Pet Sitting & Drop Ins In Historic Milwaukie

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

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: Adeline S.
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Adeline S.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
49 reviews
20 repeat clients
5 years of experience
Lake Oswego, OR, 97034

Adeline is officially my puppy’s favorite sitter, and we look forward to continuing to rebook her exceptional services! 10/10 recommend her to take care of your pets!

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Mikayla C.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
20 reviews
8 repeat clients
6 years of experience
Historic Milwaukie, Milwaukie, OR, 97222

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.

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Leroy G.
Sitter Profile Image: Megan O.
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Megan O.
from
$20
per visit
5.0 out of 5 stars
29 reviews
16 repeat clients
15 years of experience
Sellwood-Moreland, Portland, OR, 97202

We were so nervous about leaving our brand new puppy home for the first time while we went back to work. Megan came twice to feed and play with our two pups and was amazing and very communicative. Definitely recommend!

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Madeline M.
Sitter Profile Image: Karly L.
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Karly L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
73 reviews
13 repeat clients
4 years of experience
Reed, Portland, OR, 97202

Karly does an awesome job keeping our new puppy entertained while we’re at work. She also takes photos and provides great feedback after each visit!

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Courtney W.
Sitter Profile Image: Jessica J.
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Jessica J.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
17 years of experience
Milwaukie, OR, 97222

Jessica is amazing! She's been so patient with my 1yo stranger danger issues and so kind to my old boy who needs a little extra help here and there. She's also been very communicative on any questions or concerns, and has not once come across as annoyed at my near daily texts while I'm adjusting to have someone care for my pets. I hope to keep her around for a while.

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Jakki T.
Sitter Profile Image: Katie W.
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Katie W.
from
$24
per visit
5.0 out of 5 stars
36 reviews
11 repeat clients
20 years of experience
Lake Road, Milwaukie, OR, 97222

Thank you so much Katie for caring for my fur babies in short notice and during a holiday season!! Thank you again for being there for them! I look forward to having your assistance again in the future!

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Trish L.
Sitter Profile Image: Raven W.
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Raven W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
30 reviews
10 repeat clients
35 years of experience
Richmond, Portland, OR, 97202

Raven took it slow with Molly on her first visit, gave Molly time to smell things out and wander around the house with her there. Within a short period of time, Molly was all kisses and cuddles with Raven, even got her out for a walk on the first visit. Raven is so patient and calm with hesitant/nervous dogs. She's a bit of a dog whisperer. Molly loves you Raven, looking forward to the next visit 😍

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Danielle C.
Sitter Profile Image: Seth W.
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Seth W.
from
$20
per visit
5.0 out of 5 stars
63 reviews
46 repeat clients
5 years of experience
Eastmoreland, Portland, OR, 97202

Seth has been great! Dogs loved him immediately, even my timid one warmed up relatively quick. He's also been flexible and tolerant of my changing needs when things come up.

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Brittany B.
Sitter Profile Image: J B.
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J B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
14 reviews
9 repeat clients
20 years of experience
Lake Oswego, OR, 97035

J Does a great job with my pup and yesterday was super helpful because she drilled him on his commands and helped get some kongs prepped. J is reliable and communicates well.

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Marla K.
Sitter Profile Image: Kiley S.
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Kiley S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
6 reviews
5 repeat clients
10 years of experience
Reed, Portland, OR, 97202

Kiley was so friendly and caring to our cat. Asked really good questions and was attentive to what we needed as well as what our cat needed. Would book again!

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Marcus S.
Sitter Profile Image: Cindy L.
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Cindy L.
from
$15
per visit
5.0 out of 5 stars
43 reviews
10 repeat clients
6 years of experience
Creston-Kenilworth, Portland, OR, 97202

Cindy is an excellent sitter! Great communication, punctual, and our pup loved her. Highly recommended!

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Alex B.
Sitter Profile Image: Kaleen M.
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Kaleen M.
from
$13
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Lake Oswego, OR, 97034

About: I’ve had my own dogs over the last 10 years. I am a mom to two human kiddos and one golden retriever, Suzi. I’m happy to walk, check in and play, and care for your pets! I take care of my own pets every day. They are my family and spoiled! I’m able to have a flexible schedule as I stay home to take care of my family. I care for all animals and with love and appreciation. If there are specific instructions to follow I’m happy to do that. Safety is of the utmost importance to me.

Sitter Profile Image: Colby D.
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Colby D.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
54 reviews
9 repeat clients
10 years of experience
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239

Just starting using Rover and Colby, my first time. Impressed by the prompt communication, updates, pictures if my dogs. Also, punctual. Thank you!

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Tiffany H.
Sitter Profile Image: ChristyLynn B.
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ChristyLynn B.
Star Sitter
from
$16
per visit
4.9 out of 5 stars
83 reviews
30 repeat clients
30 years of experience
Brentwood-Darlington, Portland, OR, 97206

ChristyLynn was able to accommodate a last minute drop in request. She was great with the dogs, they sense right away if someone is a dog person and she definitely is. She asked if it was ok for her girls to come for an evening visit and the dogs loved that. Great communication and appreciated the pics. Will definitely use her again.

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Courtney E.
Sitter Profile Image: Kathy S.
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Kathy S.
from
$20
per visit
5.0 out of 5 stars
75 reviews
17 repeat clients
50 years of experience
Sellwood-Moreland, Portland, OR, 97202

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!

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Laura C.
Sitter Profile Image: Bliss B.
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Bliss B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
4 years of experience
Portland, OR, 97222

Absolutely amazing! Bliss was an amazing communicator, gave great updates, and took really great care of my kitty! She really went out of her way to care for him! My cat is very shy and is very anxious around new people but he LOVED her and warmed up to her the second she walked in. He has never done this with anyone, it’s was so cute and sweet and im glad he found another friend to trust! Cannot recommend her enough!

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Jacqueline P.
Sitter Profile Image: Allison K.
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Allison K.
from
$30
per visit
5.0 out of 5 stars
126 reviews
29 repeat clients
30 years of experience
Milwaukie, OR, 97267

Allison was absolutely FANTASTIC with Ollie. I love the communication and actually working with Ollie on his walks and manners. Would 10/10 recommend and will be booking with her again!

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Meagan B.
Sitter Profile Image: Danielle K.
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Danielle K.
from
$12
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Portland, OR, 97222

About: Hello👋 I would love to walk your dog on Mondays and maybe the weekend! If you live very close, I might be open to cat sitting as well! Unfortunately, life circumstance limits other opportunities at the moment. I have worked in the veterinary field for the past 8 years and have pet sat countless pets when I lived in Corvallis previously. I graduated with a b.s in zoology at OSU so you can say that animals are my life. I have an 8y/o German Shepherd husky mix, Grayson, and have grown up with large to giant breed dogs, some of whom were reactive. Hence, I am comfortable walking any size dog. Grayson is dog friendly (occasionally selective) if you ever wanted your dog to walk with a friend but not needed. I work 4 10s but have Saturday, Sunday, and Monday off to walk your dog. I can possibly cat sit if you live very close. Mondays are the most ideal day to walk your dog. I will treat your pet like the special and cute babies they are. I am very receptive to following through on training you have been working on with your dog on walks.

Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
65 reviews
14 repeat clients
25 years of experience
Brentwood-Darlington, PORTLAND, OR, 97206

Repeat customer. Jason continued to go above and beyond to care for my very shy dog.

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Naomi J.
Sitter Profile Image: Sydney L.
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Sydney L.
from
$25
per visit
5.0 out of 5 stars
12 reviews
1 repeat client
6 years of experience
Milwaukie, OR, 97222

About: I’ve been around animals my whole life, and have cared for both large and small dogs, cats of many shapes and sizes, and even horses and birds. I have experience with senior dogs, high-energy breeds, lap cats, anxious pets— I think all of them deserve love and quality care equally. I’m also a very active person and will make sure dogs get regular walks— I believe a well-exercised dog makes everyone happier! I work full-time Sun-Thurs, and unfortunately I’m not able to have any pets of my own (yet) due to house rules. Because of this I’m always grateful for the opportunity to get some quality time with pets. Earning an animal’s trust and learning about what makes them unique is a beautiful feeling, and the knowledge that I’m helping someone out at the same time makes it even better. I’m currently taking classes, so my main focus on weekends is schoolwork, which means I have plenty of reason to stay in and hang out with the pets. I think this works great for house-sitting since I am staying in to study for the most part, aka lots of quality time spent with your loved ones! I am very conscientious about what I’m doing in someone else’s home and make a point to leave it how I found it, if not better. When it comes to house sitting, I am able to spend much of the day at the house and stay overnight with them, which provides a sense of security and companionship for your babies. I believe pets are most comfortable in their home environment so my goal is to keep their stress as low as possible, caring for them the same way they are used to- ie. timed feeding schedules, potty breaks, walks; whatever I can do to keep everyone happy and healthy. I know how hard being away from your fur babies can be, so I make sure to take lots of photos to send!

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Over 35
pet parents in Historic Milwaukie have booked pet sitting

Historic Milwaukie pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Sarah helped us out with check ins on really short notice. So grateful for her and her patience with Billie, who was totally in chill spirits when I got back home :)

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

Would definitely book Wendy again! I received thorough updates and cute photos of my cat and great communication leading up to the booking.

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

Jenna was so kind and loving for our puppy corgi! He felt so loved and cared for, and we would absolutely ask Jenna to watch him again.

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

Ann is wonderful with my crew of 2 cats and a dog! Always reliable and has helped me out when my travel plans shifted due to a flight cancellation.

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

Veronica always goes above and beyond for us , taking great care of our babies, keeping us informed and taking any random house issues in stride. Highly recommend!

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

What can I say Kristen is a star sitter and still the only one we trust. Thank you for being available last minute!

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Ben Z.
Drop-In Visits
5.0 out of 5 stars

Tanja was so professional, flexible and most importantly caring! My cats were not only fed and watered, but given love, scritches, brushies and play time. My shy cat even finally came out to say hi! She went above and beyond in helping out and cleaning up messes. Tanja took diligent notes, followed my instructions carefully, and communicated with us the entire time we were gone! Highly recommend!

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

Gera was so amazing. My cat was well fed and had a lot of fun hanging out with Gera. Im so glad to find someone who i could trust taking care of my baby when im not home.

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

Megan is amazing! Super reliable and thoughtful. We really appreciate their communication and care for Lulu Bell while we are away.

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Sarah G.
Drop-In Visits
5.0 out of 5 stars

Our cats and chickens are always in great care when Charlie is watching them. Charlie made the cats forts which they loved and I will be doing from now on! Thank you for always taking great care of our family.

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Chloe P.
Drop-In Visits
5.0 out of 5 stars

Emily is fantastic.She was so patient with my shy little girl and is such a kind person in general. Very responsive and excellent at kitty care. 10/10

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Jennifer
Drop-In Visits
5.0 out of 5 stars

Taylor dropped in on my 13 year old terrier-chihuahua mix twice a day for 2 days (4 visits). He absolutely loved her immediately and she really seemed to understand his personality right off the bat. I liked having pics and reports of how he was doing because it had been a couple of years since I’ve had to be away from him for an extended period. I highly recommend Taylor for dog or cat care and will definitely request her again.

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

Sydney is great. Our cat Elsa is 19 and very shy. Sydney has made a great effort to get to know here and make her comfortable during their visits. No other sitter has gone as far. Sydney is very much appreciated here.

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

Jessica is amazing! She's been so patient with my 1yo stranger danger issues and so kind to my old boy who needs a little extra help here and there. She's also been very communicative on any questions or concerns, and has not once come across as annoyed at my near daily texts while I'm adjusting to have someone care for my pets. I hope to keep her around for a while.

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Jakki T.
Drop-In Visits
5.0 out of 5 stars

Always takes such great care of my kitty and they get along so well! Bliss is amazing and cannot recommend enough!!

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Jacqueline P.
Drop-In Visits
5.0 out of 5 stars

Lieren is a rockstar sitter and sends great updates and helps manage our complex kiddos schedule, we will continue to use their care services!

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Brianna & Samuel A.
Drop-In Visits
5.0 out of 5 stars

Karly was awesome! She took extra time with my super shy cat, and gave my social cat lots of pets. She was reliable and very responsive. Thanks Karly!

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jess t.
Drop-In Visits
5.0 out of 5 stars

Kiley was so friendly and caring to our cat. Asked really good questions and was attentive to what we needed as well as what our cat needed. Would book again!

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

Kathy did a fantastic job watching our cat, Lilly. She gave descriptive check-in notes which were very comforting while we were away. Lilly normally gets quite lonely while we are gone and she seemed very content when we returned!

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

Rachel was wonderful! She took great care of our three big, active dogs and was super flexible with her schedule. We were so grateful for her help!

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Lauren H.
Drop-In Visits
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The median cost per night for pet sitting in Historic Milwaukie is $20

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Sitters in Historic Milwaukie average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Historic Milwaukie on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Historic Milwaukie 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.

As of Jun 2026, there are 6,480 pet sitters in Historic Milwaukie. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Historic Milwaukie pet sitters respond in under an hour.

Pet sitters in Historic Milwaukie have an average of 15 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters 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

There are 6,480 pet sitters in Historic Milwaukie on Rover, so you’re sure to find the perfect match for your pet! In Historic Milwaukie, 94% of pet sitters offer daily exercise, 97% offer medication administration, and 96% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

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.