Eastport Bungalow

3 BR
2.5 Baths
Sleeps 7


*Flexible Commissioning Week Cancellation Policy*

This unique built in 1927, is a classic Bungalow with historic charm. The Bungalow has three bedrooms, beds for 7, two and a half baths, three flat panel TV's (with Netflix, of course), a bluetooth stereo system, computer with printer, Wi-Fi, washer and dryer, refrigerator, sink and microwave (a kitchenette). The only thing not included is a stove/oven.

A 10 minute walk to the 6th Street drawbridge and to downtown historic Annapolis. Walk to boat show, Naval Academy, shopping, dining - all Annapolis has to offer.

**COVID - 19 Extra Special Precautions: Our guests' and staff's health is our top priority. Our cleaners are taking every precaution when cleaning this home and making sure it meets CDC standards. We are going above and beyond to ensure all surfaces and touch points are being cleaned thoroughly and disinfected (including all light switches, faucets, doorknobs, cabinet handles, remotes, etc.). You will have self check-in and no physical interaction with anyone.**

Be sure to ask about discounted rates for extended stays.


King Suite:

-Second Floor

-King Bed

-Full en-suite bath

Queen guest room:

-Main Floor

-Queen bed

-Full bath in the Hall

Guest room/office

-Main Floor

-Twin Bed Daybed and Trundle Twin bed

-Desk with computer and printer

-Full bath in the Hall

Kitchenette Lounge

-Twin Futon


-Family room with oversized leather sofa

-Bar seating for 2 in the Kitchenette lounge

-Large furnished front porch with fans

-Easy unrestricted street parking

-High Speed Internet and WiFi

-Flat Screen TVs

-Luxury bed and bath linens, complimentary toiletries

-Starter Kit toiletries, coffees and creamers and boutique-level service

-Full-sized washer & dryer

-Coffee maker with starter kit of coffees and creamers


-Dogs allowed with $150 non-refundable pet fee per pet paid prior to check-in.

-Keyless entry. Drive straight to your rental home and enter the front door with an electronic lock code. Prior to your visit, we will send you our mobile app with directions and full instructions.


Property Distance to:

-Downtown Annapolis – .6 miles (3 mins)

-U.S. Naval Academy – .9 mile (5 mins)

-Washington, DC – 32 miles

-Baltimore - 30 miles


* Welcome gift with wine and snacks.

* Amenity & Supplies pack, a starter set of soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.

* All beds are ready made for you with freshly-laundered sheets & towels in the baths.

House Rules

Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Please respect the neighbors and neighborhood. No parties, events or smoking of any kind.

Check-in time: 4:00 pm

Check-out time: 11:00 am

433 Burnside St Annapolis, MD 21403
Registration Number: STR23-145327

Sleeping Arrangements

Upstairs King Suite King
Queen Guest room Queen
Bedroom/Office Twin (2)
Kitchenette Lounge Sofa Twin

Property Rules

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


Air Conditioning
Bath Towels
Bed Linens
Big Screen TV
Carbon Monoxide Detector
Clothes Dryer
Coffee Maker
Cooking basics
Covered Patio
Enhanced Cleaning
Hair Dryer
Internet Access
Iron and Board
Living room
Open Patio
Pets Considered
Private entrance
Self Check-In
Smoke Detector
Smoke alarms
Washing Machine
body wash
hot water
outdoor Fireplace



Frequently Asked Questions


Tenant is at least 25 years old and will be an occupant of the unit Eastport Bungalow. Should any unauthorized persons occupy or use the Premises, Tenant shall vacate the premises immediately without any refund.


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. 


Cancellations must occur at least 30 days prior to arrival date, or WILL BE CHARGED THE FULL AMOUNT. If cancellation occurs 30 days or more prior to arrival date all monies will be refunded with the exception of a $100.00 administrative fee.


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


If you wish to bring your dog, you will need to pay the $150 non-refundable pet deposit per pet, prior to arrival.  If you bring an unathorized pet on to the property, you will be asked to vacate immediately with no refund of rent or damage deposit. Homeowner and Agent assume no responsibility for any illness or injury that may occur to pets or humans while on the premises. Homeowner and Agent assume no responsibility for the behavior of the pet(s); that responsibility is the Tenant owner.


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


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.


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


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


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).


  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. Beds should be stripped of linens and placed in a pile in each bedroom 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 7 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 Smoking.
  6. Reservations are not made by or for a minor, defined as any person under the age of 25.
  7. 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.
  8. All noise must be brought inside by 10pm. Failure to do so could result in a $500 fine.


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 7 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.


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.


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.


Cute place
5/5 stars
We enjoyed our stay in this Bungalow with our Midshipman. With 3 bedrooms and 2-1/2 bathrooms, a comfortable living room and attentive host, it was a pleasant weekend. Note this has a kitchenette as described. Next door is a great bakery and a convenience store is around the block.
- Matthew
Eastport Gem
5/5 stars
This property was marvelous for Plebe Parent Weekend. Close enough to walk but far enough to give our Plebe some distance from the yard. We had plenty of space to spread out and not having a full kitchen was brilliant as I didn’t have to cook! ☺️ Excellent communication from iTrip. We will absolutely stay here again.
- Karre
April weekend
5/5 stars
Very nice place. Clean, well equipped for bathing and sleep. There were also pet treats. While there was coffee and good coffee pot there were not paper or china coffee cups. Minimal silverware or plates. Beside an excellent bakery for weekends
- Margaret

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Contact Manager

Phone (410) 571-4076