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All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis

Riverside holiday home with kitchen and balcony

Photo gallery for All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis

Welcome to First Mate! Park, drop your bags and head out to the lively Eastport neighborhood full of restaurants, pubs and the sailing lifestyle.
The combo living room and family room has a gas fireplace (with remote) and flatscreen TV.
The gourmet kitchen sits at the center of the home.
Wake up with water views from the 3rd floor King suite.
Enjoy your morning coffee from the front porch and watch the friendly neighbors go by.

Reviews

10 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 12

Popular amenities

  • Fireplace
  • Dryer
  • Washer
  • Kitchen
  • Barbecue grill
  • Parking available

Explore the area

View map
Annapolis, MD
  • Place, Annapolis Maritime Museum
    ‪8 min walk‬
  • Place, U.S. Naval Academy
    ‪17 min walk‬
  • Place, Annapolis City Dock
    ‪19 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪34 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

Family Bedroom

2 Single Beds and 2 Queen Beds

King Guest room

1 King Bed

King Suite

1 King Bed

Waterview Suite

1 King Bed

3 bathrooms, 1 half bathroom

Buddy Bath

Bathtub or shower · Toilet

Main Floor Powder Room

Toilet

Queen EnSuite

Bathtub or shower · Toilet

Waterview EnSuite

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

All Newly-Designed 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

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed, service animals permitted
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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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Annapolis

Located on a river, this holiday home is in Eastport, a neighbourhood in Annapolis. 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 Annapolis Bowl are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Annapolis, MD

What's nearby

  • Annapolis Maritime Museum - 8 min walk - 0.7 km
  • Spa Creek - 9 min walk - 0.8 km
  • U.S. Naval Academy - 17 min walk - 1.5 km
  • Annapolis City Dock - 19 min walk - 1.6 km
  • Maryland State House - 3 min drive - 1.8 km

Getting around

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

Restaurants

  • ‪The Choptank - ‬17 min walk
  • ‪Carrol's Creek Cafe - ‬6 min walk
  • ‪Annapolis Market House - ‬18 min walk
  • ‪Boatyard Bar & Grill - ‬5 min walk
  • ‪Bitty & Beau’s Coffee - ‬19 min walk

Frequently asked questions

Is All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis pet-friendly?

No, only service animals are welcome at the property.

How much is parking at All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis?

On-site parking is available at the property.

What time is check-in at All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis?

Check-in begins at 4:00 PM.

What time is check-out at All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis?

Checkout is at 11:00 AM.

Where is All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis located?

Located in Eastport, this holiday 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.

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

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

Reviews

10/10 Excellent

Lyle B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Walking distance to restaurants
Stayed 2 nights in Oct 2025
This review comes from a trusted partner site and has not been verified.

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!

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests