Dog Sitting Chester

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

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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: Erin M.
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Erin M.
from
$30
per visit
5.0 out of 5 stars
36 reviews
8 repeat clients
20 years of experience
Hampstead, NH, 03841

When Erin first met our female Shepard they hit it of immediately! She helped us out when we really needed it. She is great and I highly recommend her.

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Maria K.
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: Anthony D.
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Anthony D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
25 years of experience
Manchester, NH, 03101

Anthony took such great care of my fur babies! I really appreciated the photos from the visits. I felt so comfortable knowing they were being so well cared for :)

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Elaina D.
Sitter Profile Image: Hannah M.
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Hannah M.
from
$24
per visit
12 years of experience
Derry, NH, 03038

About: I grew up with cats and dogs and now own both as an adult. I have trained my dogs and built trust with them, and I have built a loving relationship with my cats. I trained my puppy when we got him and helped teach our rescue dog manners and trust. My cat trusts me and has learned to come when called, and my new rescue cat already follows me around! I am a part time worker so I have plenty of time on the weekends! I will work with you on my scheduled days to try to make things work for the both of us! I care for my pets with lots of love and respect. My cats get the best food I can afford and lots of pets throught the day. My dogs are walked often and fed morning and night. They enjoy outside time and staying close by.

Sitter Profile Image: Alexandra P.
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Alexandra P.
from
$17
per visit
10 years of experience
Raymond, NH, 03077

About: I've had a number of pets throughout my life that I have taken care of including dogs of all sizes. I hold a special place in my heart for pitbulls as my sweetest girl was a pittie mix. I'm also used to anxious animals and can manage a pet who doesn't appreciate human contact very much. I'm currently in graduate school, looking for work over the summer and hopefully continuing into weekends and evenings once classes begin again. I work part time in senior care. I believe every animal deserves a kind and loving home, regardless or species, breed, or temperament. I approach every animal with respect for their personal space but will happily pet and play with the ones who are comfortable.

Sitter Profile Image: Grace H.
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Grace H.
from
$19
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Londonderry, NH, 03053

About: Walking your dog will probably be the highlight of my day!I’ve spent my whole life helping raise dogs small to large, as well as helping friends and family out often. Even though in college I was a Health Science major, i took elective animal psych and behavioral classes that i feel really helped my understanding and knowledge about dogs and cats! I make my schedule to fit my pets needs, so in the morning I let my 2 dogs out for potty and little exercise before breakfast.My mom works from home so she will come let them out around noon and at 5 one of them goes on a walk with me while the other stays back in the yard (he doesn't like the outside world)! I will make sure your dogs needs are met depending on breed, size, age, etc. I have worked and owned dogs from 12lbs to 105lbs so I feel well equipped. If your dog is a breed I am not familiar with I will look into the breed beforehand to better understand the dog. Im used to reactive dogs, and am careful to read their body language at all times.

Sitter Profile Image: Allison P.
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Allison P.
from
$30
per visit
5.0 out of 5 stars
9 reviews
28 years of experience
Derry, NH, 03038

Allison watched our cat and dog with daily visits while we were away. Our dog is a large German Shepard that can be a bit of a challenge to handle, but Allison quickly put him at ease and established trust with our dog. She also took excellent care of our cat, giving him the type of quality attention that he loves. What stood out to me was how Allison kept a watchful eye on everything during her visits. She pointed out an issue with our rather expensive fish tank and notified me. I'm sure we would have lost most of our fish and coral if she had not taken the initiative to help out. In addition to giving us daily updates and photos of our pets she gives you the sense that everything is well taken care of. Allison far exceeds what I was expecting of a good pet sitter. In my opinion, there is absolutely no one better. I highly recommend Allison. You can feel at ease when you are away. She is a superstar!

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Jeff J.
Sitter Profile Image: Trie M.
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Trie M.
from
$60
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
20 years of experience
East Derry, NH, 03041

About: Animals have always been a huge part of my heart. I was lucky enough to share 20 beautiful years with my two pups, who have since crossed the rainbow bridge. Loving and caring for them shaped the way I show up for every animal I meet. I have a naturally calm, grounded energy, and animals seem to feel that right away. Most pets warm up to me quickly, whether they’re playful and energetic or a little shy and need gentle patience. I understand how important it is to feel confident that your pet is safe, loved, and truly cared for while you’re away—and that’s exactly what I provide. Your pet won’t just be watched… they’ll be cared for with presence, respect, and lots of love. Hugs- Auntie Trie Hi, I’m Trie – a traveling artist with a heart full of love for furry companions! While I spend most of my time creating intuitive art and sharing it at music festivals and events, I also cherish the quiet, grounding joy that comes from the company of pets. Pet sitting is my way of adding a little extra income while also getting some much-loved snuggles and tail wags in return. I understand how important it is to know your pet is safe, happy, and loved while you're away. That’s why I offer more than just feeding and walking — I provide companionship, comfort, and care. Plus, as an artist with a keen eye, I’ll send you professional-quality photo updates so you don’t miss a beat (or a bark). Whether your pup needs a playmate, your cat needs some chill company, or your plants just need a good watering — I’m here to help make your time away stress-free. Let’s chat and make sure your pets (and peace of mind) are in good hands I will take care and love of your pet in your home just as I would it was my pet or home. I will make sure that they stay safe and protect your belongings.

Sitter Profile Image: Krystyna & Sara G.
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Krystyna & Sara G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
23 reviews
5 repeat clients
15 years of experience
Plaistow, NH, 03865

Tucker absolutely loved all the attention he received! Thank you so much for taking such good care of him while we were away!

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Katie F.
Sitter Profile Image: Parker B.
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Parker B.
from
$10
per visit
10 years of experience
Derry, NH, 03038

About: Growing up in a handful of different environments my family had all types of pets. I’ve become educated in caring for a numerous type of animals ranging from reptiles to birds and the common cat and dog. Having my own cats at home I’m very familiar with the typical cat routine and behavior. I also have experience with dog walking and sitting. I’m comfortable with all types of pets. In the past I have had experience with training pets (mostly dogs) and working through behavioral issues, so a temperamental fur baby is not an issue. I also have experience with giving pets medication when needed. I will regularly communicate with you as well as send occasional photos and updates of your fur baby while in my care, ensuring a stress free vacation. I’m currently working part time as a barista but am available to do check-ins and pet sitting as long as overnights. Will gladly take pets for walks throughout the day and as needed. My personal pet is also getting attention throughout the day. He doesn’t have a feeding schedule as he’s more of a grazer but if your pet has a set schedule that is definitely not a problem. If you have a fenced in yard for a dog I’ll gladly let them out and participate in some playtime if they would like that.

Sitter Profile Image: Ryan M.
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Ryan M.
from
$22
per visit
5.0 out of 5 stars
23 reviews
10 repeat clients
20 years of experience
Derry, NH, 03038

Our kittens loved Ryan. Ryan kept the litter box area - even cleaning up little accidents with care. Ryans affection for cats is genuine too. As a cat person, I appreciate that.

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Joni M.
Sitter Profile Image: Jessica F.
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Jessica F.
from
$30
per visit
4.7 out of 5 stars
38 reviews
16 repeat clients
15 years of experience
Manchester, NH, 03103

Jessica was caring and attentive to our kitties! She was able to modify some instructions when my kitten wasn’t eating as well and was very communicative with updates. Thanks, Jessica!

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Liz D.
Sitter Profile Image: Samantha H.
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Samantha H.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
30 reviews
7 repeat clients
10 years of experience
LONDONDERRY, NH, 03053

Samantha was so great with our hyperactive nutball German shepherd Remington! We get nervous leaving her with people but she responded so amazingly to Samantha! Very clear that she loves animals and it showed with how happy our pup was!

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Donald P.
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: Brianna S.
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Brianna S.
from
$25
per visit
5.0 out of 5 stars
7 reviews
17 years of experience
Derry, NH, 03038

About: Hi, I am Brianna. I am a dog lover. I have 2 dogs of my own and they are my entire world. Growing up I have always taken care of other peoples dogs since the age of 14. I treat everyones dog as if it were my own and give it all of the love and care it needs/ deserves! I am available to watch pets any day of the week, and am more than willing to watch/ play with your pet! I am a very outgoing, and active girl who would love to spend time with dogs and be able to give them the best time while their owner is away. Keeping them safe and happy is my number one priority and something I love to do. I have a lot of flexibility and time available too.

Sitter Profile Image: Meredith L.
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Meredith L.
from
$25
per visit
14 years of experience
Hampstead, NH, 03826

About: I have worked in the pet care industry, specializing in dogs, since 2013. From daycare and boarding to training and behavior modification- from grooming to veterinary care- I have seen it all and worked closely with a wide variety of experts in these fields. For several years, I even owned and ran my own in-home dog training business before deciding to move to the veterinary side- utilizing my years of experience to now help care for the health of people’s beloved dogs- and cats- in as fear free a way as possible. I am very excited to expand to offer walks and nail trims in this format and for the new relationships I will build! I am currently working part-time so I will be looking to fit in walks between my shifts. Currently I am only looking to book walks, drop ins and nail trims. It is always my goal to treat each dog and cat as if it is my own. I focus on being a strong, calm leader for them and providing them with the respect each animal deserves.

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: Sara S.
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Sara S.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Derry, NH, 03038

About: I have worked in a veterinarian customer care setting for over 5 years as well as I have 5 years of experience as a dog walker, daycare worker, and boarder. I am able to administer medications including insulin. With my knowledge of vet medicine, I do know when an animal’s condition needs immediate medical attention. I believe safety, transparency, and communication are all really important when taking care of someone else’s pet. All fur friends are beloved members of their families and so, I always try to provide the utmost care to any pet that I work with. I am both an animal care provider as well as a private voice lesson teacher. These two careers work beautifully together with scheduling as the first half of my day is dedicated to animal care and the second half to music. I only care for pets in the owner’s home because I have two dogs at home myself. I make sure that I always leave a space the way it was when I entered being mindful of cleanliness (like not tracking dirt into the house, etc). If a dog seems more timid during the first visit, I make sure to take the time and go slow to give your pet time to warm up to me. If we are outside walking, safety is my number one priority. Making sure that the clasp on the leash/walking gear is secure, and not interacting

Sitter Profile Image: Ava Y.
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Ava Y.
from
$25
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Derry, NH, 03038

About: I’m always thinking of exciting adventures to take dogs on. I’m available for walks, hikes, check in’s & house sitting in Southern, NH. I look forward to hearing from you and making your dogs life the best it can be! Pet care fits into my schedule because I love walking, hiking and hanging out with four legged companions. What better way to spend a day! Any pet with me is spoiled, cared for, and my top priority. They are special beings. I’ll adhere to any diet you have set for them and any care requests you need.

Sitter Profile Image: Tegan A.
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Tegan A.
from
$15
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
5 years of experience
Derry, NH, 03038

Tegan has walked my dog for the last couple months while I'm at work and she has been so wonderful! She is on time and communicated well. I have a high energy husky and Tegan has done such a great job with her. I couldn't recommend her more!

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Monique P.
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The median cost per visit for dog sitting in Chester is $25

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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 Drop-In Visits - Chester

Frequently asked questions about Rover

The average cost for Dog Sitting in Chester on Rover is $21.4 per visit (as of August 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 August 2026, there are 2,789 sitters on Rover offering Dog 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.

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 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 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:

  • 93% of sitters can help with special care needs
  • 95% 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.

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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