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. Erin

Fenced in yard! Stay at home mom!

Waltham, MA, 02453

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

14 repeat clients

About: We have a large fenced in back yard perfect for your dog to play fetch or play with our dog Buster! We have a toddler and 4 year old son so it's im... (more)

2. Sofia

City-sleeping and trail-hiking!

Somerville, MA, 02143

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

14 repeat clients

"Sophia was very accommodating for our last minute request. Stella had an awesome day! She came home happy and tired from her adventures. We loved getting ... (more)"

3. Sarah

The Puppy Playhouse

Medford, MA, 02155

Dog Boarding, Doggy Day Care, Dog Walking

25 repeat clients

About: I've worked with animals my whole life. I worked on a farm for years, so I've had my share of critters big and small, good and bad. I'll be happy t... (more)

Available this weekend
4. Genta

A Fuzzy Vacation

Malden, MA, 02148

Dog Boarding, Doggy Day Care

7 repeat clients

About: Hi, my name is Genta! I'm a young professional and a huge animal lover. I grew up with cats and surrounded by both cats and dogs. I shared a pit bu... (more)

5. Caren

Great dog care in a family setting

Malden, MA, 02148

Dog Boarding, Doggy Day Care, Dog Walking

10 repeat clients

"I could tell by how my Angel was acting when I picked her up from Caren's that she had a good time and felt comfortable and safe with Caren and her family. ... (more)"

6. 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)"

7. Cheryl

Lets Doggie Party!

Burlington, MA, 01803

Dog Boarding, Doggy Day Care, Dog Walking

26 repeat clients

"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)"

8. Julie

Cuddles, playtime, fun and naps

Woburn, MA, 01801

Dog Boarding, Doggy Day Care

10 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)"

9. Walter

A Dog's Place is in the Home

North Cambridge, Cambridge, MA, 02140

Dog Boarding, Doggy Day Care

42 repeat clients

"Bella seemed to be content at Walter's house. She especially likes Walter's pup, Vinnie. Walter's house is calm and clean and provides a nice environment f... (more)"

10. Mira

Doggydate:Eat, play, sleep, repeat!

Somerville, MA, 02144

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

"My yorkie is quite anxious and does not like many people. Mira has a way with dogs, particularly small dogs. She is reliable and trustworthy, there is no o... (more)"

11. 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)"

12. Stacey

Barking Hearts & Joyful Tails

North Cambridge, Cambridge, MA, 02140

Dog Boarding, House Sitting, Doggy Day Care

6 repeat clients

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

13. 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)"

14. Kelly

Safe and Fun for your furry one!

Melrose, MA, 02176

Dog Boarding, Doggy Day Care

8 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)"

15. Holly

Artist Loves Dogs

Somerville, MA, 02143

Dog Boarding, Drop-In Visits, Doggy Day Care

4 repeat clients

"Holly is such a well rounded and sweet person. She loves to help others and make the best out of any and every situation. Dogs are one of her passions and I ... (more)"

16. Sophie

I spoil your dog like my own!

Reading , MA, 01867

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

46 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)

17. Jarrett

Flexible Freelancer for Fur Friends

Somerville, MA, 02145

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

1 repeat client

"Four over three years I used Jarrett as a house sitter for my cats (before he moved to Boston from Maine). I could trust that he would tend to their needs w... (more)"

18. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

39 repeat clients

"Lissette and her family are wonderful! Loved the daily pictures. Will certainly re-book! (more)"

19. 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)

20. Michael

A dog loving family,

Woburn, MA, 01801

Dog Boarding, Doggy Day Care

"The Davis Family was wonderful with our energetic 9 month old puppy, Penny. Penny enjoyed their dog, Buckeye, tremendously and they had a great time romping ... (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.