Dog Sitting Chester

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

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Over 4
pet parents in Chester have booked dog sitting

Chester, 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: Matthew D.
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Matthew D.
from
$22
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
4 years of experience
Boothwyn, PA, 19061

“Quick communication and takes great care of our pup!”

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Kiara H.
Sitter Profile Image: Beverly C.
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Beverly C.
from
$20
per visit
10 years of experience
Logan Township, NJ, 08085

About: I own and live with two dogs I take care of regularly. Looking for some additional work to help and take care of your lovely furpets. Pet care fits into my life daily. I have two dogs at home where I am taking care of them and providing the best life possible! I do not work and have plenty of times on my hands to asssir with your loved fur babies! Only need 24 hours notice I provide a lot of love, care and service to my animals. It’s important to make sure they are safe and secure and taken care of just as much as humans! I love to walk, play, cuddle and feed the pets.

Sitter Profile Image: Elizabeth L.
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Elizabeth L.
from
$19
per visit
20 years of experience
Sharon Hill, PA, 19079

About: I've grown up with dogs my whole life I've had to attend dog behavioral training classes with multiple dogs over the years of owning them with family. As an adult I've never had the privilege of owning my own dog only cats. But I've always been the one to help family members when they go away walks & pet siting. I work in the elder care system but trying to find a balance of Harmony. With my active lifestyle and fond affection for The Great outdoors I miss the company of dogs I don't have the means or time to own my own I would like an opportunity to be able to explore new areas of my local neighborhood and getting exercise. I do care for a cat though, she is not my own. But she is welcomed in my apartment she owns this house. And I only just pay the rent.

Sitter Profile Image: Cassaundra S.
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Cassaundra S.
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
27 years of experience
Media, PA, 19063

About: I have a yorkie Terrier he is the best. He loves other Dogs. We play and go on walks. Have fun with the kids very gentle. I work from home so I am home most of the time. We have all time ti play and go on walks throughout the day. We treat our furry babies like humans. We love to play and give them treats. I will make sure that we are secure in the backyard and on walks

Sitter Profile Image: Destinee S.
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Destinee S.
from
$15
per visit
5.0 out of 5 stars
• 101 reviews
22 repeat clients
13 years of experience
Glenolden, PA, 19036

“Another successful week of drop ins with Destinee! My cat is a grumpy old man but tolerates her visits well. It gives me great peace of mind knowing he’s so well cared for when I travel.”

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Karin J.
Sitter Profile Image: Alyssa W.
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Alyssa W.
from
$20
per visit
5.0 out of 5 stars
• 71 reviews
9 repeat clients
3 years of experience
Lansdowne, PA, 19050

About: I’ve been taking care of friends and families animals for about three years now. I’ve dealt with puppy dogs to senior dogs, crazy kittens to calm cats. I love animals and truly see them as a part of the family! 💜 I am super flexible when it comes to my daily schedule. I have been doing pet care independently and decided to rover a shot ! Communication is super important to me, if the pet needs any specific foods, medications, or walking instructions I would contact the owner beforehand to make sure the pet is receiving the best care possible. Or if the client left a note with specific instructions.

Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$16
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
25 years of experience
PA, 19018

About: What sets me apart is my calm and gentle demeanor, especially beneficial for anxious or shy pets. I create a peaceful and reassuring environment, helping them feel safe and comfortable. I'm skilled at reading their body language and adapting my approach to their individual needs. I'm also very patient and understanding, giving them the time they need to adjust. I'm experienced in creating a safe and comfortable space, and I am very good at slow introductions. Pet care is a top priority in my daily and weekly routine. I believe in providing consistent care, so I establish regular feeding and walk schedules. I'm also flexible and adapt to each pet's unique needs. Throughout the day, I monitor their behavior and ensure they have fresh water and playtime. I genuinely love spending time with animals and providing them with the best possible care. My approach to pet care is built on providing a safe, happy, and healthy environment for every animal. Here's what that looks like: * Routine and Consistency: I understand the importance of routine, so I strictly follow feeding schedules and exercise plans provided by owners. * Personalized Attention: Every pet is unique, and I tailor my care to their individual needs. Some dogs love fetch, while others prefer gentle cuddles. I take the time to get to know each pet's personality and preferences. For example, with shy cats, I use slow, gentle movements and let them approach me on their own terms.

Sitter Profile Image: Gia P.
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Gia P.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
7 years of experience
norwood, PA, 19074

About: Hello my name is Gia! I am currently a surgery tech at an animal shelter. I have always enjoyed caring for my own as well as family and friends pets to help out when needed. Because of my job I am experienced with all sorts of animals and their medical needs, temperaments and personalities. I am fear free certified which just means I am able to adapt my care approach better for all sorts of situations! I’ve always had a love for caring for animals weather they're my own or belong to someone else no matter how tedious or difficult their specific care may be. I enjoy dedicating my time to providing care for others animals in and outside of work, I can just never get enough. I do currently work full time so unfortunately I'm only able to care for others pets on the weekends as well as spend some time with my own. I will treat all animals like they are my own providing the absolute best care possible. Not only are you trusting me with your pet, but your home as well which is why I’d take extra precautions to make sure everything is set and secure not only for you but your pet.

Sitter Profile Image: Leah H.
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Leah H.
from
$16
per visit
5.0 out of 5 stars
• 16 reviews
2 repeat clients
10 years of experience
media, PA, 19063

About: I have had a dog for 20 years, my whole life! I have watched other dogs for 10 years by letting them out, walking them, or overnights. I love playing with dogs! I am a college student on break and am free daily! I work at a restaurant but only picking up shifts so will be free a lot of the time! I have a fenced in yard for pets to run around! My neighborhood is a great spot for long walks! I have a small friendly little dog who loves to play.

Sitter Profile Image: Cassie A.
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Cassie A.
from
$15
per visit
2 years of experience
Upper Chichester, PA, 19061

About: I am in the field of Applied Behavior Analysis, which is often used in training pets. Positive reinforcement = changing behaviors = a happy pet and a happy owner! I currently work full time but I am available during the mornings and evenings during the week and any time during the weekends for drop-in visits! Ensure clean and fresh water in the bowls, food in bowls for feeding schedules, lots of cuddles, and play time of course! Lots of pets, snuggles, and treats!

Sitter Profile Image: Nate T.
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Nate T.
from
$20
per visit
5.0 out of 5 stars
• 16 reviews
5 repeat clients
14 years of experience
Springfield, PA, 19064

About: I have worked with puppies, senior dogs and in between. Training experience with multiple breeds and will love them as if were my own. Available for any animal, not limited to dogs. I am typically available by appointment as I have a very flexible, work from home career. Occasionally I am free immediately, no harm in asking. I am versatile with any upbringing strategy the owner prefers. If there are specific rules or training methods they are working toward, I will help cross the finish line. If they just want someone to keep their best friend happy and safe, I can do that too.

Sitter Profile Image: Abigail M.
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Abigail M.
from
$15
per visit
8 years of experience
Media, PA, 19063

About: Dog walker & cat lover. My pet experience spans from check-in walks to month-long over nights. I enjoy the outdoors and can walk your dog in any weather. I’ve cared for big and small dogs and a variety of cat breeds. I have a lenient, remote 9-5. I can keep your pet company while you’re at work, or stop in for a walk depending on your needs. I travel from time to time but will mark my schedule. I’d prefer pet care to take place in the client’s home. Would need to spend time with your pet before considering boarding at my home.

Sitter Profile Image: Matthew S.
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Matthew S.
from
$15
per visit
5.0 out of 5 stars
• 67 reviews
43 repeat clients
7 years of experience
Glen Mills, PA, 19342

“We recommend Matt for your pet care. He took care of our 2 dogs and 2 cats while we were on vacation coming three times a day. Matt is very reliable and connected well with all of the pets.”

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Maria B.
Sitter Profile Image: Tamikia S.
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Tamikia S.
from
$20
per visit
5.0 out of 5 stars
• 146 reviews
52 repeat clients
20 years of experience
philadelphia, PA, 19143

“This was my first time using Rover and Tamikia made it super easy. The pictures she took of my kitten were so cute and helped put me at ease being away from her!”

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Bethany R.
Sitter Profile Image: Kimberly S.
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Kimberly S.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Glenolden, PA, 19036

About: I’ve have dealt with many different animals at a very young age! I have watched animals for my friends and for family members are always happy with the fact they can come home and see their fur babies taken care of! I only work two days a week so my schedule is very open for playing and of taking care of your fur babies while you’re away! I have a fenced in back yard with multiple toys and bowls and bones that a dog could ever think of! I’m also very observant and will be sure nothing happens!

Sitter Profile Image: Erika R.
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Erika R.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
13 years of experience
Glen mills, PA, 19342

About: My laberdoodle, Cody, passed away about a year and a half ago. We brought him home at 6 weeks old and had the opportunity to spend 13 amazing years with him. Within those 13 years, I gained the exposure and knowledge to care for a dog during all life cycles— puppy and senior. Cody also had epilepsy, so I am familiar with giving medication and what to look for/ warning signs in dogs with epilepsy and senior dogs. I am also a dog walker/sitter for a beautiful 3 year old rescue named Wheezie. Spending time with her has brought so much joy to my life. My schedule is very open right now and I’m extremely flexible so please feel free to message me for drop-ins, house sitting, or last minute bookings! I am also extremely active and would love to take your dogs for a walk and get my steps! Looking forward to chatting! I am currently in between jobs and looking to do something in the meantime! I’d like to combine my love for animals and walking whilst doing something flexible to my schedule. I treat all animals as if they’re my own. Always respecting the dogs space and property is #1. I have a fenced in yard with a pool if they need to come back here for any reason!

Sitter Profile Image: Gioia L.
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Gioia L.
from
$25
per visit
4.8 out of 5 stars
• 12 reviews
4 repeat clients
10 years of experience
Drexel Hill, PA, 19026

About: Hi! 🐾 I’m an experienced pet care professional with nearly a decade of experience caring for and working with animals. While dogs absolutely have my heart, I’m also experienced and comfortable caring for cats! I currently work professionally in dog daycare as well as pet sitting and dog walking, so I’m experienced with dogs of different breeds, sizes, personalities, energy levels, and care needs. I understand that every pet is different, and I always take the time to learn their individual routine, personality, boundaries, and favorite things. 💕 Your pet’s happiness, safety, and well-being are always my top priorities. Whether that means plenty of playtime, long walks, cuddles, enrichment, or simply keeping them comfortable and sticking closely to their normal routine, I want your pet to feel safe and cared for while you’re away. I also have experience administering medications and following detailed care instructions. Most importantly, I know how much trust it takes to leave your pet in someone else’s care. I’ll treat your pet with the same patience, attention, and love I’d want someone to give my own. You can relax knowing they’re in experienced, caring hands! 🐶🐱💗 Meet & Greet: I require a complimentary 15–30 minute meet & greet before confirming a new service. This gives us a chance to go over your pet’s routine and care needs, allows your pet to get comfortable with me, and helps make sure we’re a great fit for one another. Safety and comfort—for you, your pet, and me—always come first! Pet care is already part of my everyday routine! I work professionally with animals, so providing attentive, reliable, and loving care comes naturally to me. I have a dog of my own who I absolutely love caring for and training, so I understand how important it is to know your pet is in good hands! 🐾 I’m a huge believer in enrichment and love keeping pets mentally and physically fulfilled through walks, play, training, sniffing, and plenty of affection. I also pay close attention to body language and signs of stress or discomfort, and I never force interactions. Whether I’m caring for your pet in my home or yours, I’ll treat them with the same patience, attention, and care I give my own pup. My goal is always for your pet to feel safe, comfortable, and genuinely happy while they’re with me! 💕

Sitter Profile Image: Brooke M.
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Brooke M.
from
$25
per visit
5.0 out of 5 stars
• 21 reviews
5 repeat clients
15 years of experience
Springfield, PA, 19064

“Brooke was great Rex was totally relaxed with her when we came home I don’t know if you cared about us being out with heidi recommend Brooke and will use Her again”

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Stephen S.
Sitter Profile Image: Ella D.
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Ella D.
from
$20
per visit
5.0 out of 5 stars
• 23 reviews
3 repeat clients
10 years of experience
Garnet Valley, PA, 19060

“Ella was great with our cat Mason! She spent plenty of time with him while we were away, and made sure to get him up and playing. She made sure to update us on how each visit went and made us feel comfortable that Mason was in good hands. Will be booking again in the future!”

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Josh N.
Sitter Profile Image: Erica C.
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Erica C.
from
$15
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
15 years of experience
Boothwyn, PA, 19061

About: I absolutely adore animals and I love taking care of them. I have been pet sitting and dog walking for 3 years now with a loyal clientele. My family currently has 3 energetic Boxers, and I have grown up around pets my whole life. I am comfortable working with all pets- all shapes and sizes. I am positive that you and your fur babies are in good hands with me! I am currently a caregiver for my grandmother, and I have a very flexible and open schedule. I am willing to accommodate any schedule needed. I am sure to follow all instructions that I am given when it comes to caring for your pets. I ensure they follow the same routines they are used to.

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The median cost per visit for dog sitting in Chester is $20

Dog parents share their Rover experiences - Chester

1 / 1
5.0 out of 5 stars

Gabrielle was great! Communicative, provided updates, pictures and was able make me feel at ease with our little pup and home. Definitely will be booking again for drop ins!

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

She always takes good care of them. Very flexible when I reach out on short notice, which I do a lot of the time!

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christina n.
Drop-In Visits
5.0 out of 5 stars

Jacqueline was very responsive when I reached out with a last-minute inquiry, reliable, and provided great care for my two dogs.

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

Emma truly was incredible. I felt very comfortable with her taking care of our two WILD doggos while we were away. Our big dog is very anxious and she did great dealing with his behaviors. If she can take care of our two crazy rescue dogs, I am sure she will also do great with all dogs! So happy we found Emma. :) Highly recommend!

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Jamie V.
Drop-In Visits
5.0 out of 5 stars

Caroline was fantastic! She took very good care of our three cats and our dog. There were no issues and she sent great pictures of our pets after every visit. Communication was great and she provided detailed updates each visit. We were very comfortable and pleased with Caroline taking care of our pets! Thanks!

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Ken S.
Drop-In Visits
5.0 out of 5 stars

Debra was great with our dogs and kept us updated the entire time! We will definitely be booking again!

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

Karen was wonderful with my 2 dogs! She is reliable, caring and kept me updated with photos and messages. My dogs were so well cared for and I could see how happy and content they were in the photos! Knowing they were in such good hands gave me complete peace of mind. I would highly recommend Karen to anyone!

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

Liz watched our dog while we were away and was great. She was easy to communicate with and arrived at our agreed upon times. Our dog can be a bit anxious and shy but he warmed right up to her.

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

Juliana is fantastic! She kept me updated on our doggy and gave him the cuddles and love he craves. 🥰 Will definitely have her walk/watch him again.

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

Kai and Devon are fantastic! Friendly, easy to work with, incredibly reliable. We have a lot of pets and they took exceptional care of each of them. It was a huge relief to know they were all in great hands!

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Kate W.
Drop-In Visits
5.0 out of 5 stars

Robyn is the best…I hadn’t needed a pet sitter in awhile and I was able to rebook her for my two dogs. She didn’t miss a beat and my dogs were super happy when I got home!

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

Ashley did an amazing job with Kliff and Blu! Very attentive, respectful and caring. Look forward to booking her for future visits.

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Devon R.
Drop-In Visits
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How to book dog sitting

  1. 1. Search

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Popular requests for dog sitting - Chester

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Sitters in Chester average 6
repeat dog sitting clients

FAQs for Dog Sitting - Chester

Frequently asked questions about Rover

The average cost of Dog Sitting in Chester is $16 per visit as of October 2026. Most bookings cost between $13 and $20 per visit. 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.

As of October 2026, there are 8,895 sitters on Rover offering Dog Sitting across Chester. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 Chester 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 .

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 .

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 Chester 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 Chester. On Rover:

  • 87% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 95% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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