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

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

Enjoy Eastport Easy's private backyard patio with a fire pit and fenced-in yard.
Welcome to Eastport Easy's open gathering space.
Enjoy the friendly neighborhood from the front porch of the Eastport Easy!
Cooking on vacation? The kitchen is stocked with appliances, large and small, to make a family meal.
The newly-furnished bedrooms each have sunny views and generous closet space.

Reviews

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

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Rooms & beds

2 bedrooms (sleeps 7)

Family Room

1 Queen 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
Kitchen
Number of living rooms
Garden

About this property

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

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
Our prices include all fees. No hidden fees.

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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

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. Maryland Hall for Creative Arts and Wild Bird Center are also worth visiting.
View more Holiday homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • Annapolis Maritime Museum - 2 min walk - 0.2 km
  • Annapolis Landing Marina - 6 min walk - 0.6 km
  • Annapolis Harbor - 8 min walk - 0.7 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
  • ‪Sammy's Italian Pizza Kitchen - ‬18 min walk
  • ‪Annapolis Market House - ‬3 min drive

Frequently asked questions

Is 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

As of 23 Mar 2026, prices found for a 1-night stay for 2 adults at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free on 15 Jun 2026 start from £303, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

On-site parking is available at the property.

What time is check-in at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

Check-in begins at 4:00 PM.

What time is check-out at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

Checkout is at 11:00 AM.

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

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 38 out of 42 reviews
Rating 8 - Good. 4 out of 42 reviews
Rating 6 - Okay. 0 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 0 out of 42 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

MH

Amazing in Annapolis

The accommodations in Annapolis are great. Easy parking, clean well kept rooms, kitchen stocked with cookware so you can make your own meals. Washer and Dryer if you are visiting for an extended stay. This booking was last minute and everything has been great.
Verified

10/10 Excellent

Brad B.

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

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
Verified

8/10 Good

Neile M.

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

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
From a partner site

10/10 Excellent

Andrea S.

Eastport Easy

Great house! Wonderful, fun, walkable neighborhood.
Verified

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
Verified

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
From a partner site

10/10 Excellent

Jennifer M.

Wonderful experience

Our stay at Eastport Easy exceeded our already great expectations. The home was as charming as it was convenient to downtown Annapolis. We easily found street parking right in front of the home which is located in a picturesque, quiet neighborhood. The backyard’s fire pit was a cozy place for us to unwind at the end of our day. The layout of the bedrooms were accommodating for our party and the beds were cozy too. Thank you for a great stay. Until next time Eastport
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

John H.

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

Eastport 😎

Five star
Stayed 4 nights in Aug 2024
Verified

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
Verified

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
From a partner site

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
Verified

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
Verified

10/10 Excellent

Steven H.

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

Amazing

Perfect
Stayed 4 nights in Oct 2024
Verified

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
Verified

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
From a partner site

10/10 Excellent

Kelly M.

Great s

This is a lovely townhouse in a great location! We enjoyed taking walks around the area…amazing access to coffee shops, restaurants and bars. The unit is nicely updated and well stocked. The iTrip staff was so pleasant and easy to work with. Would definitely recommend Eastport Easy!
Verified

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
From a partner site

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!
Verified

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
Verified

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

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
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