Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
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!
- 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
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
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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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Annapolis
Located in Annapolis, this holiday home is in the city centre. 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.
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 11 April 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 5 March 2027 start from NZ$1,453, 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 at Parking for days at the unique Deep in the Heart of Annapolis with large private deck?
On-site 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?
Checkout 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 holiday 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 labelled.
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!
Frank F.
Response from VrboOwner on 8 October 2025
Thanks, Frank! We ’re thrilled to hear that Deep in the Heart of Crabtown was a great spot for your stay. It’s wonderful to know that you found the property accommodating and reasonably priced. We’re glad you had a positive experience with iTrip accommodations and our team. We would love to host you again next time you’re in town.
Melissa~iTrip Annapolis
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.
John P.
Stayed 3 nights in Feb 2022
Response from VrboOwner on 3 March 2022
John,
We are so very glad you enjoyed your stay at Deep in the Heart of Crabtown. We look forward to hosting you again anytime your are back in Annapolis! - Cathy
From a partner site
10/10 Excellent
Matthew L.
11 October 2023
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.
Matthew L.
Stayed 3 nights in Oct 2023
Response from VrboOwner on 13 October 2023
Matthew we are happy to hear you enjoyed Deep in the Heart of Crabtown. We hope to have the opportunity to host you again. Safe Travels!
-Tiffany
From a partner site
10/10 Excellent
David R.
9 September 2021
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.
David R.
Response from VrboOwner on 9 August 2022
Thank you David! We hope you will stay again with us sometime at Deep in the Heart of Crabtown - Cathy
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.
Don Z.
Stayed 3 nights in Mar 2022
Response from VrboOwner on 1 June 2022
Thank you so much Don! We look forward to hosting you again at Deep in the Heart of Crabtown again! -Cathy
From a partner site
10/10 Excellent
beth b.
29 May 2024
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!
beth b.
Response from VrboOwner on 31 May 2024
Hi Beth- Thank you for your positive feedback & for letting us know you enjoyed your stay! We welcome you back to stay again, anytime! Melissa~iTripAnnapolis
From a partner site
10/10 Excellent
JULIE S.
10 July 2023
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.
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.
Buffy J.
Stayed 9 nights in Jun 2022
Response from VrboOwner on 6 July 2022
Buffy thank you for your feed back. We will take that to the owner. We always try to improve our guest stays. Come back and visit again soon! -Cathy
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.
Brittany G.
Stayed 4 nights in Oct 2023
Response from VrboOwner on 24 October 2023
Brittany we are so happy to hear you enjoyed Deep in the Heart of Crabtown. We hope to have the opportunity to host you again. Safe Travels!
-Tiffany
Verified
4/10 Poor
Patrick H.
23 July 2022
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.
Patrick H.
Stayed 4 nights in Apr 2022
Response from VrboOwner on 27 July 2022
Patrick - We are sorry your experience was not a great one. As you can see from all the other reviews here on VRBO (and other platforms), people generally LOVE this home, due to the decor and parking and location, but you are correct that the owner had many personal items still in the home, due to the fact that he does live there for much of the year. We thank our guests for feedback like that so we can constantly improve the 50+ properties we own. The owner has since removed nearly all personal items from guest spaces and locked them in an owner closet. As for removing your review, that is simply not true. We have no ability to remove/edit a VRBO review that has been submitted by a guest. Feel free to contact VRBO about that - they will definitely tell you the same thing. In any case, we apologize for your inconvenience and we hope you’ll give us another try when you come back to Annapolis.
Sean
From a partner site
10/10 Excellent
JULIE S.
11 October 2022
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.
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.
Vincent B.
Stayed 3 nights in Nov 2021
Response from VrboOwner on 2 December 2021
Thank you Vincent we are so glad you enjoyed staying at Deep in the Heart of Crabtown. Please come back and stay again anytime.
Cathy
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan
Languages:
English
Premier Host
They consistently provide great experiences for their guests