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Steps to Marinas & Shops w Parking in Eastport

Photo gallery for Steps to Marinas & Shops w Parking in Eastport

A porch with a wooden bench, two wicker chairs, and a small table. - Steps to Marinas & Shops w Parking in Eastport (Annapolis)
A modern kitchen with white cabinets, a central island, and a dining area set for six with a wooden table and chairs. - Steps to Marinas & Shops w Parking in Eastport (Annapolis)
A marina with multiple sailboats docked, some with flags, and a few anchored in the water. - Steps to Marinas & Shops w Parking in Eastport (Annapolis)
A living room with a dark blue sofa, a white sofa, a wooden coffee table, and a floor lamp. There is a ceiling fan and framed pictures on the walls. - Steps to Marinas & Shops w Parking in Eastport (Annapolis)
A bedroom with a bed, a bench, a rocking chair, a ceiling fan, and shelves with decorative items. - Steps to Marinas & Shops w Parking in Eastport (Annapolis)
Experience the charm of Eastport at Third Time's the Charm, where a beautifully manicured backyard with a firepit and private deck invites relaxation. Enjoy luxury linens, stainless-steel appliances, and dedicated workspace within this comfortable home.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathrooms109 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Add dates for prices

About this property

Steps to Marinas & Shops w Parking in Eastport

  • Experience the Difference: Professionally Managed by iTrip Annapolis

    Eastport's Third Time's the Charm – Steps from Marinas, Dining, and Historic Annapolis

    This beautiful home is located in Eastport, just across the Spa Bridge from Historic Annapolis. Enjoy the convenience of walking to marinas, yacht clubs, restaurants, shops, and the new Eastport Brewpub. Take a stroll along the waterfront or use the water taxi to explore the harbor.



    Interior Features:

    Living Room: Relax in the comfortable living room with hardwood floors and a flat-screen TV.

    Kitchen & Dining: The recently renovated open kitchen features a breakfast bar, adjacent dining area, and sliding glass doors leading to a large deck.

    Outdoor Space: Enjoy the manicured backyard, complete with a private deck, patio, firepit, and cornhole set.



    Bedrooms:

    Two Queen Bedrooms, each Sleeps 2, on the second floor with luxury bedding, sharing the full bath.

    Additional Sleeping Arrangements: Queen sleeper sofa in Living room



    Highlights:

    Private fenced backyard, patio deck and covered front porch

    Firepit with Adirondack chairs and cornhole

    Gas grill (propane included)

    Stainless-steel appliances including beverage fridge

    WiFi, big-screen TV, and luxury linens

    Dedicated work space

    Starter pack of toiletries, cleaning supplies, and essentials

    Washer & dryer



    U.S. Naval Academy: 1.5 miles

    Washington, D.C.: 30 miles

    Baltimore: 25 miles



    House Rules:

    No smoking, parties, pets or events

    Must be 25+ to book

    Check-in: 4:00 pm | Check-out: 11:00 am

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Bedrooms

  • 2 bedrooms

Bathroom

  • 1.5 bathrooms
  • Hair dryer
  • Shampoo
  • Shower

Living spaces

  • Living room

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Things to do

  • Bicycle parking
  • Bicycle storage

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

  • Bicycle parking
  • Bicycle storage
  • Recycling
  • Unit size: 1,176 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

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 not allowed (service animals welcome)

Children and extra beds

Children are welcome

Events

No events 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
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

About the neighborhood

Eastport, a neighborhood in Annapolis, is home to this vacation home. The area's natural beauty can be seen at Sandy Point State Park and Jonas Green State Park, while Annapolis Maritime Museum and The Colonial Players are cultural highlights. French Soldiers Monument and Helen Avalynne Tawes Garden are also worth visiting. Visit our Annapolis travel guide
View more Vacation Homes in Annapolis
Map
MD, Annapolis

What's nearby

  • A grand hall with ornate columns, a large staircase, and flags.
    U.S. Naval Academy
    17 min walk - 1.5 km
  • A statue on a pedestal labeled "DEKALB" in front of a brick building with a clock tower.
    Maryland State House
    18 min walk - 1.6 km
  • Annapolis Harbor
    2 min walk - 0.2 km
  • Annapolis Maritime Museum
    6 min walk - 0.6 km
  • Annapolis City Dock
    15 min walk - 1.3 km

Getting around

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

Restaurants

  • The Choptank
    15 min walk
  • Starbucks
    17 min walk
  • Boatyard Bar & Grill
    3 min walk
  • Carrol's Creek Cafe
    4 min walk
  • The Red Bean

Frequently asked questions

Is Steps to Marinas & Shops w Parking in Eastport pet-friendly?

No, only service animals are welcome at the property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Steps to Marinas & Shops w Parking in Eastport?

Check-in begins at 4:00 PM.

What time is check-out at Steps to Marinas & Shops w Parking in Eastport?

Check-out is at 11:00 AM.

Where is Steps to Marinas & Shops w Parking in Eastport located?

Located in Eastport, this vacation home is within 1 mi (2 km) of Annapolis Harbor, Annapolis City Dock, and U.S. Naval Academy. Annapolis Maritime Museum and Spa Creek are also within 10 minutes.

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Steps to Marinas & Shops w Parking in Eastport Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers 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. 5 out of 6 reviews
Rating 8 - Good. 1 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

9.0

Cleanliness

10

Location

Reviews

Verified review

10/10 Excellent

R L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was very clean, in a great area and check-in/access was no issue at all. Would recommend.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Lynne P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and a clean, well-appointed house. Iconic Eastport neighborhood.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Talya M.

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

great stay

really cute space, great area walking distance to main st in annapolis
Stayed 2 nights in Nov 2024
From a partner site

10/10 Excellent

Sara S.

Eastport Charm

We visited Annapolis for a long weekend and stayed at "Third times the charm" in Eastport. It was very spacious for our family of four. We loved the backyard and firepit. The location is perfect- close to our favorite restaurant Boatyard- and several playgrounds for the kids. Check-in/out instructions were straightforward.
From a partner site

10/10 Excellent

Great Stay

Nice location for the boat show. We enjoyed the back deck. The interior was comfortable and the kitchen was fully equipped. The property was clean and the management had good communication. Thank you.
Verified review

8/10 Good

Jeannie M.

Liked: Check-in, communication, location, listing accuracy

Eastport Property

There was trash in upstairs bathroom and insects flying about in living room that we were able to kill with rolled up paper towels.
Stayed 3 nights in Dec 2024