See all properties
Entire home

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

Choose dates to view prices

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

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 51100 sq ft

Popular amenities

  • Barbecue grill
  • Fireplace

Explore the area

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

Room options

You may also like

Ad
Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

Historic District
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
4.4 out of 5, Excellent, 824 reviews
The price is $270
$237 nightly
$270 total
Total includes taxes and fees
Jul 6 - Jul 7
Annapolis Waterfront Hotel, Autograph Collection

About the neighborhood

Annapolis

City center stay.Within a 10-minute walk of this Eastport vacation home, you'll find Annapolis Harbor and Annapolis Maritime Museum. Also, Spa Creek is within half a mile (1 km) and U.S. Naval Academy is within 2 miles (3 km).
View more Vacation Homes in AnnapolisOpens in a new window

What's nearby

  • Annapolis Maritime Museum - 6 min walk - 0.4 miles
  • Annapolis Landing Marina - 11 min walk - 0.6 miles
  • Annapolis City Dock - 14 min walk - 0.8 miles
  • U.S. Naval Academy - 17 min walk - 0.9 miles
  • Navy-Marine Corps Memorial Stadium - 4 min drive - 2.2 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

Property manager

Liz

Languages

English

Similar properties

Outdoor pool, a heated pool

Waterfront Oasis of Annapolis Star

  • Pool
  • Kitchen
  • Free WiFi
  • Air conditioning
5.0 out of 5, Exceptional, 73 reviews
$404 nightly
The price is $461
Jun 7 - Jun 8
Total includes taxes and fees
Waterfront Oasis of Annapolis Star

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

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.

Access methods

Access code, private entrance

Pets

  • No pets allowed

Children and extra beds

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

Property 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 percent

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
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
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. Onsite 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 each accommodation.

Property Registration Number 2280460

We should mention

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

Frequently asked questions

How close is 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! to the airport?

This vacation home is 21.7 mi (36-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.

Does 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! to the beach?

This vacation home is 3.4 mi (8-min drive) from Carrs Beach and 3.5 mi (14-min drive) from Sparrows Beach. Don't forget your sunscreen!

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

Free breakfast isn’t provided at this vacation home, but local cuisine breakfast is offered for a fee of between USD 12.00 and 18.00 per person. It's available every day from 8:00 AM to 11:00 AM.

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

No, there is no casino at this vacation home.

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.

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

Free parking is not available at this vacation home.

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

This vacation home features an outdoor pool.

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

There are no spa services available at this vacation home.

How close is 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! to downtown Annapolis?

This vacation home is 0.8 mi away from Annapolis.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 104 out of 108 reviews
Rating 8 - Good. 3 out of 108 reviews
Rating 6 - Okay. 1 out of 108 reviews
Rating 4 - Poor. 0 out of 108 reviews
Rating 2 - Terrible. 0 out of 108 reviews

10/10

Cleanliness

Reviews

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 traveler

Liked: Cleanliness

Family visit

Great location.
Stayed 3 nights in Jan 2025

10/10 Excellent

Verified traveler

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

10/10 Excellent

Patricia W.

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.

Liked: Cleanliness

Convenient

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

10/10 Excellent

Jolee B.

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.

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

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.

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.

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.

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.

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.

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.

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

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.

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.

Liked: Cleanliness

Great Location

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

10/10 Excellent

Donna A.

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