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

Over 1 pet parents in Chestnut have booked pet sitting
Chestnut, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: Animals have been a huge part of my life since I was young — I grew up in a family full of dogs and developed a love for caring for animals early on. Over the past four years, I’ve gained hands-on experience dog sitting pets of all sizes and personalities, from energetic puppies to senior dogs, as well as cats and even chickens! For the past year, I’ve also worked at a dog boarding and daycare facility, where I’ve learned how to safely handle dogs with a wide range of temperaments, energy levels, and needs. This experience has made me confident in reading animal behavior, creating a calm environment, and making sure every pet feels safe, loved, and comfortable while in my care. I treat every pet like family and understand how important it is to know your furry friend is in caring, reliable hands. Whether your pet loves playtime, cuddles, walks, or just a calm companion, I’m happy to provide personalized care that fits their needs! Pet care fits naturally into my weekly routine. I currently work part-time in the evenings, which gives me daytime availability to care for pets, provide walks, drop-in visits, and spend quality time with them throughout the week. I’m hoping to dedicate most weekdays to pet care and make sure each pet gets plenty of attention, patience, and reliable care while their owners are away. At this time, I’m generally unavailable on weekends due to family obligations, but during the week I’m flexible and committed to providing dependable, loving care for your pets. When caring for pets in a client’s home, I always make it my priority to keep their routine as comfortable and stress-free as possible. During drop-in visits, I can provide feeding, fresh water, potty breaks, litter box cleaning, playtime, attention, and plenty of love and companionship. For dog walks, I make sure each dog gets safe, attentive exercise based on their energy level and needs. I understand how important pets are to their families, so I treat every animal with patience, kindness, and the same level of care I would want for my own pets. I also believe communication is important, so I’m happy to provide updates and photos while you’re away so you can feel confident your pet is safe, happy, and well cared for.
“We love Brittney, she is so good to our dogs and sends updates and pictures. She makes it so easy for us while on vacation knowing we don't have to worry about our dogs. We definitely appreciate everything she does.”

“Mary Ann did a great job for our first time with Rover. She was reliable, timely and did a great job with our cat, Pepe. Loved the pictures, the updates and overall, she filled all of our needs and expectations. So glad we found her!”

“Abby is absolutely great! She was so patient with our boys (our year old Belgian Malinois is a ball of furry energy) and our 9 year old cattle dog mix is blind. I've never had anyone come in and take care of my babies, but I trust Abby 100%. Thank you Abby and Rover for providing this service. She'll be the first person I call next time we go out of town!”
About: I grew up with two big Akita/husky’s that were always full of energy but very entertaining! I now have a Pitbul mix that loves to cuddles. People have relied on me to walk, bathe, and watch their pets. I have a steady schedule as a Dental Assistant through out the week. I am available for morning walks with a lot of free afternoons and evenings. I would love to help you out and make sure your fur baby is taken care of while you’re away. As a pet sitter, my main responsibility is to provide quality care for pets in their own homes while their owners are away. Discussing with the owner about their pets needs, habits, and specific requirements.
About: I’ve been a pet owner since I was 19. I have experience giving medication with my own dogs and worked at a dog boarding place in the past. I promise to love on your dog like they are my own. I work full time Monday through Friday 8:30 am to 5 pm. I’m free most weekends. I’m able to come check on a dog before work and after work. I could possibly go on my lunch break around 1 pm if not too far from my house. Right now I’m not offering services in my house because I have an older dog with vision and health issues. She is more of a people loving dog! At the clients house I will make sure your dog gets plenty of affection and play time. I will try my best to keep them on their normal schedule with potty breaks and meal times. Please make sure to tell me all your dogs favorite things!
About: I’ve taken care of dogs and cats since I was young, family and friends have allowed me to take care of them. I enjoy taking them on walks, petting them and giving the attention they deserve, and taking care of them. I will treat them just as you would and offer extended stays. For stays longer than 5 days, most I have done is a month and a half as of present, you will return to a clean home 😊 I am strong and able to keep my stability while walking dogs, am able to let them out, feed them, give baths, and offer other services for the home like my interior design skills which is another side business, that can be spoken about, if interested.
About: I have taken care of pets ever since I was a kid. I have experience in babysitting children. I also take care of Laya our family pet. I also have previous pet sitting experience in Wisconsin. Iny previous experience in Wisconsin, I have asked owners for written instructions on medications, favorite toys, play schedule, vet contacts as well as inquiring about safe ways to enter the house. I have given the quality care for pets including snuggles, walks, and fun games like fetch with their favorite toys and time at the dog park- if permitted by their parents. I am a substitute teacher. I frequently do half days, I'm doing mostly afternoons at my subbing jobs. I am available in the mornings and at 330-8pm for drop in visits and walks I will ask for written instructions on feeding, rules, any medications, and anything else I should know. I will send pictures and videos of what we are doing-walks, how much your pet has eaten, treats, playtime, and playtime.
About: I have been taken care of animals since I can remember! I’ve taken care of all kinds of animals/different breeds and I love it! I have been taking care for friends and family, and I’m just trying to get more out there! I’d cuddle with them, play with them, feed them and give them treats, I take them on walks, I’ve taken some dogs to get groomed, I’ve even given baths before, and I’d do whatever needed to be done! I’ve stayed over night with animals before while the owners were out of town and I love being with new animals! I’ve also had to take care of some animals that needed insulin and other medications! I used to have a senior dog that I would have to help get up and carry outside when he needed to go! I love taking care of any animals and have so much fun doing it! I am currently working part time so I’d definitely have time to play with the animals and take them out as many times as needed! I work morning shifts so I’m free in the afternoon! I’m always taking care of my animals as well so I’m definitely used to it! My kitties have a cat tree they love and lots of toys we play with! I can do whatever is needed to take care of them! I can create your dog if necessary!
“Heather was great with little Baxter. Heather and I were able to meet prior to the sitting date. I felt very comfortable with Heather being in our home and caring for Baxter. I would highly recommend Heather. I will be using her again in the near future”

About: I’ve had pets in the home my entire life; cats, dogs, fish, hamsters and Guinea pigs. I have been the proud owner of a pit bull, pit bull mix, boxer, lab and a St Bernard. I currently have a German Shepherd, Zeus, that is my whole heart. My son and I with help of tons of videos and research have taught our boy 20+ commands/words. I run/walk/hike with him 3-4 times a week in snow/rain/cold/humidity. We actively play and train daily. I put every effort into giving my fur babies the best life possible. I mean, we chose them, they didn’t choose us. I have owned short and long haired cats. I am familiar with the daily grooming for long haired felines. I currently am a cat mom also to a short and long haired. I am very familiar with kitten and puppy care as well. I have a full time job Monday through Friday. I am available week days after 3:30 and all day on Saturday, Sunday and major holidays. I will follow the instructions given to me for drop ins. I certainly wouldn’t put your pet in harms way playing indoors/outdoors or on a walk.

About: I’ve always loved animals and have experience dog sitting and dog walking for family, friends, and others. I’m comfortable caring for dogs of different sizes, ages, and personalities, including walks, feeding, potty breaks, playtime, and giving them plenty of attention. I’m responsible, patient, and will treat every pet like my own. I have a very flexible schedule, which allows me to give pets plenty of attention and work around their usual routines. I’m available for walks, drop-ins, and pet sitting and can be flexible with timing based on each pet’s needs. When caring for pets in their home, I always follow the owner’s instructions and make sure their pets feel safe, comfortable, and cared for. I’m respectful of each home and pay close attention to doors, gates, leashes, and anything else that helps keep pets safe. I want owners to feel confident knowing their pets are in good hands.
The median cost per visit for pet sitting in Chestnut is $18
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 pets like family

1. Search
Browse profiles of sitters near you who offer pet sitting
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Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for pet sitting - Chestnut
Select a filter and find qualifying sitters offering pet sitting.Sitters in Chestnut average 5 repeat pet sitting clients
FAQs for Drop-In Visits - Chestnut
Frequently asked questions about Rover
As of August 2026, there are 221 sitters on Rover offering Pet Sitting across Chestnut. 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 Chestnut 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.
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.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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.





