Eastport Easy

2 BR
1.5 Baths
Sleeps 7


This professionally-decorated and furnished 2 bedroom, 1.5 bath is located across the Annapolis Waterfront drawbridge in the Maritime Republic of Eastport, commonly known as "Eastport"! Sit on the sunny front porch before heading inside. Upon entering the home you will be greeted by a family room with a new flatscreen TV and the new dining table. The sofa in the family room opens up to a Queen sleeper. Walk through the fully-stocked kitchen to the sunny back deck and fenced yard with new patio and firepit. Head upstairs to the 2 bedrooms - one with a luxurious King bed and the other with a beautiful new Queen bed and Twin trundle.

Walk to restaurants, shops & the new Eastport brewpub, and steps away from the water, the maritime Museum and a multitude of marinas. With great food and live music along with rooftop and waterfront dining, Eastport is a great choice when looking for another side of Annapolis. To get over the bridge, walk, drive or take a water taxi across the harbor from Eastport. While there is no parking spot dedicated to this property, there is always available street parking right outside the home.


King Bedroom:

- Second Floor

- Luxury King Size Bed

- Full Bath in the Hall

Queen Bedroom:

- Second Floor

- Queen Size Bed

- Twin Mattress Trundle under Queen

- Full Bath in the Hall

Main Floor Sleeper Sofa

- Sofa pulls out to Queen Sleeper

- Powder Room on Main Floor


- Private fenced deck and patio in the back yard

- Firepit

- Gas grill (propane included with rental)

- Full gourmet kitchen

- Dining room table seats 4-6

- seating for 4 at cafe table on back deck

- Front porch

- WiFi

- Big Screen TV

- Luxury linens, complimentary toiletries Starter Kit, and boutique-level service

- Washer & dryer located inside the home

- Dogs allowed with $150 non-refundable per-pet deposit paid prior to checkin.

- While this property does not have attached parking, there is unrestricted street parking easily available

- Keyless entry. Drive straight to your rental home and enter the door with an electronic lock code.

Property Distance to:

- U.S. Naval Academy – 1.5 miles

- Washington, DC – 30 miles

- Baltimore - 25 miles

* Amenity & Supplies starter pack, coffee and sweeteners, 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.

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

125 Eastern Ave Annapolis, MD 21403
Registration Number: 144989

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

Sleeping Arrangements

King Guestroom King
Queen Guestroom Queen, Twin
Family Room Sofa Queen

Bathroom Configuration

Second Floor Hall: Shower, Toilet
Main Floor Powder Room: Toilet

Property Rules

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


Air Conditioning
BBQ Grill
Bath Towels
Bed Linens
Big Screen TV
Carbon Monoxide Detector
Clothes Dryer
Coffee Maker
Cooking basics
Covered Patio
Dining room
Enhanced Cleaning
Full Kitchen
Hair Dryer
Internet Access
Iron and Board
Living room
Open Patio
Pets Considered
Private Backyard
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 Easy. 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 per pet deposit 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.


Great s
5/5 stars
This is a lovely townhouse in a great location! We enjoyed taking walks around the area…amazing access to coffee shops, restaurants and bars. The unit is nicely updated and well stocked. The iTrip staff was so pleasant and easy to work with. Would definitely recommend Eastport Easy!
- Kelly

Thank you for staying with us Kelly & for your positive feedback! We welcome you back anytime! Melissa~iTripAnnapolis

- Manager Response
great rental
5/5 stars
What a great place Eastport Easy was. Quiet street with easy parking on the street. Great location with short and easy walks to all the Eastport restaurants and bars. Definitely a marine atmosphere with lots of boats in boatyards all around. Inside was comfortable and kitchen well stocked with appliances and cutlery. Both beds comfortable but with a street light right outside the master bedroom. I had to use temporary blackout shades to help sleep at night. The backyard was perfect with a small deck for a table/chairs as well as a nice big propane grill. A firepit with four chairs was on the lower part of the backyard. All appliances and grills worked well with plenty of extra propane if needed. All in all this was an excellent rental for 2 months. I felt very comfortable and safe there. Highly recommended.
- Victor

Thank you for staying with us Victor & for your positive feedback! We welcome you back anytime!

- Manager Response
Lovely stay near the water and the fun!
5/5 stars
Our group of 4 enjoyed our stay. The home was as depicted in the listing and very comfortable. It was very close to the water and the maritime museum and a nice walk to other Eastport and Annapolis restaurants, businesses, and events. While it rained for part of our stay, we enjoyed the back yard sitting area on our first night, what a comfortable space! And we loved the new Oscars Coffee and bagel food truck in the marina parking lot just next door. We would definitely consider staying here again!
- Stephanie
Peaceful and Comfy
5/5 stars
This place is a little gem. The location is convenient to historic downtown Annapolis. The traffic there is bad so I don’t like to drive. The water taxi runs by the hour at the maritime museum and if you can’t wait then it’s a short walk to the Chart House to catch the water taxi there. The home itself was clean and as pictured. There were a few ants in the kitchen but nothing to phone home about. We were welcomed with crab chips and a bottle of wine which was a very nice touch. The coffee was stocked and I enjoyed coffee on the back deck with a view of the marina and the sounds of the ships and sailboats in the background. The beds are comfortable upstairs. The sofa bed was not too bad either. The people are friendly, the neighborhood is inviting and safe. Parking was easy and convenient as well. Davis’ Pub is a short walk away and the food is delightful. The pub is dog friendly and has a dog menu. The dogs also approved of the home and the doggy pub across the street from Davis’ .
- Deborah
Enjoyable Eastport Stay
5/5 stars
Our family of three plus our Aussiedoodle enjoyed our five-day stay at Eastport Easy. The house was sparkling clean and very comfortable. The location was great, an easy walk to nice restaurants and the maritime museum. We enjoyed the fire pit, the deck, and the front porch. We would definitely recommend this as a great getaway and base for exploring all Annapolis has to offer.
- Amy
Charming neighborhood, great location, clean and equipped
5/5 stars
Great little cottage house tucked into a little street in Eastport. Walk to Lewnes (best steakhouse in MD) and Boatyard (best crab cakes in MD). 1 mile walk over the Spa Creek bridge and you are in downtown Annapolis. One shower but large for a small older cottage. Kitchen well equipped for residents but not entertaining groups. Immaculately clean and seemingly well managed.
- Jeff
Eastport Easy, aptly named!
5/5 stars
Wanted to spend my wife’s birthday in Eastport as we both love the area and the restaurants. This was our first time staying here, but we will certainly look to rent it again for any future trips. It is a small townhouse, but perfect for the two of us and our dog. Nicely appointed, very comfortable, and in a great location, walkable for just about everything in Eastport, and easy to get over to Annapolis city dock area as well. We would have liked to be able to enjoy the very cute backyard area more, but it was Almost unbearably hot during our trip. We did manage to spend some time out there in the mornings, very peaceful. I highly recommend this place for anyone looking for a comfortable place in Eastport. My only suggestion would be to add an icemaker to the refrigerator. But not a big deal. There is a very convenient market just a block away! We also loved Oscars, a very fun, little coffee trailer, just around the corner, right on the water. Very dog, friendly place, and a good place to start my morning walks with our dog every day!
- Chris
Great spot
4/5 stars
This house was just as advertised. We loved it. The back yard is very inviting and was perfect for our dog. The neighborhood is fabulous and the walk into Annapolis proper made the trip for us. It is about a 25 minute walk through the lovely Eastport neighborhood. A couple of times we broke up the walk with a stop at a neighborhood pub!! The house itself is no frills but it worked and we would definitely consider staying again.
- Wynn
Beautiful home in Eastport!
5/5 stars
This property was truly amazing! It have everything that you may need: truly a home away from home. Short walk from Eastport restaurants and the city dock. Beautiful decor and extremely clean. Very true to the property description and photos. We enjoyed the bbq and backyard! Can’t wait to go back soon!
- Tiana
Best overnight stay!
5/5 stars
This was Definitely a great find! It was super clean, and cozy. We loved the back yard! Beds and pull out couch was super comfortable and easy access. It is in close walking distance to the downtown. We especially loved the extra towels and sheets in the linen closet just in case. perfect for any accasion. This perfect for a night or week definitely would love to book again!
- Kelly
Clean and cozy
5/5 stars
We had a small group here and enjoyed using the fire pit out back! Love sitting on the rockers on the front porch talking to the locals that walk by. A view of the water through the trees and the sound of the sailboat masts clanging beyond the backyard. Great walking location and plenty of space to mingle on the first floor and onto the back deck and yard.
- SB
Incredible Stay!
5/5 stars
Eastport Easy is in a fabulous location that you can easily walk to Downtown Annapolis without the hassle of looking for parking. The unit is so adorable and the hosts have thought of all your needs. You can sit on the back hardscaped patio or deck while you grill. You can also enjoy sitting on the colorful rockers out front. If you want to entertain they have provided many cooking utensils, pots and pans. They even have a kerig with coffee options! The beds were comfortable and the layout was perfect for our stay. The decor is very Annapolis chic but still warm and welcoming. Mostly the unit was spotless. I would definitely stay here again.
- Lesley

Thank you so much for your wonderful review of Eastport Easy Lesley, we hope to host you again very soon! Thank you Cathy

- Manager Response
Eastport Easy
5/5 stars
Perfect weekend Annapolis getaway! Awesome indoor and outdoor. Easy walking distance to everything. Ultra clean
- John

Thank you so much John for the wonderful review of Eastport Easy! We hope to host you again soon! - Cathy

- Manager Response
Eastport Easy
5/5 stars
This is the second time we’ve rented this property. Great amenities, very quiet, clean and the beds and couch are very comfortable. The location is very convenient to everything in Eastport, USNA and everything DTA has to offer.
- Mary
Loved our experience!
5/5 stars
Thank you for helping to make our time with our mid so wonderful! The home is conveniently located in Eastport so it felt very relaxed being so close to the water. We were able to easily walk to Annapolis downtown area. Beds were very comfortable. Couch was also extremely comfy (lots of napping!). Home was very clean and bright. We enjoyed the front porch sitting area and also the back deck area. We didn’t have any issues during our stay. Would definitely go back.
- Mary
Good location and set up
5/5 stars
We went to visit my son at USNA. This is a short drive to downtown Annapolis and the academy. Parking is on the street, but I was never parked more than 100’ from the front door. Both bedrooms are upstairs, but steps aren’t as steep as some older houses I have stayed in up there. Decor is newer and modern, and plenty of dishes, silverware and glassware. Keurig in kitchen with stock cups, and full size fridge/freezer, over and dishwasher. We drive everywhere because i had Parents in their 70s, but it’s a walkable area and you could walk to USNA and DTA in 20-30 minutes.
- Brad

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Phone (410) 571-4076