Doggy Day Care in Housatonic

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

1. Jeanne Verified Background Check

Country setting, lots of hiking

pittsfield, MA, 01201

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

"5 stars is not enough to describe how wonderful Jeanne is. She gave great care to Romeo and was a fantastc dog sitter. My dog really loved her. I would highl... (more)"

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2. Laura Verified Background Check

Experienced Animal Professional

Pine plains, NY, 12567

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

"Laura took wonderful care of my puppy. He had a happy day playing with her dogs and she communicated well with me. If I'm in the area again I'll definitely b... (more)"

3. Cindy Verified Background CheckRover 101

What makes a happy dog?

Pine Plains, NY, 12567

Dog Boarding, Doggy Day Care

"We brought our 2 labs to meet Cindy and her dog before boarding. We were impressed with her knowledge about dogs and she looked like a very caring person. W... (more)"

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4. Marissa Verified Background Check

Energetic and Caring Pet Lover

Pittsfield, MA, 01201

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

"Marissa is outstanding. She took good care of my energetic dog, spent quality time with him, and sent me pics and updates of his wellbeing everyday. She we... (more)"

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5. Hannah Verified Background Check

Let's Play!

Housatonic, MA, 01236

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

"Hannah is a fabulous pet sitter. I have a dog who has severe arthritis and a younger puppy, so quite the duo. Hannah remains calm and composed while dealing ... (more)"

6. Melissa Verified Background Check

Starlight farm: Home away from home

Otis, MA, 01253

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

"We feel so lucky to have found Melissa in the Berkshires of Western Mass! We wanted to see our kids at nearby Camp Lenox on Visiting day but dogs are not inv... (more)"

Confirmed availability
President's Day
7. Wren Verified Background Check

Adventures outdoors. Cozy indoors

Hudson, NY, 12534

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

About: I was born in a storm on a farm with only my parents and our dog present. Since then I’ve always had a love for our furry friends, and helped care ... (more)

8. Antonia Verified Background Check

Love care play and doggiepanionship

Monterey, MA, 01245

Doggy Day Care

"Antonia is a very loving and caring person. She’s had dogs her whole life and is very knowledgeable about their care and treatment. I would feel very confide... (more)"

9. Ava Verified Background Check

I'll run/walk/play with your dog!

Otis, MA, 01253

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

"Ava has an extraordinary capacity to communicate with pets, especially dogs, calming them and coaxing them to positive behavior by gentle persuasion. She has... (more)"

Confirmed availability
President's Day
10. Kathleen Verified Background CheckRover 101

Home full-time on 9 beautiful acres

Becket, MA, 01223

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

"She did such a great job! Nozzle came home so tired and I was a happy dog Mom bShe was able to take him at such a short notice and was a life saver for us. I... (more)"

11. Stephanie Verified Background Check

Come to my happy place

Great Barrington, MA, 01230

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

About: Hello..i have been a dog owner for many years. I have had a range of small to large dogs in my house. I care for each dog as my own. I enjoy nature... (more)

12. Karen Verified Background Check

Our Pets are Family members.

Valatie, NY, 12184

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

"Karen is a fantastic human and an amazing dog sitter. She has watched my dog, a 45lbs border collie mix, multiple times for long durations. I always feel the... (more)"

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13. Gabrielle Verified Background Check

Home away from home!

Pittsfield, MA, 01201

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

About: Hi I’m Gabrielle! I love dogs and it shows in everything I do! I am a pet owner myself and I have many years of experience taking well care of an... (more)

14. Danielle Verified Background Check

Large Property- Loving Family

Hillsdale, NY, 12529

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

"Such a warm and great babysitting place! (more)"

15. Cait Verified Background Check

I have a certificate in animal care

Pittsfield, MA, 01201

House Sitting, Doggy Day Care, Dog Walking

"Cait is a true animal lover. She is our go to sitter and groomer whenever we are in need. She has a true passion for all animals and treats them like family.... (more)"

16. Angelina Verified Background Check

Heeding the Call of the Wild

Hudson, NY, 12534

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

About: I love dogs! I am an active dog owner well versed in the psychology of our furry friends. i am good with temperamental and hard to wrangle types. I... (more)

17. Melinda Verified Background CheckRover 101

I love dogs! Fully fenced yard!

Pittsfield, MA, 01201

Dog Boarding, Doggy Day Care

"Melinda was great! I will definitely book her again. She made sure my little dog was comfortable both mentally & physically (it was super hot that day). (more)"

18. Theresa Verified Background Check

Active,Playful,Animal Loving Family

East Chatham, NY, 12060

Dog Boarding, Doggy Day Care

About: Hello! We are an animal loving family that would have so much fun caring for your dog! We live on 64 acres of woods and fields to explore. We al... (more)

19. Matt Verified Background Check

Home all hours of the day most days

STEPHENTOWN, NY, 12168

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

About: I have had dogs all my life and also have been a dog showman in my younger days participating in dog shows both with the local 4-H program and othe... (more)

20. Donna Verified Background Check

loving caring attentive

Peru, MA, 01235

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

About: I really enjoy taking care of pets. I feel they are family members and should be cared for as such. My Children love animals too. Your Pet will rec... (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.