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

10 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. Walter

A Dog's Place is in the Home

North Cambridge, Cambridge, MA, 02140

Dog Boarding, Doggy Day Care

31 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)"

3. Sophia

Animal lover & future 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)"

4. Kimberli

Above and beyond the call of doody!

Watertown, MA, 02472

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

2 repeat clients

"Kimberli and Avi are great. They are very relaxed, yet professional and understand how dogs play together. I felt good about knowing my puppy would come ho... (more)"

5. Cheryl

Lets Doggie Party!

Burlington, MA, 01803

Dog Boarding, Doggy Day Care

16 repeat clients

"Cheryl's home was the perfect place for my Dachshund, Maddie, to spend the day! Maddie is rather unpredictable when it comes to being surrounded by other dog... (more)"

6. 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)"

7. Julie

Cuddles, playtime, fun and naps

Woburn, MA, 01801

Dog Boarding, Doggy Day Care

4 repeat clients

"So easy and convenient! Julie was great and Panda seemed very happy when I picked her up. She slept great that night too! Thank you so much for taking care o... (more)"

8. Kelly

Safe and Fun for your furry one!

Melrose, MA, 02176

Dog Boarding, Doggy Day Care

6 repeat clients

"Kelly was a trustworthy and very kind sitter for Lucy ..after Lucy Had a tumor removed off her back I was nervous to leave her home alone. Kelly sat with her... (more)"

9. Alisa

Dog lover, friend, and admirer

Somerville , MA, 02144

Dog Boarding, Drop-In Visits, Doggy Day Care

1 repeat client

About: I have had dogs my whole life. My dad is a small animal vet so I grew up surrounded by dogs, visiting the clinic and I'm a master dog walker! Righ... (more)

10. Sharon

I Pet Random Dogs on the Street!

Medford, MA, 02155

Dog Boarding, Doggy Day Care

"To Whom It May Concern, Sharon has been our dog sitter for over two years. She has taken great care of our dog Bauer. We have been able to go away for m... (more)"

11. Cam

We are dog lovers who work at home

Reading, MA, 01867

Dog Boarding, Doggy Day Care

1 repeat client

"Super friendly people that took great care of my dog Zsa Zsa. I got photos of her playing in the yard and relaxing inside throughout the day. I will definite... (more)"

12. Joann

Loving caring patient and generous

Medford , MA, 02155

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

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)

13. Sophie

It's a Ruff Life!

Reading , MA, 01867

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

36 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)

14. Jessica

Dog Mom Who Works From Home!

Malden, MA, 02148

Drop-In Visits, Doggy Day Care, Dog Walking

"Jessica is the epitome of a caring dog sitter. She understands the responsibilities that come hand in hand with caring for animals. Attentive and patient, sh... (more)"

15. Kiah

A very patient lover of all animals

Stoneham, MA, 02180

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

About: Hello, my name is Kiah and I am an animal loving student from Umass Amherst :) I have had my dog for 5 years now, so I am very used to caring for d... (more)

16. Bryna

Kind, Caring, Loves Walks

Malden, MA, 02148

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

1 repeat client

"Bryna is wonderfully caring and truly loves dogs, I struggle to think of anyone I'd be more comfortable with leaving in charge of my own pets. As a long tim... (more)"

17. Willian

Dog Trainer and now Dog sitter!

Medford, MA, 02155

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

About: Hello my name is Will. I've been dog training/walking/sitting for about 4 years now. I started off training my own dogs. I've had a total of 5 dogs... (more)

18. Benjamin

Your dogs vacation home

Arlington, MA, 02474

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

21 repeat clients

"Being new to the area, I was hesitant to leave my 1-year-old 90 pound puppy with a stranger, but after talking to Ben at the meet and greet, I was confident ... (more)"

19. Lauren

Broke grad student who loves dogs

Medford, MA, 02155

Drop-In Visits, Doggy Day Care, Dog Walking

About: My best friend calls me her dog because I have a zealous love for going for walks. I had a yellow lab for 12 wonderful years who shared my love for... (more)

20. Nicole

Can't imagine a life without dogs!

Winchester, MA, 01890

Drop-In Visits, Doggy Day Care, Dog Walking

About: I work from home and spend my day cuddling up with my dog while I work. I have taken in family member dogs and neighbors' dogs to add more snuggles... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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.