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

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)"

Confirmed Thanksgiving Availability
2. Ceci

I'll take good care of your puppy!

Arlington, MA, 02476

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

"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)"

3. Meghan

Love/attention galore for your dog

Somerville, MA, 02145

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

7 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

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 Thanksgiving Availability
5. 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)"

6. Andrea

Home Full Time!

Everett, MA, 02149

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

6 repeat clients

About: After we lost our dogs in January, my family decided that life is just simply better having pups around, so we decided to become sitters! We’re alw... (more)

Available this weekend
7. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

49 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)"

8. 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)"

9. Tim

Home full time, dogs are my life!

Medford, MA, 02155

Dog Boarding, Drop-In Visits, Doggy Day Care

About: Howdy! I'm a huge dog person...my friends have even called me a "dog whisperer." I'm retired, so home full time. Just spending time with dogs is al... (more)

Available this weekend
10. Jiyi

Run with your dog, born dog lover!

malden, MA, 02148

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

3 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)"

11. 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)"

Available this weekend
12. Casey

WFH Mondays & love hanging w dogs

Somerville, MA, 02144

Dog Boarding, Doggy Day Care, Dog Walking

"Casey is a true animal lover with an soft spot dogs. She grew up with a wide variety of dogs, usually two at a time. She has done tons of pet sitting in the ... (more)"

13. 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)"

14. 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)"

15. Brenda

Davis Sq loving home for your dog.

Somerville, MA, 02144

Dog Boarding, Drop-In Visits, Doggy Day Care

29 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. Walter

A Dog's Place is in the Home

North Cambridge, Cambridge, MA, 02140

Dog Boarding, Doggy Day Care

46 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)"

Confirmed Thanksgiving Availability
17. 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)

18. Gregory

Lifelong Dog Owner & Lover

Medford, MA, 02155

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

"I hired Greg to walk my Golden Retriever, and he has been fantastic! He's always so professional and kind and my dog seems to love him! Greg is the best dog ... (more)"

19. 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 the consummate dog person and would be a great caregiver for anyone's dog. He loves dogs, and it shows in how he has taken care of his own dog and o... (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

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

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.