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. 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)"

2. 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

"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)"

Confirmed President's Day Availability
3. Jiyi

Run with your dog, born dog lover!

malden, MA, 02148

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

4 repeat clients

"Took great care of my pup. Was friendly, communicative and her puppy Cumin was super cute and got along with my dog. I would definitely book again. (more)"

Confirmed President's Day Availability
4. David

Dog Lovers with Fenced In Yard

Riverside, Cambridge, MA, 02139

Dog Boarding, Doggy Day Care

1 repeat client

"Kali had a great time at Dog Day care. Pictures showed she made herself right at home. Booking was easy, flexible and responsive. David even kept her a lit... (more)"

Confirmed President's Day Availability
5. Steven

Fun Loving Dog Lover

malden, MA, 02148

Dog Boarding, House Sitting, Doggy Day Care

4 repeat clients

"Steven came through in a pinch for a fairly short notice evening doggy day care while I was in a double-header college class. Patches was very comfortable w... (more)"

6. Sara

Experienced & Loving Enthusiast!

Stoneham, MA, 02180

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

1 repeat client

"Sara was exceptional. She was very accommodating to some of our schedule requirements and she treated copper amazing. He didn’t want to leave even after I ar... (more)"

7. 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)"

Confirmed President's Day Availability
8. Carmina

Everything You Need Under One Woof

North Cambridge, Cambridge, MA, 02140

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

3 repeat clients

"Carmina takes excellent care of Sassy! Lots of updates and in every photo she looks super happy. I will definitely use Carmina for future dog boarding needs. (more)"

9. Brianna

home full time

stoneham, MA, 02180

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

About: since i was 8 years old i had a dog. my grandmother has mutiple dogs. i love animals in general but dogs are my favorite. I do not have a dog right... (more)

Confirmed President's Day Availability
10. Genta

Home full time - A Fuzzy Vacation

Malden, MA, 02148

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

21 repeat clients

"Genta did a great job looking after my large, energetic dog during the day. He came home tired and was always excited to see her in the morning. I'll definit... (more)"

Confirmed President's Day Availability
11. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

53 repeat clients

"It was Leica's first time at a Daycare, and as new pet parents we were apprehensive. Lisette was very professional, patient and understanding; very helpful w... (more)"

12. Brendan

Very experienced and responsible!

Melrose, MA, 02176

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

1 repeat client

"Brendan and his wife have been awesome with my pup. They work around my crazy busy schedule and my dog always comes home happy and tired. Highly recommend! (more)"

13. Casey

Will Take Your Dog to the Fells!

Malden, MA, 02148

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

"Casey is an avid dog lover and enjoys being in their company. I own two senior mini schnauzers (ranging from 16-19 lbs) that require at times, significant a... (more)"

14. Ceci

I'll take good care of your puppy!

Arlington, MA, 02476

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

4 repeat clients

"Zara had a great day with Ceci, came back tired and relaxed, I would definitely go to Ceci again! (more)"

Confirmed President's Day Availability
15. Brenda

Davis Sq loving home for your dog.

Somerville, MA, 02144

Dog Boarding, Drop-In Visits, Doggy Day Care

30 repeat clients

"Brenda was awesome! My pup has a ton of separation anxiety and within an hour I had a picture from Brenda where he looked calm, relaxed, playing with toys on... (more)"

16. 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)"

17. Sarah

The Puppy Playhouse

Medford, MA, 02155

Dog Boarding, Doggy Day Care, Dog Walking

36 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)"

18. Cheryl

Lets Doggie Party!

Burlington, MA, 01803

Dog Boarding, Doggy Day Care, Dog Walking

32 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)"

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)

Confirmed President's Day Availability
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.