Dog Sitting Ossining

Book a Ossining dog sitter to watch your dog in your sitter’s home or yours.

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Over 90
pet parents in Ossining have booked dog sitting

Ossining, Find top rated dog sitting

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

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Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$21
per visit
10 years of experience
Millwood, NY, 10546

About: I was a vet tech at the clinic I grew up by until recently, when I changed career fields. As a former vet tech, I am comfortable giving oral and injectable medications, working with special care animals (kidney disease/renal failure, epilepsy, diabetes, Cushings/Addisons, etc) and have wellbeing expertise beyond that of a typical sitter; if something goes wrong, I know protocol and when to get a vet involved. If you happen to have animals beyond just dogs and cats, I have large and small animal experience (livestock, especially horses, chickens, dogs of all sizes, cats, exotics) and pet sat for friends and family for years until I moved. I love animals and am looking forward to get to know yours! I'm working full time M-F but work nearby and have a lunch break in the middle of the day. I'm an active person and am happy to exercise your baby and give them lots of love. I care for your pets as if they were my own. I believe in not just doing what's necessary (feeding, potty breaks/cleaning the litter box) but also in giving mental and physical exercise. I'm happy to live on your pet or let them keep their distance according to their personality and needs.

Sitter Profile Image: Emily B.
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Emily B.
from
$22
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
5 years of experience
Cortlandt Manor, NY, 10567

About: I've had dogs since I was a little girl and I love animals! I have experience walking dogs, pet sitting, babysitting, and housesitting. I love all animals no matter age or size. I'm currently working part-time so I am available most days including weekends! I am not available on Fridays. I am happy to help any other day. I can easily crate your dog if needed. I can keep your pet on a leash as well as avoid pulling on a walk. If your pet likes parks I would gladly take them!

Sitter Profile Image: Carolina N.
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Carolina N.
from
$35
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Pleasantville, NY, 10570

About: I have loved dogs since I was a child and have always felt a special connection with them. I’m an active, outdoorsy young woman, and my energy helps dogs feel happy, comfortable, and cared for. I can keep your pup safe and cared for in my home, take them on long walks, play with them, and make sure they always feel comfortable and loved — just like they’re at home I’m currently work with amazing family take care of two boys and an adorable dog(Penny) so I have mornings free and weekends off I can also do overnight very flexible I can keep your baby safe in my place go for a long walks play, fit them and always make feel lik they’re at home.

Sitter Profile Image: Leslie M.
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Leslie M.
from
$20
per visit
1 repeat client
4 years of experience
Pleasantville, NY, 10570

About: Surrounded by doggy siblings growing up and now as an auntie to my nieces and nephews, I love to care for your furry children! Your pets will be in great hands. I currently work in a hybrid schedule at my 9-5. I enjoy caring for doggy friends on the weekends and before and after work when needed. I am constantly on top of making sure pets feel at home and comfortable in a new space. I will also make sure pets feel safe and loved when in their own space.

Sitter Profile Image: Joseph R.
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Joseph R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
30 years of experience
Bedford Hills, NY, 10507

Joseph always goes above and beyond as a pet sitter. He is an incredibly good communicator and I know that my dog is being well loved and taken care of under Joseph’s care. My dog is very active and still has lots of puppy energy, but Joseph remains patient with him and makes sure that my dog can safely get his energy out.

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Paulina C.
Sitter Profile Image: Corinne C.
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Corinne C.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
29 reviews
9 repeat clients
5 years of experience
Peekskill, NY, 10566

Corinne was absolutely amazing with our dog, Navi! She went above and beyond by meeting with us prior to the booking just to ensure Navi felt comfortable and safe with her. ​During the visit, she didn't just stick to the basics; she provided a perfect balance of playtime and exercise, letting our puppy burn off plenty of energy. It’s clear Corinne truly cares about the pets she watches. We couldn't be happier and highly recommend her!

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Saralynn W.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$25
per visit
20 years of experience
Ossining, NY, 10562

About: Hello there! I am a 34 year old teacher who provides animal care all year long, part time during the year and full time during the summer 😊 I have pets of my own, a dog and cat, as well as experience volunteering at animal shelters. I was previously an assistant manager at a doggy day care where I did everything from basic care and cleaning of the facilities as well as bathing and drying dogs, feeding, administering medications, enrichment play, walks and of course…cuddles! I care for my own pets, 1 dog and 1 cat everyday by feeding, providing love and treats as well as walks and enrichment activities. For clients, it is summer time which means my schedule is very flexible to help you out as best as I can! I treat every animal with love and it is their space so they choose the pace! I make sure to let them approach me and read their body language for what they are comfortable with.

Sitter Profile Image: Nahomi B.
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Nahomi B.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Croton-on-Hudson, NY, 10520

About: I provide calm, one-on-one care for dogs who do best with consistency, close supervision, and a peaceful home environment. I have hands-on ASPCA volunteer experience and 15 years caring for my own dog, Peggy, and I’m especially comfortable supporting dogs with medical needs, anxiety, or those who require extra patience and structure. Because I work from home, I’m able to provide consistent supervision throughout the day rather than leaving your dog alone for long stretches. I follow routines closely, including meals, medications, potty breaks, and rest, while maintaining a predictable environment that helps your dog settle quickly and feel secure. Safety, structure, and clear communication guide everything I do. I provide a calm, clean, and well-supervised environment where your dog is closely monitored at all times and never left unattended.

Sitter Profile Image: Julie V.
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Julie V.
from
$18
per visit
6 years of experience
Croton-on-Hudson, NY, 10520

About: With six years of dedicated experience, I am a passionate dog sitter who adores animals. My home offers an open space where your furry friends can roam and play freely. Trust me to provide exceptional care for your beloved pets As a part-time student with online coursework and a part-time job, I'm at home during afternoons and weekends, a highly flexible schedule. I am also willing to work around any schedule. In my home or at your location, I provide tailored pet care services based on individual needs. This may include feeding, exercise, playtime, and ensuring a comfortable environment. My goal is to create a safe and happy experience for your furry companions.

Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
35 reviews
17 repeat clients
15 years of experience
Montrose, NY, 10548

Kristine was great. Took care of my cat for 5 days and I couldn’t be happier. Communicated very well. I will definitely book her services again.

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Gosia W.
Sitter Profile Image: Derek O.
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Derek O.
from
$25
per visit
40 years of experience
Ossining, NY, 10562

About: I know how to care for dogs and cats alike based upon decades of experience with my own and relatives animals. I can keep up with the most active doggies. I work part-time and have the afternoons free to fill my schedule with pet care. I have flexibility if necessary and could include weekends at times. Your pet's well being is my first consideration. I know the signs of pets that are upset or not feeling well, and I try to keep everyone as happy as possible.

Sitter Profile Image: Kristine R.
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Kristine R.
from
$50
per visit
5.0 out of 5 stars
26 reviews
6 repeat clients
7 years of experience
Croton-on-Hudson, NY, 10520

About: Growing up with dogs taught me something early: pets are family. Outside of my full-time remote tech consulting gig, I provide high-touch based pet care for families throughout Westchester and Manhattan. My goal is simple: create a calm, trusted second home where your dog feels genuinely safe and loved. I intentionally keep bookings limited so every dog receives individualized attention, consistency, and companionship. Whether your pup is energetic and playful, senior, recovering from surgery, or simply loves a calm environment, I tailor care around their exact routine and personality. What makes Kristine different: ✓ 100% work-from-home flexibility ✓ Fenced backyard + Hudson River walks ✓ Real-time photo/video updates ✓ Pick-up/drop-off assistance available ✓ Medication administration experience ✓ Senior & post-surgery support ✓ Calm, low-volume household ✓ Overnight house sitting with light home care included For pet parents who home-cook meals, I’m also happy to prepare fresh dog meals in my home using your provided ingredients. For house sitting clients, I believe premium service should feel complete. In addition to caring for your pet, I help maintain peace of mind by bringing in packages/mail, taking out trash, watering plants, and keeping your home tidy. I’m building long-term relationships with both dogs and their owners. Many of my clients become repeat families, and that trust means everything to me. Let’s schedule a meet & greet and see if we’re a great fit for each other. 🤍 My work-from-home schedule provides complete flexibility for boarding, house sitting, walks, feeding, and bathing. I have my own vehicle to help with pick-ups and drop-offs. My home has a fenced backyard, and located close to the Hudson River, offering safe outdoor access and scenic trail walks. For house sitting, I maintain your pet's exact routine in their familiar environment while also helping collect mail/packages, watering plants, and light cleaning to ensure you return to a tidy home.

Sitter Profile Image: Woof L.
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Woof L.
from
$30
per visit
4.7 out of 5 stars
58 reviews
16 repeat clients
15 years of experience
ossining, NY, 10562

About: I've taken care of dogs since I was a kid. I take care of dog for friends and family or even neighbors. I tech them tricks or basic training things like drop, paw, leave it, seat etc. I have plenty of time to play with your dog and make it run outside or inside. I am a stay home mom and even weekends I work with my teenage daughter who is a pet lover too. I have a fence yard and two friendly dogs to keep your baby company. I also have crate in case if need it. they have plenty of toys to play and treats when they behave.

Sitter Profile Image: Emily C.
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Emily C.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
201 reviews
57 repeat clients
15 years of experience
Peekskill, NY, 10566

Emily was so amazing and took great care of my cat. She even made sure his food bowl and mat were washed regularly and gave us great updates/pictures every day.

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Emma B.
Sitter Profile Image: Adrianna A.
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Adrianna A.
from
$18
per visit
1 year of experience
Tarrytown, NY, 10591

About: I’ve had dogs my whole life and have always been very involved in their care, from daily walks and feeding to grooming and play. I’ve also taken an active role in training my dogs, helping them build good habits and feel comfortable and secure in their environment. Being around animals comes very naturally to me, and I genuinely enjoy making sure they feel safe, loved, and well cared for. I understand how important it is to trust someone with your pet, and I treat every animal with the same attention and kindness I would give my own. I work full-time during the day, but I make time in my routine for pet care because it’s something I genuinely enjoy. I’m available on weeknights and weekends, and I love using that time to stay active—whether that’s going on walks, spending time outdoors, or giving pets the attention and care they need! Pet care fits naturally into my schedule, and I’m committed to being reliable, present, and attentive whenever I’m with your pet. I provide care in my client’s home so pets can stay comfortable in their own familiar environment. I do my best to follow their usual routine closely, including feeding schedules, walks, playtime, and any specific instructions you provide. I’m attentive to each pet’s personality and needs, whether that means being active and engaging or calm and patient. I also treat your home with the same respect and care as I would my own—keeping things clean, secure, and organized. My goal is to make your pet feel safe, relaxed, and well cared for while giving you peace of mind while you’re away!

Sitter Profile Image: Lorenzo P.
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Lorenzo P.
from
$28
per visit
5.0 out of 5 stars
87 reviews
19 repeat clients
11 years of experience
White Plains, NY, 10607

Lorenzo did a wonderful job taking care of my dog, Lacey! He came over for a few hours, took her on a nice walk, played with her, and made sure she was comfortable and happy the entire time. It was clear that Lacey felt at ease with him, which gave me a lot of peace of mind. I’d absolutely recommend Lorenzo to anyone looking for a responsible and caring dog sitter!

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Alicia J.
Sitter Profile Image: Klaudia L.
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Klaudia L.
from
$25
per visit
2 years of experience
Pleasantville, NY, 10570

About: Hi, I’m Klaudia! Thank you for stopping by my profile 😊 🐶 I've always had a love for dogs, and spending time with them truly brings me SO much joy. I believe every dog deserves kindness, patience, plenty of exercise, and lots of love, and that's exactly the care I strive to provide. I'm a proud dog mom of a 2-yr old German Shepherd named Denver, who has taught me so much about understanding a dog's unique personality, building trust, and making every walk an adventure (while still providing him the training he requires). Whether we're playing fetch, hiking local trails, or splashing through streams and lakes, I love seeing him happy and having fun—and I'd love to give your pup that same experience!! My goal is to treat every dog as if they were my own, giving you peace of mind while you're away and making sure your pup comes home with a wagging tail. Can’t wait to meet your pup! 😊 I work full-time during the day, which allows me to offer reliable early morning walks before work, evening walks after work at any time, and flexible availability on weekends. Depending on your location, I may also be available for mid-day walks a few days each week! Feel free to reach out ☺️ Your dog's safety and happiness are my top priorities. I know every dog has their own personality, comfort level, and routine, so I take the time to get to know them and follow your instructions closely. Whether your pup is energetic and loves adventure or prefers a slower-paced walk, I'll make sure they're comfortable and having a great time.

Sitter Profile Image: Griffin B.
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Griffin B.
from
$25
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
5 years of experience
Croton-on-Hudson, NY, 10520

About: I grew up in Oklahoma on 90 acres with cows, horses, cats, and dogs. I've always had a passion for animals and the outdoors. One of the unique experiences I offer is adventure outings for your pup. Living near the beach allows me to provide refreshing beach walks, and as an avid hiker, I also enjoy taking dogs on scenic trail adventures where they can safely explore and enjoy nature. I currently have two dogs of my own—a Miniature Dachshund and a German Shepherd mix we rescued. If your dog would benefit from a positive, supervised social outing, I’m happy to provide that as well. Growing up, I regularly cared for and walked neighbors’ and family members’ pets, so I understand how important it is to find someone you trust. My goal is to give you peace of mind while your pet has a fun, enriching experience. You can rest assured that your furry family members will be cared for and loved as if they were my own. As a full-time dog dad to my two pups, I maintain a flexible schedule and am readily available to help ensure your pets receive the care and attention they deserve. Whether it’s a quick neighborhood walk for exercise or an extended stay with a pet who needs a little extra companionship, I’m here to provide dependable, attentive care. My goal is to give you peace of mind while you’re away, knowing your pets are safe, happy, and fully cared for. I am committed to providing a high level of personalized care and attention to every client. I ensure that when you book a walk or service with me, your pets receive my full, undivided focus. This dedicated one-on-one time allows me to tailor each visit to your pet’s individual needs, personality, and routine. I also have a spacious SUV available for safe transportation if needed. For dogs who enjoy a little extra adventure, I offer nature hikes as an additional service, giving them the opportunity to explore and exercise in a safe, supervised environment. Feel free to send me a message with what you’re looking for, and I’ll respond as soon as possible. I look forward to connecting with you and your pets!

Sitter Profile Image: Doris S.
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Doris S.
from
$16
per visit
4.9 out of 5 stars
86 reviews
62 repeat clients
19 years of experience
Tarrytown, NY, 10591

Doris was great! Very professional and experienced, and kept us updated throughout her check-in/walk. We felt very comfortable having Olive in her care, and we look forward to her looking after Olive again in the future!

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Jessica S.
Sitter Profile Image: Kiara C.
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Kiara C.
from
$22
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
4 years of experience
Croton-on-Hudson, NY, 10520

About: I volunteered at my local SPCA for many summers when I was younger. I helped to clicker train dogs, made them treats, played with puppies and more. I have owned cats all my life and know how to properly socialize kittens. I have also been a dog walker and pet sitter on Wag!. I am a total animal lover and would love to get to know your furry friend(s). I have flexible schedule, ideally with a few days notice. I have gained a variety of experience over the years caring for both cats and dogs. I would love to work with you to provide excellent care for your pets! Feel free to reach out with any questions before we confirm a booking :) Currently very schedule is flexible, I would prefer weekday assignments for shorter shifts such as walks or drop ins, but I am open to weekend work for overnight sits I will follow any instructions given to ensure pets are comfortable and safe and cared for properly. Also refill any water bowls and such before leaving.

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The median cost per visit for dog sitting in Ossining is $25

Dog parents share their Rover experiences - Ossining

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5.0 out of 5 stars

Margaret took care of our dog. She did everything we asked , arrived at the appointed time , and sent us photos of our dog. We are very pleased with her service.

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

Brandon took care of Rocky like he was his own! Great service all around. Trust worthy, friendly, respectful and honest. Always gave great feedback and pictures of the daily walks. All around great to work with and I’ll be contacting him again in the near future

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Danny E.
Drop-In Visits
5.0 out of 5 stars

Sofia was super accommodating in helping with last minute pet sitting. She made every effort to ensure that both my dog and cat were well taken care of and kept me informed of how they were doing,👍👍👍👍👍

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Oneil G.
Drop-In Visits
5.0 out of 5 stars

Daniel was great! We came home to happy pets. I hope to have the opportunity to book with Daniel again!

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Jon S.
Drop-In Visits
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Sitters in Ossining average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Ossining

Frequently asked questions about Rover

The average cost for Dog Sitting in Ossining on Rover is $22.2 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting 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 Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 23,690 sitters on Rover offering Dog Sitting across Ossining. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Ossining stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Ossining choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Ossining with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Ossining. On Rover:

  • 88% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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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