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

11 repeat clients

"Haichi is great! First and foremost, he's quick to respond to any inquiry (available or not) which is so helpful in the moment. He's also quick to be upfront... (more)"

2. Walter

A Dog's Place is in the Home

North Cambridge, Cambridge, MA, 02140

Dog Boarding, Doggy Day Care

34 repeat clients

"Walter provided excellent care to my 3.5 month old puppy. He was responsive to all my questions and agreed to have (and assemble!) a puppy play pen in his li... (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. Samantha

Your Dog's New Best Friend

Everett, MA, 02149

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

3 repeat clients

"Sam was fantastic with our crazy baby snow. She was very patient with him. She sent photos multiple times each day, provided snow All the things he needed to... (more)"

5. Julie

Cuddles, playtime, fun and naps

Woburn, MA, 01801

Dog Boarding, Doggy Day Care

7 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)"

6. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

30 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)"

7. Jocelyn

Outgoing and very active dog-lover!

Wellington-Harrington, Cambridge, MA, 02141

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

1 repeat client

"Jocelyn is a special type of pet-sitter; she enjoys playing as much as the pup! She is fun-loving but doesn't shy away from responsibility, which is made evi... (more)"

8. Cheryl

Lets Doggie Party!

Burlington, MA, 01803

Dog Boarding, Doggy Day Care

21 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)"

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. 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)"

12. Jessica

Dog Mom Who Works From Home!

Malden, MA, 02148

Dog Boarding, Doggy Day Care

"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)"

13. 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)"

14. Sophie

It's a Ruff Life!

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)

15. 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)

16. Aline

Dog-loving student by Davis Square!

Medford, MA, 02155

Dog Boarding, Doggy Day Care, Dog Walking

"Aline has grown up with a dog at her parents home and is one of the most caring, responsible people I know. She has dog sat in the past for friends and has ... (more)"

17. 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)"

18. Beth

Full-Time Dog Lover!

Arlington, MA, 02476

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

"When I got my puppy I was struggling to find someone reliable to let him out while I was at work all day. After I hired Beth I didn't have to worry about tha... (more)"

19. 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)

20. 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)

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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.