Pet Sitting & Drop In Visits in Sheffield, MA

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

1. Elizabeth

athletic- i will exercise your pup!

Pine Plains, NY, 12567

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Elizabeth is a sweetheart with animals! She is a responsible caregiver and she is always willing to go the extra mile for you. She is a very active girl and ... (more)"

2. Vozzie

Up for an adventure with your pup

Rhinebeck, NY, 12572

Drop-In Visits, Dog Walking

"Mackenzie Vosburgh is a remarkable young woman with excellent dog caregiving skills. I have employed Vozzie to fed, play, and walk my dogs. She is responsibl... (more)"

3. Christi

Trustworthy, responsible dog lover.

Goshen, CT, 06756

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Outstanding. Treated the dog well and took great photos. Recorded everything on the web site and we got regular updates. Very responsive and responsible.... (more)"

Confirmed Memorial day Availability
4. Brandyn

Need a dog sitter or walk? I'm here

Millerton, NY, 12546

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Brandyn was a great dog sitter, was great with my dogs and we use him frequently. If you are looking for a place for your dogs to feel at home then this is t... (more)"

Confirmed Memorial day Availability
5. Rachel

Your dog’s future best friend

Valatie, NY, 12184

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rachel was great! We will definitely use her again! (more)"

Confirmed Memorial day Availability
6. Ashley

Comes with love

Montgomery, MA, 01085

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashley came over for a drop-in visit for our senior dog, Shane, while we were out of town for the day. We could not be more pleased and more relieved that we... (more)"

Confirmed Memorial day Availability
7. Duane

I treat other animals as my own :)

Warren, CT, 06754

House Sitting, Drop-In Visits, Dog Walking

"Duane was consistent and reliable! Porter was well cared for and got a lot of fun and active exercise. I would recommend as a dog walker! (more)"

Confirmed Memorial day Availability
8. Brooke

Brooke's Dog Sitting

East Greenbush, NY, 12061

Dog Boarding, Drop-In Visits, Dog Walking

23 repeat clients

About: ****Send your pup on vacation while you travel :)*** I offer dog sitting in your home as well as mine and I have discounted doggie walks **** Hell... (more)

Confirmed Memorial day Availability
9. Danielle

Large Property- Loving Family

Hillsdale, NY, 12529

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Over 20 years experience. From House sitting pet families, daily walks to at home care, I have done it all. Dogs warm up to me immediately. I can ... (more)

10. Sarah

Enthusiastic and patient dogsitter!

Litchfield, CT, 06759

House Sitting, Drop-In Visits, Dog Walking

About: I am a 19 year old Pre-Med college student who loves dogs. I have experience taking care of dogs of all sizes ranging from 2 months old - 11 years ... (more)

Available this weekend
11. Kelly

Family of dogs love them like mine

Stephentown, NY, 12168

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Worked fostering dogs for over 20 years and my mom was a vet tech we have always loved our animals like family they bring so much joy to our lives.... (more)

12. Kimberley

Licensed Veterinary Technician

Hudson, NY, 12534

House Sitting, Drop-In Visits, Dog Walking

About: I’m a licensed veterinary technician that currently works full time at a small animal clinic. I’m easy going and will care for your pet as my own. ... (more)

13. Kelly

love spending time with dogs!

Great barrington, MA, 01230

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

About: My history would be that I've grown up with dogs my whole life. There has never not been a dog in my household and if i could spend all of my time ... (more)

Available this weekend
14. Nathan

I'll take your dog to the park

Weststockbridge, MA, 01266

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I love animals I'm kind and friendly I am respectful and responsible. I will keep your dog happy and we will become friends. I've had dogs througho... (more)

15. Lisa

Dog-lover looking to serve

Great Barrington, MA, 01230

House Sitting, Drop-In Visits

4 repeat clients

"I highly recommend Lisa for any pet care needs. Upon meeting her for the first time, I knew she would be kind, patient, and trustworthy. She has excellent c... (more)"

16. Shelby

Dogs are my absolute passion

New Milford, CT, 06776

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Shelby is a great dog walker and sitter I have used her many times to my dogs delight and I would recommend her to anyone (more)"

17. Kathryn

Mature, loving, compassionate care

Canaan , CT, 06018

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Kathryn Fisher has grown up in a dog loving household. She has had a dog at home every year of her life, most years 2 at a time. Kathryn has shown responsibi... (more)"

18. Melissa

Absolutely LOVES dogs!!

New Hartford, CT, 06057

House Sitting, Drop-In Visits, Dog Walking

"Melissa is an amazing dog sitter and "Dog Aunt" as we call her to my puppy, Guille. She has been watching Guille for me while I was on vacation since he was ... (more)"

Confirmed Memorial day Availability
19. Elizabeth

Forever FURfriends Pet Sitting

Hudson, NY, 12534

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Elizabeth worked for me when I managed an animal rescue. We no longer work together but she continues to pet sit for me and has for a couple of years. She’... (more)"

20. Taylor

The animals always come first.

Granville, MA, 01034

Drop-In Visits, Dog Walking

"Taylor is a very smart and caring woman who loves caring for all types of pets. She has a sweet disposition and has a lot of experience that allows her to ca... (more)"


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.