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

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Fridge, microwave, dishwasher, coffee/tea maker - 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free (Annapolis)
In the heart of Annapolis's historic district, this 3-BR townhome offers luxurious comfort and modern convenience. Entertain in the open kitchen, enjoy private back patio with gas grill, or relax on a balcony off Queen suite. With smart TVs, high-speed WiFi and cable TV to keep you connected.

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 988 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • 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.

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

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

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
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

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

Similar properties

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

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that 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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

12785

About the area

Located in Annapolis, this holiday home is in the city centre. Tose Family Tennis Center and Annapolis Harbor 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. Visit our Annapolis travel guide
View more Holiday homes in Annapolis
Map
Annapolis, MD

What's nearby

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

Getting around

  • Odenton Station
    21 min drive
  • Baltimore Washington International 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
  • Chick & Ruth's Delly
    4 min walk
  • Buddy's Crabs & Ribs
    6 min walk

Frequently asked questions

Is 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free pet-friendly?

No, only service animals are welcome at the property.

How much is parking at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

On-site parking is available at the property.

What time is check-in at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

Check-in begins at 4:00 PM.

What time is check-out at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

Checkout is at 11:00 AM.

Where is 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free located?

Located in Historic District, this holiday home is within a 10-minute walk of Matthew Henson Plaque and U.S. Naval Academy. Thurgood Marshall Memorial and Maryland State House are just steps away.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers 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. 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

Cleanliness

10

Location

Reviews

Verified

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

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

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

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

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

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
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

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

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

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
Verified

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
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

10/10 Excellent

Dianne F.

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

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
Verified

10/10 Excellent

Denise M.

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

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
Verified

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
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.
Verified

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
Verified

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

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
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

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.
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

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
Verified

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