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

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A bedroom with a large bed, a TV, and a balcony with a view of buildings and greenery. - Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis (Annapolis)
A two-story house with a front porch, a stone retaining wall, and a variety of shrubs and plants. - Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis (Annapolis)
A kitchen with granite countertops, a dining area with a round table and chairs, and a hallway leading to a door. - Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis (Annapolis)
A bedroom with a bed, two bedside lamps, a ceiling fan, a window, and a door. - Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis (Annapolis)
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. - Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis (Annapolis)
Experience the best of Eastport in this custom-designed 4-bedroom, 3.5-bathroom home, featuring water views and a spacious private yard with a gas fireplace and wood-burning fire pit. Located just a mile walk from downtown historic Annapolis, enjoy gourmet kitchen with high-end appliances, luxury bed linens and complimentary toiletries.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms4 bathrooms3500 sq ft

Popular amenities

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

Add dates for prices

About this property

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

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

Similar properties

Meeting facility
Historic Inns of Annapolis
Historic District
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
9.0 out of 10, Wonderful, 1,897 reviews
The price is CA $161
CA $232 total
includes taxes & fees
Aug 19 - Aug 20
Historic Inns of Annapolis
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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 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

About the area

Eastport, a neighborhood in Annapolis, is home to this vacation home. 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. Helen Avalynne Tawes Garden and Maryland Hall for Creative Arts are also worth visiting. Visit our Annapolis travel guide
View more Vacation homes in Annapolis
Map
Annapolis, MD

What's nearby

  • A grand hall with ornate columns, a large staircase, and flags.
    U.S. Naval Academy
    1 min drive - 0.7 km
  • A statue on a pedestal labeled "DEKALB" in front of a brick building with a clock tower.
    Maryland State House
    3 min drive - 1.8 km
  • Annapolis Harbor
    2 min walk - 0.2 km
  • Annapolis Maritime Museum
    8 min walk - 0.7 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
  • Boatyard Bar & Grill
    5 min walk
  • Carrol's Creek Cafe
    6 min walk
  • Royal Farms
    10 min walk
  • McGarvey's Saloon & Oyster Bar
    19 min walk

Frequently asked questions

Is Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis pet-friendly?

No, only service animals are welcome at the property.

How much does it cost to stay at Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis?

As of Jul 22, 2026, prices found for a 1-night stay for 2 adults at Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis on Sept 14, 2026 start from CA $985, excluding 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?

Onsite parking is available at the property.

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.

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

Check-out is at 11:00 AM.

Where is Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis located?

Located in Eastport, this vacation home is within a 5-minute walk of Annapolis Harbor and U.S. Naval Academy. Annapolis Maritime Museum and Spa Creek are also within 10 minutes.

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Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis 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. 6 out of 6 reviews
Rating 8 - Good. 0 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

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Sheryl M.

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

10/10 Excellent

Lyle B.

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

10/10 Excellent

Franklin P.

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

Rich W.

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!