Pet Sitting & Drop Ins In Woodlawn
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 Woodlawn pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I am kind and caring to all pets. Patience is the name of the game for some pets so I always make sure they’re comfortable. Being self-employed allows me to have a fairly open availability to help care for your pet(s). Luckily my business doesn’t take up too much of my day and gives me the freedom to spend my day doing other things that make me happy. Making sure your pets’ needs are met is my top priority. I have a roommate that is sometimes away for business so I make sure her cat is fed, hydrated, kept clean, and well loved.
“Courtney was so sweet and loving towards our cat that has a bit of a cattitude 😅 Our cat warmed up to Courtney quickly with her kind demeanor. So grateful for her checking in on our monster while we were away!”

“Courtney is so awesome!! Our fur babies loved her and she took so many photos which made me feel better seeing them so happy. Being gone for a week is hard but Courtney was very communicative and the dogs were clearly happy having her there for food and water checks. One of our dogs is also on medication and she was great with giving us updates on that as well.”

“Jen was PHENOMENAL! We have a grumpy cat and she was dedicated to making sure he was well taken care of. She was prompt, communicated well, and a joy to work with. We would book her again in a heartbeat.”

“Our senior dog, Sadie, loved hanging out with Crystal! Crystal was so attentive to her needs, gave her lots of love and pets, and took adorable pics to keep us posted. Can’t wait to see Crystal again!”

“Bobby makes traveling without our pet stress free and enjoyable. His clear communication and thoughtful details and observations are greatly appreciated. We love reading his reports and the photo updates.”


“Kate did a great job taking care of my new cat. She gave really thoughtful updates throughout the week which eased a lot of my worries about leaving her. Daisy was happy and healthy when I got home. Will definitely be booking again!”

“Kaitlin provided great daily updates on Penny and was fantastic at keeping Penny’s space tidy. I would definitely recommend Kaitlin for your cat check in needs!”

“I-Hsin is one of the most attentive sitters I have ever had. She sends so many images and asks detailed questions about my geriatric cat’s needs. I don’t travel often, but she is high on my list and truly an incredible sitter and communicator.”

“Alivia is amazing and really was such a blessing to my dog and I this last week. This has been a new process for me and she just went above and beyond for us both. Alivia is thoughtful, communicative, and really made me feel so peaceful knowing such a kind person was watching my dog. I can not recommend her enough and am so thankful for all of her help!”

“I will forever book Dana for my future cat sitting needs, and highly recommend her for anyone else looking. I can tell she has a passion for animals which we really appreciated. She was extremely prompt, responsive, and went above and beyond. Can’t thank her enough for looking after my lad!”

“Third time using Shayne. She is my first go when I’m heading out of town without my pups. She is thorough and reliable and is a complete stress reliever because I know my pups are being watched after well. She even checked the weather to make sure my pups weren’t out in the cold and communicated well so I could make arrangements to make them more comfortable. I can’t recommend her enough. Thanks again Shayne!”

“This is the second time Peter has taken care of our two cats, Clementine and Milton, and he once again took excellent care of them! Not only did he feed the cats and checked/cleaned their litterbox, he also vacuumed around the box as well (the cats do some dramatic, messy exits outside the box at times, because of course they do). Peter is a prompt, excellent communicator and is super kind to boot. I had totally messed up the days for the booking and Peter was very understanding and flexible and was able to get the booking rescheduled for the correct dates, which I really appreciated. Would absolutely recommend him for any of your petsitting needs. Thanks, Peter!!!”

About: Animals love me, and I love them! My family has always had dogs, and I was always the one to walk them. Tiny dog? I'll walk them. Medium dog? I'll walk them. Big dog? I'll walk them. REALLY big dog? I'll walk them. I have walked dogs of all sizes, ages, and speeds. No matter the size, dogs respond well to my energy, and they can tell I'm excited to see them. If your dog doesn't like walks, I can stop by and let them out in your backyard and even throw a ball for them 1 to 100 times. I'm currently working part-time from home on a boring computer. Happy to take a break to hang out with your cute animal(s) instead! I usually go on a walk 1-2 hours a day, so why not bring your dog along? I also have a car, so I can get to your neighborhood in a breeze. I have experience walking reactive dogs. I am aware of my surroundings and always cross the street safely if I spot another dog approaching. I always communicate with dogs in a friendly and calm demeanor.
“Alina was the best! I needed someone to drop in on my recent rescue, Daisy, while I was working long hours. It was such a relief to get so many cute photos of my girl having fun while I was away. I came home to a happy pup every night. I will continue to use Alina’s services!”

About: Nothing makes me happier than spending time with animals, and I’ve cared for many pets over the years including dogs, cats, and reptiles. My friends, family, and clients always know they can rely on me to give their pets lots of love and affection while they’re away. I’m student at Portland State University and take mostly online classes so I can have a flexible schedule, so I have lots of free time to spend with pets! I live in a friendly neighbourhood with a very sweet cat. She loves other animals and we would love to have more pets stay over.
“I’ve been using Corey’s services regularly and he is always on time and flexible. Very communicative , professional and friendly. He is trustworthy and great with my puppy ! Thank you Corey !”

About: I've been taking care of pets for friends and family since I was old enough to pour kibble and fill water bowls! I grew up with two dogs, three cats, and friends and family with farms and ranches, giving me experience working with everything from lizards to horses. I love connecting with critters and ensuring their physical AND emotional needs stay a top priority. Experience includes: walks, structured playtime, behavioral observation and modification, photography, light grooming, medicine administration, and boarding. I work part-time with a lot of flexibility, and while I get time to interact with my friends' and neighbor's pets, I can always make time to add another set of paws to the mix. Typically, when providing care, I like to meet and greet in advance of whatever service--be it walks, check-ins, daycare, or overnights--to start off socializing with a particular pet on the right foot. I also ask for typical routines (including dietary particulars and medicine), off-limits areas and behaviors, as well as favorite toys, games, and treats! I always bring a few things to keep myself occupied in case of pets who like to do their own thing, but usually a lot of the time is spent directly supporting your companion through play, feeding, and snuggles!
“Molly was quick to respond and communicative during our trip. She was also flexible and super helpful with some other household tasks. We came home to a clean house and happy kitty. We would love to have Molly back in the future.”

Woodlawn pet parents share their Rover experiences
Anna stayed with our pups/at our house for several days while we were out of town and we could not have felt more grateful having them in her care! it was a worry-free experience on our end filled with so many sweet photos and videos of the doggos having the best time. she’s so kindhearted, a truly excellent communicator, took great care of the house and most importantly, our lil creatures in it!

Tayla took incredible care of my Emmy Lou while I was away for almost 2 weeks! She was attentive, communicative, and on time and it was clearly evident through her updates that Emmy really enjoyed her visits. I can't recommend Tayla enough and I'll definitely be inquiring about her services if I'm away again and need a sitter!

Honey knows it's Friday — she's at the door waiting for Scott. That alone says everything. She's leash reactive and not the easiest dog to walk, but Scott handles her with calm patience every single time. He's also great at communicating — any schedule adjustments are always clear and timely. We wish he could walk her every day!

Lori watched our three cats this morning and we came home to a clean house, all were fed (and she even fed the one separately that needed to be). She brought her own laser toy to play with two of them while the other was outside. We really appreciated the photos, too. We are excited to use her again for longer trip!!!

Maya did such a wonderful job caring for my cat. I needed a sitter somewhat last minute, and Maya was great to work with from the beginning. Communication was prompt and clear, and I enjoyed the write-ups she did for each visit. My cat takes multiple supplements and she would let me know she was giving them as well. I would not hesitate to book with her again.

Evita took great care of our kitties and their needs! Evita was very communicative and always included update notes and pictures with each visit, which helped us feel at ease while traveling. It was clear from the pictures that our kitties felt the same way, very comfortable! We would 100% book with her again.

Popular requests near you
Select a filter and find qualifying Woodlawn sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
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 Woodlawn.
Rover makes it easy to find Woodlawn 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.











