Dog Sitting Chesterbrook
Book a Chesterbrook dog sitter to watch your dog in your sitter’s home or yours.
Over 49 pet parents in Chesterbrook have booked dog sitting
Chesterbrook, 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.
“Jacob was extremely detailed and asked questions I hadn’t thought of in order to make sure my girl had the most positive experience! I am extremely pleased with Jacob’s work.”
“Karen was exceptional with my cat Christy. Even though she had a tough schedule, she graciously fit me in this week to care for Christy. She goes to great lengths to make sure Christy is comfortable and I am so pleased to have had the opportunity to have her help me. She is truly devoted to the animals and it really shows. Their comfort is her main concern.”
“Marisa was fantastic, especially helping out on Easter! She fed dinner, spent quality time playing outside, and sent photos and videos that showed just how happy and relaxed our goldendoodle was. She was prompt, stayed for the full visit, and clearly put care and attention into every detail. We also really appreciated the meet-and-greet beforehand—it made the whole experience even more comfortable. Highly recommend her!”
About: I have cared for my own pets (two cats and a dog) for over 8 years and have hands-on experience working in animal shelters. I understand how to build trust and friendships with animals, ensuring they feel safe, happy, and well cared for. I work from home on Mondays and Fridays, and from Tuesday to Thursday I’m available after 5:00 PM to take care of your fur babies. I’m also available on weekends upon request. :) For client homes, I follow the owner’s instructions closely to keep pets in their familiar routine—whether that’s feeding, walking, play, or medication. I focus on making sure each pet feels loved, safe, and well looked after.
About: I became a puppy mom in 1999 and have been a meticulous caretaker of my own as well as rescuer and foster mom to many. Available 24/7 for inquiries and updates. I'm available to provide walks, drop ins, overnight in your home care for all dog breeds, ages and levels of care with meds, special diets, special care. Leash walking and fenced yard (always monitoring). Consistent and loving care for all breeds for standard and special needs. Meds, special diets, bathing, newborn to seniors. For overnight booking clients, please note that your house is my home base with your pets as the priority. I keep my radius for bookings close to my home and workplace. Like any normal pet parent, I do work a few days a week, run errands, pop home to shower and I may go out to eat or have an appointment otherwise my time is spent feeding, snuggling, playing, pottying, interacting and caring for your pets.🐕❤️ If you are interested in round the clock care, I recommend searching for sitters at triple+ my price point.
“Jaclyn was the sweetest person with the best energy. We met to see if she would be a good fit for our need for drop-in's from time to time and she most definitely is! I look forward to booking her many times in the future :)”
“Could not have been happier with my service! Thalita and her daughter were so amazing with Meelo. I really appreciated their flexibility and overall joy to come and see him. Thank you so much! For sure will be using her services again.”
““I’m so grateful for the wonderful care Julia provided for my pets while I was away. They sent regular updates and photos, followed all feeding instructions perfectly, and really took the time to make my animals feel comfortable. I came home to happy, relaxed pets and a tidy house. I couldn’t ask for anything better!””
About: I spent 2 years volunteering at a dog shelter, while doing so I received training on dog handling at different behavior levels. I also professionally walked dogs with a small business for 2 years. I had many clients that I would walk for daily! Pet care fits well into my schedule because I work afternoon and nights, which leaves my mornings open. I’m looking to make the most of my time by helping pet owners with walks, drop ins, and quality care. I treat every clients home with the same respect I would my own. When meeting a new pup, I always take a slow, calm approach to let them get comfortable at their own pace and build trust. I always follow all care instructions. I make sure every pet feels safe, comfortable, and cared for!
“Rachel was awesome! She watched our cats for a last minute weekend vacation. She was fast to respond, and took good care of them. Would absolutely recommend her as a sitter!”
“Thank you Caitlin for being so thoughtful and helping me close the door to prevent Frida getting out. You are a life saver! Really appreciate you being there in such an urgent moment! Feel safe that Frida is in good hands.”
“Sequoia was fantastic and took the time to play with each of our two cats along with making sure they were fed and had water while we were away. Even managed to get our moodier cat to run around and play. Gave us great peace of mind. Highly recommended!”
“Erica took care of my dog Darla for two days and she is great! Darla is very happy with her, and she responds to my last minute questions very quickly when a false alarm arose ( I thought I booked the wrong service but it turned out to be all good). Thank you Erica!”
About: I don’t have much professional pet care experience but I’ve had dogs of my own my entire life. I have experience training puppies to late stage of life senior dog care. Pet care is a 24/7 job for me. I’ve worked remotely since 2020 so my dogs were always a secondary task while I am home. Whether it’s taking a quick break to let the out, grab the a snack, or go for a walk on my lunch break. When I care for your pet in your home, my goal is to keep their routine as normal, comfortable, and stress-free as possible. I take the time to understand your pet’s specific needs—from feeding schedules and walk routines to playtime, medications, and any special instructions.
“Taylor is so lovely! She always takes amazing care of my cat, Noir, while I’m away. She’s also great at leaving a very detailed update after every drop in visit.”
About: I’ve been around animals my entire life and have experience caring for both dogs and cats of all ages and personalities. In addition to pet sitting for family and friends over the years, I also worked at a pet boarding facility where I helped care for dogs, cats, and other animals. Through these experiences, I’ve become comfortable with feeding, walking, cleaning, administering basic care, and making sure pets feel safe, and loved while their owners are away. I work part time, so a have plenty of time throughout my week to take care of your pets. I will be able to visit up to 4 times per day! understand how important trust is when leaving your pet with someone else, so I always strive to provide reliable care and keep owners updated with messages and photos for peace of mind. I have plenty of experience with animals who aren’t super friendly and I know how to handle their behaviors as well.
About: I have experience fostering puppies and dog sitting for people in the past. I also have always grown up with dogs in my family. My parents have 2 Maltese right now and we had a chocolate lab in the past so I have experience with all different shapes and sizes of dogs. I work at a golf course in Malvern. I am usually done with work around 2-2:30pm. I am available anytime after that and would even be open to overnight stays at my apartment if needed. My apartment is dog friendly and has a dog park if you would like your dog to get some other pet interaction. The apartment that I live at is key card access only and each room needs a key card also. The whole building complex isn't gated but the dog park in the middle of the complex is gated.
About: I am incredibly observant and mindful of pets ways of communicating. There are times they tell us something but can be easily missed if not watching for it. I have grown that skill over the years making me a great match with animals of all personalities. I don’t work Friday-Sunday so those days are relatively free! I am someone who makes it work so really just chatting through times is easiest. In my home it would be walk and activity focused as I am in an apartment- and I am easily adaptable for any of your pets needs.
The median cost per visit for dog sitting in Chesterbrook is $20
Dog parents share their Rover experiences - Chesterbrook
Katherine was AMAZING!! The photos she sent were so good I think I might hang them on my wall! She was responsive to messages, timely, friendly, and my pets clearly loved her! (And she drew a cool picture of my dog that my kids and I loved! My son attributed it to her and put it on his art wall.)
Marisa was fantastic, especially helping out on Easter! She fed dinner, spent quality time playing outside, and sent photos and videos that showed just how happy and relaxed our goldendoodle was. She was prompt, stayed for the full visit, and clearly put care and attention into every detail. We also really appreciated the meet-and-greet beforehand—it made the whole experience even more comfortable. Highly recommend her!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests near you
Select a filter and find qualifying Chesterbrook sitters!Sitters in Chesterbrook average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Chesterbrook
Frequently asked questions about Rover
The average cost for Dog Sitting in Chesterbrook on Rover is $27.75 per visit (as of July 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 July 2026, there are 9,690 sitters on Rover offering Dog Sitting across Chesterbrook. 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 Chesterbrook 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 Chesterbrook 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 Chesterbrook 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 Chesterbrook. On Rover:
- 91% of sitters can help with special care needs
- 95% 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 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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