Pet Sitting & Drop Ins In Longwood-Winton Grove

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Longwood-Winton Grove pet sitters

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Gagandeep S.
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Gagandeep S.
$22
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Santa Clara, Hayward, CA, 94544

Our regular sitter of two years moved just far enough away that coming twice a day for a week wasn't possible, so it was a little nerve-racking to choose a new sitter when we were going to be on the other side of the country. Picking Gagandeep was a good decision. He put us at ease immediately when leaving them, which was especially important when I developed an unexpected and serious medical condition. If I had spent time worrying about them cross-country, I don’t think it would have turned out as well as it did. I’ll definitely book with him again.

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Keith N.
Sitter Profile Image: Angela M.
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Angela M.
$28
total per visit
5.0 out of 5 stars
50 reviews
14 repeat clients
20 years of experience
Hayward, CA, 94541

Angela did an excellent job taking care of my two cats, one of them requiring two pills per day for his GI lymphoma. She even took care of a perishable delivery which came for me while I was gone. I recommend Angela highly.

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John W.
Sitter Profile Image: Elena A.
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Elena A.
$22
total per visit
5.0 out of 5 stars
70 reviews
23 repeat clients
15 years of experience
Hayward, CA, 94545

We have used Elena twice now, each time for 10 days drop-ins to primarily feed our dogs. She communicates well and very reliable. I feel at ease when we were away that our fur babies have been fed. Highly recommend Elena!

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Mabel G.
Sitter Profile Image: Supriya L.
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Supriya L.
$38
total per visit
5.0 out of 5 stars
21 reviews
10 repeat clients
30 years of experience
Hayward, CA, 94541

Supriya did fantastic. We have total peace in mind knowing she was there and everything was well taken care of. Thanks for checking everything like his litter box, food, health, etc. We appreciate you looking after our little angel baby and sending us the most adorable photos. We will definitely be in contact again for future trips!!!

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Julio R.
Sitter Profile Image: Adam A.
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Adam A.
$49
total per visit
2 years of experience
North Hayward, Hayward, CA, 94541

About: I use to work at a pet hotel, and loved ensuring that the pets got what they deserved, care and attention. Not every pets the same, I helped shy ones get a bit more comfortable in the chaos that is playing with other dogs. I’ve provided necessary meds and ensured pet environments stayed cleanly. If I’m not willing to play around it it’s not done. Have great experience with dogs and cats. I’m open mostly to Monday through Friday: 8am to 6PM. Can be flexible later as one offs, nights are extra. Unfortunately not offering weekends at this time. Providing companionship to your furbabys while you’re out. Giving them lots of cuddles, attention, feeding, and definitely a few walks depending on dog breed and mobility. Meds need to be discussed.

Sitter Profile Image: Rawnna H.
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Rawnna H.
$28
total per visit
5.0 out of 5 stars
25 reviews
7 repeat clients
13 years of experience
San Lorenzo, CA, 94580

Rawnna is awesome! She took care of our three cats for two weeks, and they seem so happy and well-taken care of! She was totally understanding of my anxiety about having a new person in my house, and sent the best photos of them playing every day. She did a great job and I would definitely hire her again.

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Camelia S.
Sitter Profile Image: Shiji Z.
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Shiji Z.
$23
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Santa Clara, Hayward, CA, 94544

This was my first time with Shiji and he was absolutely amazing, following each and every instruction and checking in with me when my cats refused to eat, went above and beyond to take care of other things kike checking litter, changing water and even playing! I trust them with my cats and my cars trust them as well

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Anagha P.
Sitter Profile Image: TISHA T.
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TISHA T.
$23
total per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
20 years of experience
Mission-Foothill, Hayward, CA, 94544

Tisha was superb! She was scheduled drop-in services twice a day, primarily to feed our fur babies. We appreciate her great communication and daily pics requested. During our meet and greet, she asked if there was anything else she could. She went above our expectations. We highly recommend Tisha and will definitely use her again.

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Mabel G.
Sitter Profile Image: Kimberly B.
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Kimberly B.
$26
total per visit
5.0 out of 5 stars
55 reviews
17 repeat clients
20 years of experience
Castro Valley, CA, 94546

Kim is a wonderful cat sitter - thoughtful and very thorough with her updates for both your pet and any mail/plant care. Thank you Kim for dropping in our shy Stormy girl! We hope to see you again soon!

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Christina S.
Sitter Profile Image: Ivana A.
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Ivana A.
$54
total per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
San Lorenzo, CA, 94580

About: Hello! I’m your pet’s future best friend! I have a deep passion for animals of all kinds. Their loyalty, playful nature, and unique personalities are endlessly inspiring, and I’m excited to meet your pet and see what they’ll teach me! As a lifelong pet parent, I’ve had the pleasure of caring for both dogs and cats. Currently, I’m sharing my home with two indoor cats: one of whom has mastered the fine art of fetching. With years of experience caring for both dogs and cats, I’m happy to offer services including walks, playtime, feeding, and training assistance. I’ll treat your pet like family, and rest assured, their safety and well-being are always my top priority. I’m also flexible with my schedule, so I can easily accommodate your pet’s routine. I’m kind, reliable, and observant, which means I’m always attuned to your pet’s needs and will make sure they feel safe, loved, and well cared for in your absence. If you’re looking for a professional yet warm sitter who’ll treat your pet like their own, don’t hesitate to reach out! NOTE: If your dog isn’t the best at making doggy friends or is a little picky about their pals, let’s save the booking for another time. Only socialized, friendly pups please! Thanks for understanding! I'm an early riser so my availability can be somewhat flexible on weekdays. Weekends as well depending on what services are required and how often. I can provide drop in visits in your home (feeding, playtime, medication, etc) and walking services depending on needs. I typically like to only care for one family at a time so they get the care and attention they need. Feel free to reach out to me at anytime for photos and updates. I know I always worry when leaving my pets so I will do everything I can so you won’t have to. I hold a current certification in Cat and Dog First Aid from the American Red Cross.

Sitter Profile Image: Dani F.
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Dani F.
$39
total per visit
5.0 out of 5 stars
181 reviews
41 repeat clients
18 years of experience
Jackson Triangle, Hayward, CA, 94544

Dani was amazing with our cats. She sent daily updates with details and many pictures which we found really helpful. We absolutely would work with Dani again for our future trips.

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Minji K.
Sitter Profile Image: Angélica S.
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Angélica S.
$43
total per visit
5.0 out of 5 stars
83 reviews
27 repeat clients
10 years of experience
San Leandro, CA, 94578

Angélica was an absolutely incredible cat sitter for my cat, Cheech, during my 10-day trip. From day one, her communication was outstanding—she sent regular updates with photos and videos that gave me so much peace of mind. It was clear Cheech was not only well cared for, but genuinely happy and comfortable in her presence. What really blew me away was her thoughtfulness. On her final day, she left printed photos of Cheech along with sweet gifts and handwritten notes—such a personal and kind gesture that meant a lot to me. I trusted Angélica completely in my home, and she treated both Cheech and my space with the utmost respect and care. If you're looking for someone dependable, caring, and genuinely great with animals, I can't recommend Angélica enough. She’s a true gem!

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Chester R.
Sitter Profile Image: Vivi F.
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Vivi F.
$49
total per visit
5.0 out of 5 stars
2 reviews
8 years of experience
North Hayward, Hayward, CA, 94541

About: We're taking care 3-4 dogs during the day time. The doggies love our lovely home and very happy be there. The parents like to bring their dogs to our home everyday. We have more than 10 years experience to take care of dogs.We take them for a walk in every 2-3 hours. we can take care of them during the daytime, night time, weekends and holidays. when you need to find a good place for your dogs. this is the best choice. Welcome, join our big family home. your dog will love to stay here. Feel free to message us. We are looking for more new members join us!!! . . . . . . . . . . . . . . . . .

Sitter Profile Image: Mariane B.
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Mariane B.
$43
total per visit
1 repeat client
9 years of experience
Hayward, CA, 94541

About: I grew up on a farm surrounded by cows, goats, chickens, cats, and dogs. This evoked in me a deep passion for animals, but especially dogs. My current occupation is nannying and I have been doing so for 10 years. I have also worked as a petsitter when the occasion arises. I love both of these jobs and this is the reason for deciding to sign up for this app. The way that I would describe myself is: responsible, caring, calm, sensitive, trustworthy, and reliable. I can easily create a connection with children and dogs alike, which makes them more comfortable spending their time with me. I feel comfortable sitting dogs of all sizes. I will genuinely love your pet and will always make sure to respond to his/her needs. Thank you for reading! Caring for pets is something I naturally build into my day. I make time for regular walks, feeding, play, and attention, and I enjoy creating a consistent routine that helps pets feel comfortable and well cared for. I care for pets by maintaining their normal routine, including feeding, walks, play, and rest. I pay close attention to their behavior and well-being, making sure they’re comfortable and safe at all times. In clients’ homes, I respect their space, keep everything tidy, and follow all instructions carefully. I also communicate consistently with updates, photos, and any important observations.

Sitter Profile Image: Jocelyn R.
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Jocelyn R.
$20
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
San Leandro, CA, 94579

This was my first time using Rover and booking a pet care service, and Jocelyn made the entire process so easy and stress-free. She was very responsive, asked thoughtful questions I hadn’t even considered, and always kept me updated during her visits. My dog, Skye, can be reactive and takes time to warm up to new people, but Jocelyn was incredibly patient and understanding. She never pushed Skye beyond her comfort level and let her build trust at her own pace. By the third day, I could already see Skye becoming more comfortable with her, which meant a lot to me. It was clear that Jocelyn genuinely cared about Skye’s well-being and treated her with kindness, patience, and respect. I am so grateful for the care she provided and will definitely be booking with her again in the future. Thank you, Jocelyn, for taking such great care of my girl!

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Gabriela B.
Sitter Profile Image: Demi M.
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Demi M.
$28
total per visit
5.0 out of 5 stars
66 reviews
14 repeat clients
10 years of experience
Castro Valley, CA, 94546

Demi did a wonderful job of watching my two cats while I was away for the weekend. When I got home, I could tell they had been well cared for, and I really appreciated the pictures she uploaded. Thank you Demi!

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Hannah M.
Sitter Profile Image: Vectoria D.
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Vectoria D.
$20
total per visit
1 year of experience
Castro Valley, CA, 94546

About: I have experience taking care of dogs because I grew up with them. Being around dogs has always felt natural to me, so I understand the basics of feeding them, walking them, playing with them, keeping them comfortable, and paying attention to what they need. I’m gentle, patient, and attentive, but I’m also playful, so I enjoy making sure dogs are not just cared for, but actually happy and engaged. I know every dog has their own personality, routine, and comfort level, so I would always respect the owner’s instructions and take time to understand what works best for their dog. I’m currently in college and home for the summer, so my schedule is very open and flexible. I’m available for walks, playtime, drop-ins, and consistent care throughout the week. I’m happy to work with your dog’s routine and make scheduling easy for you. I care for pets by keeping their routine as normal and comfortable as possible. In a client’s home, I would follow their instructions carefully, whether that includes feeding, walks, playtime, potty breaks, medication, or general house rules. I want pets to feel safe, comfortable, and genuinely cared for. For walks or visits, I would stay aware of my surroundings, keep dogs secure on their leash, avoid unsafe situations, and pay attention to how they’re acting. My goal is for the pet to feel cared for and for the owner to feel relaxed knowing their dog is safe and in good hands.

Sitter Profile Image: Taylor D.
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Taylor D.
$22
total per visit
15 years of experience
Santa Clara, Hayward, CA, 94544

About: I’ve had pets my whole life. From cats and dogs to goats and rats. I have training knowledge because I have a background in zookeeping. I have a lot of flexibility in my schedule currently. I am available Monday through Friday 11:30-8 but I can do earlier or later if needed. I am only able to offer drop in visits and watching pets in your home. I have cats of my own and don’t want them to be stressed.

Sitter Profile Image: Ann-Marie B.
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Ann-Marie B.
$49
total per visit
5.0 out of 5 stars
33 reviews
23 repeat clients
30 years of experience
Hayward, CA, 94541

About: 30 + years caring and training exotic and domestic animals in a professional setting. I am recently retired so I have flexibility in my day to visit your pets and take them for walks while you are busy at work. I understand the pressure of work life and trying to care for your pet. I will always have safety front of mind and never allow other dogs to interact with your dog unless they are showing good behavior. I can take care of cats, dogs , birds or other exotics. I will treat your pets as my own and give you the peace of mind of knowing your pets are well cared for. I am mostly available in the mornings and early afternoons but will work with each client depending on their needs. I do require a meet and greet before accepting new clients so please contact me to set that up so I can meet you and your pet. I am experienced in animal health care and can respond to any emergency that may come up while I am responsible for your pet. I will take photos when we are out and about and send them to you so you know I was with your pet.

Sitter Profile Image: Jack W.
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Jack W.
$22
total per visit
2 years of experience
Castro Valley, CA, 94546

About: I have two dogs and two cats. I’ve done dog walking since early middle school and pet sitting for two years. I love animals and have for a long time. I’ll bring treats and spoil your furry friends! Walks, cuddles and playtime are my specialty! I just finished my semester of school and am pretty free for the summer! I love excuses to go out of the house and go on walk adventures with dogs or cuddles with your cat (or walk them if they like walks too!) For walks I like to double leash just for added security and safety with dogs. I can swing by during set times you want me to be there, give food and play or go on walks. If you want me to house and pet sit I will bring my own stuff to keep myself entertained and maybe a few treats to share with your furry friends.

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Longwood-Winton Grove pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Cia is reliable and gives great updates on her drop in visits. She has earned the trust of my kitties.

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Cara D.
Drop-In Visits
5.0 out of 5 stars

This was my first time using Rover and booking a pet care service, and Jocelyn made the entire process so easy and stress-free. She was very responsive, asked thoughtful questions I hadn’t even considered, and always kept me updated during her visits. My dog, Skye, can be reactive and takes time to warm up to new people, but Jocelyn was incredibly patient and understanding. She never pushed Skye beyond her comfort level and let her build trust at her own pace. By the third day, I could already see Skye becoming more comfortable with her, which meant a lot to me. It was clear that Jocelyn genuinely cared about Skye’s well-being and treated her with kindness, patience, and respect. I am so grateful for the care she provided and will definitely be booking with her again in the future. Thank you, Jocelyn, for taking such great care of my girl!

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Gabriela B.
Drop-In Visits
5.0 out of 5 stars

Dani is super awesome! Very professional. My pups loved her! She's also understanding of one of my pups who pees when he's excited. Great experience overall and would come back!

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Jaian J.
Drop-In Visits
5.0 out of 5 stars

Denisse took good care of our three kitties, and we were always confident that everything was fine while we were away <3

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Roman K.
Drop-In Visits
5.0 out of 5 stars

Gagandeep was very kind and helpful. He was enthusiastic in helping my kitties and showed genuine concern. I was able to enjoy my trip without worrying about my outdoor cats. Thanks, Gagandeep!

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Kristin B.
Drop-In Visits
5.0 out of 5 stars

We had a great experience with Wenyuan taking care of our cat Lucy while we were on vacation. She was reliable, communicative, and clearly cared about making Lucy comfortable and happy while we were away. We really appreciated the updates and photos, which gave us peace of mind during our trip. Lucy was relaxed and well cared for when we got home, and we would absolutely book with her again. Highly recommend!

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Mary J.
Drop-In Visits
5.0 out of 5 stars

Angelica is absolutely the best! She took such great care of our shy lab and kept us at ease with constant communication and updates throughout her check ins. Her patience and kindness meant so much to us, and it was clear our shy boy felt comfortable with her. He was excited to see her every time! We’re so grateful to Angelica for taking such wonderful care of Chip. Highly recommend!

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Lucia R.
Drop-In Visits
5.0 out of 5 stars

Nilab took amazing care of our two cats while we were on vacation. I appreciate all the pictures she took playing with the cats, it gave me peace of mind while we were away. Thank you!

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Hannah M.
Drop-In Visits
5.0 out of 5 stars

Katherine was amazing!! She took care of our boys from a last minute request and even did an extra drop by to meet the boys same day. She was wonderful with communication and took great care of the boys. Highly recommended!

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Ashley T.
Drop-In Visits
5.0 out of 5 stars

Elena is quick to responsd to service requests. She is dependable and timely. Most importantly, I can tell that Avi loves her and she takes good care of him.

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Kia H.
Drop-In Visits
5.0 out of 5 stars

Krystle has been so helpful in providing daily check ins with my dog while I’m at work! She’s been very flexible and communicative and provides updates so I know how the day is going!

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Lisa M.
Drop-In Visits
5.0 out of 5 stars

My husband and I don’t leave our dog at night which makes date night difficult. Laura met Luna and was the perfect solution. Laura and Luna became fast friends. Luna even gave Laura the husky howl of approval.

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Rozlynn A.
Drop-In Visits
5.0 out of 5 stars

Julieta is amazing!!! She is so kind and patient and wonderful with pets! She will provide the utmost care for your pets!

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Elizabeth F.
Drop-In Visits
5.0 out of 5 stars

Annie took care of our 2 kitties while we were on vacation. They were stress free, happy, & fed while annie was looking after them. Will definitely book again! ❤️

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Miguel & Geline E.
Drop-In Visits
5.0 out of 5 stars

Thank you Veronica for watching the kitties while we were away. We appreciate you very much! Will book again in the future

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claude p.
Drop-In Visits
5.0 out of 5 stars

Angela took great care of my senior dog and cat. She was patient, attentive to my fur babies on their first ever pet sitting experience, and eventually won their hearts. I would recommend her and Joshua to everyone, and intend to book them again in the future.

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Jon K.
Drop-In Visits
5.0 out of 5 stars

Tisha was absolutely amazing! She is very considerate of Raven’s behavioral cues and really listens to her. Tisha goes above and beyond with ensuring Raven gets the care she needs and then some. Raven truly loves her !

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Denise A.
Drop-In Visits
5.0 out of 5 stars

She is so friendly, attentive, and thoughtful. My cats quickly grew to like her and I got regular, detailed updates! :) Would definitely hire again!

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Bethany H.
Drop-In Visits
5.0 out of 5 stars

Always so reliable, Xander was able to drop by to check on my aging cat last min and gave us peace of mind.

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Helen L.
Drop-In Visits
5.0 out of 5 stars

It’s always a pleasure working with Talyssa. My fur babies are so happy whenever she’s with them! Highly recommmend Talyssa for your pet needs. 😊

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Amanda R. M.
Drop-In Visits
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Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Longwood-Winton Grove.

Rover makes it easy to find Longwood-Winton Grove pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

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