Pet Sitting & Drop Ins in Oakwood, Pittsburgh, PA

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
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Search Results

Sitter Profile Image: Raleigh B.
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Sitter Profile Image: Raleigh B.
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1. Raleigh B.

Rover 101
Lots of experience with pitbulls
pittsburgh, PA, 15243
3.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care
from
$20
per visit
5.0 out of 5 stars
94 reviews
39 repeat clients
Profile image

The minute we met Raleigh, we knew he was a genuine & kind person who loves dogs. We needed someone to drop in to care for our dogs for a couple days at last minute’s notice and he came to our rescue! He was very accommodating and gave us continuous updates each time he visited. Our two dogs absolutely loved him as well! Would definitely recommend Raleigh to anyone who needs a kind & reliable dog sitter.

Availability updated today
Sitter Profile Image: Chelsea R.
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Sitter Profile Image: Chelsea R.
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2. Chelsea R.

Star Sitter
Showering your pet with love
Pittsburgh, PA, 15211
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
113 reviews
18 repeat clients
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Chelsea has done drop-in visits with my mini labradoodle for a number of months now and has done a wonderful job! She’s great with communication, my dog loves her SO much, and she lets me know when something seems off with my dog. AND she takes the cutest pictures on every walk with my dog! Chelsea is the first sitter I’ve dealt with on Rover and because of her good nature with my dog, the only one I’ve needed to reach out to!

Availability updated 4 days ago
Sitter Profile Image: Mandie L.
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Sitter Profile Image: Mandie L.
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3. Mandie L.

Northside Pet Services
Manchester, Pittsburgh, PA, 15233
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
12 reviews
6 repeat clients
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Mandie is wonderful. I breathe a sigh of relief when I know she's coming over to give my dog a potty break. My dog Mustard loves her!!

Availability updated 3 days ago
Sitter Profile Image: Kathleen H.
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Sitter Profile Image: Kathleen H.
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4. Kathleen H.

Star Sitter
I can’t wait to meet your fur baby!
Pittsburgh, PA, 15220
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
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Thank you for taking care of Goose and Remi! They seemed happy!

Availability updated 6 days ago
Sitter Profile Image: Kaitlyn M.
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Sitter Profile Image: Kaitlyn M.
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5. Kaitlyn M.

Star Sitter
Extended family for your fur babies
Castle Shannon, PA, 15234
4.7 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
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Kaitlyn was very responsive prior to setting up services. Her daily updates and pictures were comforting and helpful for ensuring that our two elderly cats were doing well while we were gone. We had a minor issue on one visit with her gaining access to our home, and Kaitlyn was quick to help resolve. I would not hesitate to book her again in the future.

Availability updated 2 days ago
Sitter Profile Image: Cori F.
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Sitter Profile Image: Cori F.
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6. Cori F.

Star Sitter
Friendly, dedicated animal lover
Beechview, Pittsburgh, PA, 15226
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
113 reviews
29 repeat clients
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Couldn’t have asked for better service. Our Ziggy isn’t the easiest pup to handle and Cori went above and beyond what we expected. And judging from all the great photos she took, Ziggy seemed to be very pleased as well. If we’re lucky, we’ll have Cori as his sitter for any future out of town trips!

Availability updated 68 days ago
Sitter Profile Image: Olivia A.
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Sitter Profile Image: Olivia A.
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7. Olivia A.

I do this because I love it 🥰🐾
Mt Lebanon, PA, 15228
3.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5.0 out of 5 stars
55 reviews
13 repeat clients
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Olivia has been great with Storm. We ship Storm back to UK this week, so she enjoyed seeing Olivia for a little longer! Definitely recommend.

Availability updated 30 days ago
Sitter Profile Image: Lauren H.
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Sitter Profile Image: Lauren H.
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8. Lauren H.

Star Sitter
Fun, kind, & patient with all dogs
Pittsburgh, PA, 15211
3.1 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
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Lauren was great with my pups! Appreciated the communication and updates she shared. Will book again!

Availability updated 3 days ago
Sitter Profile Image: Natalie D.
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Sitter Profile Image: Natalie D.
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9. Natalie D.

Your dog's new best friend
Mount Washington, Pittsburgh, PA, 15211
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5.0 out of 5 stars
78 reviews
41 repeat clients
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Natalie is wonderful! Have to use her often for business travel which is random and sometimes very last minute due to projects. She is very reliable! Don’t steal her time please, I need her! Lol

Availability updated 3 days ago
Sitter Profile Image: Allie P.
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Sitter Profile Image: Allie P.
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10. Allie P.

Star Sitter
Pittsburgh animal lover!
Central Business District, Pittsburgh, PA, 15222
3.5 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
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Allie is absolutely fantastic! This is my second time booking her to help with my pup Luna. She was able to take my last minute request and did amazing with Luna. Allie even brought in a package for me without me having to ask. I highly recommend Allie!!!

Availability updated 2 days ago
Sitter Profile Image: Sarah R.
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Sitter Profile Image: Sarah R.
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11. Sarah R.

Pampered Pet Care
Pittsburgh, PA, 15243
3.0 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
61 reviews
34 repeat clients
Profile image

Sarah was a wonderful cat sitter and a giant help for me and mom’s kitty! She was extremely professional in our pre-meet, asking questions I’d not thought of about how to properly care for my mom’s cat and house. I also had changes in plans a few times and asked Sarah to do some other things beyond cat care in the house, and she happily agreed. She even took care of a little “present” that the cat left in the house! I’ll be calling Sarah again for sure, and highly recommend her for anyone looking for a reliable, responsible and very communicative pet sitter who goes above and beyond to make you and your little ones feel at ease. Thank you Sarah!!

Availability updated over 1 year ago
Sitter Profile Image: Megan G.
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Sitter Profile Image: Megan G.
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12. Megan G.

I’ll love your pets like you do!
Pittsburgh, PA, 15216
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
23 reviews
5 repeat clients
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Megan was a joy to take care of Latte for me!!! I loved seeing all the pictures! She was professional and very friendly. I would highly recommend her and I will use her again!!!!

Availability updated 8 days ago
Sitter Profile Image: Nina B.
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Sitter Profile Image: Nina B.
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13. Nina B.

Star Sitter
Certified Pet Parent!!!
Beechview, Pittsburgh, PA, 15216
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
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Very good pet sitter Penny enjoyed the company.

Availability updated today
Sitter Profile Image: Snizhana M.
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Sitter Profile Image: Snizhana M.
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14. Snizhana M.

Certified dog trainer from Ukraine
Pittsburgh, PA, 15205
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$28
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
Profile image

She's the best

Availability updated 21 days ago
Sitter Profile Image: Richard T.
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Sitter Profile Image: Richard T.
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15. Richard T.

Rover 101
Star Sitter
Come play with us,come stay with us
Elliott, Pittsburgh, PA, 15220
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per visit
5.0 out of 5 stars
160 reviews
76 repeat clients
Profile image

I am glad my cat Dorita is also making friends with Richard and coming around more when he goes check on her! Richard takes care of my dog and cat both and he has been great so helpful to us!

Availability updated today
Sitter Profile Image: Magnolia H.
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Sitter Profile Image: Magnolia H.
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16. Magnolia H.

Love being outdoors with animals!
Carnegie, PA, 15106
1.8 mi. away
Drop-In Visits, Dog Walking
from
$10
per visit
1 review

She is great with animals! I highly recommend her for any needs you may have. She is very responsible and organized. You will always be able to count on her to deliver quality results.

Availability updated 2 days ago
Sitter Profile Image: Sadie S.
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Sitter Profile Image: Sadie S.
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17. Sadie S.

Loves Pets More Than People!
Carnegie, PA, 15106
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
1 repeat client

About: I've had dogs and cats my whole life. I've helped care for family and friends pets. I've also been volunteering at a rescue since 2022. I've done care, food, meds, and love! I also have a pet stroller for cats or small dogs that want some outside time as well! I work full time in Oakland. Available for evening and morning care. Also available weekends. Live near the city and can get just about anywhere. I am very respectful on your home and your things. Will handle things on your pets terms and help them feel as safe and secure as possible while giving them all the love and best care possible.

Availability updated 10 days ago
Sitter Profile Image: Maia W.
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Sitter Profile Image: Maia W.
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18. Maia W.

Home away from home!
Carnegie, PA, 15106
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit
5.0 out of 5 stars
5 reviews
1 repeat client

We reached out to Maia to board our 2 dogs at her house for a week and she was absolutely wonderful!! She was easy to communicate with and came up with a great plan on how to slowly introduce our dogs to her dog during our meet-and-greet. We have a German shepherd who is high-energy and a collie, who can be a lot to handle, but Maia understood their needs and let the three of them play but also gave them some one-on-one time. She truly has a special gift with dogs. She gave us updates throughout the week and sent adorable pics. We highly recommend Maia and will be reaching out again!

Availability updated 2 days ago
Sitter Profile Image: Carly S.
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Sitter Profile Image: Carly S.
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19. Carly S.

I'll walk, jog, and play with pups!
Pittsburgh, PA, 15220
1.3 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients

Carly is an extremely loving dog caregiver. She respects each dog and tends to their needs with the utmost care. She is observant and always goes the extra mile to make sure any dog she is caring for is always comfortable and is getting the love and attention they deserve and require. She is always willing to play with dogs if they are full of energy or sit and pet them if they are tired or less active. Her own dog is one of the most well behaved and loving dogs I have ever encountered and she takes her knowledge from raising him and applies it to situations she finds herself in with other dogs. She is a person I would trust with any dog.

Availability updated 46 days ago
Sitter Profile Image: Brian B.
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Sitter Profile Image: Brian B.
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20. Brian B.

Dog Loving Newlyweds
Pittsburgh, PA, 15205
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per visit
5.0 out of 5 stars
29 reviews
13 repeat clients

Brian has been responsible for watching my two French bulldogs on multiple occasions. Frenchies are tough to say the least, likely on special meds, behavioral issues, and extra caution with heat and just about everything else. There are not many people I would trust with them. Brian has a very keen sense for keeping a dog on schedule, tending to their needs, and ensuring their safety and giving them lots of lovin. He has a lot of experience with brachycephalic doggos (Bostons too). He and his wife Erin are the best dog parents to their own dog and being rescue dog parents means they are up for the unexpected and know how to handle it well! Their fenced in yard is also great, and I'm sure they will be your doggos next best friend!

Availability updated yesterday

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