Doggy Day Care in Winchester

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. Tori

RN &dog lover seeks to pamper pups!

East Cambridge, Cambridge, MA, 02141

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

"Tori was very easy to get in contact with, very quick to respond, and took great care of Thomas while I was at work. Thomas is typically anxious without peop... (more)"

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2. Elizabeth

Home Full-Time; Love Full-Time

Chelsea, MA, 02150

Doggy Day Care

"Elizabeth was absolutely fantastic. She offered to meet us a week before our first visit so we could meet her & her dog Bear. Communication was excellent bef... (more)"

Confirmed availability
4th of July
3. STEFAN

Like your home .

BELMONT, MA, 02478

Dog Boarding, Doggy Day Care

"Stefan and his family were great! Very flexible, competent, and incredibly responsive. Homer even ended up with a Halloween costume—which I️ knew because the... (more)"

Confirmed availability
4th of July
4. Genta

Home full time - A Fuzzy Vacation

Stoneham, MA, 02180

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

"Genta was just the best. She was our first experience on Rover for our 10 week old pup Lilly and we couldn’t have asked for better. She is kind accommodating... (more)"

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5. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

"It was Leica's first time at a Daycare, and as new pet parents we were apprehensive. Lisette was very professional, patient and understanding; very helpful w... (more)"

6. Laura

Home most of the time

West Cambridge, Cambridge, MA, 02138

Dog Boarding, Doggy Day Care

"Laura was super accommodating and thoughtful around what would be best for Henry, and he had a wonderful day with her and Yankey! We will definitely be book... (more)"

7. Brianna

home full time

stoneham, MA, 02180

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

"Brianna was so great with my puppy! She was flexible about the times I dropped off / picked up, and always took great care of my puppy. Bonus points, she h... (more)"

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8. Candice

Love to teach old dogs new tricks

Somerville, MA, 02144

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

"Amazing!! Candice was extremely helpful/flexible with drop off and pick up timing, and we completely comfortable in the care provided. Copper had a great tim... (more)"

9. Julie

Cuddles, playtime, fun and naps

Woburn, MA, 01801

Dog Boarding, Doggy Day Care

"Julie takes care of our baby Boston Terrier while we are at work during the week. I have no worries leaving him there because I know he is very well cared fo... (more)"

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10. Anna

Need A Hand? I'll Take your Paws!

Melrose, MA, 02176

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

"I had the privilege of staying with Anna while I was in California. Her two dogs, Philip and Scout were two of the most well-behaved dogs I have run across. ... (more)"

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11. Cheryl

Lets Doggie Party!

Burlington, MA, 01803

Dog Boarding, Doggy Day Care, Dog Walking

"Cheryl has a great place for our pup to play and socialize with the other dogs in her care. They can play inside or out, and have access to ample toys and sl... (more)"

Confirmed availability
4th of July
12. Anastasia

Home full-time - Gated Community

Malden, MA, 02148

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

"Anastasia was great with Bowzer. This was the first time my girlfriend and I left our puppy with anyone and she kept us updated throughout the day to help ea... (more)"

13. Holly

Artist Loves Dogs

Somerville, MA, 02143

Drop-In Visits, Doggy Day Care, Dog Walking

"Holly and her great pup Hima hosted our dog Winnie several times during our week and a half in Boston. Holly took amazing care of her--Winnie got comfortable... (more)"

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14. Carmina

Everything You Need Under One Woof

North Cambridge, Cambridge, MA, 02140

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

"Carmina took great care of Bramble, she kept us updated with photos and videos throughout the day. Bramble came home happy and wagging, she definitely enjoye... (more)"

Confirmed availability
4th of July
15. Luciana

Flexible Full-Time Care

Melrose, MA, 02176

Dog Boarding, Doggy Day Care

"We knew our dogs would be in good hands the moment we first met Luciana and her family. She and her family were so warm and welcoming and we knew they were g... (more)"

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16. Sarah

The Puppy Playhouse

Medford, MA, 02155

Dog Boarding, Doggy Day Care, Dog Walking

"Sarah was a good pet sitter and an excellent communicator. Her responses were quick and she was very flexible with drop off/pick up time. Our anxious Westie ... (more)"

17. Hannah

Care and fun hikes for your dog!

Stoneham, MA, 02180

Dog Boarding, House Sitting, Doggy Day Care

About: I’m a musician,violin teacher, pet sitter and dog walker. I love and respect all animals. I grew up with pets my whole life, at some point I had 8 ... (more)

Confirmed availability
4th of July
18. Jiyi

Run with your dog, born dog lover!

malden, MA, 02148

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

"Mickey really enjoyed daycare with Jiyi and her sister! They both seem super sweet and love pups! We'd barely left and already got a cute photo of Mickey set... (more)"

19. Katie Mae

Home full time, fenced in yard !

Winchester, MA, 01890

Dog Boarding, House Sitting, Doggy Day Care

"Nucky had so much fun. :D (more)"

20. Jaden

Home full-time - dog park nearby

Somerville, MA, 02144

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

"Jaden is fabulous with dogs. He's dependable, patient, and sure to take great care of your pup. My dog had a splendid time when she stayed with him (and she'... (more)"

We've been there, cancelling meetings or plans with friends to make sure you can be there for your dog. Good news: You can easily find and book doggy day care on Rover. Whether you need a one-time daytime pet sitter or someone to take care of your beloved pet every weekday, we've got you covered. Care for your dog and peace of mind for you are just a few clicks away. And, just like with overnight stays, dog day care booked through Rover is covered by premium pet insurance, and our sitters have access to 24/7 support. If you already have a favorite overnight sitter, ask them if they offer day care too. Or, if you've never used Rover, this is the perfect opportunity to find a new best friend for your dog when you're at work. We can help you find a sitter who'd love to watch your dog.