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

Ryan was great with my two cats while I was out of town. He followed all care instructions and was extremely punctual. I would recommend his pet care services.

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Michael V.
Sitter Profile Image: Shannon L.
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Shannon L.
from
$18
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
40 years of experience
Hooksett, NH, 03106

Shannon is awesome. Peanut has bonded very quickly for just weekend visits. The pictures are great.

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Rick R.
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
Fremont, NH, 03044

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: Danielle F.
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Danielle F.
from
$20
per visit
5.0 out of 5 stars
83 reviews
35 repeat clients
10 years of experience
Manchester, NH, 03109

My wife and I planned our first trip abroad and we wanted to make sure we had a great dog sitter who we could trust and was reliable. Danielle absolutely blew us away. She was so great to our dog, and made sure to send lots of pictures and updates along the way. When we had a major snow storm in our area, she took our dog Dewey back to her home to make sure he was safe. We couldn't be any happier with her, and would book her first before any other dog sitter.

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Katie K.
Sitter Profile Image: Jaimie C.
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Jaimie C.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Derry, NH, 03038

About: With years of hands-on experience caring for pups of all ages, sizes, and personalities, I provide more than just walks—I offer companionship, consistency, and peace of mind. Whether your dog is high-energy, a shy senior, or somewhere in between, I tailor every walk or visit to fit their unique needs. Let’s give your dog something to wag about! I work from home with a flexible schedule, enabling me to be on demand for your pets needs. Whether for walks or drop ins, we can arrange to fit your dogs personal needs. With mountains of experience caring for three of my own, my home is filled with comfort and care items that will help your pup feel right at home.

Sitter Profile Image: Kylie H.
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Kylie H.
from
$20
per visit
1 year of experience
Central Beach Alliance, Derry, NH, 03038

About: I’ve taken care of family and neighbors dogs, rabbits, and cats at 12 years old! Love taking walks and going on adventures, staying active is most important for animals mind! I am currently working 5 - 7 hours at a restaurant. I have two cats and am able to keep a routine with feeding them in the morning and at night! I will be available Monday afternoons/evening, Tuesday mornings and afternoons, Thursday evenings and Sundays! I have two friendly cats. The baby is a bit shy and my older one loves to make new friends. No issue with watching a dog for a day but will not be able to do overnights.

Sitter Profile Image: Samantha N.
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Samantha N.
from
$15
per visit
5.0 out of 5 stars
66 reviews
21 repeat clients
22 years of experience
Manchester, NH, 03103

Samantha was great! She took great care of my two kitties and sent great pictures. Even my shy cat that never comes out for strangers came right out for her. Will definitely use her again!

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Jenna J.
Sitter Profile Image: Brye B.
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Brye B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
87 reviews
19 repeat clients
18 years of experience
Manchester, NH, 03109

If I could rewrite the definition of perfection in the dictionary, I would make sure that Brye is referred to exactly that. She visited daily for our kitty and the photos were so adorable, I would say she was a professional photographer. Lovely messages about our child and always keeping us informed of everything fabulous. I personally highly recommend Brye for all of your Kitty and Doggie Nanny Needs :-) You will be most happy.

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Stephen M.
Sitter Profile Image: Lucia D.
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Lucia D.
from
$25
per visit
3 years of experience
Derry, NH, 03038

About: I've been caring for animals for about 3 years. I also work at a pet store. I work with dogs of all different types. I take care of dogs weighing in at 3 lbs to 230 lbs. I work with dogs who have anxiety and need help gaining confidence. I currently work part-time at a pet store. However, I am available most days in the morning and afternoons. I am also available most evenings as well. When I am with your pet, you can trust that they will be in good hands. I am trained in animal CPR and first aid.

Sitter Profile Image: Annie L.
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Annie L.
from
$17
per visit
1 repeat client
11 years of experience
Londonderry, NH, 03053

About: Dogs have always been a part of my life. From growing up with dogs, to working with them, they've always been there. I'm a formally trained groomer who has worked in various places around New England. My specially was working with puppies and dogs with anxiety. Both of those need extra patience and time to keep them safe, comfortable, and to make it the best experience possible. I've also worked for a doggy daycare, have done at home walks, and have a number of years experience with housesitting dogs of all ages. I'm a stay at home mom with two young kids, one in school, one will be going in the fall. We spend plenty of time in our yard, getting fresh air and sun. I have a large yard, unfenced, and a good sized home with plenty of space. There are stairs in the front to get upstairs, but no stairs by the backdoor, making it easy for dogs with mobility issues to come inside.

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: Elly S.
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Elly S.
from
$25
per visit
4.9 out of 5 stars
41 reviews
17 repeat clients
27 years of experience
Manchester, NH, 03104

Elly was able to take care of my pup last minute and was very easy to coordinate with !

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Isabella C.
Sitter Profile Image: Darsy M.
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Darsy M.
from
$20
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Manchester, NH, 03109

About: I’m not sure that I’m much different then most pet loving people. I do have experience training adults and puppies, I have had a variety of breeds for pets. I feel that I can connect with dogs. My pets went to obedience school, allowing me to pick up some training skills. I haven’t met a friendly dog that I didn’t fall in love with yet. As I said before- Let me love your pets. Plenty of time for whatever you and your pets needs may be. I have open availability at this time, so please take advantage while it lasts. I have a large fenced in backyard with a pool. If your baby likes to swim, provide the life jacket and we will have some fun in the water.

Sitter Profile Image: Krystyna & Sara G.
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Krystyna & Sara G.
from
$15
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
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: Jessica F.
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Jessica F.
from
$30
per visit
4.7 out of 5 stars
31 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: Lindsay M.
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Lindsay M.
from
$25
per visit
5.0 out of 5 stars
62 reviews
20 repeat clients
35 years of experience
Manchester, NH, 03103

Lindsay took care of our (cat) babies like they were her own. She took photos of them every time she came to see them, and spent time playing with them as well as feeding and medicating as needed. My cats loved her from the very first introduction. Lindsay is not only an animal lover, she's also a great lady. She surprised us with a list of places and things to try since she knew my husband and I had just moved into the area! We’re definitely looking forward to having her care for our cats in the future.

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Michelle P.
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: Curtis M.
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Curtis M.
from
$30
per visit
7 years of experience
Derry, NH, 03038

About: I grew up in a home full of dogs, which gave me a lifelong love and understanding of their care and behavior. I’ve personally raised and trained two adopted dogs of my own, gaining hands-on experience with everything from daily routines to basic training and building trust. Over the years, family members, friends, and others in my community have trusted me to care for their pets, and I treat every dog like they’re part of my own family. As a student currently on break, I have full availability and a very flexible schedule. I’m able to provide care throughout the day, including mornings, evenings, and overnights. I prioritize safety, comfort, and trust in every environment I care for pets in. In a client’s home, I make sure to follow their pet’s normal routine as closely as possible, including feeding schedules, walks, and any specific instructions. I keep a clean, secure environment and always ensure doors, gates, and leashes are handled carefully to prevent any accidents. I pay close attention to each pet’s behavior and needs, making sure they feel comfortable and stress-free while you’re away. I also provide regular updates so you can feel confident that your pet is safe and well cared for. My goal is to create a calm, familiar, and loving environment where pets feel at home.

Sitter Profile Image: Bethany J.
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Bethany J.
from
$20
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
18 years of experience
Derry, NH, 03038

About: Hi, I’m Bethany! 🐾 For as long as I can remember, animals have been a central part of my life. I’ve grown up around all types of pets — from energetic puppies to calm senior cats — and caring for them comes naturally to me. Over the years, I’ve provided loving care for countless pets, and it’s something I genuinely enjoy and feel called to do. I’ve worked at a pet store and dog wash, gaining hands-on experience with grooming basics and animal behavior. I’m also an experienced dog walker, comfortable with dogs of all sizes, breeds, and temperaments. Whether it’s administering basic care, giving belly rubs, or making sure your pets feel safe and loved while you’re away, I treat every animal like my own. Whether you need a dependable pet sitter for drop-in visits, overnight care, or daily walks, I’m here to make sure your furry family member is happy, healthy, and well cared for. Let’s connect — I’d love to meet you and your pet! 🐶🐱❤️ I am fully available, stay at home mom. I’ll be available to take your dog out for as many walks or potty breaks as they want / need. I live in a spacious apartment downtown, not far from the Derry rail trail with my husband and Baby. My husband and I are both very much dog people. I take Dog Sitting very seriously and would love to meet your pup.

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

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  • 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?

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  • 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

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  2. 2. Meet & Greet

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Sitters in Chester average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Chester

Frequently asked questions about Rover

As of June 2026, there are 2,837 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:

  • 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.

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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