Doggy Day Care Hillsmere Shores

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Over 25
pet parents in Hillsmere Shores have booked doggy day care

Hillsmere Shores, Find top rated doggy day care

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

Lucy and Daniel are a great team for the best doggy daycare you could ever want/need for your dog! My dog is extremely needy and they gave him nothing but love. We look forward to next time!

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Meredith C.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$50
per day
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

Elaine takes such good care of our dog, Ellie. I'm so glad she was available to watch her when I had to be away for a work trip. I know she's in good hands! Thank you Elaine!

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Jessica A.
Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
66 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

Roxy had a wonderful time playing with Andreas and his dog Luna. She was reluctant to leave in order to come home. The rest of the day she was happy and tired. Andreas was very pleasant to deal with. His fenced-in yard is a big plus.

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David C.
Sitter Profile Image: Bailey C.
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Bailey C.
from
$29
per day
5.0 out of 5 stars
26 reviews
7 repeat clients
5 years of experience
Annapolis, MD, 21403

Bailey is the best! Not only does she care for my pup and send frequent updates and pics, but she pays attention to detail. My dog was trying to pee more than usual and she noticed and told me right away. I was able to get her to the vet for treatment for a UTI, thanks to Bailey’s keen eye!

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Audrey A.
Sitter Profile Image: Kacie B.
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Kacie B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
81 reviews
29 repeat clients
12 years of experience
Annapolis, MD, 21401

Had work done to my home and my puppy needed a place to stay for the day. Bruno had the best time with Kacie. I received so many updates and photos. It was so comforting to know he was in great hands.

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Katie F.
Sitter Profile Image: Alex K.
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Alex K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
64 reviews
16 repeat clients
30 years of experience
Annapolis, MD, 21401

First time my puppy was away from me and Alex kept me updated with lots of texts, pictures and videos. Winnie had a great time. Highly recommend.

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Christine H.
Sitter Profile Image: Shan Yun & Peter L.
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Shan Yun & Peter L.
from
$30
per day
5.0 out of 5 stars
3 reviews
3 years of experience
Annapolis, MD, 21401

Sarah and Peter are great! They took care to read my dog’s profile carefully to attend to her needs. They were sure to give her play breaks away from their dog (mine’s older and gets tired faster) and gave her lots of attention!

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Audrey A.
Sitter Profile Image: Lindsay M.
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Lindsay M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
53 reviews
13 repeat clients
40 years of experience
Annapolis, MD, 21401

Lindsay was awesome with our dog Zuzu! We are so glad to have found someone who we can trust to leave her with. We have already told several friends that they should reach out to Lindsay to watch their pups too.

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Kate T.
Sitter Profile Image: Alexis H.
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Alexis H.
from
$60
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
13 years of experience
Annapolis, MD, 21403

About: I’ve been around animals my entire life and grew up caring for 3 dogs, 2 cats, birds, lizards, hermit crabs, fish, and rabbits. Taking care of pets has always come naturally to me. Since I was around 10 years old, I’ve helped walk my neighbors’ dogs and puppies, as well as pet sit their dogs and cats while they were away on vacation. I’m very patient, attentive, and love making pets feel safe, comfortable, and cared for like they’re part of the family. 🐾 Pet care fits naturally into my daily routine as a stay-at-home mom, which gives me a very flexible schedule and allows me to be home throughout the day for walks, feedings, playtime, check-ins, and lots of attention. My 5-month-old daughter and I spend a lot of time at home, so I’m able to provide consistent care, companionship, and updates for pet owners. I enjoy having animals as part of our daily routine and make sure every pet feels comfortable, safe, and cared for. In my home, pets are treated like family and are welcome on the furniture for comfort and companionship. I create a calm, loving environment where animals can feel safe and relaxed while away from their owners. My cats have access to food and water throughout the day, with their setup safely placed out of reach from dogs when needed. I do not crate animals unless specifically requested by the owner, as I prefer pets to feel comfortable and free in the home. I pay close attention to each pet’s routine, personality, and comfort level to make sure they receive individualized care, attention, and plenty of love.

Sitter Profile Image: Taylor Grace T.
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Taylor Grace T.
from
$55
per day
5.0 out of 5 stars
9 reviews
1 repeat client
7 years of experience
Capitol Hill, Annapolis, MD, 21401

They were sweet with Kodi and sent picture updates during the day. I look forward to using them again!

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erin t.
Sitter Profile Image: Taylor C.
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Taylor C.
from
$60
per day
5.0 out of 5 stars
173 reviews
53 repeat clients
12 years of experience
Annapolis, MD, 21403

Taylor took such great care of Millie, she was super attentive, caring and kept me updated with how she was doing! I'll definitely be using her services again!

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Morgan W.
Sitter Profile Image: Laura T.
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Laura T.
from
$40
per day
5.0 out of 5 stars
39 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

Laura is fantastic! Our pup Luna had a great time and loved playing around in the yard and with her two lovely pups. Laura was great to work with and sent pictures during Luna’s daycare session. Thanks!

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Mike H.
Sitter Profile Image: Stacia D.
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Stacia D.
from
$49
per day
12 years of experience
Annapolis, MD, 21403

About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! I believe in open communication to ensure the safety of you, your pet, me and mine. I work fully remote and am able to support daycare and boarding. I usually walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. This is to ensure the safety of my dog and if I am boarding or hosting daycare for another dog. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive, okay without supervision, or is okay in a crate or enclosed room. I communicate my anticipated work schedule and plan for the day with the pet owner.

Sitter Profile Image: Margriet M.
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Margriet M.
from
$75
per day
5.0 out of 5 stars
9 reviews
1 repeat client
17 years of experience
Annapolis, MD, 21403

Our sweet beagle had a lovely time and lots of cuddles with Margriet! Would definitely contact her again when we’re in Annapolis!

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Lucinda D.
Sitter Profile Image: sofia b.
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sofia b.
from
$50
per day
5.0 out of 5 stars
7 reviews
1 repeat client
8 years of experience
Annapolis, MD, 21403

Sophia was able to accommodate a last minute booking which was a huge help for me and was understanding when I was running late for drop off. She was great overall, communicated well and sent me pictures. Franklin was happy when I picked him up and seemed to have a great time with her! He was also really tired which means he got lots of attention and play time. Would highly recommend and would use her for future bookings!!

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Anne Marie C.
Sitter Profile Image: Diana V.
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Diana V.
Star Sitter
from
$55
per day
5.0 out of 5 stars
222 reviews
96 repeat clients
10 years of experience
Riva, MD, 21140

Diana and her family were nice enough to watch our dog on short notice for a few hours while we were driving through from out of town. Worked out great! Very nice people and our dog came back to us happy.

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Sammy K.
Sitter Profile Image: Grace N.
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Grace N.
from
$45
per day
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21401

Thank u so much for taking great care of my baby!!

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Aaron S.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$38
per day
5.0 out of 5 stars
566 reviews
260 repeat clients
25 years of experience
Annapolis, MD, 21409

I have used Michelle for both of my dogs, yesterday was her first time watching my 3 month old yorkie & she did a wonderful job. She made sure he was comfortable because he was afraid at first. I really appreciate Michelle for all of her help. I highly recommend her to anyone needing pet sitting services.

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Lor K.
Sitter Profile Image: Anne N.
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Anne N.
from
$50
per day
25 years of experience
Annapolis, MD, 21401

About: I've had dogs my whole life and love playing with and training them. I unfortunately lost Axel, my shepherd/husky mix, last year. But I still have Harley (technically my boyfriend's, but we've lived together 3 years now). Harley is a sweet, 4-year-old, 40 lb spayed female mystery mix who loves to play, especially with other dogs. We go for lots of walks each day and we like playing, learning and practicing tricks. She knows the basics and can also spin, place, go around you, and now we're practicing crawl. I think people could learn a lot from dogs if they paid more attention. I've started dog sitting for neighbors the past few years and always enjoy getting to know new dogs. One of my favorite dogs I've cared for is Goose, a 5-year-old male Chesapeake Bay retriever. I also work managing a restaurant in town and do graphic design part-time from home as well. I work managing a restaurant downtown in Annapolis, and also do freelance graphic design work from home. Except for Mondays, my shifts at the restaurant are all p.m. shifts so I'm home and available most days anytime before 3:00. I'm off from the restaurant on Tuesdays and Fridays. I currently have and have always had dogs so I'm very used to going for multiple walks a day. I live in an apartment downtown in Annapolis. We currently do not have a yard; however, we go for a lot of walks and still spend a lot of time outside at parks and just hanging out in front of the apartment to people (and dog) watch. I have a crate, and my dog is crate-trained, so if/when your pup is over, I'm prepared to separate them if needed.

Sitter Profile Image: Amy D.
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Amy D.
from
$45
per day
5.0 out of 5 stars
29 reviews
13 repeat clients
7 years of experience
Arnold, MD, 21012

About: I have two cats of my own who I adore. I frequently help take care of relatives' and neighbors dogs. My own black lab recently passed and taking care of other dogs is enjoyable and therapeutic. I am a teacher and home by early afternoon . My husband is home all day and helps take care of fur babies in our home while I’m at work. I am free in the evenings and weekends to help care of your fur babies! I have a two-story home with a back yard. Typically, dogs hang out with us during the day in our family room and sleep on dog beds in my bedroom. We live in a very dog-friendly neighborhood and walk dogs during the day on leashes. We have two cats in our home who are used to having dogs in the home.

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The median cost per day for doggy day care in Hillsmere Shores is $40

Dog parents share their Rover experiences - Hillsmere Shores

1 / 1
5.0 out of 5 stars

Our sweet beagle had a lovely time and lots of cuddles with Margriet! Would definitely contact her again when we’re in Annapolis!

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Lucinda D.
Doggy Day Care
5.0 out of 5 stars

Bailey is the best! Not only does she care for my pup and send frequent updates and pics, but she pays attention to detail. My dog was trying to pee more than usual and she noticed and told me right away. I was able to get her to the vet for treatment for a UTI, thanks to Bailey’s keen eye!

Profile image
Audrey A.
Doggy Day Care
5.0 out of 5 stars

Lindsay was awesome with our dog Zuzu! We are so glad to have found someone who we can trust to leave her with. We have already told several friends that they should reach out to Lindsay to watch their pups too.

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Kate T.
Doggy Day Care
5.0 out of 5 stars

Mary was amazing with Enzo! 🐾 She took great care of him and made me feel completely at ease. I would definitely trust her with Enzo again. Highly recommend! ❤️

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Stephanie L.
Doggy Day Care
5.0 out of 5 stars

The environment was outstanding, a beautiful home near the water. The photos sent to me showed how well Mocha was taken care of.

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Pau W.
Doggy Day Care
5.0 out of 5 stars

Daniel and Lucy were wonderful. Easy going and excellent care for Aurora. Couldn’t be happier with her stay.

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Rob C.
Doggy Day Care
5.0 out of 5 stars

Mary was great. Our dog had some separation anxiety and Mary was very patient and gracious. I would recommend her and know that your dog will be well cared for.

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Andrew P.
Doggy Day Care
5.0 out of 5 stars

Henriette was fabulous! We were on our way to FL and needed someone to watch our dog for a couple hours on the way. I felt relaxed and comfortable as soon as I met her. Our dog, Oscar, was well taken care of and we got lots of pictures during his visit. I highly recommend her!

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Colette T.
Doggy Day Care
5.0 out of 5 stars

Julia was incredibly responsive and promptly accepted our last-minute request. She took excellent care of our dog, providing frequent updates and photos that truly went above and beyond. She was attentive to his needs and very respectful of his comfort level. As a bonus, she has a delightful dog of her own, and ours clearly enjoyed the time playing together.

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Natalie K.
Doggy Day Care
5.0 out of 5 stars

Sofia was great! She sent lots of pics and updates, and I could tell my pup looked happy and relaxed for the weekend at her house. She was able to accommodate our last minute booking, and she was super flexible when we were a little late with our pick up time. Thanks Sofia!

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Amanda D.
Doggy Day Care
5.0 out of 5 stars

Dimitri was super responsive, and our pup had so much fun playing with his sweet little dog! Would absolutely book again!

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Kara & Rory M.
Doggy Day Care
5.0 out of 5 stars

Melissa and Thomas were wonderful with my dog, Kona! They sent great updates and treated her like part of their family. I felt so comfortable knowing she was in such good hands. We will definitely book with them again!

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Nicole M.
Doggy Day Care
5.0 out of 5 stars

Amy is truly the best! I’ll reach out to her the next time I’m in Annapolis, without question. My dog had such a good time at her home that I felt bad separating them at the end of the day.

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Jeff R.
Doggy Day Care
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Sitters in Hillsmere Shores average 4
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FAQs for Doggy Day Care - Hillsmere Shores

Frequently asked questions about Rover

The average cost for Doggy Day Care in Hillsmere Shores on Rover is $32.1 per day (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .

As of September 2026, there are 4,134 sitters on Rover offering Doggy Day Care across Hillsmere Shores. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Hillsmere Shores commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 4,134 sitters in Hillsmere Shores, 86% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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