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. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

48 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)"

2. Candice

Love to teach old dogs new tricks

Somerville, MA, 02144

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

15 repeat clients

"Candice understands dogs better than anyone. Pepe was initially very timid and scared to stay with Candice because there were larger dogs also staying at her... (more)"

3. Sarah

The Puppy Playhouse

Medford, MA, 02155

Dog Boarding, Doggy Day Care, Dog Walking

32 repeat clients

"Sarah was a good pet sitter and an excellent communicator. Her responses were quick and she was very flexible with drop off/pick up time. Our anxious Westie ... (more)"

4. Meghan

Love/attention galore for your dog

Somerville, MA, 02145

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

5 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)"

5. Maria

Open Schedule + Loves Walks

Watertown, MA, 02472

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

6 repeat clients

"Maria was amazing! I had complete peace of mind knowing my Buddy was well-cared for while I was at work. She sent me so many great photos during the day to... (more)"

6. Dione

Big yard, I'll like long walks.

Everett, MA, 02149

Doggy Day Care, Dog Walking

"Draper LOVED his stay with Dione! She & her fiance were fabulous... very flexible, quick to reply, and sent great/frequent pics & updates. Dione was very acc... (more)"

7. Cheryl

Lets Doggie Party!

Burlington, MA, 01803

Dog Boarding, Doggy Day Care, Dog Walking

32 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

17 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. Walter

A Dog's Place is in the Home

North Cambridge, Cambridge, MA, 02140

Dog Boarding, Doggy Day Care

45 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)"

10. Elaina

From one animal lover to the next~

Waltham, MA, 02452

Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Lola Ioves visiting with Elaina and Ruby & Sapphire! (more)"

11. Christina

Home full-time, dog lover

Mid-Cambridge, Cambridge, MA, 02138

Dog Boarding, Doggy Day Care

1 repeat client

"Christina was awesome with Lola! She kept me updated on her day and sent photos. Lola got to play with some other dogs, which she loves to do, and came home ... (more)"

12. Sofia

City-sleeping and trail-hiking!

Somerville, MA, 02143

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

25 repeat clients

"Sofia was great for our pup! She was flexible, quick with responses, and sent lots of awesome photos. Our dog loved going to Sofia's house, was happy to go i... (more)"

13. Cassandra

Tons of love! Active walker/sitter

North Cambridge, cambridge, MA, 02140

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

"Oliver loved his first day with Cassandra! He came home exhausted (the sign of a good day)! (more)"

14. Ashley

black lab Zoey looking for a friend

somerville, MA, 02143

Dog Boarding, House Sitting, Doggy Day Care

1 repeat client

About: We have a year old black lab Zoey who loves all people, dogs, treats and trips to the dog park or walks around the neighborhood. My husband can wor... (more)

15. Meral

Your dog will be safe and happy

Medford, MA, 02155

Dog Boarding, Doggy Day Care, Dog Walking

About: I love all animals especially dogs and have been volunteering for years. I grow up with dogs. My husband had cats, and dogs for many years, and we ... (more)

16. Genta

Home full time - A Fuzzy Vacation

Malden, MA, 02148

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

14 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)"

17. Christopher

It's a dogs world: eat, play, love"

Somerville, MA, 02145

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

1 repeat client

About: My wife, Gail, and I are lifelong dog owners and lovers. Our 16 year old pug, Lily, passed on this winter, and we are looking forward to adding th... (more)

18. Tabitha

The pack survives, so join mine!

Somerville, MA, 02144

Dog Boarding, Doggy Day Care

"Tabitha has taken care of my dog Luna time and time again. Whenever I have long days at work or leave town Tabitha is the first person I reach out to in ord... (more)"

19. Katie Mae

Home full time, fenced in yard !

Winchester, MA, 01890

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

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

20. Sara

Playful, Nurturing, Pet Lover

somerville, MA, 02144

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

4 repeat clients

"I just moved to Boston from Ohio and I travel semi-frequently for work. Back in Ohio I have family who would watch my dogs while I was traveling. I have two ... (more)"

Experience exceptional service and a personalized match

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

Learn About Premier

With over 140,000 pet sitters and dog walkers on Rover.com, you can easily find a doggy day care near you.

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.