Pet Sitting & Drop In Visits in Chesterfield, 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. Eric

I have an undying love for animals

Amherst, MA, 01003

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Eric has always been a lover of animals. This has led him to becoming an animal science major at UMASS. He's very experienced with dogs and rabbits. He's ... (more)"

2. Zoe

Caring and Patient Animal Lover

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Zoe has been in my life for about a year now and we've lived together for most of that time. She has taken excellent care of my 4 year old golden retriever C... (more)"

3. Briana

Got a big one? Experienced XL breed

Russell, MA, 01071

Drop-In Visits, Dog Walking

"Hello I'm Michael one of Bri's closest friends and I want to assure you why Bri is perfect for the job as a dog handler. She is a dog lover in specific and a... (more)"

4. Brittany

Always here for you & your kiddo!

Florence, MA, 01060

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Brittany - Visited my home to let out my dogs. I felt better leaving my dogs knowing they would be well looked after. Both in facts of care and giving my dog... (more)"

5. Kara

Dog lover and hiking enthusiast

Easthampton, MA, 01027

House Sitting, Drop-In Visits, Dog Walking

About: Rain or shine. Warm or cold. I will take care of your dog. I love dogs of all sizes. I will do whatever I can to make your dog as comfortable as... (more)

6. Lyndah

Love spending time with animals

Florence, MA, 01062

Drop-In Visits, Dog Walking

"Lyndah took care of my two cats and blue macaw for five days while I was away. She administered daily medication to my girl cat, fed two types of food to bot... (more)"

7. Simone

Work from home, love to run & hike

Hadley, MA, 01035

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I can highly recommend Simone for dog, cat and housesittng. First and most importantly Simone is warm, kind, personable and smart. Her communication skills a... (more)"

8. Haley

Excited to meet you and your dog!

Amherst, MA, 01003

House Sitting, Drop-In Visits, Dog Walking

"Haley has dog sat for me plenty of times over the years that I've known her. Having a skittish dog, it's hard for me to find someone who I trust to care for ... (more)"

9. Melissa

Melissa lives at end of a dirt rd.

Russell, MA, 01071

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

"Great dog sitter! Melissa cared for our dog in her home for nearly two weeks and we were very pleased with the attention and care that she provided. She has ... (more)"

10. Ashley

Dog obsession is an understatement

Southampton , MA, 01073

House Sitting, Drop-In Visits, Dog Walking

"Ashley is the sweetest and she is the biggest animal lover I have ever met! Every time she sees a dog passing by on the street she always has to point it out... (more)"

11. Rosie

Walks in the woods, playtime & more

Northampton, MA, 01060

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

"Rosie is a wonderful friend to dogs. She has taken loving care of my dog. I have an active dog and after spending time with Rosie she is always calm. My dog ... (more)"

12. Sara

Dogs think I'm one of them.

Florence, MA, 01062

House Sitting, Drop-In Visits, Dog Walking

"I have known Sara for 35 years. She is an extremely reliable and compassionate caregiver to animals. Recently she met my dog, and Garnet (who is usually shy ... (more)"

13. Lisa

Avid walker and pet- lover

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"I have known Lisa for 12 years, and through different hair styles and music preference, one thing has stayed constant: her passion for animals. Her face ligh... (more)"

14. Mikayla

(experienced) dog lover!

Northampton, MA, 01063

House Sitting, Drop-In Visits, Dog Walking

"If you want a dog sitter that is both compassionate towards animals, diligent, and responsible, then you should choose Mikayla! She has been a dog lover all ... (more)"

15. Kayla

Animal loving teacher on break!

northampton, MA, 01062

House Sitting, Drop-In Visits, Dog Walking

"Kayla shows an unwavering love for animals and its it evident when ever she is around them. Kayla is also responsible and will put your pet first when tasked... (more)"

16. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

2 repeat clients

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also... (more)

17. Madeleine

Love dogs and they love me

Northampton, MA, 01063

Drop-In Visits, Dog Walking

About: I took care of a cat for at least 8 years and have taken care of my friends dogs before. This summer I have been helping my friend pet sit and almo... (more)

18. Michael

Friendly guy, to both people & dogs

Florence, MA, 01062

House Sitting, Drop-In Visits, Dog Walking

"Such is Michael's love for pups that that is what I call him - Pup! Pup speaks often and lovingly of the pup of his youth, Kasha, a handsome Samoyed with reg... (more)"

19. Stefan

You pup can count on me.

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"Stefan was employed by me at my dog grooming salon in Newburyport. Not only was Stefan an excellent groomer, he was dependable, responsible, hard working and... (more)"

20. Kayla

I would love to help!!

Huntington, MA, 01050

House Sitting, Drop-In Visits, Dog Walking

About: I've grown up around dogs my whole life and have always had a love for them. They have taught me love and responsibility. I also have a horse of my... (more)


Rover.com is the simple, savvy way to find and book Chesterfield drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Chesterfield. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.