Pet Sitting in Winthrop

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

Confirmed availability
 Easter weekend
1. Maddie Verified Enhanced Background CheckRover 101

Your Local Pet Lover Art Student

Chelsea, MA, 02150

House Sitting, Drop-In Visits, Dog Walking

"This was our first time getting a pet sitter, and we really are so lucky to have found Maddie. She was very communicative, flexible with last minute schedule c… (more)"

Confirmed availability
 Easter weekend
2. Lillian Verified Enhanced Background Check

Patient & responsible dog lover 🐶

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Lillian as a dog sitter. She has a husky named Suki and takes very good care of her. She has also help me dog sit Cooper, my chihuahua. C… (more)"

Calendar Recently Updated
3. Tess Verified Background Check

Calm, experienced with senior dogs

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

"The most caring and kind petsitter and dog walker. Tess takes such great care of my Josh! She is extremely kind and responsible. My nervous pup took an immedia… (more)"

Confirmed availability
 Easter weekend
4. Tiffany Verified Background CheckRover 101

South Boston Dog Lover

South Boston, Boston, MA, 02127

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

"As a dog owner myself, Tiffany is an absolute life-saver for me and my pup. She is extremely kind, attentive, flexible, and gracious. Tiffany has, on multiple … (more)"

5. Elizabeth Verified Background Check

The Dog Girl

Central, Boston, MA, 02109

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

About: I am your go-to girl for dogs of all shapes and sizes! I grew up with dogs, and cannot live without them... from spaniels to mountain dogs, I’ve had… (more)

6. Ryan Verified Enhanced Background Check

Lots of Availability

East Boston, Boston, MA, 02128

Drop-In Visits, Dog Walking

"Ryan was great! Very communicative and responsible. It’s my first time to leave my dog for more than a week and Ryan did a really good care of him. Thank you! (more)"

7. Harriet Verified Background Check

Outdoorsy, Loving, Aspiring Dog Mum

East Boston, Boston, MA, 02128

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

"She loves her two scotties Finny and JJ! Harriet is a natural when it comes to taking care of animals. She took care of my cat like it was her own! High recomm… (more)"

Calendar Recently Updated
8. Dana Verified Background Check

Safe & loving care for your pup!

East Boston, East Boston, MA, 02128

Dog Boarding, Drop-In Visits, Doggy Day Care

"Ms. Dana is so wonderful with my fur son Hercules. She is so kind and loving to even the big guys who just look tough. She is patient in all situations and I w… (more)"

Calendar Recently Updated
9. Catherine Verified Background Check

I love all kinds of animals.

Winthrop, MA, 02152

Dog Boarding, Drop-In Visits, Dog Walking

"Cathy has an unconditional love for all animals but especially dogs! She loved her own dog like her own child and took amazing care of her. She often dog sits … (more)"

Calendar Recently Updated
10. Robert Verified Background CheckRover 101

Stay at Home Family w Fenced in Yd

winthrop, MA, 02152

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

"Robert & his family did a wonderful job taking care of Ricardo when our family schedules left him alone for too many hours ...your pet will be in good hands he… (more)"

11. Bobbi Verified Background Check

Flexible Sitter for your Fur-Babies

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

"Bobbi was an amazing sitter for our dog, Callie! We loved getting all the updates and pictures while we were gone and truly appreciate the love and care that B… (more)"

Calendar Recently Updated
12. Linzi Verified Background CheckRover 101

Active Animal Lover Near the Beach!

East Boston, Boston, MA, 02128

Drop-In Visits, Dog Walking

"Linzi was awesome for helping me out with my Lu and kept in good contact with me so I wasn’t worried about him. And she brought in our mail which was super cut… (more)"

13. Catia Verified Background Check

I’m caring and I love animals

Revere, MA, 02151

House Sitting, Drop-In Visits, Dog Walking

About: I’m a Groomer and I love all animals. I will take care of your pet like they are my own. I’ve worked for years at an animal grooming business, gaini… (more)

Calendar Recently Updated
14. Katherine Verified Background Check

Good Hands Good Paws

East Boston, East Boston, MA, 02111

House Sitting, Drop-In Visits, Dog Walking

"Katherine took really great care of my Maltese Casper. She always provided love, care and genuinely communicated pictures and information about how Casper was… (more)"

15. Sharon Verified Background Check

I have so many toys :)

Winthrop, MA, 02152

Drop-In Visits, Dog Walking

"Sharon does a phenomenal job in caring for my cat who gets nervous when I travel. She is responsible, kind-hearted and reassuring. I am beyond happy to have he… (more)"

Confirmed availability
 Easter weekend
16. Anna Verified Enhanced Background Check

Animal super-fan!

Winthrop, MA, 02152

Drop-In Visits, Dog Walking

"Anna had a drop in with my 5 pound poodle mix, Penny. She was very communicative and responsive throughout the visit which I appreciated a lot. She sent severa… (more)"

17. Stephanie Verified Background Check

Reliable and Willing to Travel

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

"Came home to a very happy cat! She took great care of our special girl and was super responsive. Our cat is usually shy with new people but warmed up immediate… (more)"

Confirmed availability
 Easter weekend
18. Alexandra Verified Background Check

Animal lover just moved to the area

Winthrop, MA, 02152

House Sitting, Drop-In Visits, Dog Walking

"To whom it may concern, I’ve known Alexandra L for 12 years, she’s my best friend and i highly recommend her. She is responsible and trustworthy and you’ll … (more)"

19. Alex & Brandon Verified Enhanced Background Check

Winthrop Dog Lover w Flex Schedule!

Winthrop, MA, 02152

Drop-In Visits, Dog Walking

"Alex was SO great! She provided so many updates, pictures and so much reassurance while I was traveling. I felt completely at ease knowing my dog was being car… (more)"

20. Britney Verified Enhanced Background Check

Ready to make BFF with your pets!

Winthrop, MA, 02152

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

"Britney was great with our senior kitty! Sophie doesn’t like just anybody and she was sitting on Britney’s lap on the first visit! She was very communicative a… (more)"

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.