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Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis

Vacation home near Annapolis City Dock in Annapolis

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Photo gallery for Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis

A bedroom with a large bed, a TV, and a balcony with a view of buildings and greenery.
A kitchen with granite countertops, a dining area with a round table and chairs, and a hallway leading to a door.
A spacious living room with a brown leather ottoman, a blue armchair, a beige sofa with patterned cushions, and a dining area with a table and chairs.
A bedroom with a bed, two bedside lamps, a ceiling fan, a window, and a door.
A two-story house with a front porch, a stone retaining wall, and a variety of shrubs and plants.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms4 bathrooms325 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Gym

Explore the area

View in a map
Annapolis, MD
  • Place, Annapolis Harbor
    ‪2 min walk‬
  • Place, Annapolis Maritime Museum
    ‪8 min walk‬
  • Place, U.S. Naval Academy
    ‪1 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪40 min drive‬

Room options

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About the area

Annapolis

Eastport stay.At this Eastport vacation home, you'll be within a 5-minute walk of U.S. Naval Academy and Annapolis Harbor. Annapolis Maritime Museum and Spa Creek are also within half a mile (1 km).
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What's nearby

  • Annapolis Harbor - 2 min walk - 0.2 km
  • Annapolis Maritime Museum - 8 min walk - 0.7 km
  • U.S. Naval Academy - 1 min drive - 0.7 km
  • Maryland State House - 3 min drive - 1.8 km
  • Annapolis City Dock - 3 min drive - 2.1 km

Getting around

  • Odenton Station - 25 min drive
  • Fort Meade, MD (FME-Tipton) - 36 min drive

Restaurants

  • ‪The Choptank - ‬17 min walk
  • ‪Starbucks - ‬19 min walk
  • ‪Boatyard Bar & Grill - ‬5 min walk
  • ‪Royal Farms - ‬10 min walk
  • ‪Iron Rooster - ‬19 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis

Experience the Difference: Professionally Managed by iTrip Annapolis

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

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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 3 bedrooms

Bathroom

  • 3.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower

Living spaces

  • Fireplace
  • Living room

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit

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
  • Gym

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
  • Some LED lighting used
  • Unit size: 3,500 square feet

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

  • No pets allowed, but service animals are 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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Property is also known as

15129

Frequently asked questions

How close is Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis to the airport?

This vacation home is 22 mi (36-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.

Does Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis to the beach?

This vacation home is 3.5 mi (8-min drive) from Carrs Beach and 3.8 mi (15-min drive) from Sparrows Beach. Don't forget your sunscreen!

Does Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis?

No, there is no casino at this vacation home.

What time is check-in at Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis?

Check-in begins at 4:00 PM.

Is there free parking at Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis?

Free parking is not available at this vacation home.

Does Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis have a pool?

This vacation home does not have a pool.

Does Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis have a spa?

There are no spa services available at this vacation home.

How close is Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis to downtown Annapolis?

This vacation home is 0.8 mi away from Annapolis.

Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 9 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property and located within minutes walking to anything we needed
Stayed 6 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Walking distance to restaurants
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was very clean. On-site parking is a , as is the yard which includes a fire pit, grill, and outdoor seating!
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy process. Superb property. Best location we could imagine. Incredible value. Loved everything about First Mate.
Stayed 4 nights in Apr 2026
From a partner site

10/10 Excellent

Great Stay!

Nothing but great things to say about our stay at First Mate. From the initial experience with the team at iTrip to the property, A+. The location is terrific, not just for Eastport, but a simple walk to downtown Annapolis. The house was super clean, modern, parking for multiple cars, balconies overlooking the water, you name it! We wish we could have stayed longer to enjoy the full property (e.g. Firepit). We will certainly look to stay again, if it is ever available again!
From a partner site

10/10 Excellent

A wonderful place to stay!

This property was truly a wonderful place to stay! It is beautiful, well-kept with great amenities (jacuzzi tub, barbecue pit, private driveway, etc.), and we were very cozy and comfortable. The view of the Chesapeake Bay from the primary bedroom is breathtaking! Also, the location in Eastport with its great restaurants which is within walking distance to Annapolis and the US Naval Academy is very convenient. We highly recommend staying at this property for a wonderful get away!

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