Pet Sitting in Sheffield

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Sitter Profile Image: Theresa C.
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Sitter Profile Image: Theresa C.
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1. Theresa C.

Authentic loving care of your pets!
Torrington, CT, 06790
24.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
12 repeat clients
from
$35
per visit

Theresa helped us at the very last minute when we needed someone to check on our three dogs. She was very responsive, sent pics, and even washed the dog bowls!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maeve D.
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Sitter Profile Image: Maeve D.
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2. Maeve D.

dog person; outdoor adventurer 🌱🐕
Housatonic, MA, 01236
10.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
5 repeat clients
from
$22
per visit

Maeve is amazing with my pup - remembering all his little quirks and needs. She's easy to communicate with, so kind, and attentive. Buster is always happy to see her!

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Sitter Profile Image: Cheri J.
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Sitter Profile Image: Cheri J.
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3. Cheri J.

Loving and energetic pet care!
Canaan, CT, 06018
5.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$25
per visit

Cheri cared for our beloved Luna whenever our family was out of town, sometimes for extended periods of time. She is a true animal lover and a wonderful people person, so she's easy to communicate and get along with. Cheri is organized, reliable, trustworthy, and has a big heart for lots of caring. She shared photos of Luna's stay at their home, which was an unexpected and greatly appreciated touch. Our dog was always happy to join her family in our absence, which made it easier to leave her. We were always 100% confident in her ability to be responsible for this precious member of our family. As further evidence, when our dear pup passed unexpectedly, Cheri and her family grieved with us for the loss. Cher gets my highest recommendation as a dog sitter!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Teresa D.
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Sitter Profile Image: Teresa D.
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4. Teresa D.

Dog Mom w/Rich Fostering Background
New Marlborough, MA, 01230
6.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$20
per visit

Teresa is a wonderful, caring & trustworthy animal lover who will provide your furry family member the best care & attention while you're away. For years, she has fostered & adopted many dogs of different breeds, temperaments & medical conditions so you can rest assured she is equipped to handle any situation. Enjoy your time away knowing your furbaby is in the best hands, being loved & spoiled by Teresa.

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Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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5. Andrea L.

I got you covered!
Great Barrington, MA, 01230
9.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$28
per visit

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.

Sitter Profile Image: Stacey G.
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Sitter Profile Image: Stacey G.
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6. Stacey G.

Love and care for all puppers
Winsted, CT, 06098
19.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
5 repeat clients
from
$28
per visit

Very responsible with excellent communication and an obvious rapport with our cats. We can confidently recommend Stacey for your pet sitting needs!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tetiana M.
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Sitter Profile Image: Tetiana M.
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7. Tetiana M.

I care for the dogs
Lenox, MA, 01240
19.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$20
per visit

Tetiana was so sweet to our Bardo and very communicative. She took care of him while we were away and he was recovering from hip surgery. Reliable and very loved by our pup! Would highly recommend

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Sitter Profile Image: Danyelle G.
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Sitter Profile Image: Danyelle G.
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8. Danyelle G.

Attentive, Active, Responsible
Norfolk, CT, 06058
11.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
from
$25
per visit

Dany was the best - kind and accommodating and cared for my kitty like it was her pet!

Sitter Profile Image: Abigail H.
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Sitter Profile Image: Abigail H.
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9. Abigail H.

Expert belly scratcher
Hillsdale, NY, 12529
9.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$25
per visit

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.

Sitter Profile Image: Tracy H.
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Sitter Profile Image: Tracy H.
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10. Tracy H.

Animal, life and nature lover
Sandisfield, MA, 01255
11.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
5 repeat clients
from
$25
per visit

I highly recommend Tracy! She’s popped in to care for my 2 pups (older 11 year old girl, and energetic 1 1/2 year old huge puppy). Tracy is really tuned in and easily gauges and provides individual attention to my two pets who’s needs are very diverse. Tracy is very responsible, competent and I trust my dogs are well cared for, my house is also safe. I trust her and super glad we found her!

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Sitter Profile Image: Robert W.
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Sitter Profile Image: Robert W.
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11. Robert W.

I am full of pawsitivity
Lee, MA, 01238
13.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$32
per visit

Once again, Robert was Excellent ‼️

Sitter Profile Image: Emilee B.
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Sitter Profile Image: Emilee B.
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12. Emilee B.

I'll treat your cat/dog as royalty!
Salisbury, CT, 01267
9.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$20
per visit

Emilee is truly amazing! Such an animal lover and took extra time and went above and beyond

Sitter Profile Image: Chloe O.
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Sitter Profile Image: Chloe O.
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13. Chloe O.

For the DOGaholics!
Lee, MA, 01238
14.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
from
$25
per visit

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bella B.
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Sitter Profile Image: Bella B.
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14. Bella B.

Lakeside Sitter, Works from Home.
Stockbridge, MA, 01262
14.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$25
per visit

Bella is my daughter so, of course, I am biased. But she has taken care of my dogs since she was little. I absolutely trust her with my animals' well-being. Also--again, I'm biased--but most people find her really fun to deal with and be around. I totally recommend her to take care of your dog.

Sitter Profile Image: Janet C.
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Sitter Profile Image: Janet C.
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15. Janet C.

animals are loving by nature
Great Barrington, MA, 01230
5.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
11 repeat clients
from
$16
per visit

All good.

Sitter Profile Image: Kelly H.
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Sitter Profile Image: Kelly H.
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16. Kelly H.

At home with a kind-caring sitter
Otis, MA, 01253
14.6 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
61 reviews
29 repeat clients
from
$50
per visit

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

Sitter Profile Image: Maria W.
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Sitter Profile Image: Maria W.
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17. Maria W.

14 years comprehensive experience.
Canaan, CT, 06018
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
2 repeat clients
from
$25
per visit

About: I have owned dogs, cats and more my entire life. My professional experience is extensive. Most recently employed at a local 24-hour emergency animal hospital. I have bred and nurtured three litters (dogs and cats!), pet sat (including overnights) worked for a therapy animal rehabilitation group, a groomer/freelanced, walked dogs, volunteered at rescues and 2 farms. I also have experience with senior pets, aggressive breeds, special needs, and medical problems. I am just as trained for safety as I am for fun! I even walk my own cat on a leash! My schedule is flexible. I am capable of running with your dog and engaging in active play. My goal will be to entertain your pet as much as he/she wants, so that you never feel like it is missing out while you are away. I love to provide picture updates so you see your special friend. I happily have several pets in life; Ponyo, Buddy, Blue, and Boba, as well at two dogs named Arie and Rascal. Any day I interact with an animal is a great day. Each one of my pets has their own special diet, they enjoy supervised outside time, and receive lots of love. In your home, I will treat your pets as though their are my own.

Sitter Profile Image: Olivia N.
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Sitter Profile Image: Olivia N.
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18. Olivia N.

animal lover is an understatement.
New Marlborough, MA, 01230
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$20
per visit

About: I’ve lived with animals for as long as I can remember. I understand that not all dogs and cats are the same some need more affection and attention than others, some need more exercise, certain diets etc. i’ve also had experience pet sitting in addition to caring for my own animals. I love all fur friends and feel that we need them just as much as they need us. I will care for your pet as my own and be sure that all of its needs are met. I will pay special attention to its needs and know how to handle emergency situations. I also have a car if transportation is needed. I am home for the time being and have plenty of free time, I work Mondays, Wednesdays and Fridays but it’s flexible where I can go to check on the dog during those times. I have a huge yard and live far from main roads so traffic safety will not be an issue, I also live quite spread out from other houses.

Sitter Profile Image: Teresa M.
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Sitter Profile Image: Teresa M.
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19. Teresa M.

Caring, loving, compassion .
Great Barrington, MA, 01230
5.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
3 reviews
from
$30
per visit

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: Sean S.
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Sitter Profile Image: Sean S.
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20. Sean S.

I’ll love them just like you do!
Monterey, MA, 01245
9.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$25
per visit

Sean did a wonderful job caring for my cat while I was away. He's responsable, responsive, and very affectionate with pets. Communication was great as well.

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Sheffield Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Sheffield are rated on average 5 out of 5 stars based on 3 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Sheffield:


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Sheffield pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Sheffield, MA, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Sheffield pet sitters and avoid the kennel.

Drop-In Visits