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. Melani

Vet Student for Your Furry Friend

williamstown, MA, 01267

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

"Melani was terrific. She was super accommodating on drop-offs and pick-ups, and our pup, River, took to her immediately. You can tell that she's an experienc... (more)"

2. Rachael

Full time student part time dog nut

Cheshire, MA, 01225

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

5 repeat clients

"Rachael was very accommodating and willing to take on my Sadie for a few in the middle of the day and evening, fitting my dog into her schedule with very lit... (more)"

3. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

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

2 repeat clients

"Emily came and watched my dog and two cats while I was on a trip and did a wonderful job! She was very flexible, sent me some pictures and updates, and Blue ... (more)"

4. Charlie-Marie

Ambitious and active dog sitter

Pittsfield, MA, 01201

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

"My dogs love Charlie-Marie. She has been dogsitting them for 2 years now. I feel bad leaving them during the day while I am at work or when I go on vacation... (more)"

Available this weekend
5. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

Dog Boarding, Doggy Day Care

4 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)"

6. Brittany

Loving, responsible & attentive!

Lee, MA, 01260

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

1 repeat client

"Brittany was super sweet and very accomadating! My puppy was happy and well cared for ? (more)"

7. Brooke

DOGS=FAMILY

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Dog Walking

About: I've had my older dog, Bianca since she was a pup. She's almost 10 now. We just adopted Suki in February of 2016. They're both good dogs, house tra... (more)

8. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

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

2 repeat clients

"Emily has been great with my very energetic and active labs. She has taken both dogs out on long walks and swims and also cared for them when I've been away... (more)"

9. Rachael

Full time student part time dog nut

Cheshire, MA, 01225

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

5 repeat clients

"I feel completely confident leaving our dog, Jansen, in Rachel's care. She is trustworthy, thoughtful and obviously knows dogs. She responded within minutes ... (more)"

10. Charlie-Marie

Ambitious and active dog sitter

Pittsfield, MA, 01201

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

"My dogs love Charlie-Marie. She has been dogsitting them for 2 years now. I feel bad leaving them during the day while I am at work or when I go on vacation... (more)"

11. Emma

A dog depraved college student!

Williamstown, MA, 01267

House Sitting, Drop-In Visits, Dog Walking

"Emma is a very companionate and fun loving girl. She has a deep love for dogs and is a very great owner of her own dog. She constantly makes sure her dog has... (more)"

12. Emmett

Vegan w/ love for all things fluffy

Troy, NY, 12182

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

About: I am a young, professional currently working in the non profit world. I have an eleven year vegan with a extreme love for animals! Though I have... (more)

13. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"Ava-Lena was a wonderful pet sitter to Chuck Norris, our big, loving Saint Bernard. As a pet sitter, Ava was patient, loving, and especially caring to Chuck ... (more)"

14. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

House Sitting, Drop-In Visits, Dog Walking

"I have found Samantha to be a very knowledgable and careing dog lover that is very conscious of my dogs needs and desires . Samantha has taken care of my... (more)"

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Learn About Premier

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.