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. Kayla

animal lover and owner of many pets

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kayla was excellent! She responded quickly, sent me pictures during her visits, and overall took great care of my cat. I would definitely recommend her serv... (more)"

Available this weekend
2. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

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

"Emily is a compassionate person who takes care of the details in her work. She loves animals and treats them with incredible respect and love. Emily loves ... (more)"

3. 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)"

Confirmed Easter Weekend Availability
4. 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)"

5. Emma

A dog depraved college student!

Williamstown, MA, 01267

House Sitting, Drop-In Visits, Dog Walking

"Emma is a very companionate and fun loving girl. She has a deep love for dogs and is a very great owner of her own dog. She constantly makes sure her dog has... (more)"

6. Meagan

Difficult dog? I got it!

Greenfield, MA, 01301

House Sitting, Drop-In Visits, Dog Walking

"Meagan has taken care of our 5 dogs and 2 cats on two separate occasions and I can;t think of anyone better qualified of more trustworthy. Meagan has a a wo... (more)"

7. Charles

I'll get your dog nice and tired.

Hadley, MA, 01035

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

"Charles is great with dogs. He loves to play with my dog and has lots of loving energy to give. He is also very responsible. (more)"

8. Katie

Friendly, loving pet sitter!

chicopee, MA, 01020

House Sitting, Drop-In Visits, Dog Walking

About: I am Katie and have ten years of pet sitting experience, as well as being responsible, loving pet owners, as well. I have reliable, and open commun... (more)

9. Keyona

Dogs are my spirit animals!

Sunderland, MA, 01375

Dog Boarding, House Sitting, Drop-In Visits

4 repeat clients

"We always love Keyona and this time we hired her to take our dog Lucy for three weeks while we were away. She was so flexible and accommodating, and she's th... (more)"

10. Olivia

Historian needs interaction w/ dogs

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"Although responsible in many areas of her life, I have to say that Olivia's compassion for animals (specifically dogs) makes her an exceptionally responsible... (more)"

11. Lauren

I Treat You & Your Pets Like Family

Wilbraham, MA, 01095

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

1 repeat client

"Lauren was my dog walker for 2+ years until she moved away. She treats all the dogs in her care as if they were her own and they love her right back. My dog ... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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 free 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.