Doggy Day Care in Pittsfield

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

1. Julia

Your dogs best friends!

Albany, NY, 12202

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

2 repeat clients

"I've known Julia for years now and she has been amazing when it comes to taking care of my pets. She has watched and walked my Airedale and Golden (as well ... (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

"Koda had a great time. Im a first time dog mom so i was worried about koda and Bryan sent me pics and updates everyday. Thank you so much. Koda cant wait to ... (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)"

6. Siobhan

Biscuits and Belly Rubs

Kinderhook, NY, 12106

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

1 repeat client

"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)"

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

"Great dog sitter! Melissa cared for our dog in her home for nearly two weeks and we were very pleased with the attention and care that she provided. She has ... (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)"

Confirmed Holiday Availability
9. Danielle

Large Property- Loving Family

Hillsdale, NY, 12529

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

About: Over 20 years experience. From House sitting pet families, daily walks to at home care, I have done it all. Dogs warm up to me immediately. I can ... (more)

10. Ana

Home full-time large fenced in yard

Rensselaer, NY, 12144

Dog Boarding, Drop-In Visits, Doggy Day Care

"Highly recommend..Ana watched my pup for 3 days, she made sure she had all the info on his routines, and sent a lot of pictures & videos during my trip to ke... (more)"

11. Monique

Dog Trainer-Works from Home

Rensselaer, NY, 12144

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

"We have had the pleasure of having Monique train our dog on two different occasions. She treated our Gracie as if she was her own dog! She has a love for do... (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. And just like with overnight services booked on Rover, doggy day care is covered by premium insurance, at no extra charge to you.