Doggy Day Care in Cheshire, MA

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

1. Carol

Professional Dog Trainer

Hoosick Falls, NY, 12090

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

"BOY CAN I TELL YOU ABOUT CAROL LOVES ANIMALS MORE THAN LIFE IT SELF TAKES THE TIME TO GO THE EXTRA STEPS LISTENS TO THE PETS AND THERE OWNERS NEEDS WILL MAKE... (more)"

2. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

6 repeat clients

"I contacted Bryan at the last minute after my former arrangement bailed. He was quick to respond and easy to communicate with. His farm is about 30 minutes a... (more)"

3. Katie

Need a Furry Friend

Williamsburg, MA, 01096

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

3 repeat clients

"I highly recommend Katie as a dog sitter for she is one of the most mature, responsible, hardworking individuals I know, with a commitment and drive for exce... (more)"

4. Siobhan

Biscuits and Belly Rubs

Kinderhook, NY, 12106

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

3 repeat clients

"I’m beyond grateful to have found Siobhan. Kona is treated like a family member and loves their dog Rosie so much. It brings such comfort to know she’s havin... (more)"

5. Ashlee

Home full time, big fenced in yard!

Menands, NY, 12204

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

"Ashlee is GREAT with dogs. I cannot say enough good things about this young woman. We have left our 2 huskies with her on multiple occasions and she has... (more)"

6. Terry

My dog is my best friend

Watervliet, NY, 12189

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

3 repeat clients

"Terry is great!!! She responds very quickly and is super responsible. She asked me everything to make my dog feel as comfortable as possible. She not just to... (more)"

Available this weekend
7. Hannah

Treat your fur babies like family

Troy, NY, 12180

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

About: Friendly and experienced dog sitter. I truly love all dogs and will always treat your dogs like they are one of my own. I love spending time outsi... (more)

8. 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)"

9. Emma

Responsible, experienced dog lover!

Lee, MA, 01238

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

6 repeat clients

"Emma watched my 10 year old cockapoo Darby. She did a great job taking care of him. She took him for walks and was very loving. Darby has to take quite a bit... (more)"

10. Ashley

large walking area , play with dogs

Troy, NY, 12180

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

About: I love animals overall but i prefer dogs especially they are so sweet and caring, and they just warm my heart! I've owned dogs for as long as i can... (more)

11. Lauren

Home full time, tons of land!!

Johnsonville, NY, 12094

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

"My experience with Lauren has been great! She's a wonderful pet sitter and my dogs love her. They were well cared for and I don't think they even missed me! (more)"

12. Mary

Swimming and Hiking!

Troy, NY, 12180

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

"She's a sweetheart to animals! She loves her dog more than anyone else. She currently takes care of other dogs for owners.(gets them groomed, cleaned, etc) ... (more)"

13. Kody

Reliable and flexible dog lover!

North Adams, MA, 01247

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

1 repeat client

"Where do I begin. Kody is a special kind of person. A truely unique blend of kindness, care, and selflessness that isnt frequently found these days. I own a ... (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. Jeanne

Country setting, lots of hiking

pittsfield, MA, 01201

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

"Jeanne has cared for my dog Millie many times. She loves going there and playing with Stella (Jeanne's dog). There's a lot of room to play inside and outsid... (more)"

Confirmed 4th of July Availability
16. Torri

Graduate student who loves company!

Troy, NY, 12203

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

"Torri grew up with dogs. She is like the dog whisperer! Not afraid of them and extremely affectionate. Very reliable, responsible, timely, knowledgeable & tr... (more)"

17. 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)"

Confirmed 4th of July Availability
18. Karen

Home full time....trail to walk on

Bennington, VT, 05201

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

About: I have a love for animals. I have had a dog over 25 years.. My coworkers ask me my opinion about their pets because they know I have experience. ... (more)


With Rover, you can find a trustworthy, loving pet sitter to take care of your dog while you're at work or have a day full or errands. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover. That way, you're sure to find a doggy day care who's right for your needs. We're proud that 95% of our sitters have 100% 5-star reviews, and we think your dog will love them too. Search for a sitter who offers doggy day care, schedule a Meet & Greet, and book the stay if it seems like a good fit. No matter how often you need day care, you're sure to find a sitter who will treat your dog like family.