Doggy Day Care in Winchester

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

1. Haichi

Dog Lover Who Works From Home!

Brookline, MA, 02446

Dog Boarding, Doggy Day Care

14 repeat clients

"This was an awesome experience and Ruadh would love to stay again sometime. Thank you so much for being so responsive and friendly. I would definitely recomm... (more)"

2. Eva

Enthusiastic/responsible dog lover

Somerville, MA, 02143

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Eva was great and has a lovely demeanor. Totally reliable and my dog seemed to enjoy himself. (more)"

3. Hillary

I LOVE animals and caring for them!

Medford, MA, 02155

Dog Boarding, House Sitting, Doggy Day Care

"Hillary and Chris were incredible caretakers of our four month-old puppy. We thought a dog daycare might be a bit much for him for the whole day, so decided ... (more)"

4. Walter

A Dog's Place is in the Home

North Cambridge, Cambridge, MA, 02140

Dog Boarding, Doggy Day Care

35 repeat clients

"Once again, Walter was wonderful! We needed Abe out of the house for the day and Walter and Vinnie took great care of him. We even got photos during his sho... (more)"

5. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

32 repeat clients

"As Long as I have known Lissette, she has been involved with the lives of our little and best doggie friends. She currently shares her forever home and with ... (more)"

6. Sung Jae

Central Square couple next to park

Cambridgeport, Cambridge, MA, 02139

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

2 repeat clients

"Sung Jae was wonderful with Woodrow. We booked with them last minute and they were very accommodating for drop off and pick up time. I received regular pictu... (more)"

7. Cheryl

Lets Doggie Party!

Burlington, MA, 01803

Dog Boarding, Doggy Day Care

22 repeat clients

"Cheryl is amazing! My husband and I have been looking for a new day care option for our 14 month old Boglen Terrier. He's our baby! So we wanted someone w... (more)"

8. Julie

Cuddles, playtime, fun and naps

Woburn, MA, 01801

Dog Boarding, Doggy Day Care

8 repeat clients

"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)"

9. Kelly

Safe and Fun for your furry one!

Melrose, MA, 02176

Dog Boarding, Doggy Day Care

7 repeat clients

"Kelly was so easy to work with. I was looking for a daycare to take my pup while I spent the day moving from one apartment to another. Kelly was super unders... (more)"

10. Nicholas

Dog lover to the core.

Malden, MA, 02148

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

3 repeat clients

"Loved to see our puppy well rested and enjoying his day with Nicholas. We haven't gotten around to having him look after our puppy again but hopefully we wil... (more)"

11. Sophie

I spoil your dog like my own!

Reading , MA, 01867

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

38 repeat clients

About: Hi! I previously worked as a veterinary technician for over 2 years, and I have several years of experience with dog walking and pet sitting. I'm c... (more)

12. Stacey

Barking Hearts & Joyful Tails

North Cambridge, Cambridge, MA, 02140

Dog Boarding, House Sitting, Doggy Day Care

1 repeat client

"Stacey was great with our 2year old pup. She was attentive, caring and appropriately smitten. (more)"

13. Nicole

A Dog Lover & Rescuer Who Is Fun

Burlington, MA, 01803

Dog Boarding, House Sitting, Doggy Day Care

7 repeat clients

"Nicole was great! She was patient with my worried mom routine, and clearly attentive to my 10 month old pup! She made sure her dog got along with mine and ... (more)"

14. Jess

There's nothing better than a dog!

Somerville, MA, 02145

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

"Jess is so great with my two huskies! They have a lot of energy but she keeps up with them so well. I'm so lucky I found her!! (more)"

15. Sophia

Pet lover & aspiring veterinarian

Belmont, MA, 02478

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

1 repeat client

"Sophia did an amazing job watching my golden doodle, Henley! I received updates that he was doing great during his day there were lots of adorable photos pro... (more)"

16. Joann

Loving caring patient and generous

Medford , MA, 02155

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

1 repeat client

About: You can ask my best friend how Well I took care of her dog. She was a beagle with some health issues , we all loved her and she loved us. Unfortun... (more)

17. Bryna

Kind, Caring, Loves Walks

Malden, MA, 02148

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

1 repeat client

"Bryna adores dogs and they respond immediately to her passion. She's lived with and cared for dogs most of her life, and provides exceptional and skilled ca... (more)"

18. Beth

Full-Time Dog Lover!

Arlington, MA, 02476

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

5 repeat clients

"Beth is smart conscientious, reliable, and loves animals. She's taken care of our pets (dog and cat) many times and they've loved her! We highly recommend he... (more)"

19. Jennifer

Dog Walking Done Right

malden, MA, 02148

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

1 repeat client

"I highly reccomend Jennifer. She is amazing with dogs and very confidate around them. Her knowledge of breeds is pretty impressive as well. She has a couple ... (more)"

20. Andrew

I Know How Dogs Think :)

Somerville, MA, 02144

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

"Andrew has been nothing but spectacular in the care of his dog Luna. Luna is a well trained pooch who benefits from Andrew's love and affection. Andrew has a... (more)"

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Dog owners love Winchester sitters listing doggy day care on Rover. 28 owners have reviewed dog sitters in Winchester, MA, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Winchester? Become a pet sitter or dog walker on Rover.

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.