Pet Boarding Chesapeake Beach

Find a loving Chesapeake Beach pet sitter to watch your cat or dog overnight at your sitter’s home.

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Sitter Profile Image: Adetokunbo O.
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Adetokunbo O.
from
$52
per night
6 years of experience
Upper Marlboro, MD, 20772

About: Hello! If you’re looking for a caregiver who combines deep personal love for animals with professional medical awareness, you’ve found the right spot. I know that pets aren’t just animals—they’re family—and I treat every dog and cat in my care with the exact same love, patience, and vigilance I’d give my own. My Background & Experience Clinical Insight & Safety: My journey in pet care includes a full year working on the ground at Friendship Hospital for Animals in Washington, DC. Working in a top-tier veterinary hospital environment taught me how to read animal body language, handle pets safely and gently, stay calm under pressure, and quickly spot if a pet is feeling under the weather. Long-Term Personal Care: For over 6 years, I’ve been the go-to sitter for a sweet Yorkie, managing daily routines, feeding, walks, and tons of cuddle time. That long-term experience taught me how important consistency, routine, and clear communication are for both pets and their parents. What You Can Count On: Peace of Mind: You’ll get clear, daily updates and plenty of photos so you always know your pet is happy, relaxed, and well cared for. Specialized Care: Thanks to my hospital experience, I’m comfortable following precise dietary routines, administering medications, or accommodating special senior/small-dog needs. A Calm, Nurturing Environment: Whether your dog is an energetic explorer or a quiet couch potato, I adapt my approach to make them feel comfortable and secure. I look forward to meeting you and your furry companion! Feel free to send me a message to arrange a Meet & Greet or ask any questions. My Daily Schedule Because I work from home 4 days a week, your pet will enjoy almost constant company throughout the day! I only go into an office once a week, so my weekday routine revolves primarily around being at home and attentive to my pet guests. I do workout throughout the week, but my workout routine is completely flexible—I always prioritize feeding schedules and morning walks before or after depending on your pet’s needs. Weekends vary, so feel free to reach out with your dates and we can coordinate! Safety, Trust, & Home Setup Outdoor Space: Located in a dog-friendly neighborhood with widespread grassy areas and safe walking routes for daily exercise and potty breaks. Indoor Setup: Generous living room space for relaxing and a dedicated basement area. I have ample space for temporary crating if requested or needed for safe management. Clinic-Level Standards: Double-checking leashes/harnesses before stepping outside, maintaining strict door-awareness to prevent bolting, and recognizing early signs of pet stress or discomfort.

Sitter Profile Image: Crystal S.
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Crystal S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 101 reviews
49 repeat clients
26 years of experience
Lanham, MD, 20706

“Crystal was absolutely fantastic! From the start, she did a thorough meet and greet and was incredibly friendly and clearly passionate about caring for dogs. I felt completely at ease trusting her with my senior dog. Throughout the stay, she sent frequent updates with pictures and detailed descriptions, which I really appreciated. My dog looked so happy, especially getting to socialize with other dogs. I would highly recommend Crystal to anyone looking for a reliable and caring sitter!”

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Christina C.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 94 reviews
30 repeat clients
13 years of experience
Bowie, MD, 20716

“She was very nice and friendly. This was taz’s First time without us and he did amazing . She sent updates, videos and pictures and he looked so happy. I would highly recommend her if you need a dog sitter . I give her 5 stars”

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Paris V S.
Sitter Profile Image: Alejandro C.
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Alejandro C.
from
$30
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
Upper Marlboro, MD, 20772

“🤗My dog was so comfortable at Alejandro’s. Alejandro sent daily pics of Georgie’s visit. I will definitely use this sitter again. I was able to enjoy my trip, knowing my Georgie was in good hands.🐶”

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Andrea C.
Sitter Profile Image: Lana E.
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Lana E.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
10 years of experience
Waldorf, MD, 20601

“Lana provided great care for our dog. We received pictures of him in the yard and our dog looked very happy and relaxed. Lana is our go to dog sitter!”

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Angela H.
Sitter Profile Image: Rena L.
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Rena L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 82 reviews
27 repeat clients
30 years of experience
Waldorf, MD, 20603

“Rena is an amazing sitter. She is great with communication and tending to your dog’s everyday needs. I received constant pictures and notifications throughout my trip. I will definitely book again in the future.”

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Nieva S.
Sitter Profile Image: Roxsand D.
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Roxsand D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
10 years of experience
Clinton, MD, 20735

“Roxsand was wonderful from start to finish! She accepted my request for weekend boarding and immediately made me feel comfortable. When I met her and her pups, it truly felt like a house full of fun and love. We did a meet and greet beforehand, and she explained scheduling and routines. She even offered daycare prior to the boarding so my little guy could get familiar, which I really appreciated. She took the time to ask thoughtful questions about my dog and his routine. I mentioned that my baby usually sleeps with me, and she was more than willing to let him sleep in her room—something that meant a lot to me. During the stay, Roxsand kept me updated with plenty of messages and photos, and she was always responsive and reassuring whenever I had my little anxious questions, or comments, hehehe. It was also comforting knowing my pup had her adorable dogs and family members to play with and keep him company. I’m so grateful for the care she provided and would absolutely book with Roxsand again.”

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m a.
Sitter Profile Image: Dasia J.
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Dasia J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
20 years of experience
Accokeek, MD, 20607

“My girls enjoyed their stay. They came home happy and ready to go again. I highly appreciate Dasia keeping up with my senior's eye drops to include logging when she received them.”

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Jennifer C.
Sitter Profile Image: Tanita & Terrence B.
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Tanita & Terrence B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 211 reviews
82 repeat clients
16 years of experience
Waldorf, MD, 20603

“Tanita and Terrence always do a stellar job taking care of our husky. Their communication, videos and pics are always reassuring and frequent. We’re very grateful to have their care, services, and support as a resource so our mind can be at ease while we’re traveling. Thank you Tanita and Terrence!”

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Brianna S.
Sitter Profile Image: Taylor & Lynnett B.
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Taylor & Lynnett B.
from
$55
per night
5.0 out of 5 stars
• 86 reviews
23 repeat clients
9 years of experience
Waldorf, MD, 20601

“I couldn’t have asked for a better sitter for our pup Coco! Taylor took such great care of Coco, especially knowing she experiences separation anxiety. They made her feel right at home, gave her lots of love and attention, and kept us updated throughout her stay with pictures and videos. It gave us so much peace of mind knowing she was happy, comfortable, and well cared for. I highly recommend Taylor and would absolutely book with her again! 🐾❤️”

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Ruben T.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$31
per night
18 years of experience
Port Republic, MD, 20676

About: I’ve had pets since I was a kid and wanted to turn my love into my career so I started vet tech school. I work at a boarding facility so I’m no stranger to messes. I’m experienced with training young pups, senior care, and giving medications. I work part time currently, so my availability is pretty flexible and will have plenty of time to care for and play with your pets. I have an unfenced yard, but the neighborhood is about a mile one way so they’ll have plenty of space to take walks. I also live close by a dog park that we can visit if they need a little extra space to run around. I have a dog and a cat but my cat will only be limited to my room.

Sitter Profile Image: Cayla J.
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Cayla J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
12 years of experience
Camp Springs, MD, 20746

“First stay with Cayla and she was amazing! Very professional and pleasant energy. Phantom was happy upon drop-off and happy upon pick-up so that let me know that Phantom was well taken care of. Definitely looking fwd to re-booking in the future.”

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Certified
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 576 reviews
264 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michelle was awesome. She sent photos every day and answered any questions I had. Zoey was happy and healthy when I picked her up. It was Zoey's first three-night stay away from home and it went very well!”

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Debbie H.
Sitter Profile Image: Mark N.
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Mark N.
Star Sitter
from
$59
per night
5.0 out of 5 stars
• 115 reviews
37 repeat clients
20 years of experience
Capitol Heights, MD, 20743

“Mark and his family were AMAZING!! Sent daily updates and we're very responsive during the entire day. Thank you again Mark! Will be booking with them again.”

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Kierre M.
Sitter Profile Image: Renea W.
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Renea W.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
10 years of experience
Bowie, MD, 20716

“Renea and her son were amazing with Quavo! They kept me updated, made me feel comfortable while I was away, and most importantly treated him with so much care and patience. Quavo can be particular at times, and I could tell she genuinely took the time to make sure he was comfortable and well cared for. She was communicative, reliable, and very easy to work with from start to finish. I would absolutely book with her again and highly recommend her to anyone looking for someone trustworthy to watch their dog.”

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aliyah u.
Sitter Profile Image: Tanner B.
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Tanner B.
from
$70
per night
5.0 out of 5 stars
• 2 reviews
7 years of experience
shady side, MD, 20764

About: I have many years of hands on experience caring for dogs, cats, and other animals of all breeds, sizes, ages, and personalities. I’ve worked in animal shelters and have been working at Beechnut Kennels for the past 3 years, caring for pets daily through feeding, exercise, playgroups, cleaning, and monitoring their health and behavior. I also foster cats and kittens and have experience with shy, fearful, reactive, and feral animals. I’m comfortable administering medications and using Fear Free handling techniques to keep pets as comfortable and stress-free as possible. I truly love animals and treat every pet in my care like they’re my own! I currently work part-time at Beechnut Kennels, which gives me flexibility to provide dependable pet care throughout the week. I offer drop-in visits, walks, and overnight care, and I’ll do my best to accommodate your pet’s routine. I understand the importance of consistency and will always keep you updated with photos and messages while you’re away. Your pet’s safety and comfort are my top priorities. With years of experience working in shelters and at Beechnut Kennels, I’m comfortable caring for pets of all ages, sizes, temperaments, and medical needs. I have experience using Fear Free handling techniques, administering oral medications, and caring for shy, fearful, and senior pets. I’ll always follow your pet’s routine and instructions closely to help them feel safe, relaxed, and loved while you’re away. Communication is important to me, so you can expect regular updates and pictures during every visit.

Sitter Profile Image: Chelsea B.
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Chelsea B.
from
$45
per night
5.0 out of 5 stars
• 46 reviews
19 repeat clients
10 years of experience
Upper Marlboro, MD, 20772

“Excellent boarder! They made our older dog feel welcome and right at home. Their dog was a perfect companion and friendly too. Would certainly use again and highly reccomend.”

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Richard J.
Sitter Profile Image: April B.
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April B.
from
$45
per night
3 years of experience
Upper Marlboro, MD, 20772

About: I love and respect life. I have a Morkie girl dog myself and she is well taken care of. I couldn't imagine anyone harming her and I feel that way about all life. I have high integrity and I'm a trustworthy human. Your small family member 😉 will be well taken cared of. I have tremendous flexibility which opens room for me to be a fur baby caregiver. We will have play time, naps, potty breaks, and exercise. I have crates if needed, a play area and my baby girl "Morkie" to keep your fur baby company. We will go for walks and play.

Sitter Profile Image: Katelyn M.
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Katelyn M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 91 reviews
27 repeat clients
8 years of experience
Arnold, MD, 21012

“Very pleased with how thoughtful and caring Katelyn and Blaze were with our dog. Katelyn provides frequent communication, photos and video. I highly recommend and will surely be back.”

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Henry G.
Sitter Profile Image: Anika C.
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Anika C.
from
$45
per night
5.0 out of 5 stars
• 47 reviews
14 repeat clients
45 years of experience
Mechanicsville, MD, 20659

“Anika was absolutely amazing. The care and concern provided for my baby was out of this world. Mocha thoroughly enjoyed being spoiled and having a ball with everyone in the home. I was really appreciative of Anika's consistent communication and check ins. The photos and videos were the highlight of my day while I was away. I don't trust my baby with many, but my heart was completely at ease while she was in Anika's care. Ever grateful. We will definitely use her services in the future. Thank you 💕”

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Nija H.
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The median cost per night for pet boarding in Chesapeake Beach is $50

Pet parents share their Rover experiences - Chesapeake Beach

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5.0 out of 5 stars

Lori did an amazing job once again at caring for Charlie. She is always responsive and communicative. We love having her watch Charlie!

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Lauren C.
Boarding
5.0 out of 5 stars

Holly watched my two dogs while I was on vacation across the country and I had zero worries about their safety and happiness! They love her and so do I! She’s the best with your furry friends 😊

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Paula G.
Boarding
5.0 out of 5 stars

Brittany is the best! We so appreciate how cared for our pup is when he stays with her, and he always comes back in the best mood & tired out from all the fun. 💖🐾

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Jessica C.
Boarding
5.0 out of 5 stars

The perfect fit! Bianca and her family welcomed my pup in their beautiful home and treated her like she was their own. Their dog Maggie was the perfect playmate and I came home with one happy tired dog. It feels so good knowing when I travel Harper now has loving and fun place to go. Thank you so much Bianca ❤️

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Amanda O.
Boarding
5.0 out of 5 stars

Kristi was great! She sent pics and videos and gave updates throughout the stay. Our girls were well loved while in her care!

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Danielle R.
Boarding
5.0 out of 5 stars

Amelia is very kind and communicative. She was able to send me updates and photos throughout the duration of my dog’s stay with her. Highly recommended and would use her services again!

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Damon G.
Boarding
5.0 out of 5 stars

Denise was amazing. She sent updates that eased my anxious mind and Eenie came home incredibly happy. Would definitely board with Denise again. Thank you so much!

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Erinn D.
Boarding
5.0 out of 5 stars

This was Vesper and Naraa’s first overnight stay away from us, and I couldn’t have asked for a better experience! It was obvious from the start that they were in caring, capable hands. She treated them like they were her own, sent thoughtful photo updates throughout their stay, and made sure they felt right at home, even letting them sleep in bed with her. She has a securely fenced yard and a friendly dog that ours got along with wonderfully. Before pickup, she even took them for a walk so they came home happy, tired, and ready for a nap. Knowing they were so well cared for gave us real peace of mind. We will definitely be booking with her again, and I wouldn’t hesitate to recommend her to anyone looking for someone who will truly treat their dogs like family.

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Melissa E.
Boarding
5.0 out of 5 stars

Aleah is wonderful! She took great care of Kona during a week's stay. Lots of updates and pictures. Kona had a great time. We will definitely use Aleah again and highly recommend her.

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Ramona W.
Boarding
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet boarding

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for pet boarding - Chesapeake Beach

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Sitters in Chesapeake Beach average 10
repeat pet boarding clients

FAQs for Pet Boarding - Chesapeake Beach

Frequently asked questions about Rover

The average cost of Pet Boarding in Chesapeake Beach is $44 per night as of November 2026. Most bookings cost between $42 and $60 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 3,560 sitters on Rover for Pet Boarding in Chesapeake Beach. About 91% of Chesapeake Beach sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

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.

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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

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

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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