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. Ruby

The Crate Escape: Cats & Dogs

South End, Boston, MA, 02118

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Ruby was wonderful! She spent a lot of time with Salem and sent us plenty of updates. No issues at all. We will definitely book with her again in the future! (more)"

2. Kathryn

Love - whatever you do

Malden, MA, 02148

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Kathryn was an amazing house sitter. You can tell she truely loves her job and pets. She goes the extra mile whether it's time spent, activities & generally ... (more)"

3. Lauren

Experienced, Responsible Pet Owner

Somerville, MA, 02144

House Sitting, Drop-In Visits, Dog Walking

15 repeat clients

"Lauren has taken care of my dog Tessa on a number of occasions and has always shown much interest in Tessa's wellbeing and needs. Tessa being a rescue comes ... (more)"

4. Tori

RN &dog lover seeks to pamper pups!

East Cambridge, Cambridge, MA, 02141

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

6 repeat clients

"Have already rebooked with Tori for another visit!! She really went above and beyond with Giada(my cat), and I am immensely grateful for all her help. Bonus,... (more)"

Available this weekend
5. Stefania

Mid day walk availability!

East Boston, East Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Stefania is experienced and thoughtful -- she took wonderful care of our two (energetic) cats :) We felt at ease while away from home, knowing the kitties we... (more)"

6. Christina

Weekend and evening dog sitter

Mid-Cambridge, Cambridge, MA, 02138

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christina was great! Super responsive and kept us in the loop while we were traveling. We'd definitely book with her again! (more)"

7. Stephanie

Let's pamper your pup!

Mid-Cambridge, Cambridge, MA, 02139

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Best cat sitter ever. Great communication and professionalism. My super nervous cat that hides from everyone, was her best friend after one visit. Highly rec... (more)"

8. Candice

Love to teach old dogs new tricks

Somerville, MA, 02144

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

15 repeat clients

"Candice stopped in to visit my 11 week old puppy. When I got home 2 hours later he was still tired! Candice and I met a few days beforehand for an introdu... (more)"

Available this weekend
9. Danielle

Your Pet is my PRIORITY!!!

Everett, MA, 02149

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

19 repeat clients

"Danielle was great! She responds immediately to messages and sent us a bunch of really cute pictures from each of her daily visits. We really appreciated t... (more)"

Available this weekend
10. Alyson

Full-time flexibility

Somerville, MA, 02143

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Alyson was great with our big buddy Genghis! I loved getting her daily updates and seeing where they had gone on their walks. Definitely allowed us to enjoy ... (more)"

Available this weekend
11. Jenna

Gaelic Paws pet service Boston, Ma

South Boston, Boston, MA, 02127

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

36 repeat clients

"My beagle Abby had a great time with Jenna! She was so awesome to open her home on a holiday and welcomed Abby with open arms! I dropped her off for the the ... (more)"

12. Becky

I will love your dog like you do

South End, Boston, MA, 02118

Drop-In Visits, Dog Walking

"Becky did an amazing job1 she took care of Rocky with amazing care. she sent lots of pictures and always let me know how he was doing! Rocky is 16 years old ... (more)"

13. Jason

I do what works for YOU.

Central, Boston, MA, 02116

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jason took excellent care of our two dogs while we were away. He took care of all of their needs and went above and beyond to make sure they were cared for w... (more)"

14. Susana

Trustworthy and loving pet sitter!

Medford, MA, 02155

Drop-In Visits, Dog Walking

4 repeat clients

"Susana is awesome! I was looking for someone nearby to check on my two cats and feed them and play with them while I was away for work. My cats seem to love ... (more)"

15. Troy

Eat, Play, Love

Back Bay-Beacon Hill, Boston, MA, 02115

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

13 repeat clients

"I have seen Troy work years in dog handling, both at home and professionally. She is always respectful of each dog's and each owner's individual needs. I fee... (more)"

Available this weekend
16. Nicole

Dog Lover living in a Cat World

Somerville, MA, 02145

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

23 repeat clients

"Nicole is responsible and super sweet with my elderly dog! (more)"

17. Sydney

Your dog will roam the city leashed

Back Bay-Beacon Hill, Boston, MA, 02114

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

5 repeat clients

"Sydney is wonderful with all animals, especially dogs. Sydney has previously watched my dogs and they were wonderfully cared for. She is incredibly loving an... (more)"

18. Sarah

Love to train & play with your dog!

Somerville, MA, 02145

House Sitting, Drop-In Visits, Dog Walking

"Sarah was wonderful with our French Bulldog, Abe Lincoln! We trusted her on every level...from being in our home, walking and driving our pup, and introduci... (more)"

Available this weekend
19. Katie

Can I pet your dog?

Somerville, MA, 02145

Drop-In Visits, Dog Walking

4 repeat clients

"Katie absolutely loves dogs, is conscientious of special needs, is responsible, and attentive to detail. Katie takes the best care of her own dog Mason that... (more)"

Available this weekend
20. Serena

Chemist by Day, Dog Lover at Heart

Central, Boston, MA, 02113

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Serena is one of the most responsible and empathetic people that I know and I would hands-down trust her with caring for my dog at home. She's warm and playf... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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: