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Main Sail

Apartment in Annapolis, MD

6 guests·2 bedrooms·1 bathroom
5.0 · 14 reviews

Why you'll love this stay

Location & Accessibility

Location & Accessibility

Two blocks from Main Street; Naval Academy nearby for easy exploring.

Style & Comfort

Style & Comfort

Chic, comfortable living space with modern amenities and starter kit.

Group & Family Friendly

Group & Family Friendly

Perfect for families: versatile layout, shared bathroom, and multiple sleeping areas.

Property details

Experience the Difference: Professionally Managed by the property manager 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. Minimum age to book this property is : 25

Sleeping arrangements

Bedroom 1

1 Sofa Bed

1 King Bed

Bedroom 2

1 Queen Bed

What’s included

  • Self check-in

    Self check-in

  • Parking

    Parking

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Kitchen

    Kitchen

  • Wi-Fi

    Wi-Fi

Guest reviews

Star icon 5.0 | 14 reviews
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Nancy

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July 2026

Location - not sure any place could have been better - in a quiet, safe area within EASY, short walking distance to the downtown harbor area with so many restaurant choices. One of our favorite things was the parking space right at our back door. Even better, the layout of this place along with great amenities, super comfy beds & furniture, a modern "no tub" standing shower and super clean everywhere - just made it superb. We were in the ground floor unit and the upstairs was occupied - but it must be well insulated because we could barely hear footsteps (and no voices at all). FYI - Wanted to do something different for America's 250 Celebration and Annapolis became our choice! It was supposed to be 2 couples, but unfortunately the other couple got very sick the day before - so it ended up "just us" (myself & my husband).

K

Kim

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November 2025

If you want a clean, cute, and pet friendly place in historic downtown Annapolis, this is your place! Only two blocks from the Main Street, you can walk to great shops, restaurants, the docks, and even Eastport. Had a great trip and would stay again.

M

Margaret S.

Great location, great location, great location

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September 2025

Beautiful, well appointed house in a great location.

K

Kyrsten W.

Great location, great location, great view!

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June 2025

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!

Know before you go

Self check-in

House rules

Check-in: 4:00pm

Checkout: 11:00am

Pets allowed

Min. age to rent: 25

No smoking

No parties

Have a question about this property?

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