Pet Sitting & Drop Ins in Historic Milwaukie, Milwaukie, OR
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 Historic Milwaukie pet sitters

“Lieren has helped us care for our dog multiple times now. He seems so content when we get home. We love her attention and care for him and appreciate all of the good communication. Thanks, Lieren!”


“Charlie was great! Our cats and chickens were in great hands, and we received updates throughout. Charlie even picked up a rogue poop from our diva cat. 😂 We will definitely be reaching out again for all pet sitting needs.”


“My greyhound, Wilson, is a fairly shy boy when meeting new people but he went right up to Victoria during our meet and greet and was totally comfortable with her. She is very calm and has a gentle disposition. I have no doubt that he will look forward to more walks from Victoria. I totally recommend her❤️?.”


“Just so wonderful. I already left a review but I wanted to leave another one so I could give more information. I came home about 15 minutes before when I had planned for Leah to show up because I forgot some thing and I saw that my little dogs dewclaw must have gotten stuck on something because it was bleeding. Sure enough Leah came right through the door as expected, all smiles. She made me feel so much calmer about the injury and even had materials in her bag that I needed to wrap my pup’s claw. She is truly a gift to dogs and people everywhere.”

“Scott is an incredible cat-sitter for my cat Stanley. He treats him as his own pet and always impresses me with his in-depth cat knowledge. On top of that Scott goes above and beyond to take care of my home while I’m away. I truly trust him to do a fantastic job making sure Stanley is loved while I’m out of town. Would wholeheartedly recommend Scott”


“Erin is so good to my fur baby! When I came home, Marigold was happy and playful! Erin really pays attention to your pets needs and wants. I really feel so at ease knowing my cat is in her hands. She send cute pics and full updates everyday ❤️Above and beyond 5 stars!”


“Second time having Simon sit for us. Will book again. Simon does a great job with our pups and is always great at communicating and sending photos. Thanks again!”


“We really appreciated Kira taking care of our boy while we were out of town. With her help, we were able to have a worry-free trip while receiving daily updates on how he was doing.”


“Thank you so much! Sorry I was MIA, no service in the mountains, normally I communicate better. The boys were very happy to have their snacks and a clean box, I had a great time away because I knew they were well cared for.”


“Natalie is awesome! She comes to our house every week to play with/let out Eric (our frenchie) and I couldn't have asked for a better person to do it. Natalie is super on top of communicating with me, sending me photos of the visit, and seems to really care about Eric. I highly recommend her!”


“This was my first time using Rover and a dog sitter, so I was a little nervous at first — but Kathy immediately put me at ease! She was warm, professional, and clearly experienced with dogs. My pups were relaxed and enjoyed their time with her. I appreciated the updates and photos she sent, which really helped me relax while I was away. I couldn’t have asked for a better first experience — thank you, Kathy!”


“Oh my gosh Rachel is so sweet and cool. She came in ready to take notes and bonded so well with my two shy guys. She really is a quality person and I’d recommend her to anyone and everyone. She was timely, thorough, accommodating, and takes the cutest photos while pet sitting. Five stars, no notes! Thanks again Rachel!”


“We were so grateful that Christa was able to help us out for a last minute day trip! As always, she was easy to communicate with and spent quality time with our pups. I will always recommend her!”


“Consistent communication, mishap on my part and she worked around it to make sure my boy was taken care of. Always cheerful and happy to come out check up on chief. 10/10 will request again.”


“Charlie did an excellent job of taking care of our Husky, Bulleit. She was right on time, and he was very comfortable with her. I asked her to bring along her service dog (who is such a cutie!) and Bulleit loved the company. Thank you, Charlie!”


About: I enjoy connecting to animals not just watching them as they need TLC daily to know they’re loved and wanted. I do this by softly petting their fur or engaging in light indoor playfulness or hugging them while they lay there, so they feel the love:) In past I owned two dogs, 11y/o (he was 12 weeks old when we had him) and the other 8. Red heeler pittie mix and border collie mix. A few cats and even gerbils. I’m very attuned to their needs and feel them out by allowing them to adjust to me and read their energy to know how to engage. At this time I’m available 7 days a week open availability so if you’re planning to be away for a while I’d be happy to keep your fur babies company, with lots of affection and attention! I only care for pets outside my home however I have been a pet owner one was a Border collie mix and the other a heeler pittie. I owned a few cats and gerbils as well, in past. I’m very in tune if a pet needs attention for example with ears being cleaned or noticing more itching, which I can provide details as well of anything new noticed if you’d like.
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Therese J.Star Sitter

“She was very thorough and sweet to my kitty :)”


Lieren J.
Star Sitter


“Lieren has helped us care for our dog multiple times now. He seems so content when we get home. We love her attention and care for him and appreciate all of the good communication. Thanks, Lieren!”


David G.

“David was excellent! Very detail oriented, followed instructions perfectly, really just above and beyond! 10/10 will use his services again...”


Charles S.

“Charlie was great! Our cats and chickens were in great hands, and we received updates throughout. Charlie even picked up a rogue poop from our diva cat. 😂 We will definitely be reaching out again for all pet sitting needs.”


Victoria W.Star Sitter

“My greyhound, Wilson, is a fairly shy boy when meeting new people but he went right up to Victoria during our meet and greet and was totally comfortable with her. She is very calm and has a gentle disposition. I have no doubt that he will look forward to more walks from Victoria. I totally recommend her❤️?.”


Leah H.Star Sitter
“Just so wonderful. I already left a review but I wanted to leave another one so I could give more information. I came home about 15 minutes before when I had planned for Leah to show up because I forgot some thing and I saw that my little dogs dewclaw must have gotten stuck on something because it was bleeding. Sure enough Leah came right through the door as expected, all smiles. She made me feel so much calmer about the injury and even had materials in her bag that I needed to wrap my pup’s claw. She is truly a gift to dogs and people everywhere.”


Scott L.Star Sitter

“Scott is an incredible cat-sitter for my cat Stanley. He treats him as his own pet and always impresses me with his in-depth cat knowledge. On top of that Scott goes above and beyond to take care of my home while I’m away. I truly trust him to do a fantastic job making sure Stanley is loved while I’m out of town. Would wholeheartedly recommend Scott”


Erin K.

“Erin is so good to my fur baby! When I came home, Marigold was happy and playful! Erin really pays attention to your pets needs and wants. I really feel so at ease knowing my cat is in her hands. She send cute pics and full updates everyday ❤️Above and beyond 5 stars!”


Simon A.Star Sitter

“Second time having Simon sit for us. Will book again. Simon does a great job with our pups and is always great at communicating and sending photos. Thanks again!”


Kira V.Star Sitter

“We really appreciated Kira taking care of our boy while we were out of town. With her help, we were able to have a worry-free trip while receiving daily updates on how he was doing.”


Madeline M.Star Sitter

“Thank you so much! Sorry I was MIA, no service in the mountains, normally I communicate better. The boys were very happy to have their snacks and a clean box, I had a great time away because I knew they were well cared for.”


Thomas H.

“Thomas has completed three drop-ins with my two rambunctious pups, fed them, walked them, and played with them. They are both happy and healthy.”


Natalie K.


“Natalie is awesome! She comes to our house every week to play with/let out Eric (our frenchie) and I couldn't have asked for a better person to do it. Natalie is super on top of communicating with me, sending me photos of the visit, and seems to really care about Eric. I highly recommend her!”


Kathy S.

“This was my first time using Rover and a dog sitter, so I was a little nervous at first — but Kathy immediately put me at ease! She was warm, professional, and clearly experienced with dogs. My pups were relaxed and enjoyed their time with her. I appreciated the updates and photos she sent, which really helped me relax while I was away. I couldn’t have asked for a better first experience — thank you, Kathy!”


Rachel W.


“Oh my gosh Rachel is so sweet and cool. She came in ready to take notes and bonded so well with my two shy guys. She really is a quality person and I’d recommend her to anyone and everyone. She was timely, thorough, accommodating, and takes the cutest photos while pet sitting. Five stars, no notes! Thanks again Rachel!”


Christa L.Star Sitter

“We were so grateful that Christa was able to help us out for a last minute day trip! As always, she was easy to communicate with and spent quality time with our pups. I will always recommend her!”


Sarah K.Star Sitter

“Consistent communication, mishap on my part and she worked around it to make sure my boy was taken care of. Always cheerful and happy to come out check up on chief. 10/10 will request again.”


Storm S.Star Sitter

“Charlie did an excellent job of taking care of our Husky, Bulleit. She was right on time, and he was very comfortable with her. I asked her to bring along her service dog (who is such a cutie!) and Bulleit loved the company. Thank you, Charlie!”


Heather P.
“For over 13 years, Heather was the most loving and attentive dog mom to our two dogs, Banksy and Kora. From the moment they came into our lives, she treated them with nothing short of unconditional love, care, and patience. Whether it was preparing their food just the way they liked it, taking them on long walks no matter the weather, or simply sitting with them when they were scared or sick, Heather always put their needs first. She has a natural ability to connect with animals… understanding their emotions, energy, and unspoken needs. Banksy and Kora always felt safe, calm, and incredibly loved in her care, and honestly, I couldn’t have asked for a better person to help raise them alongside me. Heather would be an incredible pet sitter or dog walker for anyone lucky enough to book her. She’s reliable, nurturing, and treats every animal like family. I wholeheartedly recommend her through Rover… your pets will be in the best hands.”
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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. 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 Historic Milwaukie.
Rover makes it easy to find Historic Milwaukie 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.
