Doggy Day Care in Stockbridge, MA

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

1. 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

"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)"

Confirmed President's Day Availability
2. Cindy

What makes a happy dog?

Pine Plains, NY, 12567

Dog Boarding, Doggy Day Care

39 repeat clients

"Izzy had a great time with Cindy! Cindy is not only a great pet sitter, but a great trainer as well. She taught Izzy some new tricks and we can tell that s... (more)"

3. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

4 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. Erik J. and Chris

Experienced Animal Enthusiasts!!!

Winsted, CT, 06098

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

"Thank you for taking great care of our dogs while we enjoyed the day on the river. They were very accommodating. Our doges were well taken care of and loved. (more)"

5. 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)"

6. 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)

Confirmed President's Day Availability
7. 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)"

8. 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)"

Confirmed President's Day Availability
9. Marcea

48 years Loving Other People's Pets

West Hartford, CT, 06110

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Marcea is FANTASTIC! She always walks my dog for the full booked time or more and writes a very detailed and fun review on the Rover card. She takes lots of ... (more)"

10. Brooke

DOGS=FAMILY

Pittsfield, MA, 01201

Dog Boarding, Dog Walking

4 repeat clients

About: I've had my older dog, Bianca since she was a pup. She's almost 11 now. We adopted our other dog, Suki, in February of 2016. They're both good dogs... (more)

11. Kelly

love spending time with dogs!

Great barrington, MA, 01230

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

1 repeat client

About: My history would be that I've grown up with dogs my whole life. There has never not been a dog in my household and if i could spend all of my time ... (more)

12. Charlie-Marie

Ambitious and active dog sitter

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"In the 7 years I have known Charlie, she always had a strong passion for animals, especially dogs. She can't pass by one at the store or out in public wit... (more)"

13. 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

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also... (more)

14. Erin

Best Care for Your Best Friend!

West Stockbridge, MA, 01266

House Sitting, Drop-In Visits, Dog Walking

"Erin is fantastic with our dogs. She is very responsible and caring. We have no hesitation leaving our dogs in her care and highly recommend her. (more)"

15. Ocean

Reiki Practicioner, Peaceful Energy

Hurley, NY, 12443

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

"Ocean is great! He first came by for a meet and greet and my dog immediately took a liking to him. He asked questions to make sure he knew all the details an... (more)"

16. Heidi

2 for 1 Fur baby Lovers ❤️

Port Ewen, NY, 12466

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

"Heidi is beyond incredible. My animals love her. She has that very special caring that animals see. Even my old diva naughty girl was happy around her. She i... (more)"

17. Shelby

Dogs are my absolute passion

New Milford, CT, 06776

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

1 repeat client

"Shelby came to house sit for my many animals of all sorts while I was away on vacation. She did a wonderful job taking care of all my fur babies, always resp... (more)"

18. 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)

19. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

5 repeat clients

"My dogs loved her from the very first time they met! My corgi is a high maintenance dog, she was able to assistwith his needs. She sent photos and both of my... (more)"

20. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

Drop-In Visits, Dog Walking

"We love Meredith! And so do our puppies. She was so thoughtful with both our pets and our home while we were away. She is incredibly kind and reliable, an... (more)"


Don't let your 9-to-5 stop you from being a great pet parent. When you're heading to work, drop off your beloved pet with a loving dog sitter near you. Your dog will get the love and care they're used to at home, and you'll get photo updates and the peace of mind that comes from finding great care for your pet. We're proud to offer a wide range of pet care, including puppy day care and pet day care for all kinds of pets. We know you love your pets, but you can't always be there, which is where our loving sitters come in. Forget kennels, find a loving neighbor who will give your dog the one-on-one attention they deserve. That way, when you head to work, you know your dog's in good hands.