Pet Sitting & Drop Ins In South 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

Sitter Profile Image: Angelina T.
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Sitter Profile Image: Angelina T.
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1. Angelina T.

Rover 101
Star Sitter
13 years experience, I know dogs
Roxbury, Dorchester, MA, 02121
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
49 reviews
22 repeat clients
Profile image

Tommy was wonderful with our two cats. They were especially patient with our elderly cat who needed more time to eat. They took their time feeding and playing with the cats, made sure the doors were locked, and were kind enough to bring in any packages that were delivered when we were gone. Would definitely contact again next time we need a sitter.

Availability updated 3 days ago
Sitter Profile Image: Melissa F.
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Sitter Profile Image: Melissa F.
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2. Melissa F.

Star Sitter
Reliable & Responsive Sitter/Walker
Boston, MA, 02127
0.2 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
66 reviews
23 repeat clients
Profile image

Melissa was awesome! Listened to every instruction I gave, provided regular updates throughout the drop in, took lots of pictures and went above and beyond to take care of my 7mo old puppy. I will definitely be reaching back out to her in the future when I need a sitter! Thank you Melissa!

Availability updated today
Sitter Profile Image: David M.
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Sitter Profile Image: David M.
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3. David M.

Star Sitter
Dave's Doggy Day Care
North Dorchester, Dorchester, MA, 02125
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$26
per visit
5.0 out of 5 stars
163 reviews
54 repeat clients
Profile image

David has been awesome with Roxi! He is great at communicating if he's running late, when he is grouping her together with other dogs, and clarifying if something looks odd in the schedule. He has been really accommodating with last minute changes, and making sure he prioritizes her safety.

Availability updated yesterday
Sitter Profile Image: Elliott M.
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Sitter Profile Image: Elliott M.
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4. Elliott M.

Star Sitter
Enthusiastic dog owner/walker
Boston, MA, 02118
1.6 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5.0 out of 5 stars
107 reviews
68 repeat clients
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Elliott is amazing! He always takes cute photos of my dog and is very communicative and friendly. I appreciate him so much - thanks Elliott for being so great!

Availability updated 2 days ago
Sitter Profile Image: Mary Kate D.
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Sitter Profile Image: Mary Kate D.
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5. Mary Kate D.

Star Sitter
Loving cat care by lifelong owner🐱
South End, Boston, MA, 02116
1.8 mi. away
Drop-In Visits
from
$25
per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
Profile image

Mary Kate was prompt with her arrival and I really felt that my cat was well taken care of during her visits. The pictures she provided were great. I would rebook with her again.

Availability updated today
Sitter Profile Image: Nicole N.
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Sitter Profile Image: Nicole N.
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6. Nicole N.

Big dog or small, I love them all!
South Boston, Boston, MA, 02210
0.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
Profile image

Great sitter!

Availability updated today
Sitter Profile Image: Ashley B.
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Sitter Profile Image: Ashley B.
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7. Ashley B.

The dogs know me as Auntie Ash!
Boston, MA, 02205
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
Profile image

Thanks Ashley

Availability updated today
Sitter Profile Image: Culla G.
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Sitter Profile Image: Culla G.
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8. Culla G.

Star Sitter
Love dogs big and small!
South Boston, Boston, MA, 02210
0.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
29 reviews
5 repeat clients
Profile image

Culla was so lovely to meet and took such good care of our cat! She was loving and affection with our cat from the very start. Will definitely book her again!

Availability updated 5 days ago
Sitter Profile Image: Layla R.
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Sitter Profile Image: Layla R.
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9. Layla R.

Rover 101
Star Sitter
Your cat’s prr-fect sitter
South End, Boston, MA, 02118
1.2 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
206 reviews
68 repeat clients
Profile image

Layla was great with our Husky. Very communicative, sent lots of updates and photos. Have no hesitation in using her again and recommending her to others. ⭐️⭐️⭐️⭐️⭐️

Availability updated today
Sitter Profile Image: Maria S.
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Sitter Profile Image: Maria S.
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10. Maria S.

Star Sitter
There is never enough pet love
South Boston, south boston, MA, 02127
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
36 reviews
7 repeat clients
Profile image

Maria was so good with olive, she went above and beyond I could tell olive had so much fun with her! She is amazing!

Availability updated 28 days ago
Sitter Profile Image: Peter N.
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Sitter Profile Image: Peter N.
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11. Peter N.

Animal lover in South Boston
South Boston, Boston, MA, 02127
0.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5.0 out of 5 stars
15 reviews
8 repeat clients
Profile image

My cat has a lot of anxiety, and Peter was great with him! I highly recommend him, and look forward to booking with him in the future.

Availability updated yesterday
Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
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12. Carmen P.

A girl who loves puppers :)
Boston, MA, 02127
0.4 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
3 reviews

Carmen has dog sat for us for several years. She really is the best and has always been our top choice when available. We had two older dogs, one of which was dealing with an illness. Carmen always gone above and beyond while taking care of them. She would take them on walks, would send us videos and pictures playing with them in the yard and should would give them plenty of cuddles and loving attention. She truly treated our pups as if they were her own. Carmen is very responsive and dependable. Our pups always seemed happy to see her coming through the door and it gave them (and my wife) much less anxiety when were were away. I would trust Carmen to be able to handle any size of dog or other animal without any issue. I recommend Carmen as a sitter to anyone who loves their pets.

Availability updated 5 days ago
Sitter Profile Image: Jess S.
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Sitter Profile Image: Jess S.
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13. Jess S.

Star Sitter
Pets are family too!
South Boston, South Boston, MA, 02127
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
55 reviews
18 repeat clients
Profile image

Jess was fantastic. She was in touch every drop in visit with updates on my cats along with pictures. I would definitely recommend booking with her and I will book again when we need to leave or cats at home.

Availability updated 13 days ago
Sitter Profile Image: Erika T.
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Sitter Profile Image: Erika T.
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14. Erika T.

Star Sitter
Dog lover in Southie
South Boston, Boston, MA, 02127
0.6 mi. away
Drop-In Visits, Dog Walking
from
$23
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
Profile image

Erika was amazing!! Archer is just shy of a year old and we are pretty new to Rover, so we weren’t sure what to expect. But we were quickly reassured with how attentive Erika was pre and during her time with Archer. Can’t recommend Erika enough and we will for sure be reaching out to her again in the near future!!

Availability updated 5 days ago
Sitter Profile Image: Julia V.
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Sitter Profile Image: Julia V.
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15. Julia V.

Your dog’s new best friend
Boston, MA, 02210
0.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
6 reviews

Julia is a very trustworthy, kind, caring person. Julia has a dog of her own and takes amazing care of him. Julia is a very active person and enjoys being outside. She would be an amazing, responsible and knowledgeable pet caregiver!

Availability updated 7 days ago
Sitter Profile Image: Erika G.
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Sitter Profile Image: Erika G.
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16. Erika G.

No dog too big or too small :)
South Boston, Boston, MA, 02127
0.4 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
2 reviews

I have known Erika her whole life and she has always been in love with dogs. She treats whoever she is watching as her own.and is very knowledgeable about behavior and training. Every visit is an opportunity for a new fun adventure for her and her canine friends. Erika is a lovely, caring and very responsible person. I highly recommend her to care for your fur babies

Availability updated today
Sitter Profile Image: Emily B.
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Sitter Profile Image: Emily B.
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17. Emily B.

Star Sitter
Flexible, responsible sitter/walker
South Boston, South Boston, MA, 02127
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
61 reviews
25 repeat clients
Profile image

Emily was super trustworthy and took care of my Pinga and Guinness and the house. She sent pictures every day and even thought only Pinga showed up to say "hi", I would totally trust her to take care of them again - maybe within time they become less shy :)

Availability updated 10 days ago
Sitter Profile Image: Grace P.
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Sitter Profile Image: Grace P.
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18. Grace P.

Dedicated dog walker
Boston, MA, 02127
0.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$12
per visit
2 reviews

Grace has watched my sweet dog Hugo so many times and has been absolutely incredible! She is so patient and kind with him - I would trust her with him in a heartbeat.

Availability updated yesterday
Sitter Profile Image: Gabrielle F.
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Sitter Profile Image: Gabrielle F.
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19. Gabrielle F.

Dogs > people
South Boston, Boston, MA, 02127
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5.0 out of 5 stars
3 reviews

About: I am a HUGE animal lover. Growing up I had 6 dogs, 4 cats, 3 birds, 3 guinea pigs, and a handful of different reptiles—hectic I know. However, dogs will always have a special place in my heart <3. I have been dog sitting since I was 16 and have fostered a handful of dogs. I have experience with puppies, senior dogs, and breeds with special needs like english bulldogs. I currently have a 4.5 year old boxer/jack russell mix named Gigi. She is extremely friendly and gets along great with other dogs, cats, kids, etc. If your pet enjoys the company of other dogs, my household will be a great fit! I am home every weekday after 5pm and most of the day on weekends. My job gives flexibility to WFH or go home in the middle of the day for a puppy potty break as needed. In addition, my boyfriend is WFH at the apartment on Mondays and Fridays and is more than happy to keep the pup company. In my home, dogs are treated like a full blown member of the family. They can have full access to my apartment including beds and other furniture. I also have a large crate available if that is what your dog works best for your dog. My apartment is just a few blocks away from the beach, dog park, fenced in fields, and Medal of Honor Park. I currently bring my dog to the dog park twice a day, but can provide more frequent bathroom trips for your pet if needed. I have no problem with matching food schedules/restrictions and administering oral medication. I am here to make your dog feel as comfortable as possible-so please reach out if you have any specific requests.

Availability updated 9 days ago
Sitter Profile Image: Scott H.
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Sitter Profile Image: Scott H.
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20. Scott H.

Dental student that loves dogs
South Boston, Boston, MA, 02127
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
3 reviews

Scott watched my shihtzu and did an amazing job!!! He sent me pics and kept me promptly updated when I checked in. Boo boo came home happy and healthy . 10/10 recommend.

Availability updated 4 days ago

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Drop-In Visits