Title: 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=66845427&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! Riverfront vacation home with an outdoor pool, near U.S. Naval Academy ## Photo gallery for 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! ![Exterior - 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! (Annapolis)](https://images.trvl-media.com/lodging/67000000/66850000/66845500/66845427/4cc6cb4b.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds - 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! (Annapolis)](https://images.trvl-media.com/lodging/67000000/66850000/66845500/66845427/fbdf3a63.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! (Annapolis)](https://images.trvl-media.com/lodging/67000000/66850000/66845500/66845427/033140d1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! (Annapolis)](https://images.trvl-media.com/lodging/67000000/66850000/66845500/66845427/55aff0f8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, books, stereo - 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! (Annapolis)](https://images.trvl-media.com/lodging/67000000/66850000/66845500/66845427/6dc35c88.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies In the heart of Eastport, 421 Irie offers a tropical escape with a private full-size pool, screened-in porch, and vibrant flower gardens. This charming two-story cottage features an open-concept living area with fully stocked kitchen for entertaining and off-street parking. ## Reviews 10 Exceptional ### Entire home 2 bedrooms2 bathroomsSleeps 51100 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## 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 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 - Smoking not allowed ### 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 ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92800000/92793600/92793532/197c73ed.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic 3 Bedroom Downtown Annapolis Townhome Historic District - Kitchen - Washer - Dryer - Pet friendly 10 Exceptional 25 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-12&endDate=2026-02-13&selected=92793532&PinnedHotelID=92793532&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/119000000/118830000/118824200/118824130/964bce68.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Upscale Condo in Annapolis Historic District - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 2 reviews CA $247 CA $640 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10&selected=118824130&PinnedHotelID=118824130&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/31000000/30530000/30528300/30528257/84c052bf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars! 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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 Pets not allowed ### Children and extra beds Children are welcome Rollaway/extra beds are not available Cribs (infant beds) are not available ### Events No events allowed ### Smoking Smoking is not permitted ### Property payment types ## Important information ### Optional extras - 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 The above list may not be comprehensive. Fees and deposits may 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 Property Registration Number 2280460 ### We should mention This property does not have elevators The seasonal pool will be open from April 15 to October 25 ## About the area Located on a river, this vacation home is in Eastport, a neighborhood in Annapolis. Annapolis Maritime Museum and The Colonial Players are cultural highlights, and some of the area's landmarks include Kunta Kinte Plaque & Alex Haley Memorial and John Smith House. French Soldiers Monument and Helen Avalynne Tawes Garden are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Annapolis travel guide](https://www.expedia.ca/Annapolis.dx6034082) [View more Vacation homes in Annapolis](https://www.expedia.ca/Annapolis-Private-Vacation-Homes.d6034082-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C38.97150%2C-76.48056&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=-S3DM7KCV9X2HTR4ByLWThEXs8A=) Annapolis, MD ### What's nearby - ![U.S. Naval Academy featuring military items, interior views and heritage architecture](https://images.trvl-media.com/place/6077390/365a14c8-731b-4cc4-a5d7-9baf0c5edd8f.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) U.S. Naval Academy 12 min walk \- 1.1 km - ![Maryland State House](https://images.trvl-media.com/place/6077394/39e21708-8b4c-431c-950d-e74cf62a71b7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Maryland State House 17 min walk \- 1.5 km - Annapolis Harbor 2 min walk \- 0.2 km - Annapolis Maritime Museum 6 min walk \- 0.6 km - Annapolis City Dock 14 min walk \- 1.2 km ### Getting around - Odenton Station 28 min drive - Baltimore Washington Intl. Airport (BWI) 45 min drive ### Restaurants - The Choptank 15 min walk - Carrol's Creek Cafe 4 min walk - Annapolis Market House 16 min walk - O'Brien's Oyster Bar & Seafood Tavern 17 min walk - Boatyard Bar & Grill 3 min walk ## Frequently asked questions ### Does 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! have a pool? ### Is 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! pet-friendly? ### How much is parking? ### What time is check-in at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!? ### What time is check-out at 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!? ### Where is 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking! Reviews ## Reviews ### 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. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 124 8 - Good 4 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Anne H. Oct 26, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy This is our second time renting at this house, and it was as perfect as ever! Very clean, comfortable and a perfect location for all Annapolis has to offer. ##### Anne H. Stayed 2 nights in Oct 2025 ### 10/10 Excellent #### Kathleen J. Aug 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy We had a great stay! The house was adorable and the pool was awesome! ##### Kathleen J. Stayed 2 nights in Jul 2025 ### 10/10 Excellent #### Jane Marie H. Sep 7, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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. ##### Jane Marie H. Stayed 3 nights in Aug 2025 ### 10/10 Excellent #### Carla M. Apr 19, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place Wonderful house in a great location ##### Carla M. Stayed 5 nights in Apr 2025 ### 8/10 Good #### Verified traveller Jan 23, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family visit Great location. ##### Verified traveller Stayed 3 nights in Jan 2025 ### 10/10 Excellent #### Leslie P. Mar 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful property and great host! We loved our stay here! It was a lovely property, great location and the host was so thoughtful and left great welcome gifts for us! ##### Leslie P. Stayed 2 nights in Mar 2024 ### 10/10 Excellent #### Ryan K. Jun 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Location Nice house in a great location. ##### Ryan K. Stayed 3 nights in Jun 2024 ### 10/10 Excellent #### Emily M. Mar 17, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 ### 10/10 Excellent #### John O. Mar 22, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 #### Lorri S. Nov 17, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Perfect Perfect great location and beautiful place to stay. We will be back if we are ever in the area again. ##### Lorri S. Stayed 3 nights in Nov 2023 ### 10/10 Excellent #### Anne H. Nov 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 #### Lisa J. Aug 5, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 ### 6/10 Okay #### Wayne D. Sep 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Convenient Close to downtown Annapolis, restaurants ##### Wayne D. Stayed 3 nights in Sep 2024 ### 10/10 Excellent #### Verified traveller Jul 6, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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!!! ##### Verified traveller Stayed 5 nights in Jun 2024 ### 10/10 Excellent #### John M. Nov 11, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 #### Loraine C. Aug 23, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 #### Nathan H. Jul 31, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 #### Verified traveller Dec 29, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 #### Ellen E. Aug 6, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Eastport escape Fabulous house and pool in a great location. Owner was amazingly helpful and friendly. Wonderful week! ##### Ellen E. Stayed 7 nights in Jul 2023 ### 10/10 Excellent #### Donna A. Jun 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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! ##### Donna A. Stayed 3 nights in Jun 2024 ### 10/10 Excellent #### Ann L. Sep 28, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful stay! The house was perfect for two couples- with plenty of places to sit together as well quiet spaces for individuals. The kitchen is well stocked. Even better was the location-easy walks to great restaurants and sights. And the best is the owner, Liz-she is great about updates to the property, welcomes treats, suggestions for activities and eating with very prompt communications. We would absolutely stay there any time we are in Annapolis. ##### Ann L. Stayed 3 nights in Sep 2023 ### 10/10 Excellent #### Patricia W. Oct 27, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 ### 10/10 Excellent #### Brian C. Aug 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 #### Denise N. Mar 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Weekend Getaway From booking to checking out, Liz was an amazing host. Her attention to detail and thoughtfulness for her guests is unmatched. The house is adorable and within walking distance to many restaurants and bars. While it’s not directly on the water, the backyard & sunroom evoke a sense of calmness and peace. Will definitely book again! ##### Denise N. Stayed 2 nights in Mar 2024 ### 10/10 Excellent #### Ryan M. Jul 22, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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. 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