Doggy Day Care in Winthrop

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

1. Tori

RN &dog lover seeks to pamper pups!

East Cambridge, Cambridge, MA, 02141

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

8 repeat clients

"Tori was very easy to get in contact with, very quick to respond, and took great care of Thomas while I was at work. Thomas is typically anxious without peop... (more)"

2. Elizabeth

Home Full-Time; Love Full-Time

Chelsea, MA, 02150

Dog Boarding, Doggy Day Care

2 repeat clients

"My dog Buddy loved Elizabeth and Bear! She posted photos and gave me regular updates, and was very flexible about pick up and drop off times. Buddy will defi... (more)"

Confirmed Memorial day Availability
3. Jeffrey

Big Heart even bigger yard:)

Revere, MA, 02151

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

"Accommodating and caring! I had a last minute schedule change and he was able to watch my pup day of request. Jeff took Sully to the beach and played with hi... (more)"

Confirmed Memorial day Availability
4. Ada

We'll make fetch happen!

East Cambridge, Cambridge, MA, 02142

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

25 repeat clients

"Ada was wonderful! We needed some last-minute doggy day care for our dog, and Ada was quick to respond and very accommodating in terms of pick-up drop off. S... (more)"

Confirmed Memorial day Availability
5. Cassidy

Dog's best friend

Central, Boston, MA, 02110

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

2 repeat clients

About: Hi my name is Cass! I have grown up with dogs my whole life and have had a dog of my own for a couple of years now. I will treat your dog like my ... (more)

6. Lauren

Doodle love & playtime

Central, Boston, MA, 02114

Dog Boarding, Doggy Day Care, Dog Walking

11 repeat clients

"Lauren was incredible! So thoughtful and sent updates with cute photos. She took care of our dog as if it were her own and we are so thankful for everything.... (more)"

7. Tracey

Loving sitter with training exp

Central, Boston, MA, 02114

Dog Boarding, Doggy Day Care

"Tracey was an absolute delight! My wife and I decided to make last minute plans to drive up from NYC to go to a Bruins/Leafs Stanely Cup Playoffs game, and s... (more)"

8. Brianne

Responsible and active dog lover!

South End, Boston, MA, 02118

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

"Brianne was awesome! Duke can be shy at first but he took to Brianne right away. She took my pup on a day long fun filled adventure that included multiple wa... (more)"

9. Jay

Treating dogs as my own

East Cambridge, Cambridge, MA, 02141

Drop-In Visits, Doggy Day Care, Dog Walking

7 repeat clients

"Jay took great care of our 5 month old large puppy. Despite the size differences between Bodhi and his small dog, Oreo, Jay was patient. He took Bodhi on w... (more)"

Confirmed Memorial day Availability
10. Karen

Doggie Kisses & Fenced in yard !

Revere, MA, 02151

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

1 repeat client

"Have known Karen T. for close to 30 yrs. and she has always had doggies. Her love for doggies is precious. She is the best doggie Mama I know. Her dogs ar... (more)"

Confirmed Memorial day Availability
11. Andrea

First stay booked $20 off !

Everett, MA, 02149

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

14 repeat clients

"Andrea Sherman is a fantastic dog boarder. I recently had my 2 dogs boarded by Andrea Sherman and her family . I knew my dogs would be in good hands the mome... (more)"

Confirmed Memorial day Availability
12. Evelyn

Home full-time, dog lover.

Everett, MA, 02149

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

2 repeat clients

"Evelyn was available at a short notice, on a Sunday, and took good care of Leica. She was flexible with the dropoff and pickup timings. We got photo and vide... (more)"

13. Jenny

Jenny D - Charlestown, MA

Charlestown, Charlestown, MA, 02129

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

22 repeat clients

"Jenny was great with my two hounds, Sheldon and Skipper. She was my first sitter through Rover and, being out of town, I was anxious to leave them for a day.... (more)"

14. Brittany

Animal Loving Foster Mom

Central, Boston, MA, 02113

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

"Brittany was incredible. Very responsive, easy to coordinate with and a clear animal lover. Her home is warm and inviting and since she’s a foster, complete ... (more)"

15. Maddy

Dog park on site!

Chelsea, MA, 02150

Dog Boarding, House Sitting, Doggy Day Care

6 repeat clients

"Maddy was great with our dog! Buddy and Albus got along the moment they met. Maddy was responsive and easy to work with. She provided pictures and updates th... (more)"

Confirmed Memorial day Availability
16. Tatiana

Home away from home

Winthrop, MA, 02152

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

1 repeat client

"She is very dependable she loves animals she would take care of my dog when I went away or when I had to work extra hours always on time I think she would be... (more)"

17. Nancy

Home full time, walks by water,

Winthrop, MA, 02152

Dog Boarding, Doggy Day Care

4 repeat clients

"Nancy is friendly, gentle and very knowledgeable about dogs. My dog Freya absolutely adores her and is so excited when she knows it's time to go to Nancy's. ... (more)"

Confirmed Memorial day Availability
18. Tiffany & Steve

Let's have a playdate!

East Boston, East Boston, MA, 02128

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

21 repeat clients

"Violet and Tiffany were the absolute best! Tiffany gave me updates throughout the day and Nugget came home everyday tired and happy from playing with Violet.... (more)"

19. Danielle

Experienced Sitter!

Winthrop, MA, 02152

Dog Boarding, Drop-In Visits, Doggy Day Care

22 repeat clients

"We Love Danielle, her sitting for us is like a home away from home for our pup. (more)"

20. Sarah

Doggy B&B

East Boston, Boston, MA, 02128

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

"Sarah was wonderful. Our boy has separation anxiety challenges, but quickly became comfortable with Sarah. Her calm, sweet manner made Monty's visit an enjoy... (more)"

With Rover, you can find a trustworthy, loving pet sitter to take care of your dog while you're at work or have a day full or errands. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover. That way, you're sure to find a doggy day care who's right for your needs. We're proud that 95% of our sitters have 100% 5-star reviews, and we think your dog will love them too. Search for a sitter who offers doggy day care, schedule a Meet & Greet, and book the stay if it seems like a good fit. No matter how often you need day care, you're sure to find a sitter who will treat your dog like family. And just like with overnight services booked on Rover, doggy day care is covered by premium insurance, at no extra charge to you.