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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Available this weekend
1. Claire

Outgoing, friendly, loves animals

Central, Boston, MA, 02116

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Claire was so great! Thorough, sweet, and sent so many awesome pictures of our beloved Pablo. If it wasn't a pain for her to get to our home, we'd book her a... (more)"

2. Kathryn

Love - whatever you do

Malden, MA, 02148

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Very sweet girl. Moved her work schedule around to fit in my cat's diabetes shots. Great communication and lots of pictures of my fur baby while I was away. (more)"

3. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

Dog Boarding, House Sitting, Drop-In Visits

22 repeat clients

"Paige has taken care of my dog at least 5 times and has done a great job. She either house-sits or does drop-in visits. My place has been clean and my dog ... (more)"

4. Sara

Office visits and parks galore!

East Boston, Boston, MA, 02128

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

2 repeat clients

"Sara was incredible! She took lots of photos and videos and, above all, was kind and patient with our rescue pup. We couldn't be more thankful to have found ... (more)"

Confirmed New Years Availability
5. Anna

Animal loving graduate student

Somerville , MA, 02144

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Anna is an animal whisperer! She was very quick to respond and sent frequent updates, including lots of pictures. Most importantly, she did a fabulous job ca... (more)"

6. Carey

Animal loving college student

Jamaica Plain, Boston, MA, 02120

Drop-In Visits, Dog Walking

2 repeat clients

"Carey was a lifesaver for me on short notice! It is hard to trust a stranger with your pups, but I was I needed her in a pinch after other plans fell throug... (more)"

7. Anna

Homeward Bound still makes me cry

South Boston, Boston , MA, 02127

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Anna made me and my girls (the dogs) feel comfortable right away. She stayed in touch with me throughout the weekend, sent pictures and I didn't have to worr... (more)"

8. Kelsey

Around the clock love & clean home

Somerville, MA, 02143

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

11 repeat clients

"Kelsey was great to work with. She was very professional and took great care of our cat, Charlie. I also appreciated how flexible she was when our plans chan... (more)"

9. Erin

Experienced dog owner

Somerville, MA, 02143

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: I graduated from Tufts University in 2015 and am now living in the area working full time. I grew up with dogs and have been around them my entire ... (more)

10. Adrienne

Let me play with your dog!

South End, Boston, MA, 02115

Drop-In Visits, Dog Walking

1 repeat client

"Hello, My name is Sylvie and I can surely, wholeheartedly and undoubtedly affirm to you that Adrienne is a responsible and loving dog caregiver. She has p... (more)"

11. 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

"Bren was awesome! I've hired 5-6 pet sitters through this site and Bren is the best! She was great with communication and went above and beyond taking care o... (more)"

Confirmed New Years Availability
12. Diana

Make Having A Pet Easy!

Somerville, MA, 02145

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I was so appreciative that Diana was able to visit my dog on Thanksgiving. She sent texts with photos and updated me at the end of her visit. She has a profe... (more)"

13. Jen

Animal lover who works from home!

Back Bay-Beacon Hill, Boston, MA, 02116

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

"Jen has been a long time babysitter for my dog Koda, even earning the nickname "auntie"! For a few years now, whenever out of town or even just for fun, she... (more)"

14. Alessandra & Jennifer

Laid back, easy going, and flexible

Everett , MA, 02149

Dog Boarding, Drop-In Visits, Dog Walking

12 repeat clients

"I needed someone to take Thurgood out for me on short notice today and was a little nervous I wouldn't be able to find anyone. Luckily I did. Thurgood was a... (more)"

15. Jenny

Jenny D - Charlestown, MA

Charlestown, Charlestown, MA, 02129

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Jenny is flexible, reliable, communicative, and most importantly, our puppy looks so happy when he's hanging out with her. I'm looking forward to continuing ... (more)"

16. Regan

Very Responsible Dog Lover

Central, Boston, MA, 02116

Drop-In Visits, Dog Walking

3 repeat clients

"Regan loves dogs!, and all other 4 legged creatures of the world. She is an extraordinarily trustworthy and very responsible dog sitter/walker, and my dog Ro... (more)"

17. Shay

Reliable Sitter-Boston Commons area

Central, Boston, MA, 02116

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Shay is fantastic! She sent us very detailed updates using Rover card with cute pictures. Archie loved her and we would definitely like to have her back again! (more)"

18. Amanda

Focused on customer experience!

Back Bay-Beacon Hill, Boston, MA, 02108

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

17 repeat clients

"Amanda replied to our last minute request to walk the dogs and was great with them. Took them out twice and sent pictures and texts to let us know how they w... (more)"

19. Alex

My Dachshund is Instagram famous

Back Bay-Beacon Hill, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

"Alex is probably the best dog sitter in boston. I've known her for a while now and never see her without a dog! Very responsible and trustworthy. #inbound (more)"

20. Robin

South End Sitter/ Cambridge Drop In

South End, Boston, MA, 02116

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Robin was great! She was very quick at responding and was lovely to meet. Our dogs were well taken care of and she even sent some pictures! We will definitel... (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: