Doggy Day Care in Chester, MA

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

1. Sandra

home all day to care for your dog

Chicopee, MA, 01020

Dog Boarding, Drop-In Visits, Doggy Day Care

4 repeat clients

"Amazing with my dog, friendly and someone I trust to watch him (more)"

2. Susan

Agawam-Loving home away from home

Feeding Hills, Feeding Hills, MA, 01030

Dog Boarding, Doggy Day Care

54 repeat clients

"This was our first time using the site and leaving our dog. Was great to have all information upfront and have all questions answered before hand. Nora's sta... (more)"

Confirmed Memorial day Availability
3. Rachel

Home full time on campus, will run!

Northampton, MA, 01060

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

1 repeat client

"My dog Teddy has some special rules for handling because he's an assistance dog in training. Rachel was more than willing to accommodate him and work with me... (more)"

4. 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)

5. Kelly

Runner who loves dogs!

holyoke, MA, 01040

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

17 repeat clients

"Kelly and Logan are so great with our dog! We're so happy to have found them. I am super paranoid about our dog getting loose and they have been very underst... (more)"

6. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

4 repeat clients

"Juno stayed with Kristin for half a day and came back happy and tired - which is the perfect combination! She was great with communication beforehand, and o... (more)"

7. Valerie

Dog lover and home full time

Sunderland, MA, 01375

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

"Valerie is really caring and she has taken care of my sick dog before and she gave him so much love and attention. I feel comfortable leaving my dog with Val... (more)"

8. Avery

I'll run/walk/care for your dog.

Amherst, MA, 01002

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

2 repeat clients

About: I had three dogs (two beagles and a chihuahua) at home growing up, one of which was completely mine to take care of. He is a beagle and he and i a... (more)

9. Amanda

Fun, Trustworthy,Animal Lover,

Westfield, MA, 01085

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

1 repeat client

"I have known Amanda for 15 years now, and she is the most compassionate animal lover I know! She is very empathetic towards animals and is very protective o... (more)"

10. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

Dog Boarding, Doggy Day Care

10 repeat clients

"Excellent care. Maya really loved her time with Ryan and especially with his dog, Willow! She was quite happy and tired when I got her home. (more)"

11. Laura

Heart-warming and friendly

Hatfield, MA, 01038

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

4 repeat clients

"Laura was so sweet and sent updates and pictures of my furbaby all day! I loved seeing how much fun she was having while I was at work. Thank you Laura! (more)"

12. Tamber

Every pet is family!

Chicopee, MA, 01013

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

"Tamber has such a big heart when it comes to animals. She has so much experience with rescuing dogs from abusive homes, training all types of breeds to many ... (more)"

13. Haleigh

Home all week days except mondays.

South Hadley, MA, 01075

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

"I highly recommend Haleigh! She is very reliable, timely and easy to communicate with when it comes to my dog. She loves dogs and treats my dog as if she was... (more)"

14. C.j.

I’ll care for your dog

McKnight, Springfield, MA, 01109

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

"Cj is one of the most caring dog sitters I have ever experienced. I was nervous to leave my dogs alone with someone because they are very territorial, but th... (more)"

15. Jamie & Meaghan

Dog Loving Family ready to serve!

West Springfield, MA, 01089

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

"Jamie is happily married and has four young sons. He and his family are responsible, reliable and fun loving. Any dog at their house will receive tons of p... (more)"

16. Jon

I’ll run with your dog

Feeding Hills, MA, 01030

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

About: I’ve been taking care of dogs for a long time I’ll take good care of your dogs and provide the needs your dog need and walk them, babysit, or hango... (more)

17. Melinda

I love dogs!

Pittsfield, MA, 01201

Dog Boarding, Doggy Day Care

"Melinda is a very experienced dog trainer, handler, and owner. Because of her expertise, people ask her for help in resolving issues with their dogs. She ... (more)"

18. Amy

Dogs are my kinda people!

Hancock, MA, 01237

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

"Amy is a wonderful person, Mom and caregiver. She loves animals and especially dogs. She will care for your dog like it is her own. I am a Rover pet sitt... (more)"

19. Heather

Dog owner that’s gone full time!

Chicopee, MA, 01022

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

"Heather is a very reliable and loving caregiver. With her level of safety awareness you can be sure your pet is in very good hands. (more)"

20. David

My home or yours for your dog(s) yo

Westt Springfield, MA, 01089

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

About: I have experience caring for many dogs over many long years. I'm almost always available, love animals and they, especially dogs, love me. I'm an o... (more)


We've been there, cancelling meetings or plans with friends to make sure you can be there for your dog. Good news: You can easily find and book doggy day care in Chester on Rover. Whether you need a one-time daytime pet sitter or someone to take care of your beloved pet every weekday, we've got you covered. Care for your dog and peace of mind for you are just a few clicks away. If you already have a favorite overnight sitter, ask them if they offer day care too. Or, if you've never used Rover, this is the perfect opportunity to find a new best friend for your dog when you're at work. We can help you find a sitter who'd love to watch your dog.