Skip to main content
Entire home

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Riverfront vacation home with private pool and kitchen

Photo gallery for 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Fridge, microwave, oven, stovetop
Smart TV, fireplace, books, stereo
Outdoor pool
Fridge, microwave, oven, stovetop
Interior
In the heart of Eastport, 421 Irie offers a tropical escape with a private full-size pool, screened-in porch, and vibrant flower gardens. This charming two-story cottage features an open-concept living area with fully stocked kitchen for entertaining and off-street parking.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 5102 sq m

Popular amenities

  • Fireplace
  • Dryer

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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. :)

CONTACT owner, Liz 301730100 for bookings

Owner:
Liz Hopkinson
3017301000
Emhopkinson@icould.com

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

Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Outdoor pool
  • Pool gate
  • Private pool

Internet

  • Available in the house: Free WiFi and wired internet

Parking and transportation

  • Onsite parking includes off-street options

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Daily local cuisine breakfast available 8:00 AM to 11:00 AM for a fee: USD 12 to 18 per person
  • Chef service
  • Dining table

Bedrooms

  • 2 bedrooms
  • Day bed
  • Down comforter
  • Egyptian cotton sheets
  • Hypo-allergenic bedding
  • Pillow menu
  • Pillowtop mattress
  • Twin sofa bed

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden
  • Outdoor furniture
  • Patio
  • Picnic area

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board
  • Meal delivery service

Location highlights

  • In a historical district
  • In a village
  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • On a river

Things to do

  • Bicycles
  • Boat
  • Birdwatching nearby
  • Casino nearby
  • Ecotours nearby
  • Fishing nearby
  • Free bicycles nearby
  • Golfing nearby
  • Health club (partner property) nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden
  • Housekeeping (on request)
  • Unit size: 1,100 square feet

Similar properties

Exterior
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
  • Kitchen
  • Air conditioning
  • Outdoor Space
  • Parking available
10.0 out of 10, Exceptional, 34 reviews
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 27

Check-out

Check-out before 11:30 AM
Contactless check-out available

Special check-in instructions

The property charges 3 percent for credit card payments
There is no front desk at this property
Guests can access their accommodation through a private entrance
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you 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 trash
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.

Rules

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!!

Access methods

Access code, private entrance

Pets

Pets not allowed

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Events

No events allowed

Smoking

Smoking is not permitted

Property payment types

Important information

Optional extras

  • Fee for local cuisine breakfast: approximately USD 12.00 to 18.00 per person
  • Credit card charges are subject to a surcharge of 3 percent

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

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
This property accepts credit cards, debit cards, and mobile payments; cash is not accepted
Mobile payment options include: PayPal
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number 2280460

We should mention

This property does not have elevators
The seasonal pool will be open from April 15 to October 25

About the neighborhood

Map
Annapolis, MD

What's nearby

  • Spa Creek - 5 min walk - 0.4 km
  • Annapolis Maritime Museum - 6 min walk - 0.6 km
  • U.S. Naval Academy - 12 min walk - 1.1 km
  • Annapolis City Dock - 14 min walk - 1.2 km
  • Maryland State House - 17 min walk - 1.5 km

Getting around

  • Odenton Station - 28 min drive
  • Baltimore Washington Intl. Airport (BWI) - 45 min drive

Restaurants

  • ‪The Choptank - ‬15 min walk
  • ‪Carrol's Creek Cafe - ‬4 min walk
  • ‪Annapolis Market House - ‬16 min walk
  • ‪Boatyard Bar & Grill - ‬3 min walk
  • ‪Bitty & Beau’s Coffee - ‬17 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.

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?

Onsite 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!?

Check-out 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 vacation home is within 1 mi (2 km) of Annapolis Harbor and U.S. Naval Academy. Annapolis Maritime Museum and Spa Creek are also within 10 minutes.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 120 out of 125 reviews
Rating 8 - Good. 4 out of 125 reviews
Rating 6 - Okay. 1 out of 125 reviews
Rating 4 - Poor. 0 out of 125 reviews
Rating 2 - Terrible. 0 out of 125 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Kathleen J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay! The house was adorable and the pool was awesome!
Stayed 2 nights in Jul 2025

10/10 Excellent

Nicole W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cutest little cottage, just as described. Great location and a wonderful and thoughtful host.
Stayed 3 nights in Aug 2025

10/10 Excellent

Tim L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

My family had a great time staying here during a lacrosse tournament. Host was the best and the house was great. My boys loved the pool and adults loved the proximity to the restaurants and bars. Will stay here again in future.
Stayed 3 nights in Jun 2025

10/10 Excellent

Petra L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed our stay at this cozy cottage with an amazing backyard retreat. We had the pleasure of meeting our host Liz and she is super nice and extremely responsive. We are so happy we found this cottage and hope to have future visits.
Stayed 3 nights in Jul 2025

10/10 Excellent

Rebecca N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful weekend stay for our multi-generation family visit. Everything was exactly as described and Liz was very easy to connect with. We did some light cooking and the kitchen was well-equipped with everything we needed. We loved all of the extra touches and conveniences. Easy access to Annapolis and lots of great food/drink options within easy walking distance. I wouldn't hesitate to book another stay.
Stayed 4 nights in Aug 2025

10/10 Excellent

Carla M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Wonderful house in a great location
Stayed 5 nights in Apr 2025

10/10 Excellent

Matthew T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect pool for family/kids

Early summer stay and the house, especially the pool, was very clean and tidy. Relaxing and secluded outdoor area with a larger than expected pool for the kids to enjoy. About 0.5 miles to the center of town with excellent restaurants less than 0.25 miles away in Eastport.
Stayed 3 nights in Jun 2025

10/10 Excellent

Laura B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Convenient oasis

We thoroughly enjoyed our stay at this home! From check in to check out, everything was a dream. The location has tons of cute restaurants (Adam’s on 4th was a favorite) and is super convenient. We visited during a heatwave and the pool was invaluable. The owner, Liz,has obviously worked very hard to make this place feel like a home away from home. Highly recommend!
Stayed 4 nights in Jun 2025

8/10 Good

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family visit

Great location.
Stayed 3 nights in Jan 2025

10/10 Excellent

Emily M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic house!

My friends and I were looking for a relaxing place to have a long weekend - this place was great! The location was wonderful and the house had everything we needed. The host was a fabulous communicator and helped us with everything we needed! Can’t wait to stay here again!
Stayed 3 nights in Mar 2025

10/10 Excellent

Watersyrene

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection

Wonderful experience - host is gracious and extremely accommodating. House is gorgeous- beds were clouds to dream on. Location is amazing. Should never head back to Annapolis- this is my place. Off street parking was a serious perk. Book this before someone else does- you won’t regret it!
Stayed 2 nights in May 2025

10/10 Excellent

Leslie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property and great host!

We loved our stay here! It was a lovely property, great location and the host was so thoughtful and left great welcome gifts for us!
Stayed 2 nights in Mar 2024

10/10 Excellent

Ryan K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

Nice house in a great location.
Stayed 3 nights in Jun 2024

10/10 Excellent

John O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annapolis trip to visit family

Beautifully decorated small house. Very well equipped; complimentary beverage, cheeses and charcuterie tray were a pleasant surprise. Despite being only barely into spring there were lots of flowers blooming in the backyard garden.
Stayed 3 nights in Mar 2025

10/10 Excellent

ashley S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

We had a wonderful stay! Great house, very clean & comfortable, loved the pool & porch, and it was so nice to be able to walk to fun restaurants in Eastport and downtown Annapolis.
Stayed 4 nights in Jul 2021

10/10 Excellent

Courtney S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay at a beautiful property

I can’t wait to stay here again! Everything was perfect!!!
Stayed 2 nights in Feb 2024

10/10 Excellent

David F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annapolis

Excellent stay.
Stayed 4 nights in May 2024

10/10 Excellent

Colleen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

Liz was very responsive and the house was so close to everything! We had a great stay :)
Stayed 3 nights in Aug 2023

10/10 Excellent

Tom A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place

Great location, wonderful amenities
Stayed 3 nights in Nov 2021

10/10 Excellent

Anne H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect spot for an Annapolis Weekend

We absolutely loved staying in this property. It’s comfortable, charming and so well appointed. It’s situated in a great location, within walking distance of all the special things Annapolis has to offer. The host was so easy to communicate with, and we really appreciate that she shares this beautiful home. We will’s definitely be back!
Stayed 2 nights in Nov 2024

10/10 Excellent

Elizabeth S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Location

We had a great stay at this cute house in Eastport.
Stayed 3 nights in Oct 2021

10/10 Excellent

Lorri S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Perfect Perfect

great location and beautiful place to stay. We will be back if we are ever in the area again.
Stayed 3 nights in Nov 2023

6/10 Okay

Wayne D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Convenient

Close to downtown Annapolis, restaurants
Stayed 3 nights in Sep 2024

10/10 Excellent

Lisa J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect spot!

One of if not the best VRBO’s I’ve stayed in! Liz is the perfect host with so many added touches in her place. The location is perfect and the pool was a game changer for how hot it was! We will definitely be back!
Stayed 3 nights in Aug 2024

10/10 Excellent

Cliff E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, amazing pool!

Wonderful location to many restaurants, easy access to various dock areas to catch the water taxi and more. This house is perfect for a small family looking to enjoy Annapolis. The owner is super nice and thoughtful and made our experience a happy one like we were staying with family.
Stayed 4 nights in Jul 2022