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New Eastport home Parking, dog-friendly, steps to shops with backyard
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2 bedrooms 1+ bathroom Sleeps 6
Popular amenities
Explore the area

Annapolis, MD
- Annapolis Maritime Museum5 min walk
- Annapolis City Dock19 min walk
- U.S. Naval Academy8 min drive
- Annapolis, MD (ANP-Lee)19 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Balcony King Bedroom
1 King Bed
Family room
1 Double Sofa Bed
Front King Bedroom
1 King Bed
1 bathroom, 1 half bathroom
2nd Floor Hall Bath
Bathtub or shower · Toilet
Main Floor Powder Room
Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area
About this property
New Eastport home Parking, dog-friendly, steps to shops with backyard
New listing available for Commissioning Week 2025!
Charming 1905 Eastport Duplex: Historic Character Meets Modern Comfort
Step into a beautifully-preserved piece of history with this charming 1905 duplex in the heart of Eastport. Offering a seamless blend of old-world charm and modern amenities, this home is perfect for families, professionals, or anyone seeking a cozy, yet stylish getaway.
Main Floor: The spacious open layout on the main floor includes a large living area, a dedicated office/desk space, and a convenient powder room. The inviting dining area opens to a gourmet kitchen, fully equipped with stainless steel appliances, perfect for cooking up a feast. The main floor also features a private, fenced backyard, ideal for relaxing or entertaining.
Upstairs: Two generously-sized King bedrooms provide a restful retreat, complete with luxury linens and a shared full bath. One bedroom boasts a private balcony overlooking the serene backyard and the front King bedroom has its own flatscreen TV and desk space. A bonus loft space offers additional room for kids or younger families to relax and enjoy their own shows.
Additional Features:
Parking for up to 3 cars
Private fenced backyard with a patio deck and and gas fire pit
Covered front porch, perfect for enjoying the neighborhood
Gas grill (propane included)
High-speed WiFi and a big-screen TVs for entertainment
Dedicated workspaces on each level for remote work or study
Full washer & dryer for your convenience
Dog-friendly
Perfect Location: Situated just steps away from Eastport's vibrant cafes, restaurants, and bars, this home offers easy access to everything the neighborhood has to offer. Water access for paddle boarding and kayaking (BYO) is just a short stroll away.
Plus, you're only:
1.5 miles from the U.S. Naval Academy
30 miles from Washington, D.C.
25 miles from Baltimore
House Rules:
No smoking, parties or events
Dogs ok if $150/per pet fee paid prior to checkin
Must be 25+ to book
Check-in: 4:00 pm | Check-out: 11:00 am
Charming 1905 Eastport Duplex: Historic Character Meets Modern Comfort
Step into a beautifully-preserved piece of history with this charming 1905 duplex in the heart of Eastport. Offering a seamless blend of old-world charm and modern amenities, this home is perfect for families, professionals, or anyone seeking a cozy, yet stylish getaway.
Main Floor: The spacious open layout on the main floor includes a large living area, a dedicated office/desk space, and a convenient powder room. The inviting dining area opens to a gourmet kitchen, fully equipped with stainless steel appliances, perfect for cooking up a feast. The main floor also features a private, fenced backyard, ideal for relaxing or entertaining.
Upstairs: Two generously-sized King bedrooms provide a restful retreat, complete with luxury linens and a shared full bath. One bedroom boasts a private balcony overlooking the serene backyard and the front King bedroom has its own flatscreen TV and desk space. A bonus loft space offers additional room for kids or younger families to relax and enjoy their own shows.
Additional Features:
Parking for up to 3 cars
Private fenced backyard with a patio deck and and gas fire pit
Covered front porch, perfect for enjoying the neighborhood
Gas grill (propane included)
High-speed WiFi and a big-screen TVs for entertainment
Dedicated workspaces on each level for remote work or study
Full washer & dryer for your convenience
Dog-friendly
Perfect Location: Situated just steps away from Eastport's vibrant cafes, restaurants, and bars, this home offers easy access to everything the neighborhood has to offer. Water access for paddle boarding and kayaking (BYO) is just a short stroll away.
Plus, you're only:
1.5 miles from the U.S. Naval Academy
30 miles from Washington, D.C.
25 miles from Baltimore
House Rules:
No smoking, parties or events
Dogs ok if $150/per pet fee paid prior to checkin
Must be 25+ to book
Check-in: 4:00 pm | Check-out: 11:00 am
Property manager
iTrip Vacations Annapolis - Sean Degnan
Premier Host
Languages
English
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Annapolis
Eastport, a neighbourhood in Annapolis, is home to this holiday home. Annapolis Maritime Museum and The Colonial Players are cultural highlights, and some of the area's landmarks include Kunta Kinte Plaque & Alex Haley Memorial and John Smith House. Looking to enjoy an event or a game while in town? See what's happening at Alumni Hall or Navy-Marine Corps Memorial Stadium. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Annapolis, MD
What's nearby
- Annapolis Maritime Museum - 5 min walk - 0.5 km
- Annapolis City Dock - 19 min walk - 1.6 km
- Maryland State House - 3 min drive - 2.2 km
- Navy-Marine Corps Memorial Stadium - 5 min drive - 3.8 km
- U.S. Naval Academy - 8 min drive - 4.6 km
Getting around
Restaurants
- The Choptank - 18 min walk
- O'Brien's Annapolis' Original Steakhouse - 19 min walk
- Mc Garvey's Saloon - 19 min walk
- Chipotle Mexican Grill - 19 min walk
- Boatyard Bar & Grill - 5 min walk
Frequently asked questions
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About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan

Languages:
English
Premier Host
They consistently provide great experiences for their guests
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