First Mate

4 BR
3.5 Baths
Sleeps 12

About

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

405 First St Annapolis, MD 21403
Registration Number: 002192_2025

To purchase a vacation home like this one, Jen Holden with Compass Realty or click here to see properties for sale.

Sleeping Arrangements

Waterview Suite King
King Suite King
King Guest room King
Family Bedroom Queen (2), Twin (2)

Bathroom Configuration

Waterview EnSuite: Shower, Tub, Toilet
Queen EnSuite: Combo Tub Shower, Toilet
Buddy Bath: Shower, Combo Tub Shower, Toilet
Main Floor Powder Room: Toilet

Property Rules

Check In: After 4pm
Check Out: Before 11am
Smoking: Not Allowed

Amenities

Air Conditioning
BBQ Grill
Balcony
Bath Towels
Bay View
Bed Linens
Bed and Bath Linens
Big Screen TV
Carbon Monoxide Detector
Clothes Dryer
Coffee Maker
Cooking basics
Dedicated work space
Den
Dining room
Dishwasher
Disinfected
Enhanced Cleaning
Essentials
Family-friendly
Firepit
Fireplace
Fitness Room
Full Kitchen
Hair Dryer
Heating
Ice Maker
Internet
Internet Access
Iron and Board
Kitchen
Laundry
Living room
Microwave
Open Patio
Parking Available
Patio
Private Backyard
Private entrance
Refrigerator
Self Check-In
Shampoo
Smoke Detector
Smoke alarms
Sojo Amenity Kit
Starter cleaning products
Starter coffee
Starter paper products
TV
WIFI
Washing Machine
Water View
body wash
conditioner
hot water
outdoor Fireplace
Wifi

Map

Frequently Asked Questions

AGREEMENT

Tenant is at least 25 years old (an "adult") and will be an occupant of the unit First Mate. Should any unauthorized persons occupy or use the Premises, Tenant shall vacate the premises immediately without any refund.
 

BALANCE

Balance is due 30 days prior to arrival date and includes a refundable damage deposit. The balance is due on _BalanceDueDate_. Payment may be made by major credit card. Damage deposit will be refunded within 7 -10 days of checkout pending inspection by cleaning firm.
 

HAZARDOUS PRACTICES

No BBQ grills of any kind are permitted in the unit. No open flames permitted in the unit.
 

ABSOLUTELY NO PETS

If evidence of a pet(s) is found in the unit or on the premises you will be asked to vacate immediately with no refund of rent or damage deposit.
 

FALSIFIED RESERVATION

Any reservation obtained under false pretense will be subject to forfeiture of reservation deposit, damage deposit, and/or balance of rental payment.
 

HOUSEKEEPING

There is no daily maid service. Linens and towels are included and not to be taken from the unit. There is a $_CleaningFee_ one time cleaning fee.

UTILITIES

No compensation will be given for temporary outage of electricity, gas, water or cable. 

NONSMOKING UNIT

Your damage deposit will be forfeited and you will incur an additional charge for cleaning and deodorizing if any evidence of smoking is found.
 

ENTRY BY OWNER

Owner or owner's agents may enter the premises: in case of an emergency; to make any necessary or agreed upon repairs, alterations, or improvements; supply necessary or agreed upon services or show the premises to prospective purchasers, renters or contractors.  24 hours notice of Owners intent to enter will be given (except in the case of an emergency).
 

RULES AND REGULATIONS

  1. Tenant agrees to leave the premises and its contents in the same condition, neat and tidy, as Tenant found the premises to be upon move-in, normal wear and tear expected. Please leave all used towels on the floors of the bathrooms and beds linens should all be left on each bed for housekeeping.
  2. All dishes are to be washed and all garbage removed from the premises and placed in outside receptacles. If these items are not completed, the guest will be charged an additional cleaning fee. 
  3. The maximum number of occupants shall not exceed 12 people, not including a child in a crib.
  4. Furnishings are not to be removed from the premises for use outside or in other properties.
  5. No pets allowed on premises.
  6. No Smoking.
  7. Reservations are not made by or for a minor, defined as any person under the age of 25.
  8. Tenant and any guest of Tenant shall obey all laws of the state of Maryland, as well as local laws, at all times while they are on the premises. Failure to abide by the laws of Maryland or the above rules may cause tenant to be asked to vacate the premises and forfeit all rents and security/damage deposits.
  9. All noise must be brought inside by 10pm. Failure to do so could result in a $500 fine.

SLEEPING CAPACITY/DISTURBANCES

Tenant and all other occupants will be required to vacate the premises and forfeit the rental fee and security deposit for: Occupancy exceeding the sleeping capacity of 12 people, using the premises for illegal activity, causing damage to the premises rented or to any of the neighboring properties and any other acts which interferes with neighbors' right to quiet enjoyment of their premises.
 

HOLD HARMLESS

iTrip or the Owner, does not assume any liability for loss, damage or injury to persons or their personal property. Neither does owner accept any liability for any inconveniences, damage, loss or injury arising from any temporary defects or stoppage in supply of water, gas, cable service, electricity or plumbing, as well as due to weather conditions, natural disasters, acts of God, or other reasons beyond its control.
 

MAINTENANCE

Please report any maintenance needs for the premises to the us and we will respond as quickly as possible. Refunds will not be made for maintenance issues including, but not limited to heating and air conditioning, appliances, televisions, and stereos.

Reviews

Great Stay!
5/5 stars
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!
- Rich

Thanks, Rich! We’re thrilled to hear that First Mate impressed you with its terrific location, cleanliness, and modern amenities. It’s wonderful to know that you found the house perfect for your needs, with parking for multiple cars and balconies overlooking the water. We’re glad you had a great experience with our team at iTrip and that you enjoyed your stay in Eastport and downtown Annapolis. We hope to host you again next time you’re in town—hopefully, you’ll have more time to enjoy the firepit and everything else the property has to offer! Melissa~iTrip Annapolis

- Manager Response

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Contact Manager

Phone (410) 571-4076