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. Beth

Full-Time Dog Lover!

Arlington, MA, 02476

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

15 repeat clients

"Olaf had a blast with Beth at daycare! This is the first time we've used this kind of service and everything went smooth. My dog loves Beth and she was very ... (more)"

2. Sofia

City-sleeping and trail-hiking!

Somerville, MA, 02143

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

15 repeat clients

"Greta came home tired and happy after a day with Sofia. I got lots of updates throughout the day and it looked like she had a blast and was well cared for. (more)"

3. Sarah

The Puppy Playhouse

Medford, MA, 02155

Dog Boarding, Doggy Day Care, Dog Walking

28 repeat clients

"Sarah took excellent care of my young puppy! Communication was easy and she made sure my puppy had a fun day. She wanted to nap for the rest of the day after... (more)"

4. Meghan

Love/attention galore for your dog

Somerville, MA, 02145

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

"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. Genta

A Fuzzy Vacation

Malden, MA, 02148

Dog Boarding, Doggy Day Care

8 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)"

6. Dione

Big yard, I'll like long walks.

Everett, MA, 02149

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

"Super responsive and gave our dog lots of love and activities. He came back happy and tired. (more)"

7. Carmina

Everything You Need Under One Woof

North Cambridge, Cambridge, MA, 02140

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

1 repeat client

"Sassy had a great time with Carmina! Carmina and her pup Penny kept Sassy entertained the whole day. I got lots of photos from the dog park, romping around... (more)"

8. Carissa

Penny's Pals

Wakefield, MA, 01880

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

"Carissa pays extra attention and care to my pup! My Mila is diabetic, she tends to her needs, feeds her on a strict schedule and administers her medication ... (more)"

9. Stacey

Barking Hearts & Joyful Tails

North Cambridge, Cambridge, MA, 02140

Dog Boarding, House Sitting, Doggy Day Care

6 repeat clients

"Stacey was fantastic! We are thrilled to have found such a wonderful person who was genuinely happy to take care of our pup. Enrico came home exhausted but c... (more)"

10. 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)"

11. Mira

Doggydate:Eat, play, sleep, repeat!

Somerville, MA, 02144

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

"Mira is a wonderful dog caregiver! She dog sits and walks my puppy Max and she always takes great care of him and he literally jumps for joy when she comes o... (more)"

12. Christopher

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

Somerville, MA, 02145

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

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)

13. Walter

A Dog's Place is in the Home

North Cambridge, Cambridge, MA, 02140

Dog Boarding, Doggy Day Care

45 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)"

14. Kelly

Safe and Fun for your furry one!

Melrose, MA, 02176

Dog Boarding, Doggy Day Care

9 repeat clients

"My husband and I would highly recommend Kelly to be your pup's next sitter! We were anxious and nervous to leave our 9 month old puppy Kona with someone we d... (more)"

15. Cheryl

Lets Doggie Party!

Burlington, MA, 01803

Dog Boarding, Doggy Day Care, Dog Walking

26 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)"

16. Catherine

Playtime with My Border Collie

Cambridge Highlands, Cambridge, MA, 02138

Dog Boarding, Doggy Day Care

1 repeat client

"I've seen Catherine around a lot of dogs, and she's always the first to make sure they're cared for, exercised, and entertained. She's had dogs of her own he... (more)"

17. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

43 repeat clients

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

18. 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)"

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. Rebecca

Peace of mind pet sitting

Medford, MA, 02155

Dog Boarding, Drop-In Visits, Doggy Day Care

About: Your dog will enjoy attention, exercise, and attentive care from our family. I work from home during the day so frequent potty breaks and exercise ... (more)

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Learn About Premier

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.