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

Annapolis, Maryland
$681 avg/night
Minimum Stay 1 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 5

Max Sleeps

Night 1 nights

Min Stay

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

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table Local Cuisine Breakfast Available For A Fee Daily 8:00 AM–11:00 AM
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided Day Bed Down Comforter Hypo-allergenic Bedding Pillow Menu Pillow Top Mattress Premium Bedding Twin Sofa Bed
  • GENERAL

    Unit Size: 1100 Sq Ft (102 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Electric Kettle Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Includes Off-street Options
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Barbecue Grill Fenced Yard Garden Outdoor Furniture Patio Picnic Area
  • POOL/SPA

    Fence Around The Pool Outdoor Pool Private Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Birdwatching Nearby Boat On Site Fitness Facilities Nearby Health Club Access Nearby Hiking/biking Trails Nearby Kayaking Nearby Marina Nearby Parasailing Nearby Swimming Nearby Water Skiing Nearby Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books Games Stereo Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Babysitting Service Available Beach Toys Children's Books Children's Dinnerware Children's Games Fireplace Gate Playground Pool Gate
  • LOCATION HIGHLIGHTS

    In A Village In The City Center In The Historical District Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Bay On The River
  • SERVICES AND CONVENIENCES

    Chef Concierge Services Housekeeping (on Request) Iron/ironing Board Local Meal Delivery Service
  • SUITABILITY/ACCESSIBILITY

    No Elevators Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:30 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 5

Map Map

School District Availability

Review Review

  • Tasha D.

    Submitted Jun 3, 2026

    Stayed May 29, 2026

    Liz was the PERFECT host for our Girlfriends' Birthday Staycation. Her home was the perfect location for us to relax and de-stress, re-charge with some vitamin D by the pool. Liz gave us great tips on avoiding traffic, activities and restaurants. Her home allowed us to leave her oasis with a feeling that Everything is going to be alright...IRIE!! We will definitely look forward to returning.THANK YOU LIZ!

  • Carol C.

    Submitted May 28, 2026

    Stayed May 10, 2026

    We had an excellent stay in this home, everything we could possibly need was provided.The home is in a great location to explore the area and within easy walking distance of the centre of Annapolis.Loved watching the wildlife in the garden and relaxing in the sun room - an oasis of calm after a day out.The house is very clean, well maintained and generously stocked.We rent VRBO houses regularly and this is one of the best!Liz is a great host, we are glad we selected this home and would happily return and recommend it to others.

  • Christina S.

    Submitted Apr 30, 2026

    Stayed Apr 10, 2026

    Liz is fantastic! The home is perfectly located to all the best spots, ease of walking over the bridge and adorable outdoor area in the back. Will definitely be back!

  • Norah S.

    Submitted Apr 29, 2026

    Stayed Apr 23, 2026

    The home was very welcoming! The chosen decor was beautiful and the backyard was so pretty with the flowers and the other landscaping lent to a very relaxing atmosphere. The proximity of the house to several great restaurants was perfect and a short 15-20 min walk to downtown. A perfect girls weekend place!

  • Elizabeth M.

    Submitted Apr 27, 2026

    Stayed Apr 16, 2026

    This property is STUNNING!!! It is an amazing gem in Eastport and so walkable to restaurants and cute benches/waterfront seating. The home is well appointed and sunroom was FABULOUS to spend time in. We had our visit in spring but can see where the pool would be a main attraction in the summer months. We were out exploring most of the daylight but evenings were spent playing scrabble in the sunroom with family and enjoying our time together. So much to explore and IRIE 421 was the perfect home-base for my parents and I to enjoy the Annapolis area and history.

  • Melissa H.

    Submitted Apr 23, 2026

    Stayed Apr 21, 2026

    This property is absolutely amazing. The attention to detail is outstanding. The host was such a pleasure to communicate with. I will absolutely stay here again and recommend to Everyone! The location was a dream and the off street parking made things so much easier. I can’t stress enough how wonderful this experience was

  • Eric L.

    Submitted Apr 6, 2026

    Stayed Apr 3, 2026

    Beautiful and easy parking- charming and comfortable

  • Kimberly D.

    Submitted Mar 24, 2026

    Stayed Mar 16, 2026

    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!

  • Gina F.

    Submitted Mar 15, 2026

    Stayed Mar 13, 2026

    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.

  • Pat D.

    Submitted Mar 2, 2026

    Stayed Feb 27, 2026

    Great location, charming decor, extra clean and well-provisioned.

  • Carla M.

    Submitted Jan 2, 2026

    Stayed Dec 28, 2025

    Great host! Great house!

  • Elizabeth E.

    Submitted Dec 17, 2025

    Stayed Dec 12, 2025

    Amazing host ! There to accommodate wherever you need!

  • sandy d.

    Submitted Dec 15, 2025

    Stayed Nov 14, 2025

    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.

  • Larry P.

    Submitted Dec 3, 2025

    Stayed Nov 25, 2025

    Had a great stay. Kitchen was very well equipped. Beautiful home.

  • Anne H.

    Submitted Oct 26, 2025

    Stayed Oct 24, 2025

    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.

  • Steve N.

    Submitted Oct 22, 2025

    Stayed Oct 17, 2025

    Great property and location.

  • Rachel E.

    Submitted Sep 28, 2025

    Stayed Sep 8, 2025

    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!

  • Sharon A.

    Submitted Sep 22, 2025

    Stayed Sep 18, 2025

    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.

  • Angelica J.

    Submitted Sep 8, 2025

    Stayed Sep 4, 2025

    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.

  • Jane Marie H.

    Submitted Sep 7, 2025

    Stayed Aug 29, 2025

    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.

  • Submitted Sep 5, 2025

    Stayed Aug 15, 2025

    Place is truly wonderful! And the host is even better! Wonderful time!

  • Rebecca N.

    Submitted Aug 21, 2025

    Stayed Aug 7, 2025

    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.

  • Nicole W.

    Submitted Aug 8, 2025

    Stayed Aug 4, 2025

    Cutest little cottage, just as described. Great location and a wonderful and thoughtful host.

  • Kathleen J.

    Submitted Aug 1, 2025

    Stayed Jul 27, 2025

    We had a great stay! The house was adorable and the pool was awesome!

  • Petra L.

    Submitted Jul 13, 2025

    Stayed Jul 10, 2025

    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.

  • Tim L.

    Submitted Jul 3, 2025

    Stayed Jun 29, 2025

    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.

  • Laura B.

    Submitted Jun 30, 2025

    Stayed Jun 22, 2025

    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!

  • Matthew T.

    Submitted Jun 30, 2025

    Stayed Jun 26, 2025

    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.

  • Watersyrene

    Submitted May 31, 2025

    Stayed May 29, 2025

    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!

  • Carla M.

    Submitted Apr 19, 2025

    Stayed Apr 14, 2025

    Wonderful house in a great location

  • John O.

    Submitted Mar 22, 2025

    Stayed Mar 15, 2025

    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.

  • Emily M.

    Submitted Mar 17, 2025

    Stayed Mar 8, 2025

    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!

  • Submitted Jan 23, 2025

    Stayed Jan 17, 2025

    Great location.

  • Submitted Dec 29, 2024

    Stayed Dec 23, 2024

    The property is in an excellent location in downtown Eastport. You can walk to all of the restaurants. The house was well equipped with everything that you could possibly need. The sun room was a great gathering spot for our family to watch the NFL and other shows. We hope to return in the summer when we can walk around the town of Annapolis.

  • george g.

    Submitted Dec 14, 2024

    Stayed Dec 7, 2024

    Awesome House Awesome neighborhood Awesome Host(ess). 10 out of 10

  • Heather M.

    Submitted Dec 13, 2024

    Stayed Nov 27, 2024

    Husband and I stayed here with our adult sons to visit local family for the Thanksgiving holiday. Was the perfect location to visit family in the Annapolis, Howard Co and DC area and come home to relax in the evening. The property is spotless and nicely appointed (beautifully decorated w/lots of local flavor). It was also extremely well stocked with kitchen/bathroom essentials and then some. Liz was easy to contact via text and super responsive. It was truly like being at home. Highly recommend this property. I'm sure it's very lovely in the summer too with the backyard garden in bloom and the pool. Unfortuantely, we couldn't get the clothes washer to work but not really a big deal - just did all the laundry when we got hom

  • Anne H.

    Submitted Nov 17, 2024

    Stayed Nov 15, 2024

    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!

  • John M.

    Submitted Nov 11, 2024

    Stayed Nov 8, 2024

    My wife and I thoroughly enjoyed our stay. The property owner was incredibly nice and accommodating. The home was very clean and cozy... Tue bed was very comfortable. It also helped that there was a Ruth Chris at the end of the street.

  • Patricia W.

    Submitted Oct 27, 2024

    Stayed Oct 24, 2024

    A warm, welcoming vibe. Beautiful and cozy. We were attending my daughter’s wedding and it was wonderful to come back to Irie and simply relax. Liz is a great host and an excellent communicator. Very helpful and informative. Would love to return soon and definitely recommend to others

  • Wayne D.

    Submitted Sep 28, 2024

    Stayed Sep 10, 2024

    Close to downtown Annapolis, restaurants

  • Jolee B.

    Submitted Sep 16, 2024

    Stayed Sep 13, 2024

    We took a quick weekend getaway to Annapolis. It was our first time there and we loved it. The location of the house is perfect. We were so close to the bay with tons of restaurants nearby. It was a quiet neighborhood though so we didn’t feel like we were in a party scene. The house was so clean. The pool was huge (bigger than expected), and the host went above and beyond. Liz was an excellent communicator. She had more than enough essentials at the house that made our stay so relaxing. I felt very safe and comfortable reaching out to her if we had any trouble. She was a top tier host for sure. We highly recommend and highly enjoyed our stay!

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Total

Includes taxes and fees
$669+
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