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 pet.

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Sitter Profile Image: Chelsea M.
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Sitter Profile Image: Chelsea M.
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1. Chelsea M.

Star Sitter
A labrador pro
Brookline, MA, 02446
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
22 reviews
11 repeat clients
Profile image

Chelsea is professional, reliable and fantastic caretaker. She is also very communicative and flexible with scheduling which has saved me twice now. I strongly recommend her to anyone considering her for watching over their pet.

Availability updated 4 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Romy C.
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Sitter Profile Image: Romy C.
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2. Romy C.

Star Sitter
Pet lover looking for pets to love!
Boston, MA, 02115
0.7 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
Profile image

Romy was an amazing cat sitter! She was very attentive to my cat and let me know whenever something seemed off. She was punctual and gave my cat lots of playtime and sent me the cutest pictures and videos while I was away. I would definitely recommend booking Romy to look after your pets!!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Tracy G.
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Sitter Profile Image: Tracy G.
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3. Tracy G.

Huge dog lover that works from home
Back Bay-Beacon Hill, Boston, MA, 02116
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$17
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
Profile image

Tracy was great! Super reliable and helpful with my puppy Ginger 😇. I will definitely reach out if I need a sitter again!

Availability updated today
Sitter Profile Image: Eva L.
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Sitter Profile Image: Eva L.
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4. Eva L.

Friendly & experienced pet sitter!
Fenway-Kenmore, Boston, MA, 02115
0.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
24 reviews
4 repeat clients
Profile image

We made a super last minute request to have Mylo walked & she responded the same day to come meet him. She was so so awesome with Mylo! She was great at remembering the little things for Mylo & our apartment.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Rachel M.
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Sitter Profile Image: Rachel M.
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5. Rachel M.

Rover 101
I'll love your pets like my own!
Fenway-Kenmore, Boston, MA, 02215
0.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
Profile image

Rachel was so great with our little guy! It's nice to see the photos of them getting along and playing. And thanks also for watering our plants while we were away!

Availability updated yesterday
Sitter Profile Image: Anna O.
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Sitter Profile Image: Anna O.
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6. Anna O.

Rover 101
Star Sitter
Responsible pet lover!
Brookline, MA, 02446
1.0 mi. away
Drop-In Visits
from
$21
per visit
5.0 out of 5 stars
37 reviews
13 repeat clients
Profile image

Anna was a professional from start to finish! She was easy to communicate with and visited Pretzel within the same time window each day. Pretzel seemed to get along with her really well and Anna sent detailed updates with lots of photos each day.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Tiffanie J.
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Sitter Profile Image: Tiffanie J.
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7. Tiffanie J.

Rover 101
Star Sitter
Big heart for small paws 🐾💛
Fenway-Kenmore, Boston, MA, 02215
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$27
per visit
5.0 out of 5 stars
22 reviews
8 repeat clients
Profile image

We appreciated Tiffanie visiting our cats while we were away! She took lots of photos and pointed out when their eating pattern wasn’t normal. They seemed to like her. We would be happy to have her visit our cats again.

Availability updated today
Sitter Profile Image: Robbie B.
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Sitter Profile Image: Robbie B.
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8. Robbie B.

Star Sitter
Furry Friend Enthusiast
Back Bay-Beacon Hill, Boston, MA, 02115
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
70 reviews
26 repeat clients
Profile image

Robbie took great care of my cat while I was out of town for a few days! She was very quick to reply and sent along great pictures of my cat. Would definitely recommend!

Availability updated yesterday
Sitter Profile Image: Madison S.
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Sitter Profile Image: Madison S.
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9. Madison S.

Star Sitter
The pawsitively perfect pet sitter!
Fenway-Kenmore, Boston, MA, 02215
0.4 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
47 reviews
18 repeat clients
Profile image

Madison was great!! Communication was excellent and she took great care of my cat. She sent several pictures each day and left a detailed Rover card. I’d gladly use Madison again.

Availability updated today
Sitter Profile Image: Lauren K.
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Sitter Profile Image: Lauren K.
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10. Lauren K.

Trustworthy dog enthusiast
Boston, MA, 02118
0.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients

Lauren was our dog sitter during the holiday break. She provided regular updates with short videos, photos, and comments. It was reassuring that our pet was in great hands, and we were able to truly relax during our time off.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Bree K.
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Sitter Profile Image: Bree K.
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11. Bree K.

Calm, Caring, and Worry-Free Care!
Brookline, MA, 02446
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
20 reviews
7 repeat clients
Profile image

Bree is just incredible — so courteous, prompt, generous and professional. Our dog adores her, and I always feel he’s in good hands when she’s watching him. Highly recommend.

Availability updated 3 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Bee Q.
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Sitter Profile Image: Bee Q.
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12. Bee Q.

back bay/allston dog walker
Boston, MA, 02215
0.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
1 year of experience

About: I grew up with pitbulls and labs, and i have experience with both smaller and larger dogs. I am open to puppies and I adore both cats and dogs! I am a full time student, but I have plenty of time to provide the care and attention that you’re looking for with your puppies :) I care first and foremost about your pets safety and comfort! I am willing to do whatever is needed to make sure their accommodations are met.

Availability updated 2 days ago
Sitter Profile Image: Kelsey H.
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Sitter Profile Image: Kelsey H.
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13. Kelsey H.

Star Sitter
Flexible Dog/Cat Walker & Sitter!
Fenway-Kenmore, Boston, MA, 02115
0.5 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
Profile image

Kelsey was great. Photos everyday, all instructions followed, responsive, and I came home to a very happy kitty. Would definitely book again.

Availability updated yesterday
Sitter Profile Image: Mehlani P.
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Sitter Profile Image: Mehlani P.
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14. Mehlani P.

Your Pet’s New Temporary BFF!
Fenway-Kenmore, Boston, MA, 02215
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients

I have only known Mehlani a couple of months and I know that’s she is a kind and responsible caregiver! She has a natural understanding of almost all household pets having grown up with dogs, cats, guinea pigs, and turtles (I’m sure I’m missing some😉). She is very patient and attentive with animals and she will treat your pets with the utmost love and care!!

Availability updated 7 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Brad A.
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Sitter Profile Image: Brad A.
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15. Brad A.

Dogs & Cats - I love them both!
Boston, MA, 02215
0.1 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5.0 out of 5 stars
33 reviews
17 repeat clients
Profile image

Brad took amazing care of my cat! He was very responsive, left detailed information about the visits, and sent lots of photos. I would definitely recommend him!

Availability updated 4 months ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Lauren T.
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Sitter Profile Image: Lauren T.
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16. Lauren T.

Star Sitter
Experienced pet care provider!
Fenway-Kenmore, Boston, MA, 02115
0.4 mi. away
Drop-In Visits, Doggy Day Care
from
$20
per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
Profile image

Lauren was communicative and did a lovely job!

Availability updated 4 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Elaine Z.
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Sitter Profile Image: Elaine Z.
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17. Elaine Z.

Dedicated and loving animal care!
Fenway-Kenmore, Boston, MA, 02215
0.1 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
Profile image

Elaine took great care of our pets and was very in tune to when our kitten seemed to have a problem. Turns out our kitten was eating one of her toys and Elaine helped us keep Sunflower safe by identifying this and removing the hazard. Elaine was in constant contact with us for updates.

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Rachael L.
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Sitter Profile Image: Rachael L.
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18. Rachael L.

Pet lover providing reliable care!✨
Fenway-Kenmore, Boston, MA, 02215
0.1 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
10 reviews
Profile image

Rachael was such a great sitter for our cat 🐈 she was very attentive and always had great notes and communication. Very kind girl too, very trust worthy and felt secure with her care. I would definitely recommend her for your cat!

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Isabelle L.
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Sitter Profile Image: Isabelle L.
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19. Isabelle L.

Lifelong dog and cat owner/lover
Fenway-Kenmore, Boston, MA, 02215
0.1 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
Profile image

Isabelle is absolutely amazing and caring of our cat. She is on time, dedicated, flexible and very easy to coordinate with. She made sure we were up to date with what out cat was up to at home :). She took great care of the feeding, cleaning the bowls and clearing out the litter. I have booked Isabelle twice now and will totally look for her again in the future!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Gil O.
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Sitter Profile Image: Gil O.
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20. Gil O.

Star Sitter
We Love Free Dog Therapy
Fenway-Kenmore, Boston, MA, 02215
0.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5.0 out of 5 stars
30 reviews
12 repeat clients

About: My girlfriend and I are both dog owners that have genuine experience with caring playing with dogs. She has 2 schnauzers and I have a Siberian Husky so we know how to treat different sized dogs (and different ages) appropriately. I work remote so my time is extremely flexible but early mornings, lunch time (around 12pm), and after 5pm are the best time for me during the weekdays. As for weekends, it’s generally the same as the weekdays. We are a clean household, so there will be nothing to worry about when it comes to eating foreign objects. We will also be playing with your fur babies happily, to the point that they will be tired from having so much fun! If there are any allergies or special needs (i.e old age), please let us know so that we can give your fur babies the best care!

Availability updated 7 days ago

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