Close to Annapolis City Dock and U.S. Naval Academy, Parking for days at the unique Deep in the Heart of Annapolis with large private deck provides a garden, laundry facilities and more. Guests can connect to free in-room WiFi.
Reviews
9.69.6 out of 10
Exceptional
Entire home
3 bedrooms4 bathroomsSleeps 6307 sq m
Popular amenities
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Add dates for prices
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
Property amenities
Internet
Available in the house: Free WiFi
Parking and transport
Limited on-site parking (max 4 spaces)
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Ice maker
Kitchen island
Microwave
Oven
Paper towels
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
3 bedrooms
Bedsheets provided
Bathroom
3.5 bathrooms
Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Fireplace
Living room
Entertainment
Smart TV
Outdoor areas
Furnished patio
Garden
Gas grill
Outdoor furniture
Yard
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
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)
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
Access methods
Lockbox
Pets
Pets not allowed
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 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
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.
About the area
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. Visit our Annapolis travel guide
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 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, Annapolis City Dock and U.S. Naval Academy. Annapolis Harbor and Maynard-Burgess House are also within 5 minutes.
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Parking for days at the unique Deep in the Heart of Annapolis with large private deck 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.
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
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!
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
From a partner site
10/10 Excellent
DeAnn M.
29 May 2026
Commissioning Week Stay
My family recently had an amazing stay at Deep in the Heart of Crabtown for Commissioning Week. The location in historic downtown is ideal for walking to USNA and shops and restaurants, and there are multiple parking spaces, which is quite a rarity in this location. The house is very comfortable and offers plenty of indoor and outdoor gathering places. The kitchen is well stocked for cooking and the home is ideal for entertaining. I appreciate iTrip's responsiveness, personal touches, and overall care, and highly recommend Deep in the Heart of Crabtown!
From a partner site
10/10 Excellent
Frank F.
5 Oct 2025
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!
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
JULIE S.
10 Jul 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.
Stayed 9 nights in Jun 2022
Verified review
4/10 Poor
Patrick H.
23 Jul 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.
Stayed 4 nights in Apr 2022
From a partner site
10/10 Excellent
JULIE S.
11 Oct 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.
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.
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
From a partner site
10/10 Excellent
David R.
9 Sept 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.