Drop-In Visits in Winthrop

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Danielle

Experienced Sitter!

Winthrop, MA, 02152

Dog Boarding, Drop-In Visits, Doggy Day Care

15 repeat clients

"Dani took great care of our two cats while we were away for the weekend. She is very detailed oriented, reliable and friendly. She spent time playing with ... (more)"

2. Anna

Experienced pet-sitter in S. Boston

South Boston, Boston , MA, 02127

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Anna made me and my girls (the dogs) feel comfortable right away. She stayed in touch with me throughout the weekend, sent pictures and I didn't have to worr... (more)"

Confirmed Easter Weekend Availability
3. Tu

WAGGING TAILS = EPIC TALES!!

South Boston, Boston, MA, 02127

Dog Boarding, House Sitting, Drop-In Visits

34 repeat clients

"Tu was great! Super flexible and provided me with multiple photos and video throughout the drop-in visit so I knew my dog was in good hands. I will definitel... (more)"

4. Meghan

Fun, active playmate for your dog!

South Boston, Boston, MA, 02127

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

2 repeat clients

About: I've always loved dogs and have had a family dog since I was little! Whenever my sister-in-law or friends with pups go away, I'm the first to jump ... (more)

5. Robin

South End Sitter/ Cambridge Drop In

South End, Boston, MA, 02116

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Robin was great! She was very quick at responding and was lovely to meet. Our dogs were well taken care of and she even sent some pictures! We will definitel... (more)"

6. Alessandra & Jennifer

WE❤ALL FUR BABIES (PLEASE READ ALL)

Everett , MA, 02149

Dog Boarding, Drop-In Visits, Dog Walking

19 repeat clients

"I needed someone to take Thurgood out for me on short notice today and was a little nervous I wouldn't be able to find anyone. Luckily I did. Thurgood was a... (more)"

7. Jen

Animal lover who works from home!

Back Bay-Beacon Hill, Boston, MA, 02116

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

2 repeat clients

"Very happy with her! She was flexible on meeting us and attentive (more)"

8. Jocelyn

Dog sitting equals to a happy life!

everett, MA, 02149

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jocelyn did drop in visits over the Christmas New Years holidays for our cat Inky. She was very organized and even gently reminded me to give her information... (more)"

9. Jasmin

Dog Handler and Vizsla breeder!

South Boston, Boston, MA, 02127

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

3 repeat clients

"Jasmin did a great job watching our cat! She sent great pictures and updates throughout the weekend. (more)"

10. Ashley

Responsible and Loving pet owner!

Central, boston , MA, 02114

Drop-In Visits, Dog Walking

4 repeat clients

"Ashlee has walked and cared for my dog for over a year when I lived in Miami. She is trustworthy, dependable and cares greatly for animals- as she has one he... (more)"

11. Jennifer

Time to Walk, Fetch, and Run! ?

Central, Boston, MA, 02113

Drop-In Visits, Dog Walking

1 repeat client

"Jen (more)"

12. Ericka

Does your dog like the beach?

Winthrop, MA, 02152

Dog Boarding, Drop-In Visits, Dog Walking

"Excellent care!! Stayed a long time and very thorough. (more)"

13. Tara

Happy hearts & wagging tails!!

Central, Boston, MA, 02109

House Sitting, Drop-In Visits, Dog Walking

"You won't find a better caretaker for you pet. Period. Tara has provided the best and most thorough pet sitting services I have ever received. Tara is genuin... (more)"

14. Alanna

Barking is my native language

Back Bay-Beacon Hill, Boston, MA, 02114

House Sitting, Drop-In Visits, Dog Walking

"Alanna was simply amazing! Very caring, personable, professional and trustworthy. Bailey and Colbie absolutely loved her and had a great time. I recommend he... (more)"

15. Joanna

Responsible and caring person

East Boston, East Boston, MA, 02128

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client
No Reviews Yet

About: I am a very loving and patient person that enjoys spending time with animals, especially dogs! Prior to my current job, I was working as a EMT Basi... (more)

16. Gina

Dog whisperer

Revere, MA, 02151

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

2 repeat clients

"Gina has been a dog owner and a dog lover for her entire life. I have seen her interact with dogs many times, and she is fun yet loving and caring at the sa... (more)"

17. Mathew

Work-from-home Dog Dad

South Boston, Boston, MA, 02127

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

"Matt is a dog whisperer. I've never seen him around a dog that didn't instantly take to him, no matter how old or young or how big or small it was. He's a gr... (more)"

18. Molly

Loving, young, professional

Central, Boston, MA, 02113

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: Hi there, my name is Molly and I am new to the Boston area. I love dogs and I have over 5 years of experience working at a dog kennel. At the kenne... (more)

Confirmed Easter Weekend Availability
19. Jacob

A lifetime dog lover

Revere , MA, 02151

House Sitting, Drop-In Visits, Dog Walking

"Jacob is a very caring, responsible person, who takes good care of dogs, showing lots of love. He's very friendly and patient , knows when to provide them wi... (more)"

20. Marie

Experienced Dog Sitter!!

Revere, MA, 02151

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I had Marie watch my dog Oscar for three years. Oscar was very sick with kidney failure. Marie did an amazing job with his medication and feeding him he wa... (more)"

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Pet owners love Winthrop pet sitters on Rover. 42 owners have reviewed sitters in Winthrop, MA, giving them an average rating of 4.9/5.

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Rover.com is the simple, savvy way to find and book drop in pet sitting. It's easy to find the perfect pet sitter - many sitters have worked through Rover for years pet sitting, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter on Rover. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.