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Doggy Day Care in Pittsfield

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

Tip: Contact sitters now to confirm availability.
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1. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

"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)"

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2. Katie

Need a Furry Friend

Williamsburg, MA, 01096

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

"I highly recommend Katie as a dog sitter for she is one of the most mature, responsible, hardworking individuals I know, with a commitment and drive for exce... (more)"

Confirmed availability
4th of July
3. Melinda

I love dogs!

Pittsfield, MA, 01201

Dog Boarding, Doggy Day Care

"Melinda is a very experienced dog trainer, handler, and owner. Because of her expertise, people ask her for help in resolving issues with their dogs. She ... (more)"

Confirmed availability
4th of July
4. Debra

Your dog will always be happy!

Troy, NY, 12180

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

"Debra is wonderful with with dogs . She is reliable ,trustworthy. She is very flexible with scheduling. Very professional and always walks around with a smi... (more)"

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5. Paige

I already know I’ll love your dog!

East Chatham, NY, 12060

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

"Paige was great! Very responsive and sent lots of updates. Our dog really liked her and came home tired out. We will definitely be booking with Paige again i... (more)"

6. Siobhan

Biscuits and Belly Rubs

Kinderhook, NY, 12106

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

"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)"

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7. Ashley

large walking area , play with dogs

Troy, NY, 12180

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

About: I love animals overall but i prefer dogs especially they are so sweet and caring, and they just warm my heart! I've owned dogs for as long as i can... (more)

8. Ava

Home full time - Parks nearby!

Williamsburg, MA, 01096

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

About: My name is Ava and I am a college student home for the summer. I’m hoping to buy a car soon and am looking to save up some money. Once I graduate I... (more)

9. Hannah

Treat your fur babies like family

Troy, NY, 12180

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

About: Friendly and experienced dog sitter. I truly love all dogs and will always treat your dogs like they are one of my own. I love spending time outsi... (more)

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10. Emma

Responsible, experienced dog lover!

Lee, MA, 01238

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

"I have known Emma for a couple years now and she has watched my dog Lola for me for up to a week at a time. There really is nobody I would trust with my pup ... (more)"

Confirmed availability
4th of July
11. 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 spent 8 years managing the city’s m... (more)

12. Mary

Swimming and Hiking!

Troy, NY, 12180

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

"She's a sweetheart to animals! She loves her dog more than anyone else. She currently takes care of other dogs for owners.(gets them groomed, cleaned, etc) ... (more)"

Confirmed availability
4th of July
13. Michelle

Ive been a dog person ny whole life

Wynantskill, NY, 12198

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

"Michelle has walked my 4 chihuahuas in the past they were very happy & she did an amazing job I would highly recommend her to dog sir your dog(s) for you whi... (more)"

Confirmed availability
This weekend
14. 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)

15. Kody

Reliable and flexible dog lover!

North Adams, MA, 01247

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

"Where do I begin. Kody is a special kind of person. A truely unique blend of kindness, care, and selflessness that isnt frequently found these days. I own a ... (more)"

Confirmed availability
4th of July
16. Shane

I love dogs! I’m always around them

Rensselaer, NY, 12144

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

"If you're like me, you want your pet to be cared for as a loving parent would care for their child. You need someone that will put your mind at ease when yo... (more)"

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17. Megan

Happy w/High Energy or Couch Potato

Troy, NY, 12180

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

"I only leave my 12 1/2 year old German Shepherd overnight with Megan. If she is not available by husband or I stay home. My dog has numerous health issues an... (more)"

18. Nathan

I'll take your dog to the park

Weststockbridge, MA, 01266

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

About: I love animals I'm kind and friendly I am respectful and responsible. I will keep your dog happy and we will become friends. I've had dogs througho... (more)

19. Jeanne

Country setting, lots of hiking

pittsfield, MA, 01201

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

"Jeanne has cared for my dog Millie many times. She loves going there and playing with Stella (Jeanne's dog). There's a lot of room to play inside and outsid... (more)"

Confirmed availability
4th of July
20. Jason

Short fores hikes / village strolls

Williamstown, MA, 01267

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

"Jason is a great friend to animals. I have seen him personally rescue and rehabilitate a number of critters. He has watched my African Gray, cats and dogs wh... (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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.