Pet Setting & Drop Ins in Charlestown, Boston

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

1. Kathryn

Love - whatever you do

Malden, MA, 02148

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Kathryn is very sweet, enthusiastic, and caring. She spent lots of time with me, kept my food bowl full, and my kitty littler clean. Thanks, Kathryn! - Buddha (more)"

2. Samantha

BU & Columbia Grad who loves dogs!

Arlington, MA, 02474

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Samantha was great, and sent cute photos of our beloved cat while we were away! She also introduced us to the adorable word "purrito" for our very purry cat.... (more)"

Available this weekend
3. Summer

Going the extra mile for every pup

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

"I've known Summer for a while now, and my experiences with her have shown me that she can be reliable, responsible, and considerate to those around her, espe... (more)"

4. Catherine

Active dog lover

Somerville, MA, 02144

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Catherine was great! We felt very comfortable leaving our cat Toffee in her care. She came over before we left to meet us and check out the apartment which w... (more)"

5. Anna

Active, Responsible Dog Sitter!

Somerville, MA, 02145

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Anna was great to work with. She was flexible and willing to work with my schedule while I was out of town. She took the time to play with my girls when she ... (more)"

6. Sara

Playful, Nurturing, Pet Lover

somerville, MA, 02144

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sara watched Olive for a week over Thanksgiving last year. I was immediately impressed with Sara's responsible, professional, and friendly disposition. And, ... (more)"

7. Tara

Happy hearts & wagging tails!!

Central, Boston, MA, 02109

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

"Tara was excellent! She was so friendly, so thorough, always on time and left such a sweet note at the end of her visits. I felt 100% confident leaving Maize... (more)"

8. Raven

Dog Sitter to the Rescue

Back Bay-Beacon Hill, Boston, MA, 02114

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

"Raven was great. She watched my cat for me while I was away, was quick to respond, and made setting up a last minute sitter very easy. It was good to get p... (more)"

9. Resa

Reliable, mature, and trustworthy!

Somerville, MA, 02145

House Sitting, Drop-In Visits, Dog Walking

About: I had a dog for 10 years, whom I loved dearly. My husband and I have had six cats over 28 years (we have three now), and we love animals. We do hou... (more)

10. 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)"

11. 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)"

12. Robin

South End Sitter/ Cambridge Drop In

South End, Boston, MA, 02116

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I just returned from a 2 day trip during which Robin looked after my two needy cats. She did a great job keeping them company, looking after them, and making... (more)"

13. Eric

Ain't nothin but a hound dog-walker

Mid-Cambridge, Cambridge, MA, 02138

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Eric took good care of our cat over the Christmas break. We have already booked him several more times for upcoming dog walks! (more)"

14. Elyse

Dog lover looking for some fun!

Central, Boston, MA, 02113

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

2 repeat clients

"Elyse lovingly cared for our two dogs who gravitated to her. She would feed the dogs, clean up after them, and play with each of them. (more)"

15. Alanna

Barking is my native language

Back Bay-Beacon Hill, Boston, MA, 02114

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

16. Breezy

All dogs love me

Back Bay-Beacon Hill, Boston , MA, 02116

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

1 repeat client

"I don't know where to begin. I absolutely love Briana and so does my dog. She is super accommodating of my unpredictable schedule, as well as my buddy doakes... (more)"

17. Kayla

Dog Walks during the day! 12-2!

Charlestown, Charlestown, MA, 02129

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kayla is an incredibly hardworking and dedicated worker. As a past coworker, she was an absolute joy to be around. As a lover of all animals, especially dogs... (more)"

18. Sung Jae

Central Square couple next to park

Cambridgeport, Cambridge, MA, 02139

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

2 repeat clients

About: My wife and I adopted Tommy, a mini-pinscher / chihuahua mix , a few months ago (Male, just over 1 years old), and are very much enjoying our time.... (more)

19. Megan

Grew up w/ dogs, now have a ferret!

Central, Boston, MA, 02114

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Megan has taken care of my dogs for many years. She is remarkably caring and generous with her love and energy. She treats my dogs just like they are her fa... (more)"

20. Kevin

Most appreciative pet-snuggler

Central, Boston, MA, 02117

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kevin is a very loving and gentle young man, who has a knack for befriending both people and pets of all ages with ease. As a friend, he has watched my beagl... (more)"

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Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,747 owners have reviewed sitters in Charlestown, Boston, MA, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Charlestown, Boston pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Charlestown, Boston who can provide the care your pet needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Charlestown, Boston donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Boston.

We're proud to support over 200 organizations across the nation, including: