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. Krystin

Compassionate animal lover

revere, MA, 02151

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I was a bit apprehensive when I started looking for a dog sitter but Krystin completely won me and my Bella over on her 1st visit. I couldn't have asked for ... (more)"

2. Catherine

TLC for your pets while you're away

East Boston, east boston, MA, 02128

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

6 repeat clients

"Catherine was wonderful to work with! (more)"

Confirmed 4th of July Availability
3. Gabriela

Experienced, reliable, & loving

Central, Boston, MA, 02114

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"We are using Gabriela repeatedly now! Our 13 year old dog loves her, and we couldnt be happier. Very reliable, and we are going to book again and again as ... (more)"

4. Colleen

Experienced, Responsible Petsitter

Chelsea, MA, 02150

House Sitting, Drop-In Visits, Dog Walking

50 repeat clients

"Colleen was so wonderful with my cat Finn over the holidays! She sent pictures and was so helpful in keeping him well fed and loved. She even was great and h... (more)"

5. Robin

Would love to care for your pets!

winthrop, MA, 02152

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

22 repeat clients

"Robin is fantastic! Kevin enjoyed his visits with him. She takes a lot of pictures and spends more time with him than she needs to. Will definitely be havi... (more)"

6. Emily

Seeking friends to play outside

South Boston, Boston, MA, 02127

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

"I’ve known Emily since she was two years old. She has grown into an exuberant woman who takes on all challenges that she encounters with a responsible outloo... (more)"

7. Scarlett

Home Full Time - 100% Dog Person

Central, Boston, MA, 02113

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

8 repeat clients

"Scarlett is awesome - took great care of my fluffy cat while we were out for a long weekend. Super responsive and easy to schedule with. Highly recommend. (more)"

Confirmed 4th of July Availability
8. Tatiana

Home away from home

Winthrop, MA, 02152

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

3 repeat clients

"Tanya has been my dog walker and sitter for over four years. She was recommended by my neighbors as a highly dependable, responsible animal lover who goes a... (more)"

9. Allyssa

Professional dog experience

Revere, MA, 02151

Dog Boarding, Drop-In Visits, Doggy Day Care

1 repeat client

"Ally has been my dog sitter for awhile now and is by far the best dog sitter I had. My dog has had bad anxiety in the past and he never felt comfortable with... (more)"

10. Ariana

Experienced, Caring Petsitter

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ariana is an extoridonary person and dog lover. With first hand experience of seeing her around her own dog she would be perfect for the job. Ariana has expe... (more)"

11. Kristina

I'll run and snuggle with your dog

East Boston, Boston, MA, 02128

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

3 repeat clients

"Kristina was my former roommate and she watched my dog for 4 years whenever I would go on vacation. Her care and compassion for dogs is unparalleled and I wo... (more)"

12. Jeffrey

Big Heart even bigger yard:)

Revere, MA, 02151

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

1 repeat client

"Jeffrey would be a wonderful dog sitter on Rover. He's a very caring and empathetic person, especially towards animals. I have a dog of my own and he plays w... (more)"

13. Hayley

I will love and cuddle your dog!

East Boston, Boston, MA, 02128

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

"Hayley loves the doggies! And she keeps a good eye on them!!! I’m comfortable leaving my nugget with her, as she has worked in a vet clinic before & has lots... (more)"

14. Jenna

Responsible and Caring Dogsitter

Revere, MA, 02151

House Sitting, Drop-In Visits

1 repeat client

"Jenna watched my dog Pepper a few weeks ago and I couldn't be happier with her performance. Upon meeting Jenna, Pepper (and I) noticed how upbeat and persona... (more)"

15. Melissa

Near city pet sitter!

Winthrop, MA, 02152

House Sitting, Drop-In Visits, Dog Walking

"Melissa was absolutely fantastic! She watched our dog for a week and was great. I got updates with pictures or videos every day. When we got home, Tanooki... (more)"

16. Heather

Dogs welcome, people tolerated :)

East Boston, Boston, MA, 02128

Dog Boarding, Drop-In Visits

1 repeat client

"Heather and her dog Piper made for a great team taking care of my two year old lab, Kona. Long walks and trips to the dog park we're followed up with naps sh... (more)"

17. Sarah

Doggy B&B

East Boston, Boston, MA, 02128

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

About: I will provide around-the-clock care for your dog! Available for boarding, house-sitting, walks, or drop-ins. I can also arrange to pick up your pu... (more)

18. Kristin

home full-time, will run your dog

Winthrop, MA, 02152

House Sitting, Drop-In Visits, Dog Walking

"Kristin cares for two dogs and two cats if her own. She has on numerous occasions been asked to care for pets of her friends and neighbors and has always don... (more)"

19. Elizabeth

Dogless DogLover

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Elizabeth is awesome and our pups love her! (more)"

20. Meredith

I love all breeds

East Boston, Boston, MA, 02125

House Sitting, Drop-In Visits, Dog Walking

"My family has three rescue animals: one dog and two cats. Meredith is unbelieveably good to them while we’re out of town - and she sends pictures! I would hi... (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.