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

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Entire home

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Where to?

Dates

May 2025

June 2025

Overview
Amenities
Policies
Location
Host

Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 51100 sq ft

Popular amenities

Barbecue grill
Fireplace
Dryer
Washer
Kitchen

Explore the area

Annapolis, MD

Annapolis City Dock
‪16 min walk‬
U.S. Naval Academy
‪4 min drive‬
Navy-Marine Corps Memorial Stadium
‪4 min drive‬
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
‪45 min drive‬

Room options

About the neighborhood

Annapolis

Located in Eastport within a 5-minute walk of Annapolis Harbor, this vacation home is within a 15-minute stroll of Annapolis Maritime Museum. The vacation home includes a private pool, a kitchen, and a fireplace.

View more Vacation Homes in Annapolis

What's nearby

Annapolis Maritime Museum - 6 min walk - 0.4 miles
Annapolis City Dock - 16 min walk - 0.9 miles
Maryland State House - 3 min drive - 1.3 miles
U.S. Naval Academy - 4 min drive - 1.6 miles
Navy-Marine Corps Memorial Stadium - 4 min drive - 2.3 miles

Getting around

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

Restaurants

‪The Choptank - ‬15 min walk
‪Starbucks - ‬17 min walk
‪O'Brien's Annapolis' Original Steakhouse - ‬17 min walk
‪Mc Garvey's Saloon - ‬17 min walk
‪Chipotle Mexican Grill - ‬17 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

The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi and wired Internet. Pillowtop beds sport Egyptian cotton sheets and pillow menus, and the bathroom offers a hair dryer. Other standard amenities include a private pool, a washing machine, and a fireplace. Housekeeping is available on request.

Property manager

Liz

Languages

English

Similar properties

Pool
Kitchen
Free WiFi
Air conditioning

$389 nightly

May 26 - May 27

Total includes taxes and fees

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
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 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

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

Access methods

Access code, private entrance

Pets

This property doesn't allow pets

Property payment types

Important information

Optional extras

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

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

This list may not be comprehensive. Fees and deposits might 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

Check-in: 3:00 PM
Check-out: 11:30 AM
Minimum check-in age: 27

Property Registration Number 2280460

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
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.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Additional information about polices, regulations, and more:

The seasonal pool is open from April 15 to October 25.
There are no elevators.
No cribs or infant beds are available.
No rollaway or extra beds are available.

Frequently asked questions

What's there to see within easy reach of this vacation home?

This vacation home is situated in Eastport within a 10-minute walk of Annapolis Maritime Museum, Spa Creek, and Annapolis Harbor. You'll also find Annapolis City Dock and Ellen O. Moyer Nature Park at Back Creek less than a mile away.

Is there parking available at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is an outdoor pool. The seasonal pool will be open from April 15 until October 25.

Is 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! good for couples?

This riverfront vacation home offers many amenities for couples such as a private pool, a fireplace, and access to a chef.

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

No, there isn't a spa tub at this vacation home.

Does this vacation home provide breakfast?

This vacation home offers breakfast (local cuisine) each morning for a surcharge.

Will this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at this vacation home?

No, there aren't connecting rooms at this vacation home.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Fort Meade, MD (FME-Tipton), which is 21.7 mi away (36 minutes by car). Another top airport is Baltimore Washington Intl. Airport (BWI), which is located 30 mi away (45-minute drive).

Can I book a room with a balcony at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!?

Yes, every accommodation at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! comes with a deck with some featuring water views.

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

Exceptional

10/10

Cleanliness

10/10 Excellent

Carla M.

Apr 19, 2025

Liked: Cleanliness

Great place

Wonderful house in a great location

Stayed 5 nights in Apr 2025

10/10 Excellent

John O.

Mar 22, 2025

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.

Mar 17, 2025

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 traveler

Jan 23, 2025

Liked: Cleanliness

Family visit

Great location.

Stayed 3 nights in Jan 2025

10/10 Excellent

Verified traveler

Dec 29, 2024

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

Dec 14, 2024

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.

Dec 13, 2024

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.

Nov 17, 2024

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

Nov 11, 2024

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

10/10 Excellent

Patricia W.

Oct 27, 2024

Liked: Cleanliness

Irie is a special place

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

Stayed 3 nights in Oct 2024

6/10 Okay

Wayne D.

Sep 28, 2024

Liked: Cleanliness

Convenient

Close to downtown Annapolis, restaurants

Stayed 3 nights in Sep 2024

10/10 Excellent

Jolee B.

Sep 16, 2024

Liked: Cleanliness

Amazing location & house!

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!

Stayed 3 nights in Sep 2024

8/10 Good

Sharon W.

Sep 3, 2024

Liked: Cleanliness

Great location!

The location of the home was wonderful! However, seating in the home was uncomfortable - both the living room and sunroom. Additionally, the lower level toilet seat was too cramped - even for short legs! Additionally, while the pool is lovely to look at, it was dangerous to get in - there was no handrail! My husband fell while walking down the steps! Hopefully, a handrail will be installed for safety of future guests!

Stayed 7 nights in Aug 2024

10/10 Excellent

Loraine C., Maryland

Aug 23, 2024

Liked: Cleanliness

Fun with good friends

absolutely fabulous home with gorgeous private garden with pool, Comfortable and beautiful interior with everything you could possibly need for your visit

Stayed 1 night in Aug 2024

10/10 Excellent

Brian C.

Aug 13, 2024

Liked: Cleanliness

421 Irie

Great rental home for our family. Our son is a plebe at the Naval Academy so we were in town for Plebe Parent Weekend. We were able to make home cooked meals, hang out by the pool, and make the very short drive to and from the Academy.

Stayed 3 nights in Aug 2024

10/10 Excellent

Kerry H.

Aug 10, 2024

Liked: Cleanliness

Awesome Parent Getaway

We stayed at 421 Irie for a few days while our kids were away at camp….an early 15th anniversary celebration! It was the perfect location to be able to explore Annapolis and also relax in the backyard oasis. The house is well stocked and has awesome areas to relax, play cards, and do a little work if needed. We enjoyed walking to local restaurants for dinner and Bread and Butter Kitchen for yummy breakfast. It’s also very convenient to walk to the riverfront and hop on the water taxi that takes you to City Dock. All around a perfect place for a couples getaway!

Stayed 3 nights in Aug 2024

10/10 Excellent

Lisa J.

Aug 5, 2024

Liked: Cleanliness

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

Nathan H.

Jul 31, 2024

Liked: Cleanliness

Usna tour.

This property is perfectly located. Toured usna and state house, many good restaurants nearby. Never had to use the car.

Stayed 4 nights in Jul 2024

10/10 Excellent

Nicholas R B.

Jul 27, 2024

Liked: Cleanliness

Perfect Getaway

Perfect for a family vacation. Located close to everything you could want. Great food, shopping, and sightseeing nearby. Easy access to downtown Annapolis, and other areas such as DC, Ocean City, and Baltimore. Everything you could possibly need (or may have forgotten) was supplied at the property. Backyard garden and pool were top notch, and sunroom was used extensively. Owner is super friendly and helpful, and welcome gift was greatly appreciated. Would definitely recommend.

Stayed 6 nights in Jul 2024

10/10 Excellent

Ryan M.

Jul 22, 2024

Liked: Cleanliness

Endless pool + Perfect Location + Great Host

We visited during a heat wave; as expected, the pool was a blessing. The pool was also way bigger than the photos could possibly capture. What an absolute joy. Liz was clear, helpful, and took great pride/care in her property. Legit oasis. We hope to visit again.

Stayed 3 nights in Jul 2024

10/10 Excellent

Verified traveler

Jul 6, 2024

Liked: Cleanliness

Gem of a property 💎

We stayed at 421 Irie for a friend’s wedding. The property had everything we needed & then some! The kids loved the pool & you can’t beat the location!!!

Stayed 5 nights in Jun 2024

10/10 Excellent

Samantha W.

Jun 25, 2024

Liked: Cleanliness

Beautiful home in the heart of the best spot in Annapolis

We just loved this home in Eastport. It’s close to all of the best restaurants and easy to take a water taxi back-and-forth to downtown. Our kids enjoyed the pool - a rare find in this part of town. Liz was a wonderful host. You can tell she puts a lot of TLC into her home and the experience she gives her guests. Since it was already booked for the rest of our stay in Annapolis we switched to another rental that was nice but just didn’t compare. Our kids kept asking to go back and I’m sure we will one day soon!

Stayed 2 nights in Jun 2024

10/10 Excellent

Ryan K.

Jun 20, 2024

Liked: Cleanliness

Great Location

Nice house in a great location.

Stayed 3 nights in Jun 2024

10/10 Excellent

Donna A.

Jun 14, 2024

Liked: Cleanliness

Girls trip

The house had everything we needed. Loved the decor. It created a cozy atmosphere. The backyard was amazing with the flowers and pool. The host is super!

Stayed 3 nights in Jun 2024

10/10 Excellent

kerry b.

Jun 4, 2024

Liked: Cleanliness

Perfect Retreat for a Wedding Weekend in Annapolis

421 Irie was the perfect perch in Annapolis for our son's wedding weekend, exceeding all of our expectations. Liz made us feel incredibly welcome from the moment we booked with her lightning-quick responses, warm hospitality, and thoughtful personal touches. The home was immaculate and had every amenity we could have wished for. Its convenient location made it easy for us to navigate to and from wedding events, while the comfort and coziness of the house made it the ideal place to relax and prepare for the big day. The small wedding party had plenty of space to do hair and makeup prep, which was a huge plus (large living room, kitchen island for brunch and luncheon dishes). The lush, blooming gardens surrounding the pool provided a picturesque backdrop, adding to the celebratory atmosphere. One of our favorite spots was the sunroom, which was perfect for enjoying morning coffee and gathering with family and friends throughout the day and evening. Overall, this home was the perfect retreat for such a special occasion, and we couldn't have asked for a better place to stay. We highly recommend Liz's vacation home for anyone looking for a beautiful, comfortable, and welcoming place to stay in Annapolis.

Stayed 3 nights in May 2024