Drop-In Visits in Milton

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Briana

Animal adoring Bostonian!

Roslindale, Jamaica Plain, MA, 02130

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

7 repeat clients

"Brianna was awesome with Tucker and Rocket! We loved getting her pictures and it was great to know our pups could be comfortable while we were out for the ni... (more)"

2. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

9 repeat clients

"Lace helped us with a special training session for our Dog, and she was amazing! Lace knew exactly what to do, and was confident with our dog, which helped h... (more)"

Confirmed Christmas Availability
3. Jacquelyn

Experienced & caring, animal lover!

Quincy, MA, 02170

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: Over 6 years experience working with dogs. I started at PetSmart as a bather in 2010, and absolutely fell in love working with dogs! After that, I ... (more)

Confirmed Holiday Availability
4. Sheila

Vet Tech in Home Care

Braintree, MA, 02184

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

11 repeat clients

"Sheila is the best! We found Sheila on Rover.com after we adopted our new little baby puppy Penny who we absolutely adore. We needed someone to let her out a... (more)"

5. Bren

All you need is love and a dog!

Jamaica Plain, Boston, MA, 02120

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

5 repeat clients

"Amazing!! This is the second time I've hired Bren, and she continually impresses me with her diligence. She did drop in visits with my cat for 8 days while I... (more)"

6. Simone

Looking to love your dog!

Dedham, MA, 02026

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Simone came through for us again! Highly recommended! (more)"

7. Lauren

Reliable & responsible pet lover!

Roxbury, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Lauren helped us with a special training session for our dog, and she was great! Her confidence helped put our dog at ease, and helped her learn quickly. (more)"

8. Diana

I love dogs!!!

Roslindale, roslindale, MA, 02131

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

1 repeat client

"Diana is an awesome young lady who is in college and doing Rover to help pay the bills. 100% sure I would use her again. (more)"

Confirmed Holiday Availability
9. Julie

Treat your dog - treat yourself!

Jamaica Plain, Boston , MA, 02130

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I will first address Julie's character. She is intelligent, responsible, sensitive, gentle and caring. She is well educated. Based on these attributes she is... (more)"

10. Sophie

Responsible active sitter!

Milton, MA, 02186

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: From the age of 11 I have taken on a number of sitting jobs including baby-sitting, house-sitting, bunny-sitting and of course dog-sitting. I have... (more)

11. Megan

Your dog is my priority!

Quincy, MA, 02190

House Sitting, Drop-In Visits

2 repeat clients

About: Hi there! My name is Megan. I'm 24 years old and have I have 10+ years of experience caring for dogs, pets and horses. I have a Bachelor's degree i... (more)

12. Christine

Friendly and loveable dog sitter

Jamaica Plain, Jamaica Plains, MA, 02130

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

"Christine has been a good friend of mine for 4 years. She has helped me care for pets on a number of occasions, and has demonstrated her responsibility time ... (more)"

13. 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)"

14. Brittany

Show Dog Mom to love your pooch <3

Quincy, MA, 02169

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Brittany was very easy to work with and took great care of our puppy! She was pleasant and attentive with all of our random requests and always seemed happy ... (more)"

15. Kellie

Dog loving sitters!

Quincy, MA, 02169

Drop-In Visits, Dog Walking

3 repeat clients

"Kellie was great! She was accommodating to all of our requests and always had a positive attitude. I wouldn't think twice about having her watch our dog again. (more)"

Confirmed Holiday Availability
16. Peter

I care for your pet like my own!

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Wow!! Peter exceeded my expectations for what a drop-in visit should be! Not only did he feed and walk my dog, but he also tidied up a bit so I came back to ... (more)"

17. Margaret

Responsible and loving dog sitter

Quincy, MA, 02170

House Sitting, Drop-In Visits, Dog Walking

"As a pet owner, I consider my dog as family. It is hard for me to trust someone with my baby!! There was an emergency and a friend of mine recommended Marg... (more)"

Confirmed Holiday Availability
18. Valerie

I'll love them like they're my own!

Hyde Park, Hyde Park, MA, 02136

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

4 repeat clients

About: I had a rottwiler pitt bull mix as a child and learned how to care for and train hyperactive dogs with love and nuturing. Cared for a wheaton terri... (more)

19. Rosemary

Jabba the Mutt Doggie Services!

South Dorchester, Dorchester, MA, 02122

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

About: I grew up around dogs. My mom use to breed dogs, Brittney Spaniels and English Pointers. She would take her dogs field trailing and I would go with... (more)

20. Gabrielle

I love dogs and dogs love me!

South Dorchester, Dorchester, MA, 02122

Dog Boarding, Drop-In Visits, Dog Walking

"Gabrielle is a kind and caring person who loves animals, particularly dogs. She is incredibly responsible, dependable and trustworthy. I am happy to endorse... (more)"

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Pet owners love Milton pet sitters on Rover. 18 owners have reviewed sitters in Milton, MA, giving them an average rating of 5.0/5.

Want to be added to this list of sitters in Milton? Become a pet sitter or dog walker on Rover.

The next time you head out of town and need someone to take care of your pets - and check in on you home - turn to Rover. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy pet sitters and avoid the kennel.