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Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly

Apartment near Annapolis City Dock in Annapolis

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Photo gallery for Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly

A living room with a grey sofa, a round ottoman, a blue patterned rug, a ceiling fan, and a bookshelf.
A marina with multiple sailboats docked, flags, and a clear sky.
A building with a white exterior, a blue door, and a flagpole with an American flag.
A modern living room with a sofa, ottoman, and lamp. There is a window providing natural light and a view of the outdoors.
A modern living room with a glass table and blue chairs, a large window with a view, and a grey sofa.

Reviews

10 out of 10
Exceptional

Entire apartment

2 bedrooms1 bathroomSleeps 6900 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

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

Room options

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A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

Historic Inns of Annapolis

Historic District
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
9.0 out of 10, Wonderful, 2,023 reviews
$141 nightly
The price is $160
Oct 4 - Oct 5
Total with taxes and fees
Historic Inns of Annapolis

About the neighborhood

Annapolis

Heart of Annapolis.Within a 15-minute walk of this Historic District apartment, you'll find Annapolis City Dock and U.S. Naval Academy. Spa Creek and Maynard-Burgess House are also within half a mile (1 km).
View more Apartments in AnnapolisOpens in a new window

What's nearby

  • Maryland State House - 5 min walk - 0.3 miles
  • St. John's College - 6 min walk - 0.4 miles
  • Annapolis City Dock - 6 min walk - 0.4 miles
  • William Paca House - 8 min walk - 0.5 miles
  • U.S. Naval Academy - 8 min walk - 0.5 miles

Getting around

  • Odenton Station - 22 min drive
  • Fort Meade, MD (FME-Tipton) - 35 min drive

Restaurants

  • ‪The Choptank - ‬7 min walk
  • ‪Starbucks - ‬5 min walk
  • ‪The Red Bean - ‬5 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬7 min walk
  • ‪Iron Rooster - ‬7 min walk

About this property

Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly

Experience the Difference: Professionally Managed by iTrip Annapolis

Still available for Commissioning Week 2025!



Stay right in the heart of Historic Annapolis, just 2 blocks from Main Street, and feel like you’re in a 2-bedroom, 1-bath hotel suite with all the comforts of home! Your family will be close to everything when you stay at this centrally-located first-floor apartment in a Historic 3-unit building, once a grocery store and the residences of the store owner. Enjoy the perfect blend of convenience and comfort in this well-appointed space. The 2nd floor has a 1 bedroom, 1 bath unit that sleeps 4, also available for rent. Inquire within.



Inquire about discounted extended stays!



Property Highlights:

Central Location: Walk to all the attractions of Historic Annapolis, including Main Street, just 2 blocks away, and the U.S. Naval Academy, another 2 blocks away.

Comfortable Living: The King bedroom, located at the back of the apartment, features its own TV and a full-size sleeper sofa. The second bedroom has a cozy Queen bed, both of which share a full bathroom in the hall.

Open Floor Plan: The family room, with another flatscreen TV, and eat-in kitchen create a welcoming space to relax and dine, with seating for 4 at the table and 2 more at the breakfast bar.

Sleeping Arrangements (Sleeps 6):



King Bedroom:

King Bed

Full-size Sleeper Sofa (linens provided)

TV



Queen Bedroom:

Queen Bed



Shared Bathroom: Full bath in the hall with stand-up shower



Additional Features:

Dining: Eat-in kitchen table seats 4 with 2 more at the bar

Modern Amenities: High-speed internet and WiFi, two flat-screen TVs

Luxury Linens: Luxury bed and bath linens, complimentary toiletries Starter Kit, and boutique-level service

Convenience: Full-size washer and dryer

Easy Access: Keyless entry; Walk into the building's lower level via the corner front door with an electronic lock code.

Convenient Parking: Parking for one car on driveway behind home



Property Distance to:

Main Street: 2 blocks

U.S. Naval Academy: 4 blocks

Washington, DC: 32 miles

Baltimore: 31 miles



Amenity & Supplies Starter Pack:

Included: A starter set of coffees, sweeteners, soap, shampoo, conditioner, lotion, hand sanitizer, paper towels, toilet paper, dish soap, sponge, and dishwashing liquid

Fresh Linens: All beds are made with freshly-laundered sheets, and towels are provided in the baths.



House Rules:

Age Requirement: At least one member of the party must be 25 years of age.

No Smoking

Dogs allowed with $150 per pet fee paid prior to checkin.

Respect: Be respectful of the house, contents, neighbors, and neighborhood. No parties.

Check-in/Check-out: Check-in time is 4:00 pm, and check-out time is 11:00 am.

Similar properties

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.
Historic Inns of Annapolis
Historic District
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
4.5 out of 5, Wonderful, 2,023 reviews
$141 nightly
The price is $160
Oct 4 - Oct 5
Total with taxes and fees
Historic Inns of Annapolis

Property amenities

Internet

  • Available in the apartment: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Sofa bed

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

Things to do

  • Bicycle parking

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

  • Bicycle parking
  • Some LED lighting used
  • Unit size: 900 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

  • Pets are welcome
  • Service animals 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

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. 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

14857

Frequently asked questions

How close is Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly to the airport?

This apartment is 21 mi (35-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.

Does Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly have an airport shuttle?

Airport shuttle services are not available at this apartment.

How close is Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly to the beach?

This apartment is 3.8 mi (9-min drive) from Carrs Beach and 4 mi (16-min drive) from Sparrows Beach. Don't forget your sunscreen!

Does Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly offer free breakfast?

This apartment does not offer free breakfast.

Is there a casino at Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly?

No, there is no casino at this apartment.

What time is check-in at Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly?

Check-in begins at 4:00 PM.

Is there free parking at Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly?

Free parking is not available at this apartment.

Does Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly have a pool?

This apartment does not have a pool.

Does Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly have a spa?

There are no spa services available at this apartment.

How close is Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly to downtown Annapolis?

This apartment is 0.2 mi away from Annapolis.

Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 13 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, well appointed house in a great location.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

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

Perfect location

Perfect location, very clean and comfortable, walked to everything, loved having the car nearby.
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

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

Great space and location

We had an amazing time in Annapolis and the accommodations were perfect! Very central location that made everything walkable!
Stayed 2 nights in Dec 2024
From a partner site

10/10 Excellent

A home away from home

My husband and I rented the Main Sail for 3 months during the legislative session. We appreciated all the amenities and comfortable living here. I was able to walk to the capital and many restaurants. There is a full kitchen, two nice sized bedrooms and plenty of natural light. We would recommend this location to someone looking to be a part of Annapolis life.
From a partner site

10/10 Excellent

Wonderful stay!

We absolutely loved our stay at the Main Sail! The home was beautifully decorated, fresh and modern without a lot of fuss. The beds were comfy and the hardwood floors throughout are beautiful! We appreciated the starter pack of K-Cups for coffee in the morning while we waited for groceries to be delivered. We would absolutely stay here again!
Verified review

10/10 Excellent

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

Perfect Spot

This property is ideal location to DTA. The best part is its own parking spot. The house was very clean and comfortable. I would highly recommend staying at this property.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

Perfect place for visiting Annapolis !

My family loved staying here! The house was perfectly located to walk to town and a bonus that it has a parking spot! The home was clean and comfortable with all the amenities we could need! It was very easy to walk our dog around the neighborhood and there is a convenient dog friendly park on the water a block over. The property owner is very responsive and we felt well taken care of! We will absolutely be staying here again!
Stayed 3 nights in Apr 2025
From a partner site

10/10 Excellent

Main Sail Stay, Oct 2025

Definitely a 5 star stay. Everything when over and above our expectations. Thanks for your help for making it that way. Angus
From a partner site

10/10 Excellent

Week of R & R

I had to plan a trip to Annapolis on very short notice to be with my Midshipmen who was having surgery. Cathy was very helpful in finding us a place in DTA that would provide a comfortable and conveniently located property for my son to recuperate. We will definitely stay here again and recommended it to friends who are coming in a few weeks!
From a partner site

10/10 Excellent

Comfortable extended stay

We stayed at Main Sail for two weeks this January. It was a perfect house for my husband, myself and our midshipman. Location is fantastic. Great shower/bathroom for a downtown Annapolis house. The kitchen was well stocked with basics. Gas stove is a plus. Beds were very comfortable. Also a cozy and relaxing living space to watch NFL playoff games and the dedicated parking spot is a huge bonus for DTA!
Verified review

10/10 Excellent

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

Excellent for Downtown Activities

My husband and I stayed at Main Sail this weekend as our home base for attending the Annapolis Boat Show. This home is meticulously clean, well appointed, nicely furnished with all linens, has off street parking and is within easy walking distance if the downtown city docks, restaurants, Naval Academy and historic homes. Check in was a breeze. A great breakfast/ lunch spot favored by locals is a 5 minute walk as is the downtown shopping district.Price for the rental was reasonable compared with the cost of a hotel for the weekend if the boat show. I highly recommend this home and would definitely stay here again.
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

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

Perfect location

We stayed in Annapolis with our adult/ teen children for the weekend. We brought one car so the off street parking was helpful. It's a shared parking space with another homeowner so do not drive a XL SUV. The beds were comfortable and we needed to utilize the pull out couch as well. We can't say enough about how perfect the location was. Walks into town and to the naval academy were plenty! The shops decorated for the holiday season was such a highlight. I highly recommend this adorable flat.
Stayed 2 nights in Dec 2024