Pet Sitting Sheffield

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 2
pet parents in Sheffield have booked pet sitting

Sheffield, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Mary Kate M.
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Mary Kate M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
22 reviews
3 repeat clients
20 years of experience
Ashley Falls, MA, 01222

Mary Kate dropped in to walk Sunny for a week+ while we were traveling. She gave us regular updates and pix, and bonded very nicely, even made friends with the neighbors. We will definitely be calling on her again!

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Richard K.
Sitter Profile Image: Sydney R.
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Sydney R.
$45
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
12 years of experience
Great Barrington, MA, 01230

Sydney did a great job taking care of Maya, our 50 lb lab mix. She was very responsive during the booking process, arrived right on time, and sent pictures of their walk together. She is very friendly and personable as well as being reliable, we would happily book her again the next time we are in town.

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Alex B.
Sitter Profile Image: Ashley A.
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Ashley A.
$23
total per visit
4.9 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Salisbury, CT, 06039

Ashley was amazing! We were in constant communication, she sent a ton of pictures, and I could enjoy being away knowing my three kitties were well taken care of. There was inclement weather and she still found a way to get to my place and take care of my kitties. Thank you so much Ashley!!

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Morgan Lily O.
Sitter Profile Image: Makayla F.
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Makayla F.
$50
total per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Great Barrington, MA, 01230

Makayla is so sweet with our dog - making sure he's having fun and getting all his needs met. She is timely and an excellent communicator which gives us great peace of mind. We highly recommend her!

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Juliet N.
Sitter Profile Image: Rachael T.
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Rachael T.
$34
total per visit
5.0 out of 5 stars
20 reviews
7 repeat clients
15 years of experience
Great barrington, MA, 01230

About: I have been doing Rover on and off for years in various locations. I’m a pet lover and would be happy to treat your dogs and cats as if they are my own. I am very flexible with my schedule and basically have open availability. Happy to provide more specific information to see if this would be a fit. I can have well behaved dogs who like to play with other dogs at my house. My dog is very high energy! I have a fenced in yard.

Sitter Profile Image: Ellen J.
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Ellen J.
$28
total per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
15 years of experience
Kinderhook, NY, 12106

Ellen took wonderful care of our cat Seven while my husband and I were out of town for several days. She sent detailed updates daily with photos, made sure to give Seven lots of playtime with his favorite toys, and kept our home in spotless condition as well. I highly recommend her if you're looking for a responsible, communicative sitter who loves cats!

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Kaylen S.
Sitter Profile Image: Jeffrey S.
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Jeffrey S.
$62
total per visit
30 years of experience
Falls Village, CT, 06031

About: Hi I'm Jeff an experienced and professional pet sitter, dog walker, and provider of overnight pet care, I offer loving, dependable service that brings complete peace of mind. Whether it's daily visits or extended stays, your pets are treated like family every step of the way. I'm fully licensed, insured, and bonded, and certified in Dog and Cat First Aid & CPR—so you can rest easy knowing your furry companions are in safe, experienced, and genuinely caring hands. I have over 25 years of construction experience. I also offer Handyman Services which can be done while I am at your home. 🐾 Licensed, Insured, and Bonded • Certified in Dog & Cat First Aid and CPR Caring for animals isn't just something I do—it's my full-time profession, my livelihood, and my passion. I take great pride in providing dependable, compassionate care for pets of all kinds, including dogs, cats, birds, fish, chickens, goats, rabbits, hamsters, gerbils, and more. When you entrust me with the care of your beloved companions, I go far beyond basic walks and feeding routines. Their happiness, comfort, safety, and well-being are always my highest priorities. While I know I can never replace your presence, I work hard to provide the love, attention, companionship, and personalized care your pets deserve while you're away. To make life easier for my clients, I also offer handyman and home care services. Whether it's watering plants, bringing in mail, managing trash and recycling, hanging pictures, completing small repairs, painting, or helping with other household tasks, I'm happy to assist while caring for your pets and home. By combining professional pet care with reliable home services, my goal is to give you complete peace of mind, knowing your pets are loved, your home is cared for, and everything is being looked after by someone who genuinely cares. 🐾❤️🏡 When you entrust me with the care of your furry companions, I go above and beyond basic dog walking and playtime; I prioritize their happiness and welfare. Understanding that I can never replace your presence, I tirelessly strive to complement your affection and care by providing the attention and love your pets deserve, even in your absence. I also integrated handyman services into my offerings, recognizing the convenience and practicality of addressing tasks while caring for your pets. Whether it's watering your plants, hanging a picture, managing waste or recycling, or even handling small repairs and painting, I am here to help. Through this fusion of pet care and handyman services, my aim is to simplify your life while ensuring the well-being of your cherished pets and your home.

Sitter Profile Image: Elizabeth C.
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Elizabeth C.
$43
total per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Pine Plains, NY, 12567

Elizabeth was terrific. She arrived on time and provided the care that Katie needed.

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Carol G.
Sitter Profile Image: Andrew C. S.
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Andrew C. S.
$34
total per visit
5.0 out of 5 stars
32 reviews
10 repeat clients
15 years of experience
Great Barrington, MA, 01230

We were very happy to meet Andrew ! Our dog adored him as Andrew went out of his way to make him feel comfortable during his first visit. Andrew was very interested in learning everything about our fur baby, he asked important questions and he actively listened our recommendations. We can tell that Andrew loves his job, he is passionate about connecting with both, dogs and humans, and he wants to make his clients feel that they are leaving their pet in safe, warm, and caring hands. We look forward to continue working together!

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Erika M.
Sitter Profile Image: Janet C.
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Janet C.
$18
total per visit
4.7 out of 5 stars
13 reviews
11 repeat clients
20 years of experience
Great Barrington, MA, 01230

All good.

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Geri F.
Sitter Profile Image: Andrea L.
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Andrea L.
$42
total per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
20 years of experience
Great Barrington, MA, 01236

Andrea was very warm and the cats liked her immediately. She also made us very comfortable with leaving out cats and home in her care. Will definitely book again.

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Kelly J.
Sitter Profile Image: Valentina M.
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Valentina M.
$23
total per visit
6 years of experience
Stockbridge, MA, 01262

About: I grew up with 2 dogs and 2 cats. My family was part of helping a farm when i was little, I got to take care of ducks. They were so cute. I love animals and let me know if you had questions. I work at Marshall’s. I will be taking care of the animals during my days off. I will make sure they have everything they need I grew up with cats and dogs. I love all kinds of animals. I will take good care of them. I can bring them to my house as well.

Sitter Profile Image: Lindsay D.
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Lindsay D.
$39
total per visit
4.6 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Goshen, CT, 06756

Lindsay did such a good job with Lily! She came over 3 times a day to let feed her, take her out, and exercise her. She has an incredible presence with dogs. Lily took to her immediately and she usually takes a long time with new people! I definitely plan on using Lindsay to help take care of my dogs in the future! She is always available and goes above and beyond when caring for your dog! I would trust her with my beloved Lily any day!

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Alexa M.
Sitter Profile Image: Hannah S.
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Hannah S.
$45
total per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
15 years of experience
Salisbury, CT, 06068

About: I have had pets throughout my life, and my deep love for animals is what makes me a great pet sitter. Regardless of the creature, I will love your animal and will provide the best care possible. I am infinitely playful and loving. I’m currently a stay at home mom and have a very flexible schedule. I have a lot of freedom while my children are at school between 7-3 and after 4:30 when my husband returns home from work. We have a very sweet miniature Dachshund who LOVES playing with other dogs. I do not have a fenced in yard and will take your pup for walks to ensure he/she is getting exercise. Our Dachshund can play with your dog inside, and can either accompany your dog on a walk or can stay behind while I walk your pup.

Sitter Profile Image: Mark M.
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Mark M.
$28
total per visit
25 years of experience
Minterey, MA, 01245

About: I’ve had dogs and cats in my life for 20+ years. Would love to care for yours now. I am physically fit and strong enough to walk large dogs. I work full time do am really only available for house sitting on Sundays(all day and night) and Monday mornings. I am though available for drop in visits or dog walking on other days. If you live local to me and your animal is ok to be left alone while i am at work then maybe I could watch your animal other days during the week. Happy to hang out with pets. Love taking dogs for walks!!! Giving medicine is not a problem. I am good with dogs and cats of all ages.

Sitter Profile Image: Abigail H.
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Abigail H.
$56
total per visit
5.0 out of 5 stars
4 reviews
4 repeat clients
5 years of experience
Hillsdale, NY, 12529

Abigail was perfect taking care of our dogs when we were away for a week! She worked with my family on a schedule for morning, afternoon & evenings. Everything went smoothly and she was prompt on letting me know if anything changed!

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Eric N.
Sitter Profile Image: Teresa M.
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Teresa M.
$34
total per visit
5.0 out of 5 stars
4 reviews
11 years of experience
Great Barrington, MA, 01230

About: I’ve taken care of dogs of every kind since 2009 working with Neighbors, friends and family help them with bathing, feeding, hair cut, nail trim. I’m concurrently don’t have a full time job, I have a lot time available to help you with your doggie with walking, car ride, park. I have a big yard to play, run, jumping, very responsible, have a finish basement with open room to play . I can cook a low diet food .

Sitter Profile Image: Stephanie P.
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Stephanie P.
$45
total per visit
5.0 out of 5 stars
3 reviews
8 years of experience
East Canaan, CT, 06024

About: We’ve been dog sitting and caring for pets for years and have built strong relationships with dozens of happy, reliable clients. Our goal is to make every dog and cat feel comfortable, safe, loved, and anxiety-free while you’re away. We have experience with high-energy, needy, and attention-seeking pets, and we always adapt to each animal’s personality and routine. Communication is very important to us, so you can expect regular updates, photos, and peace of mind knowing your pets are being cared for like family. I’m currently home full-time with my two boys, which gives me a very flexible and reliable schedule for pet care. I’m available for walks, drop-ins, boarding, and whatever your pet may need throughout the day. Because I’m home often, your pets will receive plenty of attention, care, supervision, and companionship instead of being left alone for long periods. I’m happy to work with your pet’s routine to help them feel comfortable, safe, and right at home. We have a very large private backyard with over an acre of space for dogs to enjoy and explore. While the yard is not fenced in, it is set far back from busy roads and offers a quiet, safe, and peaceful environment. Safety is extremely important to us, and all outdoor time is closely supervised. Our property is long and spacious with plenty of room for walks, playtime, and exercise while still maintaining privacy and a calm atmosphere for pets to feel comfortable and relaxed.

Sitter Profile Image: Chloe O.
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Chloe O.
$28
total per visit
5.0 out of 5 stars
9 reviews
8 years of experience
Lee, MA, 01238

Stayed in contact and sent updates and pictures. Lovely human who clearly loves and cares for animals!

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Zoe M.
Sitter Profile Image: Abe B.
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Abe B.
$16
total per visit
1 repeat client
10 years of experience
Lakeville, CT, 06039

About: I’ve taken care of dogs for more than 10 years. I have done long term house sitting for multiple dogs, as well as walking or day care. I am comfortable with all types of dogs. My schedule follows normal school hours. I am available on weekends, evenings after 5, all holidays and all summer long. My schedule is fluid during the day, so I can leave and come back as well. I have one fur baby who is very friendly, but I can also crate her. Whenever we go outside I make sure to have her leash on, and respect other’s privacy.

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The median cost per visit for pet sitting in Sheffield is $25

Pet parents share their Rover experiences - Sheffield

1 / 1
5.0 out of 5 stars

Sydney did a great job taking care of Maya, our 50 lb lab mix. She was very responsive during the booking process, arrived right on time, and sent pictures of their walk together. She is very friendly and personable as well as being reliable, we would happily book her again the next time we are in town.

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Alex B.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

    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

Popular requests for pet sitting - Sheffield

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Sheffield average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Sheffield

Frequently asked questions about Rover

The average cost for Pet Sitting in Sheffield on Rover is $61.05 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 569 sitters on Rover offering Pet Sitting across Sheffield. 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 Sheffield 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 Sheffield. On Rover:

  • 94% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 100% 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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