Pet Setting & Drop Ins in Fenway-Kenmore, Boston

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

1. Julie

Treat your dog - treat yourself!

Jamaica Plain, Boston , MA, 02130

Drop-In Visits, Dog Walking

7 repeat clients

"Julie was amazing! She stopped by to meet Clancy and Lola before the drop-in visit, took pictures of the dogs and was very loving to them. I would highly rec... (more)"

2. Stefania

Full time professional pet sitter

Fenway-Kenmore, Boston , MA, 02215

House Sitting, Drop-In Visits, Dog Walking

6 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)"

Confirmed Easter Weekend Availability
3. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

Dog Boarding, House Sitting, Drop-In Visits

26 repeat clients

"Paige was absolutely amazing! She always kept us updated with photos and texts with how our lil man was doing while we were out of town! We came home to a ve... (more)"

4. Kelsey

Around the clock love & clean home

Somerville, MA, 02143

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

12 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)"

5. Laura

Laura: Funky Artsy Dog Mama

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

1 repeat client

"Laura was great with our 12 year old lab while we were gone for 4 days. Will definitely ask her to watch her again! (more)"

6. Anna

Experienced pet-sitter in S. Boston

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)"

7. Abbie

Lover of all dogs and cats!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Abbie beagle-sat for us while we were out for a long night and couldn't make it home after work. The dogs were relaxed & happy when we came home, and are spe... (more)"

8. Jillian

Animal lover&Previous vet assistant

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jillian did two drop-in visits for us to feed our cat Ralph. She was great, sent pictures and made us feel really comfortable leaving her with Ralph. We wi... (more)"

9. Peter

I care for your pet like my own!

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"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)"

10. Samantha

Enthusiastic Dog Lover in JP

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

About: I recently graduated with my master's degree and performance certificate from The Boston Conservatory and I currently live in the Jamaica Plain (Fo... (more)

11. Stephanie

Let's pamper your pup!

Mid-Cambridge, Cambridge, MA, 02139

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Stephanie cared for my 5yo Shepherd for a week. Stephanie is wonderful at allaying a worried dog parent's concerns. She's also fantastic at following specifi... (more)"

12. Bridget

Dying to play with pups!

South End, Boston, MA, 02116

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

9 repeat clients

"Bridget stopped by to walk and feed Waldo while we were out of town for the day. We needed her to come by at specific times for his medication and she was ha... (more)"

13. 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)"

14. Bren

Put your best PAW forward!

Roxbury, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits

5 repeat clients

"Bren was excellent! Giada(my cat) clearly loved her very much which is what I need in a cat sitter. I have already rebooked with her and I will continue to r... (more)"

15. Lital

You can count on me!

Mid-Cambridge, Cambridge, MA, 02139

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lital helped us out with a last minute request that saved the day. She is comfortable with our giant Newfoundland and couldn't be more responsible and commun... (more)"

16. Lauren

Reliable & responsible pet lover!

Roxbury, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

4 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)"

17. Nicole

Dog Loving College Student

Fenway-Kenmore, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Nicole is the best pet sitter anyone could ever ask for. She is attentive, precise, and kind. One of our dogs was sick and needed medicine administered and... (more)"

18. Robin

South End Sitter/ Cambridge Drop In

South End, Boston, MA, 02116

House Sitting, Drop-In Visits, Dog Walking

4 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)"

19. 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)"

Confirmed Easter Weekend Availability
20. Eden

Compassionate Canine Caregiver!

Fenway-Kenmore, Boston, MA, 02215

House Sitting, Drop-In Visits, Dog Walking

"I have never met someone who love dogs as much as Eden! She is a responsible, independent pet owner who always treats other dogs as well as her own. (more)"

Experience exceptional service and a personalized match

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Learn About Premier

Dog owners in Fenway-Kenmore, Boston, MA turn to pet sitters on Rover.com for their pet sitting needs. Over 1,747 pet owners have reviewed pet sitters in Boston, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Boston with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Fenway-Kenmore, 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 Fenway-Kenmore, 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 Fenway-Kenmore, 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: