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. Candice

Love to teach old dogs new tricks

Somerville, MA, 02144

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

18 repeat clients

"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)"

Confirmed New Years Availability
2. Brenna

I'll match your dog's energy level!

Mid-Cambridge, Cambridge, MA, 02139

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

"I felt very comfortable leaving our dog Muffin with Brenna last summer when we went away on vacation. Brenna is super sweet and is very caring with animals! ... (more)"

Confirmed New Years Availability
3. Meghan

Love/attention galore for your dog

Somerville, MA, 02145

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

8 repeat clients

"Meghan was absolutely wonderful with our very timid and scared rescue dog. She was so patient and intuitive to his needs. Additionally, she was also incredib... (more)"

4. Genta

Home full time - A Fuzzy Vacation

Malden, MA, 02148

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

20 repeat clients

"Genta did a great job with our big dog, Greta. Our dog came home tired and happy and Genta was great at keeping us updated. Will definitely book again. (more)"

5. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

51 repeat clients

"Molly has had doggy daycare with Lissette twice now and Molly is doing great. Lissette has been excellent with Molly and been very welcoming. Molly and I b... (more)"

6. STEFAN

We really love dogs .

BELMONT, MA, 02478

Dog Boarding, Doggy Day Care

45 repeat clients

"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)"

7. Cheryl

Lets Doggie Party!

Burlington, MA, 01803

Dog Boarding, Doggy Day Care, Dog Walking

32 repeat clients

"Max came home very tired today. Her fenced back yard is the best! Max could come in and out through the dog gate. Cheryl sent me pictures throughout the day ... (more)"

8. Miriam

I'll make sure your dog is happy!(:

North Cambridge, CAMBRIDGE, MA, 02140

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

1 repeat client

"Miriam watched my puppy for over a month. I am so grateful to have left my puppy with her. Before I left my puppy with Miriam she was biting us all the time ... (more)"

9. Katie Mae

Home full time, fenced in yard !

Winchester, MA, 01890

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

2 repeat clients

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

10. Hannah

Care and fun hikes for your dog!

Stoneham, MA, 02180

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

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)

11. Julie

Cuddles, playtime, fun and naps

Woburn, MA, 01801

Dog Boarding, Doggy Day Care

19 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)"

12. Ceci

I'll take good care of your puppy!

Arlington, MA, 02476

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

2 repeat clients

"Ziggy had a great time with Cecilia! He was worn out when we picked him up and napped for a few hours which is a great sign with a 9 month old puppy! (more)"

13. Sara

Playful, Nurturing, Pet Lover

somerville, MA, 02144

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

5 repeat clients

"Sara watched Olive for a week over Thanksgiving last year. I was immediately impressed with Sara's responsible, professional, and friendly disposition. And, ... (more)"

14. Alex

Your pets best friend!!

Medford, MA, 02155

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

"Alex is a wonderful and caring care giver to all animals. He is kind and patient. His heart lets animals of all kinds feel comfortable. He has taken care o... (more)"

15. Jennifer

Dog Walking Done Right

malden, MA, 02148

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

2 repeat clients

"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)"

16. Luciana

Flexible Full-Time Care

Melrose, MA, 02176

Dog Boarding, Doggy Day Care

1 repeat client

"I’ve known Luciana for 15 years and she’s always been a dog-lover. I grew up with dogs and Luciana had always been my parents “go-to” dogsitter for their Tib... (more)"

Confirmed Holiday Availability
17. Steven

Fun Loving Dog Lover

malden, MA, 02148

Dog Boarding, House Sitting, Doggy Day Care

3 repeat clients

"Patches had another great stay. Steven took her to the local park and pond and she was happily watching the ducks. Great photo of her outing! :) Patches i... (more)"

18. Jaden

Home full-time - dog park nearby

Somerville, MA, 02144

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

2 repeat clients

"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)"

19. Sara

Experienced & Loving Enthusiast!

Stoneham, MA, 02180

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

1 repeat client

"She is great and loves dogs! I swear she is an animal whisperer! I've never seen my boy Paulie greet anyone so unabashedly and excited! She could see his an... (more)"

20. Tracey

Snuggles with a side of adventure!

Woburn, MA, 01801

Dog Boarding, Doggy Day Care

About: We are an active family with lots of experience with all different kinds of dogs, all sizes and varying energy levels. We have fostered for Big Fl... (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.