Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
Highlights
Cook, dine, and unwind
Top-rated for its fully equipped kitchen, perfect for every meal.
Beach equipment
A rare find — beach equipment ready to go for your days by the sea.
At the center of it all
Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
Discover nearby landmarks
Walk to Maryland State House
2 bedrooms2 bathroomsSleeps 5
Popular amenities
Private pool
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue grill
Explore the area
Annapolis, MD
Annapolis Maritime Museum
Place, Annapolis Maritime Museum
6 min walk
Annapolis City Dock
Place, Annapolis City Dock
15 min walk
U.S. Naval Academy
Place, U.S. Naval Academy
17 min walk
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
40 min drive
Rooms & beds
2 bedrooms (sleeps 5)
Guest bedroom, queen size bed, work station, sitting area, and closet
1 Queen Bed
Living room
1 Single Sofa Bed
Primary Bedroom
1 King Bed
2 bathrooms
Downstairs Bathroom
Toilet · Shower only
Upstairs Bathroom
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area
About this property
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
421 Irie City Of Annapolis License Number 145052 Commission weeks: 2025, 2026, 2027 are booked. SORRY!! GO Navy!! Celebrating, I offer personal chef services!!!
NOTE: I LOVE my neighbors!! Please respect them. Quite times including outside pool area 9:00pm-7:30 am and a new wee one next door. :)
Irie ~ to be at total peace with your current state of being..... AKA NO WORRIES!!!!
This charming, 2 story COTTAGE was Inspired by sun-drenched island vacations and tropical shores.... ahhhh ..... The feeling of Irie!!!
This 2 bedroom and 2 full bath maybe compact, (twin size Crate and Barrel sleeper chair and Half for additional guest), BUT She SURE packs a powerful punch!! TOTALLY open concept living area, caterers stocked kitchen (I’m a former catering company owner for 20 years, just trying to simplify), fully fenced in professionally landscaped yard with SO many colorful flowers, herbs and vegetables for the picking, functional and cute sunroom for additional living space amongst nature, endless entertaining, upstairs deck off of primary bedroom ... OFF STREET PARKING and Private FULL size .... YES... PRIVATE... pool in the heart of Eastport!
Located in The Maritime Republic of Eastport, an easy going, Chill-Laxing community, 421 Irie is less then: 1 mile from Downtown Annapolis City Dock 1.2 miles from Maryland State House 1.3 Miles from the Navel Academy!!
421 IRIE offers you and your guests, up to five, everything!! Restaurant Row with over a dozen fabulous restaurants with-in a mile, small mom and pop shops, several yacht clubs and marinas, museums, and of course.... WATER Activities!! You say, you're on vacation and just want to chillax, just stay in and simply enjoy your new vacation home!!
421 Irie has it all!!!!!
Start your day off with your morning beverage from the built-in beverage and breakfast nook. Savior your authentic French pastry from our local bakery, Bakers and Co., a short stroll away. Enjoy your sweet or savory fare in the sunroom. If you must check in with work, we have an Ethan Allen secretary's desk off to itself.
Following breakfast you may choose to take a 10 minute stroll across Spa Creek Bridge to downtown Annapolis, City Dock, and the Navel Academy!! While in route, take time to admire the diverse number of power and sail boats in the numerous area marinas. ALL ... with-in a 10 minute stroll!!
You say you do not feel like walking, the best kept secret, Annapolis Water Taxi picks up and drops off only a block away!!!! $4-$9!!! It will drop you off right at City Dock!! Want to try your hand at sailing or power boats??!! There are several sailing and boating schools, YES, all with-in a 10 minute stroll!!
Once you return from your adventure to this amazing 2 story cottage, relax by the glistening saltwater pool in one of the sun loungers. Or take a dip to refresh and reset the mind. You do not feel like swimming?? No PROBLEM!! Enjoy an adult beverage in the new (Apr. 2023) sunroom while listening to some island music, reading a book, marveling at the flower garden, watching your family or friend enjoy the pool... After all, your life is IRIE when you stay with us!!
P.S. IF, you do not feel like going out to dinner or cooking, for an additional fee, there are local grab and go culinary offerings, private chefs, and curbside pickup and deliveries available.
Being a local, myself, I can give you a locals eye into activities and services, as well! There are quite a few adventure waiting for you, your family and friends at 421 Irie!
We look forward to hosting you and your guests and making everyone’s life IRIE!!!, at least for your stay!!
Cheers!!! Liz Hopkinson
Our prices include all fees. No hidden fees.
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Please place dirty towels and linens in laundry basket (in linen closet) and place basket on front porch.
Thank you!
Make sure to replace keys. There will be a $250 charge if keys are not replaced.
Failure to complete these may result in a negative review from the host.
1. ANY commissioning / graduation week (May) for the Navy MUST be verbally approved from myself, the owner, before ANY accepting bookings.
Power / Sail Boat Show dates weeks, must be verbally approved by myself, the owner before it is confirmed as a booking, Including instant bookings.
. No outside loud noise after 10 pm. I LOVE and RESPECT my neighbors. Please do the same!!
Important information
Optional extras
Credit card charges are subject to a surcharge of 3 per cent
The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.
You need to know
Property Registration Number 2280460
Property # 2280460vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property accepts credit cards, debit cards and mobile payments; cash is not accepted
Mobile payment options include: PayPal
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Annapolis
Located on a river, this holiday home is in Eastport, a neighbourhood in Annapolis. Annapolis Maritime Museum and The Colonial Players are cultural highlights, and some of the area's landmarks include Kunta Kinte Plaque & Alex Haley Memorial and John Smith House. French Soldiers Monument and Maryland Hall for Creative Arts are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and ecotours nearby.
Baltimore Washington International Airport (BWI) - 45 min drive
Restaurants
RaR Brewing - Chessie's Wharf - 5 min drive
Taco Bell - 7 min drive
Shika Sushi & Ramen - 7 min drive
Starbucks - 17 min walk
Boatyard Bar & Grill - 3 min walk
Frequently asked questions
Does 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?
As of 24 Aug 2026, prices found for a 1-night stay for 2 adults at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! on 21 Sept 2026 start from £1,053, including 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.
Is 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! pet-friendly?
No, pets are not allowed at this property.
How much is parking at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?
On-site parking is available at the property.
What time is check-in at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?
Check-in begins at 3:00 PM.
What time is check-out at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?
Checkout is at 11:30 AM.
Where is 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! located?
Located in Eastport, this holiday home is within 1 mile (2 km) of Annapolis Harbor, Annapolis City Dock and U.S. Naval Academy. Annapolis Maritime Museum and Spa Creek are also within 10 minutes.
About the host
Hosted by Liz
I am a care-free spirit! Hard working entrepreneur!! Who wants to share my experiences of the water, island fun, great food, and better company with my new friends! I had a short term vacation renal for 8 seasons in southern, MD. EXCELLENT 5 ⭐️ and was able to sell and purchase another great property and location in Annapolis. I hope you can enjoy some MD hospitality soon!!
Liz
Why they chose this property
This property has it all!! Location is key!! Annapolis is amazing!! Eastport, on the peninsula, is more laid back and less tourists!! Walk to be amongst the chaos, if you choose, or enjoy the local scene!! Compact with a big punch!!!! The feel of serenity in a wonderful town/village setting. Incredible flower gardens! Pool! Open floor concept. Entering at its best!!!! Just IRIE!!!
What makes this property unique
Off-street parking Full-size pool Fully fenced in back yard Location Self proclaimed Entertaining queen and avid gardener, is your hostess!!
Languages:
English
Premier Host
They consistently provide great experiences for their guests