Pet Boarding Chester

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

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Over 789
pet parents in Chester have booked pet boarding

Chester, Find top rated pet boarding

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

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Sitter Profile Image: Dawn B.
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Dawn B.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 270 reviews
92 repeat clients
20 years of experience
Huguenot, Richmond, VA, 23235

“Second time using Dawn. Jackson was super excited for his visit. She was very responsive and sent plenty of updates and pics on how his visit was going. Would definitely recommend.”

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Lisa P.
Sitter Profile Image: Haley H.
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Haley H.
from
$35
per night
15 years of experience
Northrop, RICHMOND, VA, 23225

About: I've had my dog 15+ years and fostered dogs for many years before that. My dog Snork and I take 3 walks a day and comes with me to work each day. I love my little guy! Since Snork is a senior dog and he can't walk as far as he used to, I'm looking for more opportunities to walk and enjoy dogs! I currently work a 9-5 job so I'm able to care for your pet after 5:30pm on weekdays or anytime on weekends. I would consider some mornings on a short term basis. I would prefer to care for your pet from your home; however, in some cases, I can care for a pet in my home. I have a fenced in backyard and live near a wooded walking path.

Sitter Profile Image: PC & Will H.
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PC & Will H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 42 reviews
17 repeat clients
20 years of experience
Moseley, VA, 23120

“Fantastic sitters in every way! They took amazing care of our dog and we could not ask for anything more. We received multiple photos and videos throughout our vacation, which showed how much our dog was being loved on and how well she was being taken care of. Will absolutely request this couple again.”

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Vicki H.
Sitter Profile Image: Jeffrey & Aramae H.
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Jeffrey & Aramae H.
from
$33
per night
5.0 out of 5 stars
• 109 reviews
26 repeat clients
34 years of experience
The Fan, Richmond, VA, 23220

“Jeffery, as advertised, is chill and he is WONDERFUL. Definitely a dog lover and really cared for our pup. Perfect with communication and sending pics and updates.”

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Treesa G.
Sitter Profile Image: Tiffany B.
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Tiffany B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
20 years of experience
Swansboro, Richmond, VA, 23225

“This was a great experience for both me and Mila. Tiffany took such great care of my fur baby and sent me pictures so I knew how she was doing throughout her stay! Tiffany will definitely be my go to dog sitter moving forward.”

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Jamesha H.
Sitter Profile Image: Lauren N.
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Lauren N.
from
$35
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
19 years of experience
NORTH PRINCE GEORGE, VA, 23860

“Once again, Lauren never fails and took great care of our Bumbles 😀”

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Brad W.
Sitter Profile Image: Bland S.
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Bland S.
from
$32
per night
8 years of experience
Old Town Manchester, Richmond, VA, 23224

About: I am new to Richmond and looking to explore with my pup, Rubens. He has a lot of energy and loves to play with other dogs. I am comfortable with dogs of all breeds, ages, and energy levels. Would love for my dog to have a play mate during the day. Using Rover to keep a routine and explore Richmond while I look for a full time position. I am currently new to Richmond and in between jobs. I walk my dog anywhere from 5-12x a day from 15-75 minutes (depending on weather, need to get out of the house, etc.). My job right now is to enjoy the outdoors with my dog and yours! Rubens and I welcome all other dogs as family! I live in a first floor apt with a small fenced backyard (only for small dogs). There is a hallway that runs from the front door to the back yard area, which is where Rubens likes to do zoomies or be a watch guard dog for the doors. As far as behaviors, Rubens is allowed on my furniture and has a small basket of toys that he shares. Treats are only during training and water is down at all times. We are pretty flexible, but can also set rules per your request to stay on your schedule/routine.

Sitter Profile Image: Amy M.
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Amy M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 611 reviews
241 repeat clients
6 years of experience
Glen Allen, VA, 23060

“Amy took great care of our pup and sent many pictures while we were gone. We’re sad we found her right before we’re moving out of town, but highly recommend her for anyone who needs a pup sitter!”

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Caitlin P.
Sitter Profile Image: Cassandre S.
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Cassandre S.
from
$40
per night
5.0 out of 5 stars
• 327 reviews
73 repeat clients
30 years of experience
Midlothian, VA, 23114

“Cassandre is the best. She and her family provide such a fun and safe environment for our dog when we are away. Cassandre is a genuine dog lover, and we have so much peace of mind knowing that our dog is in the care of someone who loves him as much as we do.”

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Jeff S.
Sitter Profile Image: Nicole B.
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Nicole B.
from
$40
per night
17 years of experience
Midlothian, VA, 22312

About: I no longer have our own dog after losing my beautiful lab last year. I now want to be a pet sitter for cuddles and have a private home for your dogs comfort. I work full time from home and take frequent walks outside. Your pet will have constant companionship. A routine schedule is welcomed to ensure your pet stays on track! I do have a fenced yard. I do not have a crate or bedding which would need to be provided for your pet along with any necessary instructions.

Sitter Profile Image: Nicole B.
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Nicole B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 128 reviews
50 repeat clients
15 years of experience
North Highland Park, Richmond, VA, 23222

“Nicole is absolutely amazing at handling my dogs even when they’re nervous about being in a new environment and being around other dogs. She always takes great care of them and sends update pictures and videos on her own initiative! She’s my go-to and I’d highly recommend her to anyone.”

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Tiffany N.
Sitter Profile Image: Chris M.
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Chris M.
from
$65
per night
5.0 out of 5 stars
• 56 reviews
16 repeat clients
25 years of experience
Church Hill, Richmond, VA, 23223

“We cannot thank Chris and his daughter enough for taking care of our dog! He was so patient and kind with her unique personality! She came back tired and happy!”

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Maggie W.
Sitter Profile Image: Caitlyn & Samuel E.
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Caitlyn & Samuel E.
Star Sitter
from
$27
per night
5.0 out of 5 stars
• 43 reviews
10 repeat clients
20 years of experience
Midlothian, VA, 23114

“Caitlyn and Sam were so great with my dog and truly treated him like family! My dog can be a handful so having a sitter who enjoys him as much as I do is very important. I will definitely use them again!”

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Kate S.
Sitter Profile Image: Peyton & Daved T.
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Peyton & Daved T.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 169 reviews
91 repeat clients
50 years of experience
Mechanicsville, VA, 23111

“My dogs Penny and Ronan came home happy and well taken care of. It is so clear that the dogs were loved and had great company while we were away.”

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Kate M.
Sitter Profile Image: Catherine A.
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Catherine A.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
40 years of experience
N. Chesterfield, VA, 23236

“We are so happy we found Catherine! She took such good care of our dog and sent us photos and updates throughout his stay with her. I hope anytime we need her she’ll be available as I can’t think of leaving him with anyone else!”

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Nicole Hakim Y.
Sitter Profile Image: Sheri J.
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Sheri J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 101 reviews
31 repeat clients
7 years of experience
Richmond, VA, 23229

“I am thrilled to give Sheri a 5-star review for taking care of my pet, Happy, during boarding! Sheri went above and beyond to ensure Happy's comfort and happiness. I was particularly impressed with the regular updates she sent, complete with photos, to keep me informed and at ease. Her dedication, attention to detail, and love for animals truly shine through. I am so grateful to have found such a trustworthy and caring pet sitter. Thank you, Sheri, for taking such wonderful care of Happy! I highly recommend her services to anyone seeking top-notch pet care.”

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Bharath S.
Sitter Profile Image: Aubrey F.
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Aubrey F.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Midlothian, VA, 23114

“Fantastic experience with Miss Aubrey. Kept us updated while we were away with pictures and even video. Mac was incredibly happy playing with her dogs and visiting with her family. We appreciate all she did while we were away to take care of our buddy Mac hoping she has availability the next time we’re away. Five star for sure.”

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Rick G.
Sitter Profile Image: Zachary B.
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Zachary B.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
23 years of experience
Richmond, VA, 23235

“Zach was really great with Khari. My dog has been known to be fairly temperamental, so I worry about sending him with new people. Thank God for choosing Zach though - he was very accommodating to mine and Khari’s needs and I always appreciated the constant updates (including photos). I will definitely be booking with him again in the future!”

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KeVonya W.
Sitter Profile Image: Imani C.
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Imani C.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
8 years of experience
Shockoe Bottom, Richmond, VA, 23223

“Imani was very communicative during my boy’s stay. She was mindful of the heat and made sure he got plenty of exercise and attention. My baby loves her!”

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McKenzie C.
Sitter Profile Image: Teresa P.
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Teresa P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 29 reviews
8 repeat clients
6 years of experience
Cedarhurst, Richmond, VA, 23225

“Teresa was the best rover host we’ve had. My Australian cattle dog did not want to leave! Teresa was so kind and clearly enjoyed caring for Allie. I received frequent text and photo updates throughout the weekend of Allie having a great time. Teresa was easy to communicate with and we will definitely reach out again in the future!”

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Annie Z.
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The median cost per night for pet boarding in Chester is $45

Pet parents share their Rover experiences - Chester

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5.0 out of 5 stars

Our dog had the best time with Beverly, her and her family were very accommodating with our dog’s special needs and kept her on schedule. She was also very welcoming, her energy was very positive and we got plenty of pictures and videos throughout our dog’s stay. Drop off and pick up went very smoothly. Would book again and definitely recommend

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Kamila B.
Boarding
5.0 out of 5 stars

Very good experience! I can tell my pup was in good care and I will definitely be using her services again!

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Dylan H.
Boarding
5.0 out of 5 stars

Kendra took such great care of our dog. She was very thoughtful in sending multiple updates throughout the day every day of our pets stay with her. She was also very responsive to all messages. We had no worries at all and would love to be able to have our pet stay with Kendra again in the future.

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Chiram H.
Boarding
5.0 out of 5 stars

My sweet girl had an amazing stay with Abby and her family! Felt so comfortable leaving my baby with her.

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Denise R.
Boarding
5.0 out of 5 stars

Rangeen did a great job with my girl. She was very patient and understanding of her needs. She was very responsive and gave multiple updates.

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Phillip P.
Boarding
5.0 out of 5 stars

This was my first time leaving my pup with a sitter after having him for over five years Miss Melissa insured that at every stage of the weekend, I knew what he was doing, and how he was doing and took him for many walks. Sent lots of pictures. She treated my baby like one of her own I would recommend her and we’ll keep having her watch my pup as I was very comfortable with her care.

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Judith N.
Boarding
5.0 out of 5 stars

Charlotte is the absolute best, and my puhpeh girl Winter loves her stays. She's super understanding and flexible if able. My girl always comes home ready to nap so I know she was well taken care of and probably a little spoiled. Communication is always great/consistent and I get some cute pictures while I'm away. Your fur kid(s) will be in great hands here.

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Ti J.
Boarding
5.0 out of 5 stars

If I could give Amy and Grant more than five stars, I would! Leaving your dogs with someone else is never easy, but from the moment we met them, they made us feel welcome and at ease. They took the time to show us both the inside of their home and their yard, which was very important to us, and it was immediately obvious how organized and prepared they are. They asked thoughtful questions about Charlie and Roscoe's personalities, routines, feeding schedules, medications, supplements, allergies, and habits so they could care for them exactly the way we do. Amy and Grant took the time to understand each of their individual needs, and it was obvious from the beginning that they truly wanted to provide the same level of care our dogs receive at home. We had a last-minute schedule change that was completely my fault, and they were incredibly understanding and accommodating without making me feel like it was an inconvenience. Throughout their seven-day stay, they sent multiple updates every day with photos and videos that made us smile and reassured us that our boys were happy, safe, and loved. It was especially sweet to see their children spending time with Charlie and Roscoe and treating them like members of the family. The thing that impressed me most was the incredible attention to detail. They sent home a spreadsheet documenting everything—from feedings, medications, and supplements to personalities, allergies, and routines. Because we have a very specific way of caring for our dogs, that level of organization meant the world to us. Amy and Grant cared for Charlie and Roscoe as if they were their own, and that's something you simply can't put a price on. We are so grateful for everything they did, and I would trust them with our dogs again in a heartbeat. I recommend them wholeheartedly to anyone looking for caring, dependable, organized, and genuinely wonderful Rover sitters.

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Christy C.
Boarding
5.0 out of 5 stars

Sabrina did very well! I received photos everyday and I felt they looked happy and well cared for/loved. I will definitely be using her services again! Thank you!

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Dylan H.
Boarding
5.0 out of 5 stars

Sarah was amazing and made me feel comfortable leaving my fur baby. She communicated often with updates.

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Rasheedah N.
Boarding
5.0 out of 5 stars

Lisa was so great with our dog and the weirdo that she is. She sent us regular updates and pictures, and her and my dog were best friends by the end of the stay. We appreciate Lisa so much!

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Matt H.
Boarding
5.0 out of 5 stars

I always feel secure with leaving my Boston terrier with Stephanie. It’s also nice the she has a small dog that can play with my dog. I received daily pictures and videos of my dog. I have used Stephanie a few times and I also satisfied with service.

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Mashia O.
Boarding
5.0 out of 5 stars

This was my pup’s second stay with Michelle and it went just as smoothly as the first time. I always get nervous leaving my dog for any period of time, but especially for long trips. Michelle is thoughtful and welcoming and does an amazing job taking care of my dog.

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Hannah N.
Boarding
5.0 out of 5 stars

Everything went very smoothly with Abreya, from the communication, the meet and greet until the end of my babies stay. Had a very pleasant experience. I was happy and my babies were happy. Will book with her again.

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Maria R.
Boarding
5.0 out of 5 stars

Jeanette, took very good care of my two dogs. I will definitely use her again. My girls seemed very happy and at home when I picked them up.

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Patrick C.
Boarding
5.0 out of 5 stars

Our dogs love going to his house. They get really excited everytime we drive near it. Denny is very responsive and great with my dogs. We have used his services many times. You couldn't ask for a better sitter/handler.

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Z A.
Boarding
5.0 out of 5 stars

They did a wonderful job taking care of our very spoiled great dane, Suvi. Will definitely book again!

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Jennifer F.
Boarding
5.0 out of 5 stars

Leigh and her family are so kind and wonderful to work with. I was glad to leave Duke in her care again!

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Adam S.
Boarding
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  • 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.

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    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.
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Popular requests for pet boarding - Chester

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Sitters in Chester average 12
repeat pet boarding clients

FAQs for Pet Boarding - Chester

Frequently asked questions about Rover

The average cost of Pet Boarding in Chester is $31 per night as of October 2026. Most bookings cost between $26 and $50 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 823 sitters on Rover for Pet Boarding in Chester. About 93% of Chester 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 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 , 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 .

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 .

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 VA 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.

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, means our team will work with you to find a suitable replacement as quickly as possible.

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