Doggy Day Care in Windsor, MA

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

1. Beth

Lots of fun and play!

Northampton, MA, 01060

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

19 repeat clients

"Beth and Chris were superb! Jesse had a wonderful day (which we got a glimpse of, thanks to picture updates). From initial communication, to drop-off and pic... (more)"

Confirmed Holiday Availability
2. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

5 repeat clients

"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. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

3 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)"

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. 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

"Our puppy had so much fun with Kristin and her family, including her dog. Playing all day and spending lots of time outside was great for our dog. Kristin wa... (more)"

Confirmed Holiday Availability
6. Alexandria

Training and TLC, Ph.D.

Florence, MA, 01062

Dog Boarding, Doggy Day Care, Dog Walking

"When your dog is a member of the family, you don't leave them with just anybody. That what sets Dr. Lexi apart from other dog sitters. She has actual qualifi... (more)"

7. 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)"

Confirmed Holiday Availability
8. 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)"

9. Heather

Home full-time - Ready to play

Lake Pleasant, MA, 01347

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

About: I love dogs and taking care of them no matter the size. I am available 7 days a week any time of day and will be available to come to your home and... (more)

10. Amanda

Fun, Trustworthy,Animal Lover,

Westfield, MA, 01085

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

1 repeat client

"Anyone who knows Amanda knows she is a die hard animal lover, from cats and dogs to fish, rabbits, and horses. She's the type of person that can read animal... (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.