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

Riverside holiday 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
Interior
Outdoor pool
Smart TV, fireplace, books, stereo
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 5102 sq m

Popular amenities

  • Barbecue grill
  • Fireplace

Explore the area

View map
Annapolis, MD
  • Place, Annapolis City Dock
    ‪14 min walk‬
  • Place, U.S. Naval Academy
    ‪17 min walk‬
  • Place, Navy-Marine Corps Memorial Stadium
    ‪4 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪35 min drive‬

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About the area

Annapolis

This holiday home puts you in the heart of Annapolis, within just a 10-minute stroll of Annapolis Harbor and Annapolis Maritime Museum. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, free wired Internet and 2 bathrooms. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A pillowtop bed, premium bedding and a pillow menu invite a good night's rest. A fireplace, a patio and a sofa bed are also available. Housekeeping is available on request. .This smoke-free holiday home offers an outdoor pool and free WiFi in public areas, and has concierge services. Added amenities include laundry facilities, a garden and barbecues. Local cuisine breakfast is available daily between 8:00 AM and 11:00 AM. .With a stay at this Eastport holiday home, you'll be 1.7 km (1.1 mi) from U.S. Naval Academy.
View more Holiday homes in AnnapolisOpens in a new window

What's nearby

  • Annapolis Maritime Museum - 6 min walk - 0.6 km
  • Annapolis City Dock - 14 min walk - 1.2 km
  • Maryland State House - 17 min walk - 1.5 km
  • U.S. Naval Academy - 17 min walk - 1.5 km
  • Navy-Marine Corps Memorial Stadium - 4 min drive - 3.5 km

Getting around

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

Restaurants

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

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

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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 transport

  • Onsite parking includes off-street options

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • 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 lift
  • Smoke-free property

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 centre
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • 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

Policies

Check-in

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

Check-out

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

Special check-in instructions

The property charges 3 per cent 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

Check-out instructions

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.

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

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cots (infant beds) are not available.

Events

No events allowed

Smoking

Smoking is not permitted

Payment types

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts Visa, Mastercard, American Express, Discover, debit cards, mobile payments and PayPal. Cash is not accepted. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Property Registration Number 2280460

We should mention

  • The seasonal pool will open on 15 April and close on 25 October.

Frequently asked questions

Are there any beaches close to 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?

The closest beach to 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! is Bay Ridge Beach (3.4 km).

Does 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! have a pool?

Yep, and guests love it! 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! has a pool. The pool is open from April 15 to October 25.

What luxury perks are available at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?

This property features an outdoor pool, as well as a private pool and pillowtop beds.

Is 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! family-friendly?

You bet! With amenities such as a playground and laundry facilities, as well as children's dinnerware and children's books, it's no surprise that 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! is a winner with our family travellers.

Is there a private hot tub at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?

No, but there is a private pool.

Does 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! serve breakfast?

You bet, local cuisine brekkie is available daily between 8:00 AM and 11:00 AM.

Is there a free airport shuttle available at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?

No, 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! does not offer an airport shuttle service.

What time are check-in & check-out at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?

Check-in begins at 3:00 PM. Check-out time is 11:30 AM.

Are pets allowed at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?

No, pets are not allowed.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 118 out of 123 reviews
Rating 8 - Good. 4 out of 123 reviews
Rating 6 - Okay. 1 out of 123 reviews
Rating 4 - Poor. 0 out of 123 reviews
Rating 2 - Terrible. 0 out of 123 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Steve N.

Liked: Cleanliness
Great property and location.
Stayed 2 nights in Oct 2025

8/10 Good

Rachel E.

Liked: Cleanliness
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

10/10 Excellent

Sharon A.

Liked: Cleanliness
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

10/10 Excellent

Randy S.

Liked: Cleanliness
Stayed 7 nights in Aug 2025

10/10 Excellent

Angelica J.

Liked: Cleanliness
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

10/10 Excellent

Jane Marie H.

Liked: Cleanliness
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

10/10 Excellent

Gregory P., Northern New York

Liked: Cleanliness
Place is truly wonderful! And the host is even better! Wonderful time!
Stayed 3 nights in Aug 2025

10/10 Excellent

Rebecca N.

Liked: Cleanliness
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

Nancy D.

Stayed 3 nights in Jul 2025

10/10 Excellent

Nicole W.

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

10/10 Excellent

Kathleen J.

Liked: Cleanliness
We had a great stay! The house was adorable and the pool was awesome!
Stayed 2 nights in Jul 2025

10/10 Excellent

Petra L.

Liked: Cleanliness
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

Tim L.

Liked: Cleanliness

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

Laura B.

Liked: Cleanliness

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

10/10 Excellent

Matthew T.

Liked: Cleanliness

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

Watersyrene, Homosassa, FL

Liked: Cleanliness

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

Carla M.

Liked: Cleanliness

Great place

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

10/10 Excellent

John O.

Liked: Cleanliness

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

Emily M.

Liked: Cleanliness

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

8/10 Good

Verified traveller

Liked: Cleanliness

Family visit

Great location.
Stayed 3 nights in Jan 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness

XMAS Stay

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.
Stayed 4 nights in Dec 2024

10/10 Excellent

george g., 172 WEST PINES DRIVE SOUTHINGTON CT 06489

Liked: Cleanliness

Awesome

Awesome House Awesome neighborhood Awesome Host(ess). 10 out of 10
Stayed 7 nights in Dec 2024

10/10 Excellent

Heather M.

Liked: Cleanliness

Beautiful home in a wonderful neighborhood

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
Stayed 4 nights in Nov 2024

10/10 Excellent

Anne H.

Liked: Cleanliness

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

John M., Leesburg

Liked: Cleanliness

Very nice and cozy

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.
Stayed 2 nights in Nov 2024