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. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

Dog Boarding, House Sitting, Drop-In Visits

30 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)"

2. Kristin

Eager to help your family

Belmont, MA, 02478

Drop-In Visits, Dog Walking

6 repeat clients

"Kristin went above and beyond to be helpful! My cat has never been this calm when I got home, usually she is very anxious for a few days, but she was very ha... (more)"

Available this weekend
3. Summer

Going the extra mile for every pup

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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 took care of my special needs pitbull with ease and grace. At first, I was nervous because my dog get separation anxiety, but I got daily check-ins... (more)"

5. Selena

Loving Pet Owner!

South End, Boston, MA, 02118

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

35 repeat clients

"Selena did a great job taking care of our two kitties over a long weekend. She sent us updates each day we were gone, didn't hesitate to ask questions, and l... (more)"

6. 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)"

7. Jaclyn

Skilled animal friend & caretaker

Aggasiz-Harvard, Cambridge, MA, 02140

Drop-In Visits, Dog Walking

27 repeat clients

"Jaclyn was an absolutely excellent pet sitter! She quickly scheduled our meet and greet and was very thorough about getting my pets' information. While I was... (more)"

8. Ashley

Grad student with the love of dogs!

Roslindale, Jamaica Plain, MA, 02130

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

"Ashley was great with our pup and super flexible with a last-minute schedule change. She also sent detailed notes which helped with peace of mind. (more)"

9. 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)"

10. 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)"

11. Peter

I care for your pet like my own!

Jamaica Plain, Boston, MA, 02130

Drop-In Visits, Dog Walking

10 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)"

12. Nicole

Happy, safe, & tail-wagging pups

Brookline, MA, 02446

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Awesome! (more)"

13. Jillian

Animal lover&Previous vet assistant

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I'm so happy to have found Jillian. She loves and understands animals, and I left for a week knowing that my cat was in good, responsible hands. Jillian kept... (more)"

14. 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)

15. Kate

Outgoing College-Grad Park Lover

BROOKLINE, MA, 02445

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

5 repeat clients

"Kate was wonderful! Perfect fit for us and our dog. She went above and beyond to keep our English Bull dog active and happy! Will definitely hire her again. ... (more)"

16. Danielle

Athletic Dartmouth Student

Wellington-Harrington, Cambridge, MA, 02141

House Sitting, Drop-In Visits, Dog Walking

"Danielle has walked and dog sat for me for the last 7 years. She is dependable and enthusiastic. My dogs adore her! I have known her to have rescued and fost... (more)"

17. Audrey

On a Journey to Being A Dog Mom

Allston-Brighton, Boston, MA, 02134

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Wonderful sitter for our cat while we were gone on vacation. (more)"

18. 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

About: I LOVE dogs, cats, and all other pets. I will be sure to provide yours with tons of love, playtime, and cuddles! I know it's hard to be away from ... (more)

19. Bren

Put your best PAW forward!

Roxbury, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits

5 repeat clients

"Amazing!! This is the second time I've hired Bren, and she continually impresses me with her diligence. She did drop in visits with my cat for 8 days while I... (more)"

20. Susana

Love, Play, Care-Just like home!

Brookline, MA, 02446

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

1 repeat client

"Susana provided excellent daily drop-in care for my cat. She is very friendly, responsive, and reliable. I highly recommend her! (more)"

Experience exceptional service and a personalized match

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

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: