nights in Oct 2025

10/10 Excellent

William B.

Liked: Cleanliness
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

10/10 Excellent

Heather M.

Liked: Cleanliness

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

10/10 Excellent

Rick H.

Liked: Cleanliness

Perfect!

Catch 22 was the perfect home for the most perfect trip! Beat Army!
Stayed 3 nights in Jun 2025

4/10 Poor

Deborah C.

Liked: Cleanliness
Location is amazing! Close to everything & the house was clean when we arrived. There were some damaged things to address & we did that immediately. The most upsetting thing, however, is that we booked this place because we love outdoor space. They advertised a picture that looked like a very lovely patio out back. It was horrific! Overrun weeds, trash cans, right next to an extremely old & weathered, filthy furniture. Also, the queen suite advertised a balcony & made it look very pretty. There was no furniture on the balcony, so we couldn’t even use it! We are outside people & love to sit outside after a long day of sightseeing. Very upset we were not even able to do that. False advertisement!
Stayed 2 nights in Jun 2025

10/10 Excellent

Allison C.

Liked: Cleanliness

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

10/10 Excellent

Dianne F.

Liked: Cleanliness

Family reunion

Location was excellent. Parking was challenging but possible. The front entrance could use a handrail. Uneven steps and nothing to grasp onto.
Stayed 7 nights in Nov 2024

10/10 Excellent

margaret g.

Liked: Cleanliness

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

10/10 Excellent

Brian W.

Liked: Cleanliness

Great Location!

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

10/10 Excellent

Katie J.

Liked: Cleanliness

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

10/10 Excellent

Hilary P.

Liked: Cleanliness

Charming, Clean and Convenient!

Great location on a charming street, close to the boat show and super clean!
Stayed 6 nights in Sep 2024

10/10 Excellent

Blanche J.

Liked: Cleanliness

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

10/10 Excellent

Steve K.

Liked: Cleanliness

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

8/10 Good

Leslie M.

Great location

Cute space that is very walkable and right in the middle of everything USNA related. Loved sitting on the stoop and watching people go by. Hosts were very gracious and left a lovely welcoming basket for us for our graduating midshipmen and property managers were very responsive. I would say it doesn't comfortably fit as many folks as they say it does--we had two couples and two singles and our college-aged son that got the couch didn't sleep well. I'd say perfect for five or fewer. The house itself is very cute, though the front and back patio could use some love (dead plants, weeds). That said, it didn't make a huge difference as we were usually out and about.
Stayed 7 nights in May 2024

10/10 Excellent

Jonathan S.

Liked: Cleanliness

Great stay

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

10/10 Excellent

Helen S., San Antonio

Liked: Cleanliness

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

10/10 Excellent

Denise M., Georgetown

Liked: Cleanliness

Fantastic space, great location

This property has everything that my family of six needed. Lots of sleeping space, full kitchen, 2 1/2 baths and nice back patio. Walking distance to all things DTA and USNA. Super clean, not cluttered and very comfortable. We loved it! We will be back!
Stayed 4 nights in Sep 2023

10/10 Excellent

Lori A.

Liked: Cleanliness

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

10/10 Excellent

Laura G.

Liked: Cleanliness

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