Entire home

Historic Eastport! Steps from restaurants, retail, and more.

Photo gallery for Historic Eastport! Steps from restaurants, retail, and more.

A waterfront view with a prominent building with a dome, a marina with boats, and a modern building with a glass roof.
A waterfront building named 'Chart House' with large windows and a flat roof, surrounded by boats.
A modern kitchen with white cabinets, a stainless steel refrigerator, a central island with stools, and pendant lighting.
A modern kitchen with a central island, bar stools, and a dining area with a leather sofa and coffee table.
A teal building with a black awning labeled "O'LEARY'S SEAFOOD".

Reviews

10 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Ping pong on-site
    A rare find — challenge friends and family to endless matches.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Annapolis Maritime Museum

Popular amenities

  • On-site fitness centre
  • Toys
  • Barbecue
  • Air-conditioning
  • Pet-friendly
  • Refrigerator

Explore the area

View map
Annapolis, MD
  • Place, Annapolis Maritime Museum
    ‪6 min walk‬
  • Place, Annapolis City Dock
    ‪17 min walk‬
  • Place, U.S. Naval Academy
    ‪18 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪40 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Bedroom 4

1 Queen Bed

Living Room 1

1 Double Sofa Bed

4 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet · Shower only · Shampoo

Bathroom 4

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Kitchen
Separate dining area
Number of living rooms
Dining area

Add dates for prices

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About the area

Annapolis

Eastport, a neighbourhood in Annapolis, is home to this holiday home. John Smith House and William Paca House are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Travelling with kids? Consider Annapolis Maritime Museum, or check out an event or a game at Tose Family Tennis Center.
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Map
Annapolis, MD

What's nearby

  • Annapolis Harbor - 3 min walk - 0.3 km
  • Annapolis Maritime Museum - 6 min walk - 0.6 km
  • Spa Creek - 6 min walk - 0.6 km
  • Annapolis City Dock - 17 min walk - 1.5 km
  • U.S. Naval Academy - 18 min walk - 1.6 km

Getting around

  • Odenton Station - 24 min drive
  • Fort Meade, MD (FME-Tipton) - 32 min drive

Restaurants

  • ‪The Choptank - ‬16 min walk
  • ‪Royal Farms - ‬6 min walk
  • ‪Boatyard Bar & Grill - ‬4 min walk
  • ‪Iron Rooster - ‬18 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬18 min walk

Frequently asked questions

Is Historic Eastport! Steps from restaurants, retail, and more. pet-friendly?

Yes, this property allows pets (limit 2 total).

How much is parking at Historic Eastport! Steps from restaurants, retail, and more.?

On-site parking is available at the property.

What time is check-in at Historic Eastport! Steps from restaurants, retail, and more.?

Check-in begins at 3:00 PM.

What time is check-out at Historic Eastport! Steps from restaurants, retail, and more.?

Checkout is at 11:00 AM.

Where is Historic Eastport! Steps from restaurants, retail, and more. located?

This family-friendly Annapolis holiday home is located in Eastport, within 1 mi (2 km) of Annapolis Harbor and Annapolis City Dock. Annapolis Maritime Museum and Spa Creek are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 9 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

great location

We really enjoyed our stay here. We were in town for our daughter's wedding at the Maritime Museum. The house and its location were perfect.
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

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

Great accomodation

This is a wonderful home with all the amenities you can imagine. I would highly recommend this property for a great stay.
Stayed 6 nights in Apr 2024
Verified review

10/10 Excellent

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

Family reunion

Great location, beautiful home, and easy communication with the owners. Highly recommend.
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

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

Excellent House

Location and house were super nice. Clean and updated. Great neighborhood. Owner was fantastic to work with. Highly recommend.
Stayed 3 nights in Dec 2024
Verified review

10/10 Excellent

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

USNA Baseball Weekend

We really enjoyed our stay and the house was perfect for our family. All the amenities we needed were available and the hosts were very helpful and prompt when we had a question about the TV. We would definitely return in the future
Stayed 5 nights in Apr 2024
Verified review

10/10 Excellent

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

Cal 25 Nationals

Could not say enough on how ell we were taken care of nad every thing at the home was perfect
Stayed 5 nights in Sep 2024
Verified review

10/10 Excellent

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

Feeling the Love at The Love Shack

Our family enjoyed our stay during our 5 day visit to Annapolis. We used all of the amenities and all of the spaces in this beautiful, well maintained and fully equipped home designed and dedicated to making guests feel welcome. ❤️
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is clean and well stocked. Beds clean and comfy. The kitchen is nice and has all you need to cook. Enough bedrooms to have privacy. Do not park in front of red lines on curb.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location and layout of this home was absolutely perfect! Our family could walk to all the Eastport and Annapolis destinations which was very helpful as we were vacationing with a toddler. The home was clean, well-equipped and offered plenty of room to spread out and relax. The basement was a particular asset as different generations like to watch different TV shows at night. Loved the drop zone at the side door and the backyard offered shade in the afternoon for the little one to frolic in a little splash pool we brought with us. Would definitely stay here again!
Stayed 5 nights in Jul 2026
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