Pet Sitting & Drop In Visits in Charlestown, MA

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or 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. 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
3. 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)"

4. 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)"

5. 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)"

6. 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)"

7. 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)"

8. 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)

Confirmed New Years Availability
9. 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)"

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. Meghan

Fun, active playmate for your dog!

South Boston, Boston, MA, 02127

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

About: I've always loved dogs and have had a family dog since I was little! Whenever my sister-in-law or friends with pups go away, I'm the first to jump ... (more)

12. 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)"

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. 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)"

15. 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)"

16. 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)"

17. 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)"

Available this weekend
18. Tu

WAGGING TAILS = EPIC TALES!!

South Boston, Boston, MA, 02127

Dog Boarding, House Sitting, Drop-In Visits

28 repeat clients

"Tu and I have been friends for over a decade. When I needed a sitter for my energetic 3 year old golden retriever; the first person I looked to was Tu. He to... (more)"

19. 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)"

Confirmed Holiday Availability
20. Annie

Friendly dog lover!

Central, Boston, MA, 02111

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Annie. I have had dogs in my family my entire life, and currently have a german shepherd and a husky at home. I have experience taki... (more)

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Learn About Premier

Rover.com is the simple, savvy way to find and book Charlestown drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, 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 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Charlestown. 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.