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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Peter K.
1.
Dogs speak to those who listen.South Egremont, MA, 01258
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Peter has been taking care of our dog Simba for the past 3 summers when we were on vacation. He really puts his heart in caring for him. We trust him completel… (more)

from
$20
per visit
Confirmed availability: Memorial Day
Hila Y.
2.
Here to love on your pup!Great Barrington, MA, 01230
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My dog is my best friend and I'm very selective with the people I let interact with her. I now know Hila is one of those people. Hila treated my pup with extra … (more)

from
$25
per visit
Confirmed availability: Memorial Day
Amanda B.
3.
Outgoing avid hiker & animal loverWinsted, CT, 06098
House Sitting, Drop-In Visits, Dog Walking

Amanda has gone above and beyond with the care that she has given to my dog. Our puppy can't wait for Amanda to arrive and will whine and cry until she reaches … (more)

from
$12
per visit
Janet C.
4.
animals are loving by natureGreat Barrington, MA, 01230
Drop-In Visits, Dog Walking

About: I have been around animals my whole life they bring me joy. I enjoy the very different personality each animal has that’s what make them unique I hav… (more)

from
$15
per visit
Confirmed availability: Memorial Day
Julia T.
5.
Sympathetic & Quality Pet CareTorrington, CT, 06790
House Sitting, Drop-In Visits, Dog Walking
3 years of experience

About: I have had animals all my life, and currently have 4 cats and 1 dog. I love spending time with animals and getting to spend time with different kinds… (more)

from
$20
per visit
Calendar Recently Updated
You can trust this human!Winsted, CT, 06098
House Sitting, Drop-In Visits, Dog Walking

Looking forward to using Kristin again! She is very flexible and has a lot of experience with cats. (more)

from
$20
per visit
Confirmed availability: Memorial Day
7.
Pawsitively great doggy daycareRiverton, CT, 06065
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Emily is a great and dependable dog sitter, my dog looks forward to when she picks him up. Hard to find someone as reliable these days. She does a great job. (more)

from
$20
per visit
Experienced Foster MamaHudson, NY, 12534
House Sitting, Drop-In Visits, Dog Walking

Courtney was amazing with our two cats. Very reliable. She clearly loves animals and sent us lots of sweet updates. She also came over to meet us before our tr… (more)

from
$19
per visit
Calendar Recently Updated
Ambitious Animal LoverHillsdale, NY, 12529
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I would highly recommend Maggie to anyone who is looking for a dog sitter and wants to have a kind, responsible, and knowledgeable person to care for their dog … (more)

from
$50
per visit
10.
I work so my dog has a better lifeSalisbury, CT, 06468
Dog Boarding, Drop-In Visits, Dog Walking

I felt very comfortable leaving my cat and dog in Abby’s care! I appreciated the updates and photos. (more)

from
$20
per visit
Calendar Recently Updated
11.
Former Vet tech. My home or yours!Lakeville, CT, 06039
Dog Boarding, Drop-In Visits, Doggy Day Care

Our dog Reggie, LOVES Shannon and her family including her dogs! As soon as we pull up to her house, Reggie bounces out of the car and is greeted by Cammi & Ru… (more)

from
$35
per visit
Calendar Recently Updated
Berkshires #1 Trusted Pet Sitter ❤️Becket, MA, 01223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kathleen is hands down the best dog sitter! We felt so at ease leaving him with her for the day. Sampson had the BEST day and was the happiest pup when we came… (more)

from
$30
per visit
Confirmed availability: Memorial Day
13.
I prefer animals to humans :DHudson, NY, 12534
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Hirschy is a wonderful sitter with a huge love of all dogs. She had a real knack for instinctively knowing the emotional needs of my dog. She is incredibly kind… (more)

from
$50
per visit
Calendar Recently Updated
14.
Tom 
Verified Background Check
Country Livin’ Pet Sittin’!Blandford, MA, 01008
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi! My house sits on 17 acres of private field and woodland area in a very rural town. There are plenty of local country roads and great hiking trail… (more)

from
$30
per visit
Calendar Recently Updated
15.
Fun and caring dog sitterCanaan, NY, 12029
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We had Jessica do drop in visits while we were away and she is great! She was very responsive and kept us updated the whole time - you can tell our pup really e… (more)

from
$25
per visit
Confirmed availability: Memorial Day
Walk the Walk, and Bark the BarkLenox, MA, 01240
Drop-In Visits, Dog Walking
22 years of experience

About: My name is Harrison- I am 29 years old and currently work in corporate hospitality while I study for my LSAT exam. What better study break than to wa… (more)

from
$18
per visit
17.
Let’s help each other!Hudson, NY, 12534
House Sitting, Drop-In Visits, Dog Walking

Emily took care of our two cats while we were away for a week, including one who needed meds mixed in with his food. I enjoyed getting updates every day and it … (more)

from
$35
per visit
Confirmed availability: Memorial Day
18.
Responsible Animal Lover!Colebrook, CT, 06021
House Sitting, Drop-In Visits, Dog Walking

Evan is a kind human with a strong affection for all creatures, great and small. Almost immediately, my dogs welcomed Evan into their pack. Evan took excellent … (more)

from
$14
per visit
Confirmed availability: Memorial Day
19.
10+ Years of Pet ExperiencePine Plains, NY, 12567
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Our dog was very happy with Jaimee! Playing, walking, eating etc was all done well. When we returned our dog was happy to see us but easy! Thanks Jaimee! (more)

from
$15
per visit
20.
Love and care for all puppersWinsted, CT, 06098
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
15 years of experience

About: I grew up with always having dogs around and have had a lifelong passion and love for all animals. I’ve been dog sitting for over 10 years now and c… (more)

from
$20
per visit

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.