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. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

2 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)"

Available this weekend
2. Kelsey

Home Full Time Pet Sitter

Pittsfield, MA, 01201

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

1 repeat client

"Kelsey was great. We were staying nearby at Stockbridge and Kripalu and needed our big English Mastiff looked after for the evening. He had a perfect stay ... (more)"

3. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

"I was passing through the area and Kristin was very accommodating about fitting my dog into her home for the few hours in the afternoon and evening that I ne... (more)"

4. Katie

Friendly & dependable pet care!

North Adams, MA, 01247

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

1 repeat client

"Katie was wonderful: easygoing, flexible, accommodating and considerate. She took first-rate care of our dog, Pip, and made our visit to Mass MoCa not only p... (more)"

5. Melani

Vet Student for Your Furry Friend

Williamstown, MA, 01267

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

"Melani was just great and would give her an enthusiastic recommendation. Our plan to meet up for Ollie's day of dogsitting went off without a hitch. He clear... (more)"

6. Lydia

Animal loving caregiver!

Troy, NY, 12180

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

2 repeat clients

"Lydia is fantastic! Very easy to communicate with and super flexible. She is great about sending photos of your dog while your pup is on vacay, too, which wa... (more)"

7. Danielle

10 years of excellent dog boarding!

Pittsfield, MA, 01201

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

About: My name is Danielle and I have been watching dogs forever. I am currently a manager at a local dog daycare and the citys muncipal animal shelter a... (more)

8. Bridget

Home all day- fenced yard!

Wynantskill, NY, 12198

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

"We have used Bridget and her family numerous times to dog sit. We have 2 dogs and they are like our babies! We have used Bridget for years and they have watc... (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

"It is my pleasure to recommend Melissa as a caregiver for your furry family member/s. Her care and consideration for an animals individuality and needs is ex... (more)"

10. Debby

Loving attention in our home

Wilmington, VT, 05363

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Debbie was a life saver and was able to watch Charlie last minute after my other booking cancelled. She was flexible in meeting us near our location and brou... (more)"

11. Janette

At home Mom and dog lover!

Castleton, NY, 12033

Drop-In Visits, Doggy Day Care, Dog Walking

"Stop your search for a pet sitter now! You've just hit the jackpot with Janette for your furry friend! She cares for pets as if they are her own, and isn't t... (more)"

12. Silas

Fenced yard, home during the day

Florence, MA, 01062

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

"Silas is a true dog whisperer. He has such a big heart for all animals, especially dogs, and takes care of them all like they are his own. Our sweet Blue (ol... (more)"

13. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

Dog Boarding, Doggy Day Care

9 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)"

14. Siobhan

Biscuits and Belly Rubs

Kinderhook, NY, 12106

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

About: What could be better than puppy play dates? Dogs of all ages will enjoy brisk walks and play yard romps with me and my friendly, fun-loving pooch. ... (more)

15. Monique

Dog Trainer-Works from Home

Rensselaer, NY, 12144

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

"Monique has quite the talent at not only sitting but training a dog. She IS the dog whisperer and truly loves what she does. I would not consider anyone else... (more)"

Experience exceptional service and a personalized match

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

Learn About Premier

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.