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2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

Vacation home near U.S. Naval Academy in Annapolis

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Reviews

10 out of 10
Exceptional

Entire apartment

2 bedrooms1 bathroomSleeps 684 sq m

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
    ‪5 min walk‬
  • Place, U.S. Naval Academy
    ‪6 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪32 min drive‬

Room options

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About the area

Annapolis

Heart of Annapolis.With a stay at this Historic District vacation home, you'll be steps from Maynard-Burgess House and Ellen O. Moyer Nature Park at Back Creek. Spa Creek and Maryland Federation of Art are also within half a mile (1 km).

What's nearby

  • Maryland State House - 5 min walk - 0.4 km
  • Annapolis City Dock - 5 min walk - 0.4 km
  • William Paca House - 6 min walk - 0.6 km
  • U.S. Naval Academy - 6 min walk - 0.6 km
  • Hammond-Harwood House - 9 min walk - 0.8 km

Getting around

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

Restaurants

  • ‪Starbucks - ‬5 min walk
  • ‪Rams Head Tavern - ‬7 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬5 min walk
  • ‪Buddy's Crabs & Ribs - ‬6 min walk
  • ‪Chick & Ruth's Delly - ‬3 min walk

About this property

Entire place

You'll have the entire apartment to yourself and will only share it with other guests in your party.

2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

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

Property amenities

Internet

  • Available in the house: Free WiFi

Kitchen

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

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

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Energy-saving switches in guestrooms
  • 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

2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 11 out of 11 reviews
Rating 8 - Good. 0 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Margaret S.

Liked: Cleanliness
Beautiful, well appointed house in a great location.
Stayed 2 nights in Sep 2025

10/10 Excellent

Nancy E., Ocean, NJ

Liked: Cleanliness

Perfect location

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

10/10 Excellent

Sara G.

Liked: Cleanliness

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

10/10 Excellent

Jason H.

Liked: Cleanliness

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

10/10 Excellent

Trish L.

Liked: Cleanliness

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

10/10 Excellent

Mary M.

Liked: Cleanliness

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

10/10 Excellent

Daniel N.

Liked: Cleanliness

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