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.
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
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. :)
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!!
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.
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.
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
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 108 out of 112 reviews
10 - Excellent
108
Rating 8 - Good. 3 out of 112 reviews
8 - Good
3
Rating 6 - Okay. 1 out of 112 reviews
6 - Okay
1
Rating 4 - Poor. 0 out of 112 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 112 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Tim L.
3 July 2025
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.
Tim L.
Stayed 3 nights in Jun 2025
10/10 Excellent
Laura B.
30 June 2025
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!
Laura B.
Stayed 4 nights in Jun 2025
10/10 Excellent
Matthew T.
30 June 2025
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.
Matthew T.
Stayed 3 nights in Jun 2025
10/10 Excellent
Watersyrene, Homosassa, FL
31 May 2025
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!
Watersyrene
Stayed 2 nights in May 2025
10/10 Excellent
Carla M.
19 Apr 2025
Liked: Cleanliness
Great place
Wonderful house in a great location
Carla M.
Stayed 5 nights in Apr 2025
10/10 Excellent
John O.
22 Mar 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.
John O.
Stayed 3 nights in Mar 2025
10/10 Excellent
Emily M.
17 Mar 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!
Emily M.
Stayed 3 nights in Mar 2025
8/10 Good
Verified traveller
23 Jan 2025
Liked: Cleanliness
Family visit
Great location.
Verified traveller
Stayed 3 nights in Jan 2025
10/10 Excellent
Verified traveller
29 Dec 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.
Verified traveller
Stayed 4 nights in Dec 2024
10/10 Excellent
george g., 172 WEST PINES DRIVE SOUTHINGTON CT 06489
14 Dec 2024
Liked: Cleanliness
Awesome
Awesome House Awesome neighborhood Awesome Host(ess). 10 out of 10
george g.
Stayed 7 nights in Dec 2024
10/10 Excellent
Heather M.
13 Dec 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
Heather M.
Stayed 4 nights in Nov 2024
10/10 Excellent
Anne H.
17 Nov 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!
Anne H.
Stayed 2 nights in Nov 2024
10/10 Excellent
John M., Leesburg
11 Nov 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.
John M.
Stayed 2 nights in Nov 2024
10/10 Excellent
Patricia W.
27 Oct 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
Patricia W.
Stayed 3 nights in Oct 2024
6/10 Okay
Wayne D.
28 Sept 2024
Liked: Cleanliness
Convenient
Close to downtown Annapolis, restaurants
Wayne D.
Stayed 3 nights in Sep 2024
10/10 Excellent
Jolee B.
16 Sept 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!
Jolee B.
Stayed 3 nights in Sep 2024
8/10 Good
Sharon W.
3 Sept 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!
Sharon W.
Stayed 7 nights in Aug 2024
10/10 Excellent
Loraine C., Maryland
23 Aug 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
Loraine C.
Stayed 1 night in Aug 2024
10/10 Excellent
Brian C.
13 Aug 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.
Brian C.
Stayed 3 nights in Aug 2024
10/10 Excellent
Kerry H.
10 Aug 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!
Kerry H.
Stayed 3 nights in Aug 2024
10/10 Excellent
Lisa J.
5 Aug 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!
Lisa J.
Stayed 3 nights in Aug 2024
10/10 Excellent
Nathan H.
31 July 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.
Nathan H.
Stayed 4 nights in Jul 2024
10/10 Excellent
Nicholas R B.
27 July 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.
Nicholas R B.
Stayed 6 nights in Jul 2024
10/10 Excellent
Ryan M.
22 July 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.
Ryan M.
Stayed 3 nights in Jul 2024
10/10 Excellent
Verified traveller
6 July 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!!!