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.

Confirmed New Years Availability
1. Colleen

Experienced, Responsible Dogsitter

Somerville, MA, 02143

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Colleen was wonderful with our Bichon puppy Cooper. She was responsive and profressional and sent us great photos of her visit. Looking forward to working ... (more)"

2. Ashleigh

Fun-loving & caring pet sitter

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"We are thrilled Whenever Ashleigh watches our dog. She is always so friendly and kind, and is a natural with dogs. Our pooch took to her immediately. We high... (more)"

Confirmed Christmas Availability
3. Stefania

Christmas Day Availability!

East Boston, East Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"I would recommend Stefania to anyone who needs a reliable dog sitter! Thanks to Stefania my dogs are always happy when I return home. And if anyone is like m... (more)"

4. Nives

Full- time dog lover!

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

"Looking for a great girl to show your dog some love? Your search ends here. Nives is exactly who you want to walk your dog. She's a dog lover and you can re... (more)"

5. Sarah

Southie Beach Trips and Running!

South Boston, Boston, MA, 02127

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

"Sarah was such a loving and caring sitter for my pupster, Winston! He absolutely goes bananas when she shows up. She is experienced, knowledgeable and reliab... (more)"

Confirmed Holiday Availability
6. Mary Clare

Cat Mom - Home full time

Central, Boston, MA, 02114

House Sitting, Drop-In Visits, Dog Walking

"Mary Clare was thoughtful and considerate when taking care of our cat, Sully. Her detailed reports and pictures let us know he was well cared for while we we... (more)"

7. Nicole

Best Pup-snuggler In Southie!

South Boston, Boston, MA, 02127

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

"I've known Nicole for a few years now and she's been helping with over night dog sitting for my little pit mix Jackson. Jackson has severe separation anxiet... (more)"

8. Kelsey

Dogs are people too.

South Boston, Boston, MA, 02127

Dog Boarding, House Sitting, Drop-In Visits

2 repeat clients

"Kelsey has been an animal lover her entire life. She is particularly fond of dogs as the immediate family as well as extended family members have always had... (more)"

9. Sarah

I'll love your pooch like my own!

Central, Boston, MA, 02108

House Sitting, Drop-In Visits, Dog Walking

"Sarah is the ultimate puppy and dog lover ! She often returns home on weekends during her school semester to just love-up on her dogs. Her calm and compas... (more)"

10. Rosie

Caring, Fun & Reliable Dog Sitter

South Boston, Boston, MA, 02127

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Rosie has been wonderful with our fearful pup, Søren! If you have a fearful dog and you are looking for someone patient and kind, definitely book Rosie. (more)"

Confirmed New Years Availability
11. Tanika

Looking for a New Furry Friend!

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

About: Growing up, and currently I have always been around animals and now being away from home while I'm at school I'd love to be around animals during m... (more)

12. Scarlett

Home Full Time - 100% Dog Person

Central, Boston, MA, 02113

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

5 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)"

13. Heidi

Active, playful, dog lover

East Boston, East Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

About: My family began fostering dogs for a rescue group in Minnesota when I was 10 years old, and I've been loving and taking care of dogs ever since! Bi... (more)

14. Kristina

I'll run and snuggle with your dog

East Boston, Boston, MA, 02128

Dog Boarding, House Sitting, Drop-In Visits

"Kristina has a tremendous love for all animals. She grew up with dogs and cats and an occasional rabbit, and is a softie when it comes to our 4-legged frien... (more)"

15. Robin

Would love to care for your pets!

winthrop, MA, 02152

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

17 repeat clients

"Robin cared for my cat as if it were her own. She shows obvious affection and care for animals and I am so happy she was the one to visit and care for my cat... (more)"

16. Elizabeth

Dogless DogLover

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

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

17. Daniela

I love the company of dogs!

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

"To whom it may concern, Daniela is a dog owner herself who loves and cares for animals. (Dogs in specific) she has owned her let Yorkie for about three y... (more)"

18. Samantha

I'll run walk play & love your dog!

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

"Samantha has been great with the Australian Shepherd and Bernese Mountain Dog at our apartment! It's clear she cares about their well being, and they get exc... (more)"

19. Jasline

Dog will be treated like my own

Revere, MA, 02151

House Sitting, Drop-In Visits, Dog Walking

"Jasline has always been an animal person. She has a great vibe to her which dogs seem to really love. In the past Jasline has taken great care of my dog whil... (more)"

20. Maeve

Dog lover available 7 days a week

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Maeve was terrific! Our family went on a weekend trip and couldn't take our dogs, but they get extremely anxious when we board them. Having Maeve do drop-i... (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.