Pet Sitting & Drop Ins In Oakwood

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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Top rated Oakwood pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Mary S.
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Mary S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
20 reviews
3 repeat clients
15 years of experience
Pittsburgh, PA, 15205

Mamie was attentive, professional, and made us feel comfortable knowing our dogs were in good hands. She sent updates and photos promptly and was detailed in her report cards. We also have two large breeds, and she handled them with ease. I can’t recommend her enough! Our dogs loved her😊

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Carly E.
Sitter Profile Image: Abigail K.
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Abigail K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
54 reviews
20 repeat clients
6 years of experience
Pittsburgh, PA, 15216

Abby was just wonderful with our cats! She was prompt, enthusiastic and sent tons of photos, which we appreciated! We will definitely be hiring her again in the future!

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Laurie B.
Sitter Profile Image: Tiffany M.
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Tiffany M.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
17 reviews
8 repeat clients
11 years of experience
Lower Lawrenceville, Pittsburgh, PA, 15201

Highly recommend Tiffany to take care of your fur babies!! She provided updates with photos and spent time playing with my cats during check-ins. My cats seemed very comfortable around her as well :) Thank you!!

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Maddie R.
Sitter Profile Image: Katherine A.
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Katherine A.
from
$14
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Oakwood, Pittsburgh, PA, 15205

Katie did an excellent job watching over Milo, and she was on top of communicating with me about him as well!

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Cole M.
Sitter Profile Image: Nicolette M.
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Nicolette M.
from
$20
per visit
5.0 out of 5 stars
21 reviews
11 repeat clients
5 years of experience
Carnegie, PA, 15106

Nicolette was friendly and took great care of caspian. She provided photo updates while we were away and provided small text updates at times too. Thank you Nicolette!

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Mike
Sitter Profile Image: Ericka D.
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Ericka D.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
72 reviews
28 repeat clients
3 years of experience
Banksville, Pittsburgh, PA, 15216

Ericka came recommended by my Rover when she wasn’t available. She did excellent in caring for my babies. I left instructions to make it easy and she was able to care for them just like me. My babies loved the playtime too!

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Sica W.
Sitter Profile Image: Kathleen H.
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Kathleen H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
350 reviews
72 repeat clients
17 years of experience
Pittsburgh, PA, 15220

10/10 Kathleen kindly came to check on my fur baby and made sure everything was good to go! She also brought in my mail and included lots of pics of my baby.

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Skylar F.
Sitter Profile Image: Matthew L.
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Matthew L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
24 reviews
8 repeat clients
20 years of experience
Brookline, Pittsburgh, PA, 15226

Matthew went above and beyond to care for our 3 cats. He followed instructions, but also brought in packages for us and cleaned the cats' dirty dishes which wasn't at all expected. I definitely recommend him!

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Julie Beth T.
Sitter Profile Image: Maddi M.
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Maddi M.
from
$22
per visit
5.0 out of 5 stars
39 reviews
10 repeat clients
9 years of experience
Manchester, Pittsburgh, PA, 15233

Maddi was a responsive, flexible and attentive caretaker for my two young house cats. I really appreciated her prompt communications and the photos she sent gave me peace of mind while I was gone on my week-long trip. Would use again, thanks Maddi!

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Greg P.
Sitter Profile Image: Lindsey M.
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Lindsey M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
105 reviews
54 repeat clients
31 years of experience
Pittsburgh, PA, 15216

Lindsey is a fabulous dog sitter! She was very prompt on communication from the moment I requested her til the 10th straight day of caring for our 2 dogs. I prefer this type of service because when I get back home I can tell my dogs are relaxed by being in their normal environment. She was super caring with them and took amazing photos everyday. Even ones of Willow, which is our hyper dog and hard to catch a photo of! Highly recommend and will use again.

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Bill B.
Sitter Profile Image: Richard T.
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Richard T.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
213 reviews
88 repeat clients
40 years of experience
Elliott, Pittsburgh, PA, 15220

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!

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Vesta M.
Sitter Profile Image: Eronda D.
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Eronda D.
Star Sitter
from
$15
per visit
4.9 out of 5 stars
56 reviews
22 repeat clients
25 years of experience
Perry North, Pittsburgh, PA, 15214

Eronda was such a caring and loving person whit my maxis, I’m sure they loved to spend this time whit her. She send me updates and pictures everyday after a walk and I can say they were calm, pampered and very happy. Thank you so much Eronda, there’s no better feeling than to know your furry babies are safe and having some love ❤️.

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Paloma D.
Sitter Profile Image: Rylee G.
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Rylee G.
from
$21
per visit
4.8 out of 5 stars
10 reviews
4 repeat clients
5 years of experience
Pittsburgh, PA, 15205

Rylee did a great job with Dobby during her drop-in visit! He was happy, well taken care of, and I really appreciated the updates. Would definitely have her watch him again!

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Madelyn D.
Sitter Profile Image: Riley M.
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Riley M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
5 years of experience
Allegheny Center, Pittsburgh, PA, 15212

Riley was amazing! Our dog is old, has movement issues, and needs medication. She was so great with him! She gave wonderful updates, consistently, about our dog and cat. She sent pictures daily and was super responsive! She was absolutely great to work with, easy to communicate with, and made our vacation so relaxing because we knew our pets were taken care of so well, while we were away! Highly recommend her!

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Kait P.
Sitter Profile Image: Kasey & Alyssa P.
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Kasey & Alyssa P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Westwood, Pittsburgh, PA, 15205

We are so thankful to have found Kasey and Alyssa! They are amazing. Very warm and friendly and know what they are doing. Our dogs took to them immediately. We feel so relieved to have found a good fit for what we were looking for in help with drop-in visits (people who know and understand older dogs, who have great communication and are kind). We will definitely be making more repeat bookings. Thank you both for being PAWsome!🐾

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Jessica R.
Sitter Profile Image: Caralyn C.
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Caralyn C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
16 reviews
2 repeat clients
15 years of experience
Carnegie, PA, 15106

Caralyn was an amazing sitter for me and my two cats! She is very considerate and it showed in the way she cared for my kitties. They’re both very affectionate but shy, but she totally understood their boundaries and made sure they were comfortable at all times. She did a great job making sure they had food and their litter boxes were clean. She also played with them and gave them treats! Caralyn was also great at sending updates and photos every day I was away. I would highly recommend her!

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Caroline M.
Sitter Profile Image: Danielle P.
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Danielle P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
33 reviews
7 repeat clients
10 years of experience
Troy Hill, Pittsburgh, PA, 15212

Danielle did an excellent job taking care of my six foster cats while I was out of town. Danielle was extremely responsive and dependable and that really set my mind at ease. It is hard for me to leave them as some often require socialization and I can’t afford to lose any progress. Danielle spent quality time as requested and documented the progress each day. It was so exciting to get to the hotel every evening to unwind and read the progress updates and see her pictures.

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Christina N.
Sitter Profile Image: Myah H.
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Myah H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
15 years of experience
Pittsburgh, PA, 15234

Excellent service!

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Ryan W.
Sitter Profile Image: Magnolia H.
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Magnolia H.
from
$10
per visit
5.0 out of 5 stars
2 reviews
9 years of experience
Carnegie, PA, 15106

About: I have had many different breeds of dogs including terriers, pinschers, and my current dog Lulu the chihuahua. I am very patient with senior dogs. I have 2 dogs (a chihuahua and a chowchow puppy) and 1 cat. Working on training the puppy currently. My cat has FIV and has health problems from it. I am experienced in handling senior dogs and dogs that may need special attention. My dog is my best friend and not just my pet. I am always gentle and understanding with her. I am always attentive to her needs.

Sitter Profile Image: Aleah M.
Verified Enhanced Background Check
Aleah M.
from
$13
per visit
5 years of experience
Pittsburgh, PA, 15203

About: My name is Aleah and I’m finishing my last semester of nursing school! I have previously fostered a dog and 2 cats (one of which became my foster fail!). While in school I have 2 cats of my own who are the loves of my life. Any pet under my care will feel as though they are one of my own. I cannot wait to get started!! I currently work part-time, so I have plenty of time to look after your pets! I am available every day, just not Tuesday-Thursday between 4pm and 8pm! I care for clients pets by walking the dogs and making sure they get enough cuddles and food/ treats. I also make sure the dogs get plenty of exercise because it can be hrs on them when their owners are away. Sometimes, I even spend the night at clients houses to ensure the Pets don’t have to be alone, but I wouldn’t do this if you weren’t comfortable with it.

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Oakwood pet parents share their Rover experiences

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5.0 out of 5 stars

Caralyn was absolutely amazing!! She took excellent care of our two cats while we were away. She’s a great communicator, and sent us daily updates on how the girls were doing. We really appreciated her gentle, compassionate approach with them, and know they were well taken care of! We would definitely book Caralyn again :)

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Carolyn K.
Drop-In Visits
5.0 out of 5 stars

second time using Matthew for sitting. I have such a comfort level when i travel knowing my dog is in capable hands. He provides me with regular updates and photos. I'll surely use Matthew's services again

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Kathryn N.
Drop-In Visits
5.0 out of 5 stars

Incredibly reliable and friendly! Maddi did a wonderful job taking care of our golden retriever with little notice and was great with communication while we were away. Would definitely recommend her for your pets!

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Luisa S.
Drop-In Visits
5.0 out of 5 stars

Abigail is the greatest!! She always takes time to play a little with my kitties and they love her! Even my shy baby comes out to see her when she comes! This is my second booking with her and will keep booking as long as her services are available. Sends the greatest pics!

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Maegan L.
Drop-In Visits
5.0 out of 5 stars

Ashley is great! She always provides pictures and great updates on our cats! We feel very at ease knowing she is checking on our fur babies.

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Krissy B.
Drop-In Visits
5.0 out of 5 stars

Elise was absolutely amazing for my work trip. Tons of pictures, and updates. She even fixed my pet camera that got knocked over for me and really went above and beyond. Thank you so much (:

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Elizabeth W.
Drop-In Visits
5.0 out of 5 stars

Lauren was open to a thorough meet and greet prior to watching our two kitties, and she took the biggest weight off our shoulders while we were away. She sent plenty of updates, gave them their favorite treats, and lots of loving and play time. Thank you from the bottom of my heart for loving them like your own! They’ll be excited to see you next time!

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Lauren C.
Drop-In Visits
5.0 out of 5 stars

Laura did a great job with the cats and making sure their food, water, and litter was maintained. Our cat Barney seemed very happy in the photos too. 😊

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Cynthia A.
Drop-In Visits
5.0 out of 5 stars

Mary watched my cat Binx for five days and was incredibly attentive and detailed in her check-ins which is always so appreciated. My boy can be picky about who he likes and he seemed to warm up to her quickly. Great communication and she definitely helped my peace of mind while I was away!

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Carson F.
Drop-In Visits
5.0 out of 5 stars

Ericka is incredibly responsive and adjusts to schedules. I have no worries when she is watching my Puppy.

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Jamie H.
Drop-In Visits
5.0 out of 5 stars

Sydnie was so wonderful with our kitties! We could tell from the pics she sent during the check ins that they loved spending time with her. Super communicative and followed all instructions we had for check ins. Thank you for everything, Sydnie! 💕

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Amber L.
Drop-In Visits
5.0 out of 5 stars

Lena was super accommodating and flexible! She sent lots of pictures of our dogs and took great care of them

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Madison L.
Drop-In Visits
5.0 out of 5 stars

Carly is great! Made time to come and do a meet and greet, and the boys loved her! Great communication! Would definitely recommend

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Gina M.
Drop-In Visits
5.0 out of 5 stars

Kathleen is incredibly reliable and takes excellent care of my dog. I receive a detailed account of her visits and pictures to accompany the message. It gives me such peace of mind. She is absolutely the best at her job!

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Nancy K.
Drop-In Visits
5.0 out of 5 stars

Mariah (Sage) was the sweetest and most attentive person to watch my dogs. I have two very large dogs (over 130 pounds) and they adored her. I will be using her again very shortly! She gave me photos and was just overall a 11/10. I would recommend her over and over again.

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Stephanie L.
Drop-In Visits
5.0 out of 5 stars

Lindsey was amazing! She took care of our pup for 11 days and was great a keeping in contact while we were out of the country. She really got to know him and adapted her care to all of his quirks. We will definitely call on Lindsey the next time we need a sitter!

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Kalie B.
Drop-In Visits
5.0 out of 5 stars

We have booked with Sarah multiple times now and continue to be very happy with her service! She is wonderful with our shy dog.

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Victoria W.
Drop-In Visits
5.0 out of 5 stars

We are so thankful to have found Kasey and Alyssa! They are amazing. Very warm and friendly and know what they are doing. Our dogs took to them immediately. We feel so relieved to have found a good fit for what we were looking for in help with drop-in visits (people who know and understand older dogs, who have great communication and are kind). We will definitely be making more repeat bookings. Thank you both for being PAWsome!🐾

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Jessica R.
Drop-In Visits
5.0 out of 5 stars

Lee once again braved the freezing cold and snow to take care of our cats! She also was able to take care of them for extra days when our flight was cancelled and rescheduled. Thank you so much!

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Gabrielle B.
Drop-In Visits
5.0 out of 5 stars

Olivia has the innate animal lingo and care to put all at ease. The exact person you would want to watch your little loved ones.

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Heather P.
Drop-In Visits
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Frequently asked questions about Rover

If you’re searching for a Oakwood pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Oakwood.

Rover makes it easy to find Oakwood pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.