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. Dione

Big yard, I'll like long walks.

Everett, MA, 02149

Doggy Day Care, Dog Walking

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

2. Meghan

Love/attention galore for your dog

Somerville, MA, 02145

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

3 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)"

3. Carissa

Penny's Pals

Wakefield, MA, 01880

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

2 repeat clients

"We chose Carissa to care for our precious Lindsey on a recent trip to Wakefield MA. We were more than pleased with Lindsey's care, the multiple updates and t... (more)"

4. Lissette

Pleasant Pup Inn

Malden, MA, 02148

Dog Boarding, Doggy Day Care

46 repeat clients

"It was Leica's first time at a Daycare, and as new pet parents we were apprehensive. Lisette was very professional, patient and understanding; very helpful w... (more)"

5. Candice

Love to teach old dogs new tricks

Somerville, MA, 02144

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

11 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)"

6. Monica

Attentive Full-Time dog lover

Wellington-Harrington, Cambridge, MA, 02139

Dog Boarding, House Sitting, Doggy Day Care

"Monica did a fabulous job taking care of our daisy, who loved hanging out with her for the day! Will definitely use again! (more)"

Available this weekend
7. Shreyas

4th of July Pup Paradise

Belmont, MA, 02478

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

About: I am a prospective medical school student. I've studied undergrad in England and Brandeis. Currently, I am home full time doing my applications, th... (more)

8. 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)"

9. Beth

Full-Time Dog Lover!

Arlington, MA, 02476

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

17 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)"

Available this weekend
10. Cassandra

Tons of love! Active walker/sitter

North Cambridge, cambridge, MA, 02140

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

About: Hello all, I work from home and am available full time to walk and/or check in on your pets! I have had pets and dog experience since I was a chil... (more)

11. Sofia

City-sleeping and trail-hiking!

Somerville, MA, 02143

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

25 repeat clients

"Copper had a great time with Sofia and her dog Bandit! He played in her fenced in backyard and went for walks, copper seemed to have such a fun day! (more)"

12. Brittany

Full-Time Pet Sitter Enthusiast

Somerville, MA, 02145

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

3 repeat clients

"Brittany is great! She takes excellent care of my baby and makes sure he gets plenty of exercise and has fun. I always get a report card with lots of picture... (more)"

13. Christopher

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

Somerville, MA, 02145

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

1 repeat client

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)

14. Stacey

Barking Hearts & Joyful Tails

North Cambridge, Cambridge, MA, 02140

Dog Boarding, House Sitting, Doggy Day Care

6 repeat clients

"Stacey is terrific! She has boarded my dog, Dannie, multiple times and is by far the best Doggie Vacay host I’ve encountered. I highly recommend her! (more)"

15. Julie

Cuddles, playtime, fun and naps

Woburn, MA, 01801

Dog Boarding, Doggy Day Care

13 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)"

16. Genta

A Fuzzy Vacation

Malden, MA, 02148

Dog Boarding, Doggy Day Care

10 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)"

17. 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)"

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. Kelly

Safe and Fun for your furry one!

Melrose, MA, 02176

Dog Boarding, Doggy Day Care

9 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)"

20. Sara

Playful, Nurturing, Pet Lover

somerville, MA, 02144

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

2 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)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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.