Pet Sitting Chester

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

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Over 17
pet parents in Chester have booked pet sitting

Chester, 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.

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Sitter Profile Image: Ashley S.
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Ashley S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
195 reviews
26 repeat clients
12 years of experience
Derry, NH, 03038

Thank you a ton. The request was relatively last minute and adjusted a few times but Ashley accommodated easily. The animals were well cared for and happy and I was able to attend my son’s wedding.

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Brian C.
Sitter Profile Image: Joshua P.
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Joshua P.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
17 reviews
8 repeat clients
6 years of experience
Derry, NH, 03038

About: I specialize in dogs who need real exercise — not just a slow neighborhood loop. If your dog is high‑energy, athletic, or a working breed, I offer fast‑paced walks, joring sessions, and trail adventures designed to burn energy and build confidence. I grew up with a Husky/Malamute mix and have lived with high‑drive dogs ever since. My partner and I have fostered around 35 dogs, and I’ve cared for hundreds more through walking, boarding, and sitting. I’ve worked with every personality you can imagine — anxious, reactive, social, senior, and everything in between. My approach is structured, safe, and tailored to each dog’s needs. Whether your pup needs a power walk, mental stimulation, or a full adventure outing, I make sure they get the right balance of exercise and calm. My schedule is wide open, and I’ve made dog walking and adventure‑based exercise my primary focus. This means I’m available for consistent routines, last‑minute bookings, and dogs who need regular high‑energy outings. I’ve worked with dogs across every temperament - from wind‑shy pups to strict no‑contact dogs to social butterflies. I adjust my handling style to match each dog’s comfort level and safety needs. Clear routines, calm structure, and individualized care guide every decision I make. Your dog’s safety and emotional well‑being always come first

Sitter Profile Image: Tiffany W.
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Tiffany W.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
72 reviews
31 repeat clients
20 years of experience
Manchester, NH, 03109

I hired Tiffany to take care of my cat’s needs for a day during a short road trip. She communicated well and did everything needed! Meeting and talking with her made it clear she’s a true animal person. Highly recommended for the care of any sort of pet!

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Carson R.
Sitter Profile Image: Lori S.
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Lori S.
from
$18
per visit
30 years of experience
Derry, NH, 03038

About: I have never lived without an animal in my home as a child or as an adult. Animals are true members of the family. I have volunteered in animal shelters for many years, and still continue to do so. Therefore, I have experience with all ages, including seniors, administering medications and general care and socialization, and more importantly know how to calm and make an animal feel safe and at ease. I will love your pet, send photos, and take as much time as needed to be sure his/her needs are met. I recently resigned from working in a local school district and am now concentrating on volunteering in an animal shelter, an abused women's shelter, writing a book, visiting the gym daily and hopefully having the pleasure of taking care of many animals on Rover! I am presently fostering animals with positive thoughts they will find their forever homes soon! I treat my pets like they are one of the family. They are loved and adored. I recently lost my two cats, litter mates, one at 18 years old and one at 19 1/2 years old. They received had only the best diets, received the best medical care, and got all my attention. They were my babies. I would love to give your pet the best care ever as well!! I hope to get another pet soon in my home, after a bit of healing time.

Sitter Profile Image: Liz R.
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Liz R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
100 reviews
32 repeat clients
25 years of experience
Londonderry, NH, 03053

Liz was awesome with my 2 cats! She listened and understood the personalities of the cats and successfully gave a daily pill for one cat. I had some important documents come in the mail and Liz gracefully agreed to grab it and bring it in the house. She gave the cats snuggles and played with them. Even my more timid cat loved Liz and even snuggled on her lap for a moment! We are very thankful for her coming to check in each day so the kitties didn’t feel too lonely and were well taken care of!

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Nicole C.
Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$10
per visit
15 years of experience
Derry, NH, 03038

About: Looking for someone to care for your pets as well as you do? I have 15 years of experience caring for animals ranging all different sizes, ages, and health needs. I’ve had animals my whole life from dogs, cats, horses, and exotic birds. I am the designated care giver for my friends’ and family’s pets and wanted to give Rover a try to put those skills to more use. I currently have two cats of my own and will not be accepting to board animals in my home at this time, but am more than happy to care for your furry or feathered friends in their current space and make sure they’re exercised, fed, and not missing you too much while you’re away! My rates are all negotiable, please connect with me directly for pricing questions. I look forward to befriending and caring for your pets and keeping them safe for your return home whether it be from a vacation or just from work. I currently work remotely part time during the week and have plenty of flexibility in my schedule to drive and visit your pets to care for them. Drop in visits typically take about 15-20 minutes, walking or exercising can be 1-2 hours, and sitting can be booked for multiple days. Since I will be only caring for pets in their own homes, my care is fully personalized and customizable to meet your specific needs and requirements. I am comfortable giving medication to pets and am experienced with reactive and emotionally triggered animals.

Sitter Profile Image: Allison M.
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Allison M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
44 reviews
18 repeat clients
6 years of experience
Derry, NH, 03038

Allison was on time every visit, and provided great communication while visiting our cat who had been to the ER earlier in the week. Would recommend!

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Ryan M.
Sitter Profile Image: Kathryn P.
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Kathryn P.
from
$17
per visit
5.0 out of 5 stars
1 review
1 repeat client
5 years of experience
Derry, NH, 03038

About: My name is Kathryn and I go by Katie, I’m 20 years old I’ll be 21 in July. I live in Derry NH and I can’t wait to help out families who need it! Leaving your fur baby at home can be stressful. Trust me, I love mine so much. But I’m here to make sure there is nothing to stress over and that they are well taken care of. Over the years I’ve cared for many dogs and cats of all sizes, ages, and personalities and truly enjoy making pets feel safe, happy, and loved while their owners are away. I used to groom dogs, clip nails, walk dogs for as long as needed, and feed them daily or multiple times a day whatever is needed. Along with any medications they need as well. Friends, family, and neighbors have trusted me to walk, feed, play with, and care for their pets. I can also send update pictures or videos to my clients and make sure they know I’m doing exactly what they asked for! Im a very active person who loves working out so when im not at Pilates or doing school work im free, but im very able to manage my time. Im free all the time this summer may-august mornings and evenings. So just give me a heads up! And I’ll be free on weekends during the months after this summer. My top priority is making sure every pet feels safe, comfortable, and cared for. I live in a home away from busy roads, and pets will always be supervised in a safe environment. During walks, I always keep dogs on a leash, clean up after them, and make sure they get plenty of exercise, attention, and care. I’ll also follow any specific routines or instructions to make sure your pet feels right at home.

Sitter Profile Image: Rebecca G.
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Rebecca G.
from
$22
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Derry, NH, 03038

About: I am a reliable, active, and detail-oriented dog sitter. I tailor every stay to your dog's unique routine and personality. Fully equipped to handle feeding, medication, exercise and plenty of TLC. Let's chat about how I can make your dog's day great! I do doggie daycare/boarding full time, so I am always home. During the day, the pups go on pack walks, explore and sniff or they can chill in the fenced yard, if that is more their style. I am fully insured and certified in canine first aid and CPR, so your dog is always in safe, capable hands. My family dogs are friendly, laid back and always welcome to new friends. My home is set up with multiple boundaries to allow dogs to have quiet time when needed.

Sitter Profile Image: Jessica R.
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Jessica R.
from
$15
per visit
10 years of experience
Sandown, NH, 03873

About: I have had dogs and cats in my life since I was four years old. I have been walking, feeding, playing with, and loving dogs for as long as I can remember. I have had three dogs, and each of them were adopted when they were puppies. My first dog, Otis, lived to almost seventeen, so I have much experience caring for puppies and senior dogs. I currently work part time on the weekends, and I will be interning for my master’s degree on Fridays. I will be able to take care of your pets Monday through Thursday. If I am watching your pets at your home, I will be able to feed them, play with them, take them outside, and take them for walks. I also have experience giving dogs and cats oral medicine if that is needed.

Sitter Profile Image: Kadence B.
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Kadence B.
from
$15
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Raymond, NH, 03077

Kadence is very reliable and has a great communication style. She is kind, considerate and confident with the dogs. I highly recommend her. Thank you :)

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Emily L.
Sitter Profile Image: John V.
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John V.
from
$16
per visit
5.0 out of 5 stars
2 reviews
6 years of experience
Raymond, NH, 03077

John was great with my dogs Otto and Misty. He came twice in one day to take care of them. I will definitely have him come again to take care of them.

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Jeanne O.
Sitter Profile Image: Christopher M.
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Christopher M.
from
$20
per visit
8 years of experience
Auburn, NH, 03032

About: I treat animals as a parent would with a child. It's all about knowing that every creature has a personality of their own and providing the appropriate enforcement for positive behavior and training. I work full-time, yet I make time for evening walks with my dog (if the temperature is bearable). On the weekends, I take her for 1-2 walks within the two days. Late Spring to mid Fall is the best time for outdoor fun. I have another older dog that is crate trained if they need to be caged in because of visitors. If a dog is trained well enough to not run off, I do have a wide open backyard they can run around in.

Sitter Profile Image: Debra B.
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Debra B.
from
$25
per visit
5.0 out of 5 stars
34 reviews
22 repeat clients
20 years of experience
Derry, NH, 03038

Super reliable!

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Aaron M.
Sitter Profile Image: Dalyce M.
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Dalyce M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
58 reviews
7 repeat clients
15 years of experience
Manchester, NH, 03104

Dalyce is professional and dependable and a very good communicator. Most importantly, she has a great disposition for both my anxious shephard and super mellow senior. Felt very comfortable knowing they were in her care.

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Ami R.
Sitter Profile Image: Brianna N.
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Brianna N.
from
$20
per visit
4.9 out of 5 stars
19 reviews
8 repeat clients
20 years of experience
Derry, NH, 03038

Five stars! I’d double them if I could. First of all Brianna agreed to watch Sasha without even meeting her or us. We all took a leap of faith and I feel it paid off. Through consistent text messages and photos she managed to ease any apprehensions I may have had on this last minute booking. I can’t thank Brianna enough and have her in my contact list if I ever need another sitter. First round draft pick!

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Victor D.
Sitter Profile Image: Minnie G.
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Minnie G.
from
$20
per visit
5.0 out of 5 stars
2 reviews
25 years of experience
Raymond, NH, 03077

Minnie was great, she came to meet the pups beforehand for an introduction and to get an idea of the pups routine. She was prompt and on time for the scheduled times and interacted great with the pups!

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David D.
Sitter Profile Image: Anthony D.
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Anthony D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
25 years of experience
Manchester, NH, 03101

Anthony has been absolutely wonderful with our young puppy (from 10 to 14 weeks)! He has taught him to walk with manners and helped us with tricks! Our puppy absolutely adores him — we will continue to rebook! Thank you so much, Anthony!

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Elizabeth T.
Sitter Profile Image: Chelsea C.
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Chelsea C.
from
$25
per visit
4.9 out of 5 stars
20 reviews
8 repeat clients
14 years of experience
Raymond, NH, 03077

Sorry Im so later with a review .Chelsea did a very good job taking care of Fred ,she gave him his insulin shots twice a day ,did a good job taking care of his food ,water and tray .Sorry you moved I would have you take care of Fred any day .

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Robert C.
Sitter Profile Image: Jodie L.
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Jodie L.
from
$30
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
40 years of experience
Danville, NH, 03819

We are so happy we found Jodi! Our kitties are very special to us and she took extra care and made sure we were informed of everything and sent photos while we were away. We also loved that she has experience working in vet offices, since two of our babes are senior cats that have some prescriptions that needed to be administered with their food. Our kitties actions say it all, because they usually run and hide at new people and she got them to eat, come out and play and be at ease 💜 We would definitely book Jodi again!

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Nicole F.
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The median cost per visit for pet sitting in Chester is $25

Pet parents share their Rover experiences - Chester

1 / 1
5.0 out of 5 stars

Very attentive to our cat’s needs, she did a fantastic job! I highly recommend her to care for your pet!

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Diane K.
Drop-In Visits
1 / 1
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  • 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Chester average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Chester

Frequently asked questions about Rover

The average cost for Pet Sitting in Chester on Rover is $21.4 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 Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 2,904 sitters on Rover offering Pet Sitting across Chester. 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 Chester 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 with handling special pet needs in Chester. On Rover:

  • 92% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 94% 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.

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.

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