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. Andrew

I Know How Dogs Think

Somerville, MA, 02144

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

1 repeat client

About: I have always had dogs in my life, but a new fire has been rekindled inside me after adopting my dog Luna. Being able to spend every minute with he... (more)

2. Haichi

Dog Lover Who Works From Home!

Brookline, MA, 02446

Dog Boarding, Doggy Day Care

15 repeat clients

"SO glad I found Haichi! I had a last minute key situation and needed to find someone for the next day who could bring my dog into their home while I was at w... (more)"

3. Eva

Enthusiastic/responsible dog lover

Somerville, MA, 02143

Dog Boarding, Doggy Day Care, Dog Walking

3 repeat clients

"Eva was great and has a lovely demeanor. Totally reliable and my dog seemed to enjoy himself. (more)"

Confirmed Easter Weekend Availability
4. Walter

A Dog's Place is in the Home

North Cambridge, Cambridge, MA, 02140

Dog Boarding, Doggy Day Care

38 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)"

5. Sung Jae

Central Square couple next to park

Cambridgeport, Cambridge, MA, 02139

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

2 repeat clients

"Sung Jae was wonderful with Woodrow. We booked with them last minute and they were very accommodating for drop off and pick up time. I received regular pictu... (more)"

6. Danielle

Your dog can come to work with me!

Wakefield, MA, 01880

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

2 repeat clients

"Coco had a fun time. Thank you! (more)"

7. Francesca

Young, enthusiastic, and love dogs!

North Cambridge, Cambridge, MA, 02140

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

"Francesca's love and care for dogs extends throughout her lifetime, when she had a chihuahua in her childhood and most recently a Great Dane/Weimaraner mix n... (more)"

8. Julie

Cuddles, playtime, fun and naps

Woburn, MA, 01801

Dog Boarding, Doggy Day Care

8 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. Cheryl

Lets Doggie Party!

Burlington, MA, 01803

Dog Boarding, Doggy Day Care, Dog Walking

26 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)"

10. Caren

Great dog care in a family setting

Malden, MA, 02148

Dog Boarding, Doggy Day Care, Dog Walking

8 repeat clients

"Caren and family were amazing to work with and did such a great job caring for my dog, Henley! She provided lots of photos throughout the day so I knew he wa... (more)"

11. Kelly

Safe and Fun for your furry one!

Melrose, MA, 02176

Dog Boarding, Doggy Day Care

8 repeat clients

"Kelly was great with Lilly! She updated me throughout the day with pictures to let me know how she was doing. I will definitely book with her again. (more)"

12. 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)"

Confirmed Easter Weekend Availability
13. Sophie

I spoil your dog like my own!

Reading , MA, 01867

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

39 repeat clients

About: Hi! I previously worked as a veterinary technician for over 2 years, and I have several years of experience with dog walking and pet sitting. I'm c... (more)

14. Nicole

A Dog Lover & Rescuer Who Is Fun

Burlington, MA, 01803

Dog Boarding, House Sitting, Doggy Day Care

7 repeat clients

"Nicole was great! She was patient with my worried mom routine, and clearly attentive to my 10 month old pup! She made sure her dog got along with mine and ... (more)"

15. Stacey

Barking Hearts & Joyful Tails

North Cambridge, Cambridge, MA, 02140

Dog Boarding, House Sitting, Doggy Day Care

1 repeat client

"Stacey was great with our 2year old pup. She was attentive, caring and appropriately smitten. (more)"

16. Sophia

Pet lover & aspiring veterinarian

Belmont, MA, 02478

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

2 repeat clients

"Sophia did an amazing job watching my golden doodle, Henley! I received updates that he was doing great during his day there were lots of adorable photos pro... (more)"

17. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

35 repeat clients

"As Long as I have known Lissette, she has been involved with the lives of our little and best doggie friends. She currently shares her forever home and with ... (more)"

18. 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)

19. Tarah

Experienced and energetic dog lover

Arlington, MA, 02476

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

"Tarah has been a dog walker for me for quite a long time. She has and continues to care for my chihuahua min pin mix Nina. Tarah spoils and cares for Nina wh... (more)"

20. Jennifer

Dog Walking Done Right

malden, MA, 02148

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

1 repeat client

"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)"

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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.