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Walk to Waterfront & USNA from Eastport Gem with Fire pit, Porch & Fenced-In Yard

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Across the Annapolis Waterfront drawbridge in Eastport, this charming 2-bedroom home welcomes you with a sunny front porch and a family room equipped with a new flatscreen TV. Inside, discover the fully-stocked kitchen and enjoy meals on the back deck or around the dining table. With its fenced yard, firepit, and patio seating for 4 at cafe table - perfect for relaxing after exploring nearby marinas or maritime Museum.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 7850 sq ft

Popular amenities

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

Add dates for prices

About this property

Walk to Waterfront & USNA from Eastport Gem with Fire pit, Porch & Fenced-In Yard

  • Experience the Difference: Professionally Managed by iTrip Annapolis

    Walk to waterfront restaurants, hop the water taxi into downtown Annapolis, and unwind by your private fire pit—all from this charming Eastport retreat just minutes from the US Naval Academy. This professionally-decorated 2-bedroom, 1.5-bath home offers the perfect blend of comfort, location, and Eastport charm. Perfect for couples or families traveling with their pups!



    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.



    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

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1.5 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Firepit
  • Garden
  • Gas grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden
  • Unit size: 850 square feet

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Meeting facility
Historic Inns of Annapolis
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  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
9.0 out of 10, Wonderful, 1,844 reviews
The price is £123
includes taxes & fees
25 May - 26 May
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Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are available

Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed

Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
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

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 Helen Avalynne Tawes Garden are also worth visiting. Visit our Annapolis travel guide
View more Holiday homes in Annapolis
Map
Annapolis, MD

What's nearby

  • U.S. Naval Academy
    U.S. Naval Academy
    2 min drive - 0.7 miles
  • Maryland State House
    Maryland State House
    3 min drive - 1.1 miles
  • Annapolis Maritime Museum
    2 min walk - 0.1 miles
  • Annapolis Harbor
    8 min walk - 0.4 miles
  • Annapolis City Dock
    3 min drive - 1.3 miles

Getting around

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

Restaurants

  • Carrol's Creek Cafe
    10 min walk
  • The Choptank
    3 min drive
  • Boatyard Bar & Grill
    9 min walk
  • Sammy's Italian Pizza Kitchen
    18 min walk
  • Annapolis Market House
    3 min drive

Frequently asked questions

Is Walk to Waterfront & USNA from Eastport Gem with Fire pit, Porch & Fenced-In Yard pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Walk to Waterfront & USNA from Eastport Gem with Fire pit, Porch & Fenced-In Yard?

On-site parking is available at the property.

What time is check-in at Walk to Waterfront & USNA from Eastport Gem with Fire pit, Porch & Fenced-In Yard?

Check-in begins at 4:00 PM.

What time is check-out at Walk to Waterfront & USNA from Eastport Gem with Fire pit, Porch & Fenced-In Yard?

Checkout is at 11:00 AM.

Where is Walk to Waterfront & USNA from Eastport Gem with Fire pit, Porch & Fenced-In Yard 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.

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Walk to Waterfront & USNA from Eastport Gem with Fire pit, Porch & Fenced-In Yard Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 39 out of 44 reviews
Rating 8 - Good. 5 out of 44 reviews
Rating 6 - Okay. 0 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

10

Cleanliness

9.8

Location

10

Property conditions & facilities

Reviews

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

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

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
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

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
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

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

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
Verified

10/10 Excellent

Stephanie Spissu H.

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
Verified

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
From a partner site

8/10 Good

Wynn G.

Great spot

This house was just as advertised. We loved it. The back yard is very inviting and was perfect for our dog. The neighborhood is fabulous and the walk into Annapolis proper made the trip for us. It is about a 25 minute walk through the lovely Eastport neighborhood. A couple of times we broke up the walk with a stop at a neighborhood pub!! The house itself is no frills but it worked and we would definitely consider staying again.
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Joseph A.

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

Wonderful property in Eastport

This property was great! It is located in a very quiet neighborhood in Eastport and there is ample street parking. It is very clean and very well stocked with dishes, cooking pots, pans, nice boos cutting board and utensils and dishes. The two bedrooms are very nice and comfortable and the shower and bathroom is clean and nice. The outdoor area in back is very usable and there is a brand new barbecue grill with gas. We for the PPW at the Naval Academy and it was perfect. It is about a 5-7 minute drive from the Academy. All around great place to stay.
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Matthew B.

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

Great spot for a fun weekend in the Republic of Eastport

We stayed at the home for two consecutive weekends. It is a wonderful 2 bedroom townhome with an inviting small backyard and porch. Porch has a grill and nice small table with seating for four. We got a dozen steamed crabs from the wonderful seafood shop directly behind the house called Wild Country Seafood. We got breakfast from Leeward Market steps from the house. You are just a few short blocks from Davis Pub, Boatyard Bar and Grill, Charthouse, etc... The Annapolis Maritime Museum is also steps away and a must visit. Bottom line, great location, great host coordination, comfortable beds, great outside spaces, friendly neighbors. A great option!
Stayed 2 nights in Sep 2023
From a partner site

10/10 Excellent

Victor

great rental

What a great place Eastport Easy was. Quiet street with easy parking on the street. Great location with short and easy walks to all the Eastport restaurants and bars. Definitely a marine atmosphere with lots of boats in boatyards all around. Inside was comfortable and kitchen well stocked with appliances and cutlery. Both beds comfortable but with a street light right outside the master bedroom. I had to use temporary blackout shades to help sleep at night. The backyard was perfect with a small deck for a table/chairs as well as a nice big propane grill. A firepit with four chairs was on the lower part of the backyard. All appliances and grills worked well with plenty of extra propane if needed. All in all this was an excellent rental for 2 months. I felt very comfortable and safe there. Highly recommended.
From a partner site

10/10 Excellent

Chris E.

Eastport Easy, aptly named!

Wanted to spend my wife’s birthday in Eastport as we both love the area and the restaurants. This was our first time staying here, but we will certainly look to rent it again for any future trips. It is a small townhouse, but perfect for the two of us and our dog. Nicely appointed, very comfortable, and in a great location, walkable for just about everything in Eastport, and easy to get over to Annapolis city dock area as well. We would have liked to be able to enjoy the very cute backyard area more, but it was Almost unbearably hot during our trip. We did manage to spend some time out there in the mornings, very peaceful. I highly recommend this place for anyone looking for a comfortable place in Eastport. My only suggestion would be to add an icemaker to the refrigerator. But not a big deal. There is a very convenient market just a block away! We also loved Oscars, a very fun, little coffee trailer, just around the corner, right on the water. Very dog, friendly place, and a good place to start my morning walks with our dog every day!
From a partner site

10/10 Excellent

Deborah T.

Peaceful and Comfy

This place is a little gem. The location is convenient to historic downtown Annapolis. The traffic there is bad so I don’t like to drive. The water taxi runs by the hour at the maritime museum and if you can’t wait then it’s a short walk to the Chart House to catch the water taxi there. The home itself was clean and as pictured. There were a few ants in the kitchen but nothing to phone home about. We were welcomed with crab chips and a bottle of wine which was a very nice touch. The coffee was stocked and I enjoyed coffee on the back deck with a view of the marina and the sounds of the ships and sailboats in the background. The beds are comfortable upstairs. The sofa bed was not too bad either. The people are friendly, the neighborhood is inviting and safe. Parking was easy and convenient as well. Davis’ Pub is a short walk away and the food is delightful. The pub is dog friendly and has a dog menu. The dogs also approved of the home and the doggy pub across the street from Davis’ .
Stayed 2 nights in Sep 2023
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

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

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
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

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