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First Mate

House in Annapolis, MD

12 guests·4 bedrooms·4 bathrooms
5.0 · 6 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Spacious private yard with fire pit for evenings outdoors.

Entertainment & Amenities

Entertainment & Amenities

Gourmet kitchen and smart TVs elevate every family gathering.

Location & Accessibility

Location & Accessibility

Walkable to Downtown Annapolis, Naval Academy, dining and shopping.

Property details

Experience the Difference: Professionally Managed by the property manager Welcome to your Eastport escape! This newly decorated custom home has everything—Severn River views, a huge private yard, stylish interiors, and parking for 2–3 cars. Just a short mile’s walk to Downtown Annapolis, the Naval Academy, and Eastport’s best dining and shopping, you’ll be perfectly positioned for relaxation and adventure. Main Features Main Floor Gourmet kitchen with high-end appliances Open dining & family room with cozy gas fireplace Walk out to deck, backyard with fire pit & gas grill Second Floor King suite with ensuite private bath + balcony King Guest room with balcony Family bedroom: 2 Queens + 2 Twin trundles Shared buddy bath with double vanities, shower + soaking tub Third Floor Private King suite with spa-like en-suite (shower + tub, double vanities) Balcony with sweeping Severn River views Highlights Gourmet kitchen + dining for 6–8 Extra dining nook (seats 4) Huge outdoor lounge + dining space Gas grill + wood-burning fire pit (BYO firewood) Balconies off back bedrooms Driveway parking for 2–4 cars + free street parking High-speed WiFi + smart TVs Luxury linens & toiletries Washer/dryer Keyless entry + mobile app instructions Close to Everything Downtown Annapolis – 0.9 mi U.S. Naval Academy – 1 mi Washington, DC – 33 mi Baltimore – 33 mi House Rules No groups under 25 without adult present No smoking, pets, parties, or events Please respect the neighbors Check-in: 4:00 PM Check-out: 11:00 AM Minimum age to book this property is : 25

Sleeping arrangements

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Living Room

2 Queen Beds

2 Twin Beds

What’s included

  • Self check-in

    Self check-in

  • Parking

    Parking

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Fireplace

    Fireplace

  • Kitchen

    Kitchen

Guest reviews

Star icon 5.0 | 6 reviews
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A

Anne

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July 2026

Great location with lots of room for guests to hang out and relax.

T

Tami And Jim

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July 2026

Great location at the “First Mate” in Eastport for a family long holiday weekend. Convenient to restaurants, attractions, and sailing schools. Would stay again, but pretty pricey.

T

Tori Leigh

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March 2026

The location of this property is perfect… Easy walking distance to all of the best things in Annapolis, in the cute Eastport neighborhood. The view from the top floor master bedroom is also truly unique and beautiful. We rented the property for multiple members of our family coming from out of town to visit, and they had ample room, and loved everything I just mentioned. We lucked out with a gorgeous weekend, and the fire pit outside was also a super fun amenity on a beautiful evening!

A

Asia

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February 2026

Great Location

Know before you go

Self check-in

House rules

Check-in: 4:00pm

Checkout: 11:00am

No pets allowed

Min. age to rent: 25

No smoking

No parties

Have a question about this property?

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