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Black Friday: Get 10% Off Holiday Stays

Holiday home with kitchen, 9-minute walk to U.S. Naval Academy

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Welcome to Eastport Easy's open gathering space.
Enjoy the friendly neighborhood from the front porch of the Eastport Easy!
The newly-furnished bedrooms each have sunny views and generous closet space.
Cooking on vacation? The kitchen is stocked with appliances, large and small, to make a family meal.
Start your day with coffee on the back deck.

Reviews

10 out of 10
Exceptional
2 bedrooms1+ bathroomSleeps 7850 sq ft

Popular amenities

  • Barbecue grill
  • Washer
  • Dryer
  • Kitchen
  • Outdoor space

Explore the area

View in a map
Annapolis, MD
  • Place, Annapolis Maritime Museum
    ‪2 min walk‬
  • Place, U.S. Naval Academy
    ‪19 min walk‬
  • Place, Annapolis City Dock
    ‪2 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪34 min drive‬

Rooms & beds

2 bedrooms (sleeps 7)

Family Room

1 Double Sofa Bed

King Guestroom

1 King Bed

Queen Guestroom

1 Single Bed and 1 Queen Bed

1 bathroom, 1 half bathroom

Main Floor Powder Room

Toilet

Second Floor Hall

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

Black Friday: Get 10% Off Holiday Stays

Experience the Difference: Professionally Managed by iTrip Annapolis
Welcome to your home away from home in the heart of the Maritime Republic of Eastport—a vibrant, walkable neighborhood just across the drawbridge from downtown Annapolis. This professionally-decorated 2-bedroom, 1.5-bath home offers the perfect blend of comfort, location, and Eastport charm.

Start your day with coffee on the sunny front porch, then step into the cozy living room with a large flatscreen TV and Queen sleeper sofa. The open layout leads to a stylish dining area and a fully-stocked gourmet kitchen. Step out back to your private fenced patio and deck, complete with firepit, propane grill, and café seating for 4.

Walk to waterfront restaurants, marinas, the Maritime Museum, and Eastport’s new brewpub. Water taxi access to downtown is just steps away. Unrestricted street parking available.

Sleeps 7 | 2BR / 1.5BA
King Bedroom (upstairs)
Queen + Twin Trundle Bedroom (upstairs)
Queen Sleeper Sofa (main floor)
1 Full bath upstairs, 1 Powder room downstairs

HIGHLIGHTS
Fenced backyard with private deck, patio, firepit & grill
Front porch seating
Dining table for 4–6
Café table for 4 on deck
High-speed WiFi & large Smart TV
Washer & dryer inside the home
Dog-friendly with $150 non-refundable pet fee (per pet)
Keyless entry – check yourself in with an electronic code
Unrestricted, easy street parking
Boutique-level service with starter amenities provided: coffee, toiletries, paper products, dish soap & more
All beds are made with freshly-laundered linens & towels

Distance to:
Downtown Annapolis: 1 mile
USNA: 1.5 miles
DC: 30 miles | Baltimore: 25 miles

House Rules:
No smoking, parties, or events. One guest must be 25+. Quiet hours: 10pm–8am.
Check-in: 4PM | Check-out: 11AM

Add dates for prices

Amenities

Kitchen
Washing machine
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
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Annapolis Maritime Museum and French Soldiers Monument are local attractions and those in the mood for shopping can visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Helen Avalynne Tawes Garden and Annapolis Bowl are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Annapolis, MD

What's nearby

  • Annapolis Maritime Museum - 2 min walk - 0.2 km
  • Annapolis Landing Marina - 6 min walk - 0.6 km
  • Spa Creek - 11 min walk - 1.0 km
  • U.S. Naval Academy - 19 min walk - 1.6 km
  • Annapolis City Dock - 2 min drive - 1.8 km

Getting around

  • Odenton Station - 24 min drive
  • Fort Meade, MD (FME-Tipton) - 38 min drive

Restaurants

  • ‪The Choptank - ‬3 min drive
  • ‪Carrol's Creek Cafe - ‬10 min walk
  • ‪Boatyard Bar & Grill - ‬9 min walk
  • ‪Bitty & Beau’s Coffee - ‬3 min drive
  • ‪Latitude 38 Waterfront Dining - ‬3 min drive

Frequently asked questions

Is Black Friday: Get 10% Off Holiday Stays pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Black Friday: Get 10% Off Holiday Stays?

Check-in begins at 4:00 PM.

What time is check-out at Black Friday: Get 10% Off Holiday Stays?

Checkout is at 11:00 AM.

Where is Black Friday: Get 10% Off Holiday Stays located?

Located in Eastport, this holiday home is within a 10-minute walk of Annapolis Maritime Museum and U.S. Naval Academy. Annapolis Harbor and Spa Creek are also within 15 minutes.

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

8.0/10

Eco-friendliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy
Rating 10 - Excellent. 37 out of 40 reviews
Rating 8 - Good. 3 out of 40 reviews
Rating 6 - Okay. 0 out of 40 reviews
Rating 4 - Poor. 0 out of 40 reviews
Rating 2 - Terrible. 0 out of 40 reviews

Reviews

10/10 Excellent

Brad B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location.
Stayed 3 nights in Oct 2025

10/10 Excellent

Erika T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was in a great location. Well stocked kitchen and house was clean! Thanks for a great location for our USNA reunion.
Stayed 3 nights in Oct 2025

8/10 Good

Neile M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Stayed 5 nights in Jul 2025

10/10 Excellent

Brian S.

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

Naval Academy PPW

Great location… quiet friendly neighborhood. We walked to USNA. On street parking a breeze. Will definitely stay again
Stayed 3 nights in Aug 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Andrea S.

Eastport Easy

Great house! Wonderful, fun, walkable neighborhood.

10/10 Excellent

Bob M.

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

Great place

Simple, comfortable, and close
Stayed 4 nights in Oct 2024

10/10 Excellent

Kerry C.

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

Great Stay in Eastport

We had a fabulous stay in Eastport. The property was exactly as described and in a great location. Looking forward to our next visit!
Stayed 2 nights in Jul 2024

10/10 Excellent

Jeff B.

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

Charming house in a great location

Clean little place in a quiet neighborhood. Walk to great local restaurants and shops.
Stayed 2 nights in Jul 2023

10/10 Excellent

Pam B.

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

USNA visit

Excellent home for a weekend visiting our USNA plebe!
Stayed 4 nights in Oct 2022

10/10 Excellent

Trevor T.

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

Wonderful Eastport Stay

Had a 2 night visit with family. House is extremely close to Eastport marinas which was ideal for us. It was clean and comfortable with a nice outdoor space. Would absolutely visit again
Stayed 2 nights in Jun 2023

10/10 Excellent

John H.

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

Eastport 😎

Five star
Stayed 4 nights in Aug 2024

10/10 Excellent

Steven H.

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

Amazing

Perfect
Stayed 4 nights in Oct 2024

10/10 Excellent

Laurie H.

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

Beautiful Annapolis

We parked our car and never moved it for 4 days! Fun and accessible Annapolis! Walking city with easy & quick Uber rides. Restaurants. Bars, museums, music and the naval academy. Great location and comfortable for adults, dog & 2-year old.
Stayed 3 nights in Sep 2024

10/10 Excellent

Thomas F.

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

Sailing regatta stay

Property was just as shown. Small but well appointed and great location for us. Walking distance to some very nice restaurants.
Stayed 4 nights in Apr 2022

10/10 Excellent

Courtney C.

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

Gingerbread house

A sweet little house in a fabulous location. We stayed here for Christmas to be close to our families, we left the area 3 years ago. House was perfect, quiet neighbors and friendly locals. We would definitely book here again!
Stayed 5 nights in Dec 2023

10/10 Excellent

John P.

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

Outstanding!

Great location. Perfect size. Very very clean
Stayed 3 nights in Jun 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Amy F.

Enjoyable Eastport Stay

Our family of three plus our Aussiedoodle enjoyed our five-day stay at Eastport Easy. The house was sparkling clean and very comfortable. The location was great, an easy walk to nice restaurants and the maritime museum. We enjoyed the fire pit, the deck, and the front porch. We would definitely recommend this as a great getaway and base for exploring all Annapolis has to offer.
Stayed 5 nights in Aug 2023

10/10 Excellent

Susan M.

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

Short stay

The property is very nice, clean and convenient to many Eastport sights and activities. Unfortunately it rained our entire stay so we didn’t get a chance to enjoy the cute back deck. The beds are comfortable and there is plenty of closet space.
Stayed 5 nights in May 2022

10/10 Excellent

david l.

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

Eastern Avenue Annapolis

I rented the property for the weekend for out of town guests who were quite happy there. One drawback is that there's only one bathroom and a half bath.
Stayed 3 nights in May 2024

10/10 Excellent

Patricia E.

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

Location, location, location!❤️❤️

Eastport Easy VERBO was comfortable inside & out with all of the amenities we needed! The outdoor patio was relaxing & we put it to good use! The neighbors next door were friendly & shared touring information with us! We walked to the water, seafood resteraunts and a seafood market.
Stayed 2 nights in May 2024

10/10 Excellent

Lisa Michelle H.

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

Family Fun

We had a nice time celebrating Veterans Day and two family birthdays with my small family of 4. Backyard nice for enjoying outside and it is fenced nicely for the dog. Clean, neat and great location. Pictures are accurate reflection of property and plan to come again!
Stayed 3 nights in Nov 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tiana S.

Beautiful home in Eastport!

This property was truly amazing! It have everything that you may need: truly a home away from home. Short walk from Eastport restaurants and the city dock. Beautiful decor and extremely clean. Very true to the property description and photos. We enjoyed the bbq and backyard! Can’t wait to go back soon!

10/10 Excellent

Stephanie Spissu H., Ashburn, VA

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

Wonderful Stay, Near the Water, and Near the Fun!

We enjoyed our stay very much! The house was exactly as listed and the check in and out procedures were easy to follow. The house is just next to the Annapolis Maritime Museum and a Marina. And, pro tip, the Marina recently added a Coffee Trailer, so tasty coffee and bagels are just in the parking lot next door! The home is walkable to the Eastport area and Annapolis downtown and you have easy access to a few water taxi stops! We enjoyed our visit and would definitely stay again!
Stayed 3 nights in Oct 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kelly M.

Best overnight stay!

This was Definitely a great find! It was super clean, and cozy. We loved the back yard! Beds and pull out couch was super comfortable and easy access. It is in close walking distance to the downtown. We especially loved the extra towels and sheets in the linen closet just in case. perfect for any accasion. This perfect for a night or week definitely would love to book again!
Stayed 2 nights in May 2023

10/10 Excellent

Greg E.

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

Great stay in Eastport

Clean and well stocked house very convenient for our Annapolis visit for USNA parent's weekend. Owner communication was great, check in was easy and everything we needed was in the house. Perfect for our family of four. Parking was a little tough b/c there was some water main construction going on which blocked a lot of the street, but under normal circumstances it seemed like it would be very easy. Would definitely recommend to others.
Stayed 3 nights in Sep 2023

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests