See all properties
Entire home

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

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

Exterior
Refreshing beverage by the full size pool. Sun-loungers and shade umbrella. Yes!
Terrace/patio
Sunroom with 64in tv & electric fireplace. Opens up to the flower garden & pool
Open concept living area

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 51100 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

Explore the area

View in a map
Annapolis, MD
  • Place, Annapolis Maritime Museum
    ‪6 min walk‬
  • Place, U.S. Naval Academy
    ‪12 min walk‬
  • Place, Annapolis City Dock
    ‪14 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪34 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 Twin 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. :)

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
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

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

Similar properties

3-bedroom, 2.5 bathroom charming historic home in downtown Annapolis with room for 6
Timeless Charm Meets Modern Comfort
Historic District
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
10.0 out of 10, Exceptional, (7 reviews)
Timeless Charm Meets Modern Comfort

House Rules

Check in after 3:00 PM
Minimum age to rent: 27
Check out before 11:30 AM
default

Children

Children allowed: ages 0-17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

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.
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

  • 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
Property Registration Number 2280460

About the neighborhood

Annapolis

Located on a river, this vacation home is in Eastport, a neighborhood 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 cycling and hiking/biking trails nearby.
View more Vacation Homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • Annapolis Harbor - 2 min walk - 0.2 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
  • ‪Boatyard Bar & Grill - ‬3 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬17 min walk
  • ‪Royal Farms - ‬6 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 Apr 15, 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 May 23, 2026 start from $575, 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?

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.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 129 out of 134 reviews
Rating 8 - Good. 4 out of 134 reviews
Rating 6 - Okay. 1 out of 134 reviews
Rating 4 - Poor. 0 out of 134 reviews
Rating 2 - Terrible. 0 out of 134 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Pat D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, charming decor, extra clean and well-provisioned.
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Kimberly D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything about the cottage was exactly as described. It’s a beautiful, well maintained space in the heart of Eastport. Such a great location within walking distance to a number of restaurants. I so appreciated the extra touches from our host!
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Gina F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay. The house was spotless and had everything we needed for a comfortable visit. Our favorite spot was definitely the sunporch—it was the perfect place to relax and enjoy some quiet time.The owner was very responsive and thoughtful, which made the whole experience even better. The beds were comfortable and we slept great each night.The location was also excellent. We were able to walk to nearby restaurants and easily stroll across the bridge into town, which made exploring the area very convenient. Overall, a great stay and we would happily come back.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Steve N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property and location.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Carla M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great host! Great house!
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Larry P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great stay. Kitchen was very well equipped. Beautiful home.
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Elizabeth E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing host ! There to accommodate wherever you need!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Anne H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is our second time renting at this house, and it was as perfect as ever! Very clean, comfortable and a perfect location for all Annapolis has to offer.
Stayed 2 nights in Oct 2025
Verified

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
Verified

10/10 Excellent

Gregory P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Place is truly wonderful! And the host is even better! Wonderful time!
Stayed 3 nights in Aug 2025
Verified

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
Verified

10/10 Excellent

Angelica J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property! We loved our stay. Liz was fantastic and easy to reach if needed. It was close to USNA and easy to either UBER or walk.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

sandy d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had the best time and loved the house. The Host was very accomodating with answering questions and allowing us to check in early, and stay later than check out time. The hosue is the cutest, well stocked with everything you cokd think of needing. The beds were comfortable, shower was great and furniture comfortable. We were able to walk downtown with ony a short walk. There are restaurants within walking distance. We will definately recommend and book again if visiting the Annapolis area.
Stayed 2 nights in Nov 2025
Verified

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
Verified

10/10 Excellent

Jane Marie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the perfect place for my high school friends weekend girls trip. The house's proximity to restaurants/bars and downtown was fantastic! Great use of space and the amenities were top notch. We had amazing chats while wading in the pool. Thanks for also for the great weather.
Stayed 3 nights in Aug 2025
Verified

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
Verified

8/10 Good

Rachel E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice, cozy property with a beautiful backyard. The kitchen was well stocked, and the host provided a welcome cheese and wine board. One item to improve the comfort of this home would be to get better couches for the living room and sunroom. Overall, we enjoyed our stay!
Stayed 3 nights in Sep 2025
Verified

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
Verified

8/10 Good

Verified traveler

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

Family visit

Great location.
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Sharon A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the perfect place for the three of us. While we could easily walk (or ride the bikes!) All over Eastport and downtown, it was really nice to also have a place to park the rental car. I would highly recommend this super cute, well-appointed little cottge. Liz was so communicative, offering us early check in and late check out. Gorgeous decor and beautiful gardens.
Stayed 3 nights in Sep 2025
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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

About the host

Hosted by Liz

Host profile image
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
Tell us how we can improve our siteShare feedback