Pet Sitting in 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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Top rated Sheffield pet sitters

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
21 reviews
2 repeat clients
20 years of experience
Ashley Falls, MA, 01222

What a joy to meet someone so genuinely devoted to taking care of my beloved beast! Mary Kate was wonderful—reliable, caring, and clearly passionate about dogs. She is trustworthy and a joy to work with. Highly recommend.

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Claire C.
Sitter Profile Image: Megan M.
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Megan M.
$17
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Salisbury, CT, 06068

Thanks, Megan. Everything seemed to go well and we definitely appreciate the response to our last minute request.

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Lowell S.
Sitter Profile Image: Sydney R.
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Sydney R.
$39
total per visit
5.0 out of 5 stars
3 reviews
12 years of experience
Great Barrington, MA, 01230

About: I’ve lived and worked with both dogs (all sizes) and cats since a young age. Friends and relatives have trusted me to care for their animals on a wide scale from dog walking to in-home stays. Additionally, I have spent time volunteering in animal shelters including fostering dogs from a few days to multiple month long stays working with them to find their forever homes! I am currently working part-time so I have ample time during the day to check-in on pets, take dogs on long walks, and any other care you’re looking for! I have experience with general dog training and crating if needed. I’ve worked with dogs that have a range of needs and am open to following whatever routine you normally follow with your pet!

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: 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.
$23
total per visit
5.0 out of 5 stars
16 reviews
3 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: Ashley A.
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Ashley A.
$23
total per visit
4.9 out of 5 stars
38 reviews
9 repeat clients
10 years of experience
Salisbury, CT, 06039

Ashley did such a fabulous job watching our kitties when we were out of town. She even extended an extra couple of days when we were delayed. 10/10 recommend!

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Anna C.
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: 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: 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: 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: 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 the perfect cat sitter. I was so nervous leaving my cats for so long but it turns out, I didn't have to worry at all. She came for a meet and greet, learned all their names, and followed every instruction during the entire two week period. I needed twice a day drop ins for one hour each. She stayed for the entire hour, played with the cats, fed them, pet them, cleaned food bowls, replaced water bowls and cleaned their litter. She took pictures of them every time and by the end, my cats were so comfortable with her. I would hundred percent recommend her if you want a sweet, caring sitter who you can rely on.

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John S.
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: 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: Elizabeth C.
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Elizabeth C.
$43
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
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: 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.

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: 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: Madison S.
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Madison S.
$45
total per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Great Barrington, MA, 01230

About: Growing up with my wonderful childhood dog led me to have a deep love for four legged friends! At 14, I began working as a dog grooming assistant... I can do all the basic pet grooming: bathing and drying, brushing, nail clipping, ear cleaning, and teeth brushing (just don't actually cut hair). Throughout my young adult life, I've had the privilege of living with my roommates animals. From playing with a shy shelter dog, to leash training with puppies, and cuddling with various temperamented dogs and cats. I enjoy the love and happiness that pets spread! I recently relocated to the Berkshires while on a journey of self love and discovery. Currently, I have open availability and I am able to take care of your pets on your schedule! I take extreme pride in keeping my own home cleanly and organized and I will always ensure to treat your home the same way. And when it comes to your furry friends, I will be your pup's new best friend for tail-wagging walks and cozy companionship!

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Over 9
pet parents in Sheffield have booked pet sitting

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 pet 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.

Sitters in Sheffield average 3
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Sheffield on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Sheffield pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 47 pet sitters in Sheffield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 96% of Sheffield pet sitters respond in under an hour.

Pet sitters with repeat customers have an average of 3 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Sheffield.

Rover makes it easy to find Sheffield pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 47 pet sitters in Sheffield on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.