Doggy Day Care in Winchester

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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1. Rachel

Dog Lover - Works from Home

East Cambridge, Cambridge, MA, 02142

Dog Boarding, Doggy Day Care

"Rachel was amazing! Our dog is super shy, but she helped him feel comfortable and at home! She sent lots of photos/updates throughout the day. Will definitel... (more)"

2. Erica

Flexible Schedule to care for pets

Medford, MA, 02155

Dog Boarding, 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)"

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3. Ariel

Dog sitter and avid animal lover!

Somerville, MA, 02145

House Sitting, Drop-In Visits, Doggy Day Care

"Ariel is phenomenal with our two large dogs. She does both pet sitting and check-ins. I am getting worried that our pups love Ariel more than us... A good pr... (more)"

4. Jillian

Supervised and Engaging play!

Somerville, MA, 02143

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

"Masa spent the day Jillian and Barley and she had a wonderful time again! Masa got to play at the park, with other doggies, and was all tired out at the end... (more)"

5. Shaina

Home all the time and fenced yard

Wakefield, MA, 01880

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

"Shaina is a very responsible and reliable caregiver for animals. Shaina loves dogs and cats and takes great care of her own pets. She is a natural with all ... (more)"

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6. Brittany

Work from home, dog lover!

Medford, MA, 02155

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

"Brittany was absolutely wonderful with our new puppy. She took the time to meet up with us beforehand to meet him and was incredibly flexible with an early d... (more)"

Confirmed availability
Christmas and New Year
7. Luciana

Flexible Full-Time Family Care

Melrose, MA, 02176

Dog Boarding, Doggy Day Care

"Luciana does an excellent job caring for my puppy! My Maltese puppy is very young and needy and I was worried about leaving her behind all day. With Luciana,... (more)"

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8. Kelly

SAHM who LOVES doggies & kitties

Arlington, MA, 02476

House Sitting, Drop-In Visits, Doggy Day Care

"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)"

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)"

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10. Cheryl

Lets Doggie Party!

Burlington, MA, 01803

Dog Boarding, Doggy Day Care, Dog Walking

"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)"

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11. Candice

Love to teach old dogs new tricks

Somerville, MA, 02144

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

"Amazing!! Candice was extremely helpful/flexible with drop off and pick up timing, and we completely comfortable in the care provided. Copper had a great tim... (more)"

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12. 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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13. Samantha

Dog Lover Working @ Home - Lg Yard

Woburn, MA, 01801

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

"Sam is an incredible person who has a lot of experience owning and pet sitting dogs. She is a loving dog-mom to her wonderful dog Suki and provides a calm, f... (more)"

Confirmed availability
Christmas and New Year
14. Genta

Home full time - A Fuzzy Vacation

Stoneham, MA, 02180

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

"Genta was just the best. She was our first experience on Rover for our 10 week old pup Lilly and we couldn’t have asked for better. She is kind accommodating... (more)"

Confirmed availability
Christmas and New Year
15. 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)

Confirmed availability
Christmas and New Year
16. Jackie

Active couple, love the outdoors!

Melrose, MA, 02176

Dog Boarding, House Sitting, Doggy Day Care

"I have seldom met anyone with as much love in her heart for dogs, as Jackie. She owns an Irish Terrier, which she cherishes, and treats like a child. Her con... (more)"

17. 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)

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18. 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)"

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19. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

"Little Bandit felt right at home at Lissette's! I received adorable photo updates of him throughout the day, and could tell he felt right at home in her hous... (more)"

20. Katie Mae

Home full time, fenced in yard !

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.