Pet Sitting & 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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Natalia K.
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Sitter Profile Image: Natalia K.
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1.

Natalia K.

Rover 101
Furry friends are my weakness!
Brookline, MA, 02445
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
10 repeat clients
from
$25
per visit

Natalia did a nice job with my two WGSD puppies while I was away, while my husband took care of my senior WGSD. During the booking I had a family emergency and she was quite flexible and understanding.

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Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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2.

Anna S.

I am an animal lover of all kinds!
Fenway-Kenmore, Boston, MA, 02215
House Sitting, Drop-In Visits, Dog Walking
5.0
14 reviews
4 repeat clients
from
$17
per visit

Anna was responsible and great with my dog! She consistently provided updates and photos, which were reassuring. I would highly recommend Anna, and I will definitely use her in the future!

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Sitter Profile Image: Annette C.
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Sitter Profile Image: Annette C.
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3.

Annette C.

Wanna give ur pets love 24/7!
South End, Boston, MA, 02118
House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
1 repeat client
from
$30
per visit

Annette took good care of my shy cat while I was away! She communicated quickly and clearly! I would hire her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Isadora D.
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Sitter Profile Image: Isadora D.
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4.

Isadora D.

Kind love to your pure soul
Boston, MA, 02215
Drop-In Visits, Dog Walking
2 reviews
from
$25
per visit

Isadora is my puppy's favorite caregiver! Whenever I travel, she steps up to the plate, giving my baby the love and attention she needs. Highly recommend her!

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Sitter Profile Image: Megan P.
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Sitter Profile Image: Megan P.
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5.

Megan P.

Miss my pets- want to love yours!
Boston, MA, 02115
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$17
per visit

Megan was amazing! When we met I instantly knew I could trust her and she did a great job taking care of my pup. Lots of pics and extra care. 10/10 recommend!

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Sitter Profile Image: Calan M.
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Sitter Profile Image: Calan M.
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6.

Calan M.

i’ve owned almost 10 pets!
Boston, MA, 02215
Drop-In Visits, Dog Walking
1 review
from
$18
per visit

I’ve known Calan for years and have met all her pets throughout the years! She is a amazing pet owner and all her animals are well taken care of! She’s extremely trustworthy and smart.

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Sitter Profile Image: Tori C.
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Sitter Profile Image: Tori C.
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7.

Tori C.

Rover 101
Friendly petsitting duo!
Cambridge, MA, 02139
House Sitting, Drop-In Visits, Dog Walking
5.0
22 reviews
8 repeat clients
from
$30
per visit

Tori was so helpful. She ensured we provided her all the locations of our cat’s toys, food, habits and even hiding spots before we left. And her updates were detailed as well as thoughtful. We really appreciate her help and would absolutely hire her again!

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Sitter Profile Image: Julie J.
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Sitter Profile Image: Julie J.
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8.

Julie J.

Wag-tastic pet care
Brookline, MA, 02445
Boarding, Drop-In Visits, Dog Walking
5.0
87 reviews
26 repeat clients
from
$19
per visit

This is our second time asking Julie to watch our cat, and she continues to be amazing! She's on time and sends pictures every visit, and both times we've booked her, we have come home to a happy cat 💕 We will definitely be asking Julie to catsit again in the future!

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Sitter Profile Image: Jackie A.
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Sitter Profile Image: Jackie A.
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9.

Jackie A.

Dog lover🐶, people doctor🩺
Boston, MA, 02115
Drop-In Visits, Dog Walking
5.0
22 reviews
1 repeat client
from
$20
per visit

Jackie is the number 1 dog sitter, she took such great care of Lilo and we both miss her dearly! You can feel confident leaving your dog with Jackie. Don’t be surprised if your pooch is hesitant to come back to you when you go to pick them up. Lilo definitely loved her home away from home with Jackie!

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Sitter Profile Image: Bella F.
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Sitter Profile Image: Bella F.
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10.

Bella F.

BOSTON’S BEST PET SITTER
Fenway-Kenmore, Boston, MA, 02115
Drop-In Visits, Dog Walking
5.0
27 reviews
10 repeat clients
from
$18
per visit

Bella is such an incredible and reliable sitter! Bella did drop-in visits with my cat Winnie twice a day, and not once did I have to worry; she was always on time and gave my cat all the love and attention during her stay. On each visit, Bella left me the most descriptive and beautifully written updates, along with Winnie's photos. Each note gave me a thorough insight into my cat's mood and level of activity. What can I say? Bella is simply the best.

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Sitter Profile Image: zuri a.
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Sitter Profile Image: zuri a.
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11.

zuri a.

College student pet lover!
Fenway-Kenmore, boston, ma, MA, 02215
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$20
per visit

Zuri has watched my cat multiple times and has always taken such amazing care of her. I have a senior kitty who can sometimes be on the more challenging side to watch and is not always quick to warm up to strangers, however she warmed up to Zuri and was purring at her feet within a matter of minutes when they first met! I never am worried about my cat when Zuri is sitting for her - she's responsible, communicative and will give your pet all the love they deserve, I wouldn't hesitate to hire her to care for your pets!

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Sitter Profile Image: Sulaiman A.
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Sitter Profile Image: Sulaiman A.
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12.

Sulaiman A.

Excited to make dog friends!
Brookline, MA, 02446
House Sitting, Drop-In Visits, Dog Walking
2 reviews
2 repeat clients
from
$17
per visit

Sulaiman is that person at a hangout who immediately feels drawn to, (and will spend most of his time with) the dog in the room. He’s truly one of the biggest animal lovers I’ve ever known; whenever a friend needs a dogsitter he will quickly volunteer without any hesitation. He has a big heart, and I believe that dogs can feel it. I’ve seen him take care of many of his friends’ dogs when they’ve needed a helping hand, and each time I’ve witnessed these dogs harbor an immense trust and loyalty towards him due to his caring and attentive nature. It’s a relationship that goes both ways, as Sulaiman cherishes each dog that he gets to take care of and often mentions them with a big smile on his face. He does not see dogs as a monolith, you can tell that he gets to know each one of their personalities individually by the way he talks about them and gives them each care based on their wants and needs. Taking care of animals is never a chore for him, he simply loves getting the opportunity to spend time with them and is passionate about making them happy. I’ve seen him go to great lengths to make dogs happy (for example, he has, on multiple occasions, voluntarily taken hour long train rides to walk his friend’s dog when his friend was too unwell to do so). I would trust my dog with him without any reservation, and I cannot reccomend him enough for a dogcare experience that is filled with love, care and fun.

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Sitter Profile Image: Olivia B.
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Sitter Profile Image: Olivia B.
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13.

Olivia B.

Just your average dog enthusiast!
Fenway-Kenmore, Boston, MA, 02115
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
1 repeat client
from
$25
per visit

I have 2 very energetic and sometimes hard to manage dogs, and Olivia has watched them multiple times. She instantly connected with both of my pups and I could tell she really cared for them as if they were her own. This was very comforting to me especially because my dogs can be so much to handle. I trusted Olivia with my 2 crazy dogs and she did not disappoint! When I got home I knew I had made the right choice by asking Olivia to watch my dogs. She was responsible, took them on walks, and kept me updated just the right amount. Aside from my own personal experience, I have recommended Olivia to friends and have heard positive feedback from them as well. If you are looking for someone to watch or walk your pets, Olivia is definitely someone I’d recommend first!

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Sitter Profile Image: Robbie B.
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Sitter Profile Image: Robbie B.
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14.

Robbie B.

Furry Friend Enthusiast
Back Bay-Beacon Hill, Boston, MA, 02115
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
9 repeat clients
from
$23
per visit

Robbie responded quickly to my requests and provided informative updates of her visits with my cat Tilly. Tilly was well cared for and I am very happy with all the services provided by Robbie. I will certainly book her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Anna O.
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Sitter Profile Image: Anna O.
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15.

Anna O.

Responsible pet lover!
Brookline, MA, 02446
Drop-In Visits, Dog Walking
5.0
7 reviews
1 repeat client
from
$16
per visit

Anna was absolutely fantastic with my cat Gimlet! She was very responsive, gave thorough updates, and was willing to be flexible. Gimlet seemed to love her!

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Sitter Profile Image: Thomas W.
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Sitter Profile Image: Thomas W.
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16.

Thomas W.

Easy going & fun loving pet friend.
Fenway-Kenmore, Boston, MA, 02215
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$17
per visit

Tom is a true pet lover and I feel comfortable with him to take care of any needs my fur babies may need! He’s caring, patient and trustworthy. Anything you may need, he has you covered.

Sitter Profile Image: Ella W.
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Sitter Profile Image: Ella W.
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17.

Ella W.

I love dogs and providing care!
Boston, MA, 02115
Drop-In Visits, Dog Walking
10 years of experience
from
$19
per visit

About: I’ve always taken care of my own dogs as well as those of my family friends. I also frequently volunteer in an animal shelter in my hometown. I have extensive experience with disabled pets as my dog is deaf and blind. I’m a student at Berklee College of Music. Even though I’m pretty busy, I’ll always make time for your furry family members! Whether it’s a short drop by, long walk or a play in the park, I commit to providing a fun experience! I am very careful about safety and cleanliness. One of my dogs is blind and deaf and has always required a little more care than a normal dog. I will always apply this same level of effort to your pets. I am a very responsible person (if I do say so myself!) and I will always maintain a level of professional cleanliness and responsibility.

Sitter Profile Image: Abhay S.
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Sitter Profile Image: Abhay S.
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18.

Abhay S.

I want to be your dog's friend.
Fenway-Kenmore, Fenway, MA, 02215
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
9 repeat clients
from
$30
per visit

Abhay has been doing drop in visits for my dog for the past 3 weeks. During this time, he has been excellent with communication and following care instructions for my dog. He has been respectful of my property while caring for my dog and I have no complaints. I am comfortable having him do drop in visit care.

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Sitter Profile Image: Grace S.
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Sitter Profile Image: Grace S.
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19.

Grace S.

I love dogs!
Boston, MA, 02115
Drop-In Visits, Doggy Day Care, Dog Walking
5.0
2 reviews
from
$21
per visit

Grace is a dog-lover who is extremely responsible, reliable and hard-working. She aims to be punctual and always takes on work with a positive attitude. Grace is a joy to work with and I trust her enormously. I give her my highest recommendation.

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Sitter Profile Image: Elizabeth W.
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Sitter Profile Image: Elizabeth W.
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20.

Elizabeth W.

Trustworthy and experienced
Boston, MA, 02446
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$25
per visit

Elizabeth has been a life long animal lover. She is responsible and conscientious and will give your pet lots of love!! She has personal experience with cats, dogs and birds. Elizabeth has also served as a volunteer at the local animal shelter and received pet training and education while there. She also has lived with a certified therapy dog and attended volunteer visits. Elizabeth will do a great job for you!

Search Map

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:

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