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Parking for days at the unique Deep in the Heart of Annapolis with large private deck

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Welcome to Deep in the Heart of Crabtown!
The gourmet kitchen with seating for 2 at the bar.
The gorgeous King Suite with full En Suite Bath
The family room is large enough for the whole family to gather.
The kitchen island seats 2 and the kitchen table seats another 6.

Reviews

9.6 out of 10
Exceptional
3 bedrooms3+ bathroomsSleeps 63300 sq ft

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washer and dryer
  • Air conditioning
  • Outdoor grill
  • Balcony or patio

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 6)

2nd floor Guestroom

1 Double Bed

3rd Floor Suite

1 Queen Bed

King Suite

1 King Bed

3 bathrooms, 1 half bathroom

Main Floor Powder Room

Toilet

Second Floor Hall

Toilet · Shower only

Second Floor Suite

Toilet · Shower only

Third Floor Queen

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden

About this property

Parking for days at the unique Deep in the Heart of Annapolis with large private deck

Experience the Difference: Professionally Managed by iTrip Annapolis

Welcome to this gorgeous Texas-themed downtown Annapolis home. Every inch of this home has custom finishes and has been painstakingly renovated by the gracious homeowner who recently opened his home to guests. And if the interior of the home isn't enough, the outdoors are a rare gem in the city: a yard, an oversized back deck, front porch and parking for 4 cars in the driveway.



Located just around the corner from the Waterfront, you can see the harbor boats and all the way to the Bay Bridge from the top floor Suite. There are 2 bedrooms and 2 full baths on the 2nd floor and a third floor suite with a Queen bedroom, full bath and living room. The home's large kitchen, breakfast bar and eat-in kitchen overlook the sunny back patio. There is a large family room and dining room with seating for ten. There is also a large entry foyer and lounge with custom artwork throughout.



This is the perfect spot for those coming in for that special Naval Academy or boat show event, or wanting to take in the sights and sounds of Greater Annapolis. Enjoy the many restaurants, historical attractions, and shops right around the corner!



SLEEPING ARRANGEMENTS 3 BR / 3.5 BA / Sleeps 6 adults (2 additional children):

King Suite:

- Second Floor

- King Size Bed

- En Suite Bath with dual vanities and custom stand-up shower



Guestroom on the 2nd Floor:

- Second Floor

- Full-Size Bed

- Full Bath in the Hall



3rd Floor Bedroom Suite:

- Third Floor

- Queen Bed

- Full Bath

- Living Room with views of the Annapolis Harbor



HIGHLIGHTS:

- Oversized Back Patio with sitting area, brand new furniture and gas grill

- Spacious gourmet kitchen

- Eat-in kitchen counter seats 2

- Dining room table seats 8-10

- WiFi

- Big Screen TVs

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

- Parking for 4 cars

- Washer & dryer located inside the home

- Elderly and guests with mobility issues may want to inquire about the steep staircase and/or may want to consider other accommodations.

- Touchless entry. Drive straight to your rental home, park in the driveway and enter the front door with the key from a lockbox located at the door.



Property Distance to:

- U.S. Naval Academy – 3 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 already made for you with freshly -laundered luxury sheets & towels.



House Rules:

No smoking, pets or parties

Must be 25+ to rent, with an adult present at all times

For your security, we have one door cameras facing the outside of the home and a noise decibel monitor that is compliant with the law.

Check-in: 4:00 PM, Check-out: 11:00 AM
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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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

About the neighborhood

Annapolis

Located in Annapolis, this vacation home is in the city center. The area's natural beauty can be seen at Jonas Green State Park and Sandy Point State Park, while The Colonial Players and Hammond-Harwood House are cultural highlights. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall.
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Map
Annapolis, MD

What's nearby

  • Ego Alley - 3 min walk - 0.3 km
  • U.S. Naval Academy - 3 min walk - 0.3 km
  • Annapolis City Dock - 5 min walk - 0.4 km
  • William Paca House - 6 min walk - 0.6 km
  • Maryland State House - 8 min walk - 0.7 km

Getting around

  • Odenton Station - 22 min drive
  • Fort Meade, MD (FME-Tipton) - 36 min drive

Restaurants

  • ‪The Choptank - ‬4 min walk
  • ‪Starbucks - ‬7 min walk
  • ‪Carrol's Creek Cafe - ‬9 min walk
  • ‪Boatyard Bar & Grill - ‬9 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬6 min walk

Frequently asked questions

Is Parking for days at the unique Deep in the Heart of Annapolis with large private deck pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Parking for days at the unique Deep in the Heart of Annapolis with large private deck?

As of Apr 23, 2026, prices found for a 1-night stay for 2 adults at Parking for days at the unique Deep in the Heart of Annapolis with large private deck on Mar 29, 2027 start from $918, 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 Parking for days at the unique Deep in the Heart of Annapolis with large private deck?

Check-in begins at 4:00 PM.

What time is check-out at Parking for days at the unique Deep in the Heart of Annapolis with large private deck?

Check-out is at 11:00 AM.

Where is Parking for days at the unique Deep in the Heart of Annapolis with large private deck located?

Located in Historic District, this vacation home is within a 10-minute walk of Spa Creek and U.S. Naval Academy. Annapolis Harbor and Maynard-Burgess House are also within 5 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 13 out of 14 reviews
Rating 8 - Good. 0 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 1 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

9.8/10

Cleanliness

9.8/10

Check-in

9.0/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Frank F.

Wonderful home and location !

Great spot, very accommodating and reasonably priced. Highly recommend the property and i trip accommodations and everyone we worked with on this rental. We would return in a heartbeat!
Verified

10/10 Excellent

John P.

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

Great location, great Hosts

Great place for Naval Academy stays. Located close to downtown. Big place with parking that was really great. House was as described. Thanks for the great stay.
Stayed 3 nights in Feb 2022
From a partner site

10/10 Excellent

Matthew L.

Great house and location

This is the best house wehave ever stayed at in our many trips to Annapolis. We was very well stocked, super clean and nicely Decorated. We will definitely return to this house in the future.
Stayed 3 nights in Oct 2023
From a partner site

10/10 Excellent

David R.

Excellent Stay

We couldn't have been more happy with the house: location, rooms, porch, parking, yard were basically as great as they get downtown. 10/10 will rent this house again.
Verified

10/10 Excellent

Jennifer C.

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

celebration of life weekend

Great property and perfect for our celebration of life weekend! Would highly recommend
Stayed 4 nights in May 2022
Verified

10/10 Excellent

David H.

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

Perfect location, plenty of parking

Listing was accurate, house was very clean, incredible location and plenty of parking which is key in Annapolis. Couldn't have been happier.
Stayed 3 nights in Sep 2022
Verified

10/10 Excellent

Don Z.

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

Great location, short walk to everything

We have a vert nice stay while attending a close family friend's wedding at the Naval Academy. We were able to walk to everything we needed or wanted to see and do. The home was clean and well maintained.
Stayed 3 nights in Mar 2022
From a partner site

10/10 Excellent

beth b.

Perfect Location- Great home!

This home was lovely! The kitchen area was large and inviting. The beds were incredibly comfy and the deck was the best to hang out on. The location was PERFECT and the extra parking was handy. Walking everywhere was possible and the ITrip company was immediately responsive whenever needed. Owners were easy to work with. I recommend this location!
From a partner site

10/10 Excellent

JULIE S.

Great 2nd stay

Our 2nd time staying at this property. There’s plenty of room for lounging around. Bonus: The house has tons of character!! The kitchen is excellent with very nice appliances and cookware. Our Mid loves to cook and whipped up some excellent dishes for us during our visit. Location can’t be beat. The home is within easy walking distance to restaurants, shopping and USNA. There’s plenty of off street parking which is hard to find this close to all of the downtown activities.
Verified

10/10 Excellent

Buffy J.

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

90 Gloucaster St

Location was perfect! House was as described. Check-in was easy. The only negative I would list: Way to much personal items left out. It was awkard. Down to a robe in the bathroom, and a personal computer in the living room and laundry in the dryer. Just felt a little weird.
Stayed 9 nights in Jun 2022
Verified

10/10 Excellent

Brittany G.

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

The best of the best!

This property was better than expected! Everyone in the homes was very impressed with everything. It's very comfortable and clean. It has everything you could possibly need to enjoy your stay. The only thing that was difficult for our family was with our 11 month old baby. The home definitely isn't set up for a baby to freely roam so we brought a large pop up for her to stay contained. Otherwise the home is absolutely breathtaking and in an amazing location to everything that Annapolis has to offer. You also will have no worries when it comes to parking your car as it has more than enough room for you and others to park if needed! It was so amazing that we even have messaged the owner to find out what bedding they use...We slept better here than we do at our own home.
Stayed 4 nights in Oct 2023
Verified

4/10 Poor

Patrick H.

Liked: Cleanliness, check-in, location
Disliked: Communication, listing accuracy

Not as expected

While the property location is good, the owner left all drawers in bedroom and bathroom filled with personal clothing. Garbage was left in a bag hanging on the inside of the bathroom cabinet and a manscaping tool was left in the shower. Freezer was full of owner food with no room for us to add anything for our family meals in the home. Property management team at iTrips was very rude when we originally posted a less than positive review - a review which was removed and never shared with other possible renters. Hoping this review gets posted so renters know what to expect. You will need to be okay with owner’s delicates, manscaping tool and other items within reach while staying in this top dollar property.
Stayed 4 nights in Apr 2022
From a partner site

10/10 Excellent

JULIE S.

Awesome house !

Well equipped, very clean, lots of charm and character in this home. Parking is excellent and location is close to USNA and all the downtown action.
Verified

10/10 Excellent

Vincent B.

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

Truly an Annapolis experience.

Exactly what we were looking for in a family get together. Plenty of room with character. Kitchen and dining areas were fantastic for meals. Excellent location for tearing into some crabs downtown.
Stayed 3 nights in Nov 2021

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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