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: Sydney R.
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Sydney R.
$45
total per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
12 years of experience
Sheffield, MA, 01257

“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
• 44 reviews
9 repeat clients
10 years of experience
Canaan, CT, 06031

“Ashley took amazing care of our two kitties while we were on our honeymoon. We were able to have a stress-free trip knowing we could count on her to be there twice a day to feed them AND spend time with them! I will definitely be booking Ashley next time we go away, and you should too! She’s very sweet and intentional with animals. ❤️”

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Rachel B.
Sitter Profile Image: Makayla F.
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Makayla F.
$50
total per visit
5.0 out of 5 stars
• 16 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: 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: Valentina M.
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Valentina M.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
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: Clara M.
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Clara M.
$50
total per visit
5.0 out of 5 stars
• 17 reviews
3 repeat clients
11 years of experience
Tyringham, MA, 01264

“Clara was so wonderful with our animals, very responsive, trustworthy, and friendly. She made it so our trip away (during a snowstorm nonetheless) was as stress free as possible. We were nervous about the weather and her access to the property and the added challenges the storm brought, but she handled it no problem. We are really excited to have someone we can rely on in the future to take care of our furry friends while we’re away.”

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Shawn M.
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: 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: Elizabeth C.
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Elizabeth C.
Star Sitter
$50
total per visit
5.0 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Pine Plains, NY, 12567

“Elizabeth saved me in a pinch when I couldn't get home--she came over and walked my dog, whom she'd never laid eyes on, and brought her cute daughters to give her a snuggle. Plus sent me a picture of the scene, with my happy dog soaking up the attention. Thanks again!”

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Carla S.
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: 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: Kelly H.
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Kelly H.
$73
total per visit
5.0 out of 5 stars
• 66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

“As always, our dogs were SUPER excited to see Kelly!”

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Eric L.
Sitter Profile Image: Zia T.
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Zia T.
$56
total per visit
5.0 out of 5 stars
• 3 reviews
4 years of experience
Copake falls, NY, 12517

“Zia is both trustworthy and willing to go above & beyond- I will definitely book with Zia in the future!”

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Megan G.
Sitter Profile Image: Christine A.
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Christine A.
Star Sitter
$49
total per visit
4.9 out of 5 stars
• 100 reviews
33 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

“Christine was not only friendly and helpful but she was understanding of our dog’s breed and gave us such a piece of mind! She went above and beyond making it easy to highly recommend her to anyone looking for someone to watch their pup. Thank you Christine!”

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Amanda R.
Sitter Profile Image: Diana G.
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Diana G.
$34
total per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
Valatie, NY, 12184

About: I’ve been surrounded by animals of all kinds my entire life, so caring for them has always come naturally to me. I truly love animals and treat every pet I care for as if they were my own. I’ve been pet sitting for several years and understand how important it is to have someone you can trust with your furry family members. Whether it’s walks, playtime, cuddles, feeding, or just keeping them company, I make sure every pet feels safe, comfortable, loved, and well cared for while you’re away. 🐾❤️ I currently work part-time, which gives me plenty of flexibility in my schedule to care for your pets. I’m available throughout the day for walks, drop-ins, feeding, playtime, or just some extra love and attention. My flexible schedule allows me to work around your pet’s normal routine and make sure they get the care and companionship they’re used to while you’re away. 🐾❤️ My home is a safe and comfortable place for your pet to relax and feel at home. I have a partially fenced-in yard where dogs can safely enjoy some fresh air, play, and stretch their legs. I also have a screened-in porch that’s perfect for lounging and enjoying the outdoors while staying safe and secure. Your pet will be treated like part of the family while they’re here! 🐾❤️

Sitter Profile Image: Katie O.
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Katie O.
$45
total per visit
5.0 out of 5 stars
• 23 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

About: I have been around dogs my whole life, I took animal science in High school and worked in dog related jobs for about 5 years. I currently have five of my own fur babies. 3 pups and 2 cats I currently am out of work for the summer and I have open availability. Late August I will return to work as a preschool teacher and will be available evenings and weekends. I will take care of your dog as if they were my own, following all the requirements that you set up before hand. Giving your dog all my attention and love.

Sitter Profile Image: Steve F.
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Steve F.
$45
total per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
12 years of experience
Lee, MA, 01108

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

Sitter Profile Image: Sara C.
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Sara C.
$17
total per visit
10 years of experience
Harwinton, CT, 06791

About: I've been taking care of dogs since I was 8 years old and got my very first dog. I love all types of dogs, I can even handle aggressive dogs with ease! I always love to spend my free time with animals. Any availability I have is used to to go towards my pets and hopefully yours! I never let animals I don't know very well be off leash outside without my supervision, it is dangerous to me to be careless like that. I never take it too fast and id love to scedule a meet and greet.

Sitter Profile Image: Trista S.
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Trista S.
$28
total per visit
5.0 out of 5 stars
• 23 reviews
10 repeat clients
30 years of experience
Pittsfield, MA, 01201

“Trista was wonderful! She sent great pictures of all the pets. They all look so happy and well cared for. Great communication and followed all instructions. You can tell she really cares for your pets. We would highly recommend! 😊”

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Alana L.
Sitter Profile Image: Angelica R.
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Angelica R.
$178
total per visit
5.0 out of 5 stars
• 18 reviews
4 repeat clients
5 years of experience
Stanfordville, NY, 12581

About: Hey there! My name is Angie! I’ve taken care of dogs for 7 years. I have a Standard F1B goldendoodle who is 4 years old, a Mini F1BB goldendoodle who is 3 years old and a Newfoundland who is 8 months old! I am an experienced sitter who you can trust to take amazing care of your pup. I take any (and all) opportunities to snuggle and go on fun adventures with dogs. Some people have told me I’m a dog whisperer at times… I have yet to prove them wrong. I’m currently a nanny for a 2 year old baby. My schedule varies weekly so i do have alot of time on my hands throughout the week. I am available almost every weekend as well! I prefer sitting at clients home, with that being said i will be attentive outside and inside. I will make sure dogs are safe outside whether there’s a fence or just making sure they are safe and away from the road. I also would make sure they will not wonder off, attentive is my #1 priority. Making sure their safe in their home and not being mischievous is also a big priority for me and your furry babies!

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

Dog 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 Pet Sitting - Sheffield

Frequently asked questions about Rover

The average cost for Pet Sitting in Sheffield on Rover is $50.51 per visit (as of September 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 September 2026, there are 552 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:

  • 96% 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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