Dog Sitting Chester

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

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Over 3
pet parents in Chester have booked dog sitting

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: Michaela L.
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Michaela L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 124 reviews
41 repeat clients
28 years of experience
Haverhill, MA, 01832

“This is the second time we have relied on Michaela to take care of our two cats. They have really warmed up to her in such a short time. This allows us to relax and enjoy our time away knowing they are in such good hands.”

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Janet S.
Sitter Profile Image: Shillelagh K.
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Shillelagh K.
from
$20
per visit
25 years of experience
Manchester, NH, 03103

About: Leaving your pets with someone else can be stressful—you want to know they’re safe, comfortable, and with someone who will genuinely understand their individual needs. That’s exactly the kind of care I aim to provide! I’m a lifelong animal lover with years of hands-on experience caring for both dogs and cats. I especially enjoy working with high-energy dogs and have experience with reactive dogs and dogs with fear-based behaviors. I’m comfortable taking the time to understand their triggers, routines, and boundaries rather than expecting every dog to behave or interact the same way. I also know how important consistency is! If you’re working on things like not jumping on guests, waiting at thresholds, staying off counters, leash manners, or other household rules, I’d love to know. I’ll reinforce the routines and expectations you already have in place rather than accidentally teaching your dog that the rules change when you’re away. I have three dogs of my own—two Golden Retrievers and an Australian Shepherd—so high energy, lots of personality, and dogs who need both physical and mental stimulation are very familiar territory. Depending on your dog, that might mean a good walk, sniffing and exploring, fetch, playtime, puzzle activities, or simply some one-on-one attention. I’m also comfortable caring for pets with additional medical or emotional needs. I have experience with epileptic dogs requiring medication on a strict schedule, as well as dogs who become frightened or anxious during thunderstorms and fireworks. And I’m definitely not just a dog person! I’ve been caring for cats since I was about 10 years old and have experience with both healthy cats and cats with medical needs. I’m comfortable administering medications and subcutaneous fluids and have cared for cats with chronic kidney disease and FeLV. Most importantly, I know how much trust you’re putting in someone when you ask them to care for your pets. I’ll follow your instructions and their normal routine closely, keep you updated with plenty of photos, and give them the same attention and care I’d want someone to give my own animals. My goal is for you to be able to leave knowing your pets are safe, happy, engaged, and in good hands. I am available for walks and drop in visits in the evenings on weekdays (generally, after 5PM), and have more flexibility on weekends to provide pet care. When caring for pets in a client’s home, my priority is maintaining their normal routine to help minimize stress and keep them comfortable while their family is away. I follow all feeding, exercise, medication, and care instructions closely and take the time to learn each pet’s unique personality, preferences, and needs. For dogs, this includes walks, playtime, enrichment activities, potty breaks, and plenty of attention and affection. I believe mental stimulation is just as important as physical exercise, so I incorporate activities such as sniff walks, training reinforcement, puzzle toys, or interactive play when appropriate. For cats, I ensure litter boxes are kept clean, feeding schedules are maintained, and that they receive the level of interaction they enjoy—whether that’s play sessions, brushing, cuddles, or simply quiet companionship. I am also comfortable administering medications and caring for cats with special medical needs. I provide regular updates and photos so you can have peace of mind while you’re away. I also treat every home with the same respect and care I would my own, ensuring it remains clean, secure, and exactly as you left it.

Sitter Profile Image: Alexandra C.
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Alexandra C.
from
$30
per visit
5.0 out of 5 stars
• 32 reviews
13 repeat clients
20 years of experience
Hooksett, NH, 03106

“Alex is great! She took her time with the meet and greet even though the cats were a little shy and I swear by the time we got back from vacation they were sad it was us walking through the door and not her. The updates for the multiple drop in visits included pictures which is always appreciated when you are away! Alex is respectful and reliable and we will certainly use her again for our furbaby needs. Thank you Alex!”

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Amanda S.
Sitter Profile Image: Wyatt A.
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Wyatt A.
from
$15
per visit
7 years of experience
Manchester, NH, 03103

About: I love all animals, from insects to horses and everything in between. I have experience taking care of rats, cats, and dogs to name a few. Your pet's age is also no problem as I have raised kittens and helped very elderly dogs. I have experience with medical and individual needs as well. If you need someone to help get your beloved family member some exercise or company, just let me know! I work remote so I am available anytime before 9 and anytime after 6:30. Occasionally, I am onsite and those days I am unavailable in the mornings and evenings till closer to 7:30 in the evening. Every Sunday I have full availability and same for most Saturdays. Sometimes I plan a small morning hike on the weekend, but I am also happy to bring furry friends along! I have no issues following specialized care plans such as medications, special foods, and specific routines. I try to follow every animal’s pace and body language so they feel comfortable and happy in my care. I am a slower person, so I do great with older or laid back pets, but I am happy to keep up with the more energetic ones as well!

Sitter Profile Image: Jenna D.
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Jenna D.
from
$18
per visit
3.7 out of 5 stars
• 3 reviews
5 repeat clients
13 years of experience
Haverhill, MA, 01830

About: Hello! My name is Jenna. I absolutely love being around dogs and grew up with them my entire life. My first family dog was a yellow Labrador named Lady, and later, a wonderful black Lab mix named Maddie. While I don’t currently have a dog of my own, I have a lifetime of experience caring for them and plenty of love to give to yours.Because of my active lifestyle, I love spending time outdoors and going on long hikes. I will ensure your dog gets plenty of fresh air, active playtime, and frequent outdoor exercise. I treat every dog with the same kindness and respect I would show a human. In addition to my love for animals, I am a professional schoolteacher who works with young children, which has given me an abundance of patience, care, and reliability. I would be thrilled to treat your dog like a member of the family!

Sitter Profile Image: Robert V.
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Robert V.
from
$15
per visit
5.0 out of 5 stars
• 155 reviews
38 repeat clients
3 years of experience
Merrimack, NH, 03054

“Robert did a fantastic job doing check in visits with our dogs! He was very communicative and attentive, even making sure they they drank water after their walks. Highly recommend!”

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Liesl F.
Sitter Profile Image: Rebekah D.
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Rebekah D.
from
$20
per visit
5.0 out of 5 stars
• 1 review
3 repeat clients
20 years of experience
Exeter, NH, 03833

About: Animals have always been an important part of my life, and I bring a lifetime of hands on experience to every pet I care for. I grew up with cats, have cared for a diabetic dog who required daily medication and consistent monitoring, and currently share my home with an energetic 80 lb dog. These experiences have taught me that every pet has unique needs, routines, and personalities. Whether your pet loves long walks, playtime, quiet companionship, or requires extra attention, I’ll provide patient, dependable care tailored to help them feel safe, comfortable, and loved while you’re away. My goal is to treat every pet as if they were my own and give you peace of mind knowing they’re in caring, capable hands. Pet care is a natural part of my daily routine. As the owner of an 80 lb dog, I’m already committed to daily walks, playtime, feeding, and providing plenty of love and attention. I have a flexible schedule that allows me to reliably care for clients’ pets, whether they need drop-in visits, walks, or overnight care. I enjoy spending time with animals and make it a priority to ensure they feel safe, happy, and comfortable while their owners are away. When caring for pets in a client’s home, I do my best to keep their routine as consistent as possible. I follow feeding schedules, provide fresh water, walks, playtime, potty breaks, and plenty of affection while respecting any special instructions or medical needs. I also make sure pets feel safe and comfortable by giving them patience, attention, and companionship. My goal is to provide reliable, loving care so both pets and their owners can feel at ease while they’re apart.

Sitter Profile Image: Madison T.
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Madison T.
from
$57
per visit
4.9 out of 5 stars
• 47 reviews
25 repeat clients
14 years of experience
Haverhill, MA, 01830

“Maddison was wonderful ?”

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Amy G.
Sitter Profile Image: Maria A.
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Maria A.
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
35 years of experience
Nottingham, NH, 03290

“Maria was amazing! She came on time and played with Bella and left the place tidy and clean. Bella loved Maria! I will definitely book for next time.”

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Nazifa A.
Sitter Profile Image: Jacqueline Claire K.
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Jacqueline Claire K.
from
$30
per visit
15 years of experience
Manchester, NH, 03104

About: I have been dog sitting for friends for the 5 years. I no longer have my dog so I enjoy watching others. I work remotely so I can stay in your home if that is what is required I work from home, my schedule is Monday to Friday from 8:00 to 4:30 pm. I have breaks and lunch, so I would be available with them all day I would be able to work from your home, so I would be able to take them out or let them out whenever needed. Feed them at their scheduled time.

Sitter Profile Image: Kellie L.
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Kellie L.
from
$30
per visit
5.0 out of 5 stars
• 3 reviews
20 years of experience
Brentwood, NH, 03833

About: Hello. I have been in the pet service business for 20+yrs. Walking, Sitting, Injections, Yard Clean Up, etc. I have experience with some farm animals as I have a small farm client. Six Horses, One Cow and several Chickens. I have working experience when it comes to separation anxiety with pups and with special needs. I currently have weekly, bi-weekly and as needed sitting times available. I do have my personal clients scheduled 5 days a week times vary. I am willing to work around clients needs as my clients are flexible. Currently I am only taking clients in their home. My fur baby is older and has recently become a bit grumpy. I am always willing to take your babies on pup outings upon request.

Sitter Profile Image: Andre D.
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Andre D.
from
$20
per visit
4.0 out of 5 stars
• 3 reviews
10 years of experience
Haverhill, MA, 01832

About: Hey, It's Andre and I am ready to Take Booking for All Your Pets ASAP! I Have a Passion for Caring for All Types of Dogs and Cats. Pets are members of the family so keeping them happy and cared for is My Top Priority. I’m very responsible and timely. I take every need into account and will be sure to communicate thoroughly and on time. If I seem like a good fit for your special friend give me a call anytime. I'm a planner so I do take bookings as far in advance as you need whether it’s for Vacation, The Holidays, or even a New Job. Just send me a text and I’ll be sure to respond as soon as I can.

Sitter Profile Image: Orlando R.
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Orlando R.
from
$17
per visit
3 years of experience
Methuen, MA, 01844

About: Family, Friends, and even more have looked to me and my home for their pet sitting from vacations to nights out. Tender loving care and I work from home and typically have my pets around me in my office that's attached to a porch that leeds down a deck into a huge fenced backyard. I'm able to tend to, clean, feed, and play with on demand and plus, a little play time always helps detress! In my home, everything from feeding to caring to brushing/bathes, and play time! Over night they have options to sleep alone or with me, I have beds of all sizes and crate if the owner prefers they sleep there. Very adaptable to owners needs.

Sitter Profile Image: Laura D.
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Laura D.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Methuen, MA, 01844

“Laura was so responsive and easy to communicate with. And Leo loved his time with her.”

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Shana A.
Sitter Profile Image: Alexandra Z.
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Alexandra Z.
from
$25
per visit
3 years of experience
Haverhill, MA, 01830

About: New to pet care but willing to perform any duties required! I have a lot of pet sitting experience that I have gained with friends and family and would love to have more along with dog walking! I am on a leave of absence currently from my flight attendant career and am taking this time to do something I am very passionate for which is to care for animals! I currently do not have the right set up with my two cats at my home but am able to care for any pet in clients home!

Sitter Profile Image: Emily F.
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Emily F.
from
$28
per visit
5.0 out of 5 stars
• 45 reviews
19 repeat clients
15 years of experience
New Boston, NH, 03070

“Emily was so wonderful and attentive taking care of our pups while we were away. I would 100% use her again and will recommend her to others.”

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Kiara W.
Sitter Profile Image: Aya & Abdullah R.
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Aya & Abdullah R.
Star Sitter
from
$70
per visit
5.0 out of 5 stars
• 15 reviews
3 repeat clients
3 years of experience
Manchester, NH, 03104

About: Hello! We’re a dedicated cat loving couple with extensive experience in rescuing, fostering, and caring for cats through multiple animal shelters. Over the years, we’ve cared for cats of all temperaments and medical needs, including administering medications and supporting sick or recovering kitties. As the proud owners of eight beloved cats, we understand firsthand how challenging it can be to travel while worrying about your pets at home. Our goal is to provide fellow cat parents with true peace of mind knowing their feline family members are safe, comfortable, and cared for with the same love and attention we give our own. Whether you’re traveling for work or enjoying a well deserved vacation, we’re here to ensure your cats feel secure, enriched, and well looked after every step of the way. I can make time to vist during the day or at night. My work is flexible. For boarding will spend majority of the day around with the animals. I have enough rooms to be able to separate pets when needed. I have had experience with fostering and have 8 cats, so I have all the supply needed for cats care.

Sitter Profile Image: Lauren R.
Verified Enhanced Background Check
Lauren R.
from
$25
per visit
20 years of experience
manchester, NH, 03101

About: I’ve loved animals since that day I could say “dog” or “cat”. I’ve never lived a life without pets and couldn’t imagine a life without them. They make me so happy! I currently have 2 part time jobs, but am fully available evenings and weekends! Every weekday after 5pm or weekends at anytime! Please reach out to me with questions ! Me and my boyfriend live and have a cat together. At my parent’s home, we have one little 10 year old Shih-Tzu that loves other dogs. I cannot accommodate your pets in my home but I can watch your pets in your home!

Sitter Profile Image: jessica d.
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jessica d.
from
$50
per visit
1 repeat client
30 years of experience
Salem, NH, 03079

About: I have looked after dogs and cats for my entire life. I have watched dogs of all sizes and multiple pets at a time, including cats and dogs, multiple dogs of different breeds/ sizes, or cats of different sizes and breeds. I can work from home so I can take care of them throughout the day; a lot of attention, walks, medication administration, etc. = happy pets! I stick to the routine and boundaries set by the client. Different dogs require different levels of care and I am experienced with many different types of breeds. I believe we are all animals whom deserve the best quality of life possible, so as long as I am looking after your pet, they will be treated with the respect they deserve!

Sitter Profile Image: Philip F.
Verified Enhanced Background Check
Philip F.
Star Sitter
from
$36
per visit
4.9 out of 5 stars
• 54 reviews
13 repeat clients
21 years of experience
Lowell, MA, 01854

“Philip did a wonderful job taking care of my senior cat while I was away. He was always communicative, keeping me updated and making me feel confident that she was in good hands. He made sure she was fed on schedule and that all of her food, water, and litter were kept clean. It was clear that he genuinely cared about her well-being, and I truly appreciated the attention and kindness he showed. I would absolutely recommend him to anyone looking for a reliable and caring pet sitter.”

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Kaileigh M.
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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
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How to book dog sitting

  1. 1. Search

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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 Dog Sitting - Chester

Frequently asked questions about Rover

As of October 2026, there are 2,692 sitters on Rover offering Dog Sitting across Chester. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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:

  • 88% of sitters can help with special care needs
  • 92% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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