Entire home
Eastport 3 bedroom Cottage: Walk to Downtown
Photo gallery for Eastport 3 bedroom Cottage: Walk to Downtown





Popular amenities
- Onsite parking available
- Kitchen
- Washing machine
- Air-conditioning
- Garden
- Internet access
Explore the area

Annapolis, MD
- Annapolis Maritime MuseumPlace, Annapolis Maritime Museum2 min drive
- U.S. Naval AcademyPlace, U.S. Naval Academy3 min drive
- Annapolis City DockPlace, Annapolis City Dock4 min drive
- Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)40 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 Double Bed
Bedroom 1
2 Double Beds
Bedroom 2
1 Queen Bed
2 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Bathtub · Toilet · Shower only
Spaces
Kitchen
Office
Garden
About this property
Eastport 3 bedroom Cottage: Walk to Downtown
Summary:
Discover Annapolis from our charming Eastport cottage! This updated home comfortably sleeps 8 and is perfect for USNA events or a relaxing getaway. Enjoy a fully equipped kitchen, spacious backyard and a prime location just a 15-minute walk from Downtown Annapolis. Experience the best of historic Eastport with its marinas, waterfront dining, and local shops right at your doorstep. Your ideal family or group retreat awaits!
The Space:
Welcome to our charming and updated cottage home, your perfect base for exploring all that Annapolis has to offer! Nestled in the historic Eastport neighborhood, this home is ideal for families and friends.
Step inside and you'll be greeted by a bright, inviting living area filled with ample natural light. The home offers several comfortable spaces to unwind, including a sun-filled sitting room and an additional living area on the lower level.
Key Features:
Fully equipped kitchen with modern stainless steel appliances and a breakfast bar.
Adjacent dining area for enjoying home-cooked meals.
Two full bathrooms with contemporary fixtures and complimentary toiletries.
Spacious and private backyard area, ideal for relaxing and outdoor entertaining.
Sleeping Arrangements:
Master Bedroom: One plush Queen size bed
Second Bedroom: One cozy Full size bed
Third Bedroom: Two Double beds
Guest Access:
You will have private and exclusive access to the entire home throughout your stay. This includes all interior spaces—bedrooms, bathrooms, kitchen, and living areas—as well as the private backyard. Enjoy the comfort and privacy of having the whole space to yourselves.
The Neighborhood:
Our home is close to Eastport staples such as Vin909, Eastport Kitchen, Adam's Taphouse, Blackwall Hitch, and a short Uber Ride to Eastport Restaurant Row.
Other Things to Note:
For your security and peace of mind, please be aware that exterior security cameras are present on the property. These cameras monitor the exterior of the home only and do not have views of any interior spaces.
City of Annapolis Rental License: RENT-000027-2026
Interaction with Guests:
We respect our guests' privacy and offer a self-check-in process for your convenience. While we will not be present during your stay, we are always available via the messaging app or phone if you have any questions or need assistance.
Discover Annapolis from our charming Eastport cottage! This updated home comfortably sleeps 8 and is perfect for USNA events or a relaxing getaway. Enjoy a fully equipped kitchen, spacious backyard and a prime location just a 15-minute walk from Downtown Annapolis. Experience the best of historic Eastport with its marinas, waterfront dining, and local shops right at your doorstep. Your ideal family or group retreat awaits!
The Space:
Welcome to our charming and updated cottage home, your perfect base for exploring all that Annapolis has to offer! Nestled in the historic Eastport neighborhood, this home is ideal for families and friends.
Step inside and you'll be greeted by a bright, inviting living area filled with ample natural light. The home offers several comfortable spaces to unwind, including a sun-filled sitting room and an additional living area on the lower level.
Key Features:
Fully equipped kitchen with modern stainless steel appliances and a breakfast bar.
Adjacent dining area for enjoying home-cooked meals.
Two full bathrooms with contemporary fixtures and complimentary toiletries.
Spacious and private backyard area, ideal for relaxing and outdoor entertaining.
Sleeping Arrangements:
Master Bedroom: One plush Queen size bed
Second Bedroom: One cozy Full size bed
Third Bedroom: Two Double beds
Guest Access:
You will have private and exclusive access to the entire home throughout your stay. This includes all interior spaces—bedrooms, bathrooms, kitchen, and living areas—as well as the private backyard. Enjoy the comfort and privacy of having the whole space to yourselves.
The Neighborhood:
Our home is close to Eastport staples such as Vin909, Eastport Kitchen, Adam's Taphouse, Blackwall Hitch, and a short Uber Ride to Eastport Restaurant Row.
Other Things to Note:
For your security and peace of mind, please be aware that exterior security cameras are present on the property. These cameras monitor the exterior of the home only and do not have views of any interior spaces.
City of Annapolis Rental License: RENT-000027-2026
Interaction with Guests:
We respect our guests' privacy and offer a self-check-in process for your convenience. While we will not be present during your stay, we are always available via the messaging app or phone if you have any questions or need assistance.
Our prices include all fees. No hidden fees.
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Waterfront home: history, nature and comfort
Arnold
Waterfront home: history, nature and comfort
Arnold
- Kitchen
- Washing machine
- Dryer
- Pet-friendly

Coastal Modern Retreat | Large Group Getaway on 2 Acres
Arnold
Coastal Modern Retreat | Large Group Getaway on 2 Acres
Arnold
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi

Timeless Charm Meets Modern Comfort
Historic District
Timeless Charm Meets Modern Comfort
Historic District
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (7 reviews)
10/10
Exceptional
(7 reviews)

Historic Downtown Charmer, Water Views and Parking!
Historic District
Historic Downtown Charmer, Water Views and Parking!
Historic District
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (137 reviews)
10/10
Exceptional
(137 reviews)

Port of Call: 5BR Modern Nautical Luxury
Anchorage
Port of Call: 5BR Modern Nautical Luxury
Anchorage
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)

Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio
Historic District
Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio
Historic District
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (5 reviews)
10/10
Exceptional
(5 reviews)

Cozy Stay in Downtown Naptown -Located in the heart of Annapolis - 3BR, 2 BA
Historic District
Cozy Stay in Downtown Naptown -Located in the heart of Annapolis - 3BR, 2 BA
Historic District
- Washing machine
- Dryer
- Air-conditioning
- Parking available
9.6 out of 10, Exceptional, (5 reviews)
9.6/10
Exceptional
(5 reviews)

Tastefully decorated fully-equipped Eastport Annapolis house with water views
Eastport
Tastefully decorated fully-equipped Eastport Annapolis house with water views
Eastport
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (91 reviews)
10/10
Exceptional
(91 reviews)

Annapolis waterfront "tiny house" in garden setting
Epping Forest
Annapolis waterfront "tiny house" in garden setting
Epping Forest
- Kitchen
- Air-conditioning
- Outdoor space
- Parking available
10.0 out of 10, Exceptional, (255 reviews)
10/10
Exceptional
(255 reviews)

Historic Annapolis 2BR En Suite Retreat- Walk to Naval Academy & Dock
Historic District
Historic Annapolis 2BR En Suite Retreat- Walk to Naval Academy & Dock
Historic District
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)

Firefly Cottage at the Cape, Hot Tub, Community beach, Strawberry festival, USNA
Cape Saint Claire
Firefly Cottage at the Cape, Hot Tub, Community beach, Strawberry festival, USNA
Cape Saint Claire
- Hot tub
- Breakfast included
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (107 reviews)
10/10
Exceptional
(107 reviews)

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
- Washing machine
- Dryer
- Air-conditioning
- Parking available
10.0 out of 10, Exceptional, (6 reviews)
10/10
Exceptional
(6 reviews)

Unique and central in Eastport
Eastport
Unique and central in Eastport
Eastport
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)

The Liberty House- Pristine Renovation with parking
Murray Hill
The Liberty House- Pristine Renovation with parking
Murray Hill
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (51 reviews)
10/10
Exceptional
(51 reviews)

Historic Happy Home Steps from Main Street – Private Yard, Screened-In Porch & Parking
Historic District
Historic Happy Home Steps from Main Street – Private Yard, Screened-In Porch & Parking
Historic District
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (32 reviews)
10/10
Exceptional
(32 reviews)

Walk to Main Street, City Dock and USNA Gate 1 From Historic Catch 22 with Private Patio
Historic District
Walk to Main Street, City Dock and USNA Gate 1 From Historic Catch 22 with Private Patio
Historic District
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
9.8 out of 10, Exceptional, (29 reviews)
9.8/10
Exceptional
(29 reviews)

WATERFRONT COTTAGE ON SEVERN - STUNNING VIEWS - MINUTES FROM DOWNTOWN ANNAPOLIS
Epping Forest
WATERFRONT COTTAGE ON SEVERN - STUNNING VIEWS - MINUTES FROM DOWNTOWN ANNAPOLIS
Epping Forest
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.8 out of 10, Exceptional, (56 reviews)
9.8/10
Exceptional
(56 reviews)

Fleet St Retreat in Downtown - Great Location!
Historic District
Fleet St Retreat in Downtown - Great Location!
Historic District
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
9.6 out of 10, Exceptional, (67 reviews)
9.6/10
Exceptional
(67 reviews)

Downtown Row Home | Walk to City Dock
Historic District
Downtown Row Home | Walk to City Dock
Historic District
- Kitchen
- Air-conditioning
- Parking available
- Microwave

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Eastport
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Eastport
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (138 reviews)
10/10
Exceptional
(138 reviews)

Stunning Waterfront Cottage in the Sailing Capital of the World!
Annapolis
Stunning Waterfront Cottage in the Sailing Capital of the World!
Annapolis
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (221 reviews)
10/10
Exceptional
(221 reviews)

Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!
Riva
Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!
Riva
- Kitchen
- Washing machine
- Free Wi-Fi
- Air-conditioning
9.6 out of 10, Exceptional, (5 reviews)
9.6/10
Exceptional
(5 reviews)

Go Navy! Steps to USNA, City Dock & Street Parking
Historic District
Go Navy! Steps to USNA, City Dock & Street Parking
Historic District
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (11 reviews)
10/10
Exceptional
(11 reviews)

Family and Dog-Friendly, "Around the Corner" from Annapolis Hot Spots with Fenced-In Yard and Parkin
Eastport
Family and Dog-Friendly, "Around the Corner" from Annapolis Hot Spots with Fenced-In Yard and Parkin
Eastport
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (31 reviews)
10/10
Exceptional
(31 reviews)

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
West River
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
West River
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
9.6 out of 10, Exceptional, (47 reviews)
9.6/10
Exceptional
(47 reviews)

Waterfront 2-Bedroom Condo on Spa Creek
Eastport
Waterfront 2-Bedroom Condo on Spa Creek
Eastport
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (12 reviews)
10/10
Exceptional
(12 reviews)

ACROSS FROM STADIUM - walk to downtown Annapolis.
Homewood
ACROSS FROM STADIUM - walk to downtown Annapolis.
Homewood
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.4 out of 10, Exceptional, (62 reviews)
9.4/10
Exceptional
(62 reviews)

Experience Historic Annapolis — Stay in This Unique Dual-Suite Home with On-Site Parking
Historic District
Experience Historic Annapolis — Stay in This Unique Dual-Suite Home with On-Site Parking
Historic District
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

Annapolis Town Center Cottage
Annapolis
Annapolis Town Center Cottage
Annapolis
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)

Gather, Relax & Explore — Townhome 1 Block from State Capitol Building with Backyard & Parking
Historic District
Gather, Relax & Explore — Townhome 1 Block from State Capitol Building with Backyard & Parking
Historic District
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (37 reviews)
10/10
Exceptional
(37 reviews)
About the area
Annapolis
Located in Annapolis, this holiday home is in the city centre. Annapolis Harbor and Ego Alley are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall.

Annapolis, MD
What's nearby
- Annapolis Harbor - 12 min walk - 1.1 km
- Annapolis Maritime Museum - 2 min drive - 1.1 km
- U.S. Naval Academy - 3 min drive - 1.4 km
- Maryland State House - 3 min drive - 1.8 km
- Annapolis City Dock - 4 min drive - 2.1 km
Getting around
- Odenton Station - 24 min drive
- Fort Meade, MD (FME-Tipton) - 34 min drive
Restaurants
- Starbucks - 3 min drive
- Carrol's Creek Cafe - 15 min walk
- The Choptank - 2 min drive
- Boatyard Bar & Grill - 15 min walk
- Sammy's Italian Pizza Kitchen - 9 min walk
Tell us how we can improve our siteShare feedback