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. Jillian

Supervised and Engaging play!

Somerville, MA, 02143

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

"Jillian was awesome with my puppy while I was at work! She is my go to when I need someone to watch my dog during the day. Her dog Barley is a sweetheart as ... (more)"

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2. Erica

Flexible Schedule to care for pets

Medford, MA, 02155

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

"Erica is wonderful! She takes such wonderful care of Percy, and her dog, Tikki, is so sweet and lovable. It gives us such peace of mind to leave Percy somewh... (more)"

Confirmed availability
President's Day
3. Elisabeth & Milon

Dog-loving couple at your service!

Somerville, MA, 02145

Doggy Day Care

"Elisabeth and Milton were so great with our dog Arson. He has some separation anxiety and they did an amazing job keeping him happy. They sent us updates/pic... (more)"

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4. Candice

Love to teach old dogs new tricks

Somerville, MA, 02144

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

"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)"

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5. Carissa

Penny's Pals

Wakefield, MA, 01880

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

"Amazing! Carissa was wonderful with Milo and really helpful to watch him for a few hours while I had a prior plan in place. Really appreciate your help and w... (more)"

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6. Sarah

any dog any age I’ll make their day

Malden, MA, 02148

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

About: I love dogs so much my niece (Who is a dog) is my bestfreind we go on so many advantures and I would love to start doing it more with other breads ... (more)

Confirmed availability
President's Day
7. Kelly

SAHM who LOVES doggies & kitties

Arlington, MA, 02476

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

"Kelly is a dear friend of many years. She is a fun and caring person who loves animals and people as much as anyone I've met. (more)"

Confirmed availability
President's Day
8. Genta

Home full time - A Fuzzy Vacation

Stoneham, MA, 02180

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

"Genta is wonderful! Smarty was so happy when we picked him up. We could tell that he was given lots of attention and love while we were away. She's very resp... (more)"

Confirmed availability
This weekend
9. Brianna

home full time

stoneham, MA, 02180

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

"Brianna was so great with my puppy! She was flexible about the times I dropped off / picked up, and always took great care of my puppy. Bonus points, she h... (more)"

10. Annie

Im a college student who loves dogs

Malden, MA, 02148

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

"I have known Annie for a few years now, and she is one of the most caring people I know, especially when it comes to dogs. As a college student, she is very ... (more)"

11. Cheryl

Lets Doggie Party!

Burlington, MA, 01803

Dog Boarding, Doggy Day Care, Dog Walking

"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)"

12. Kelly

I love making dogs happy!

Stoneham, MA, 02180

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

About: I have extensive experience as a dog sitter, boarder and walker. I've also worked as a full time kennel attendant at an animal hospital. Nothing ma... (more)

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13. Hannah

Care and fun hikes for your dog!

Stoneham, MA, 02180

Dog Boarding, House Sitting, Doggy Day Care

About: I’m a musician,violin teacher, pet sitter and dog walker. I love and respect all animals. I grew up with pets my whole life, at some point I had 8 ... (more)

Confirmed availability
President's Day
14. Tiffany

Large fenced yard- home full time

Medford, MA, 02155

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

"Great experience I had with Tiffany! I asked her to walk my dog, take to a play group, and check in! She instantly made friends my dog Belle and I definitely... (more)"

Confirmed availability
President's Day
15. Amanda

Your dog will have a blast!

Somerville, MA, 02144

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

About: I will genuinely love to walk and play with your dog. For me it will be a nice job but more importantly it'll be therapeutic as well. I was in the ... (more)

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16. Debra

I am home full time. Fenced yard

Stoneham, MA, 02180

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

"Back before Berkley passed on, Debra cared for him for several years. Depending on my work schedule, she visited various times a week. When I had my accident... (more)"

Confirmed availability
President's Day
17. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

"First stay ever using Rover and it couldn’t have gone better ! Thank you for everything Lissette. She sent pictures all day, and assured me when I left my do... (more)"

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18. Aly

All animals are welcomed

Medford`, MA, 02155

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

About: Growing up my parents never let me have a pet and unfortunately because of college I don't have time to get one, so pet sitting has been the only w... (more)

Confirmed availability
This weekend
19. Kate

Large Fenced Yard + Playful Pug

Medford, MA, 02155

Dog Boarding, Doggy Day Care

"Kaitlin is a loving, caring dog owner. She has taken care of dogs of all breeds - from Boston Terriers and Pugs to Pitbulls - always making them feel loved. (more)"

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20. Katie Mae

Fenced Yard, Pro Pup Snuggler

Winchester, MA, 01890

Dog Boarding, House Sitting, Doggy Day Care

"Nucky had so much fun. :D (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.