Dog Sitting in Milwaukie

Book a Milwaukie dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Milwaukie dog 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: Brynly S.
Verified Enhanced Background Check
Brynly S.
from
$15
per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
10 years of experience
Portland, OR, 97219

About: I’ve been around animals ever since I was born and I’ve loved them since I met them! I’ve been walking and caring for neighbors, friends, and family’s animals since I was about eight. I’m a student currently, studying biology with an interest in animal behavior. I love animals of all kinds and I would be more than happy to spend time with your fur baby! I’m currently a student at PCC but besides that my schedule is extremely flexible! My classes are about an hour and a half on the week days only. I will do anything you see fit to protect your home and your pets. If I’m there for the day only, I will clean up any toys or messes, feed your pets if you would like me to, give medication if it’s needed, exercise your pets, and lock up when I leave. If I’m there overnight, I will strip the bed I’ve slept in, feed your pets, clean up any messes I’ve made or the animals have made, give medication if it’s needed, spend time with your fur babies, exercise your pets, and lock up overnight and when I leave.

Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
110 reviews
34 repeat clients
1 year of experience
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239

Excellent response time, service, and care. Ann bonded with my pet in no time and took great care of Cosette and my home! Top tier professional~

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Jonathon W.
Sitter Profile Image: Maggie P.
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Maggie P.
from
$25
per visit
5.0 out of 5 stars
29 reviews
9 repeat clients
5 years of experience
Portland, OR, 97202

Maggie is my dog’s new favorite person!

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Krizelle M.
Sitter Profile Image: Damita A.
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Damita A.
from
$25
per visit
4.9 out of 5 stars
98 reviews
36 repeat clients
22 years of experience
Milwaukie, OR, 97267

Damita really helped us out because right after we left on vacation our power went out. Then our flight home was delayed and Damita quickly agreed to add another visit to our booking to care for our dog. She continuously updated us and asked how she could be of more help. We’re really impressed with her kindness and how she went to extra mile for us. Thanks Damita!

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Leea R.
Sitter Profile Image: Layla O.
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Layla O.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
21 reviews
7 repeat clients
3 years of experience
Portland, OR, 97239

About: A highly organized and reliable pet sitter with a passion for animal care. I will love and care for your fur babies as much as you do. I am recently unemployed. This has allowed me increased flexibility in my schedule to care for animals including overnight house sitting, home visits and exercise. I am able to care for your pets in your home (overnight or scheduled visits) while meeting any special feeding, exercise, and temperament requirement you have.

Sitter Profile Image: Margaret B.
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Margaret B.
from
$20
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
10 years of experience
Mount Scott, Portland, OR, 97206

Margaret was very sweet! Came home to my cat being happy. She would send me details on what occurred during her visit and lots of pictures of my cat which I appreciated it!

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Subhia M.
Sitter Profile Image: Susan J.
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Susan J.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
91 reviews
20 repeat clients
10 years of experience
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239

Susan was great! She was very communicative and kept us informed with how our cats were doing, sending pictures, videos, and text updates. She was even nice enough to clean up when one of our cats made a mess. We are 100% planning to ask her to pet sit next time too.

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

Jason took great care of my shy dog who needs extra time to warm up to new people

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Naomi J.
Sitter Profile Image: Shannon R.
Verified Enhanced Background Check
Shannon R.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
38 reviews
12 repeat clients
20 years of experience
Ardenwald, Portland, OR, 97222

Shannon has always been a great sitter and when we had an emergency that delayed our return she was very flexible and made sure our cats were well taken care of. Highly recommend her as a sitter.

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Garnett P.
Sitter Profile Image: Amanda & Jaime S.
Verified Enhanced Background Check
Amanda & Jaime S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
32 reviews
21 repeat clients
35 years of experience
HAPPY VALLEY, OR, 97086

About: I have lived with pets my whole life and consider them family. I love to meet new animals, and believe our family is perfect to host beloved pets like they are our own. I work part time as a Social Worker, and am able to manage my own schedule to accommodate pet care as needed and am flexible. I have a fenced in, large yard for potty breaks and play as needed. I have a 10 year old puggle who loves everyone he meets!

Sitter Profile Image: Marianne W.
Verified Enhanced Background Check
Marianne W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
75 reviews
19 repeat clients
20 years of experience
Hillsdale, Portland, OR, 97219

Marianne was amazing as always. Super communicative, quick responses, and always makes me feel better about having to leave my cats for a few days knowing they’re getting great care!

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Molly L.
Sitter Profile Image: Chelsey C.
Verified Enhanced Background Check
Chelsey C.
from
$12
per visit
5.0 out of 5 stars
26 reviews
8 repeat clients
20 years of experience
Milwaukie, OR, 97222

Chelsey was very responsive and checked in with us whenever she had questions! She also took such great pictures of our kitties and they seemed to love her 😊

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Mia S.
Sitter Profile Image: Sequoia C.
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Sequoia C.
from
$25
per visit
5.0 out of 5 stars
179 reviews
49 repeat clients
10 years of experience
Ardenwald, Milwaukie, OR, 97222

Sequoia came by a few days in a row to feed our dog Mabel, as I had to work late, and it was so appreciated! Sequoia understands Mabel's needs, is very aware of her sensitive stomach and makes sure Mabel is happy & taken care of whenever she comes over to help out. Thank you, as always!

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Gina M.
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

Kathy went above and beyond to care for Saydee. We’re so grateful and 100% would recommend Kathy to anyone looking for attentive care for their pet. Saydee enjoyed a very comfortable stay at her house and we were worry-free knowing that she was really well looked after.

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Ashley S.
Sitter Profile Image: Kaleen M.
Verified Enhanced Background Check
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: Kamrie K.
Verified Enhanced Background Check
Kamrie K.
from
$12
per visit
1 repeat client
4 years of experience
Northwest, Portland, OR, 97210

About: I have taken care of cats and dogs from ages 4 months to 12 years! I like to learn each animals needs and modify my care for them! I work three days a week and keep an open schedule to care for others’ animals the other four days in the week! I have a flexible schedule and can even help on the days I am scheduled at my main job! I always ask for your preferences for your animals! Whether this includes walk length, treats and food, and even mannerisms, I always want to make sure YOU and your animals are comfortable!

Sitter Profile Image: Allyson H.
Verified Enhanced Background Check
Allyson H.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
3 years of experience
Portland, OR, 97215

Allyson did great job taking care of my 2 dogs. She’s easy to communicate with and punctual with arrival times!

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Austin A.
Sitter Profile Image: Janell J.
Verified Enhanced Background Check
Janell J.
from
$20
per visit
4.7 out of 5 stars
28 reviews
7 repeat clients
12 years of experience
Happy Valley, OR, 97086

Janelle did a great job of taking care of my cat and making sure everything was good at my apartment. I would 100% reccomend her and will ask her to watch my cat again!

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Jared B.
Sitter Profile Image: Julie B.
Verified Enhanced Background Check
Julie B.
from
$15
per visit
5 years of experience
Portland, OR, 97219

About: I grew up in an family with lots of animals over the years - we always had dogs, but also everything from guinea pigs to a pygmy goat! As such, I've always adored animals and they seem to be able to tell, and feel set at ease by my gentle nature. Currently I'm working part-time as a dog bather and gradually adding more pet care into my schedule. I'm available Thursday, Friday, and Saturday after 3 pm. Allowing someone else to care for your furry friends requires trust - I'm highly conscientious in others' homes and will be respectful of your space. I will also pay close attention to any instructions you leave me.

Sitter Profile Image: Cataluna S.
Verified Enhanced Background Check
Cataluna S.
from
$15
per visit
5 years of experience
Creston-Kenilworth, Portland, OR, 97202

About: I’ve grown up around animals and have had two dogs of my own, so I understand the care, patience, and attention pets need. I’ve also spent several years dog sitting, cat sitting, and house sitting for friends, family, and neighbors. I’m comfortable with feeding routines, walks, playtime, cleaning up after pets, giving lots of attention, and making sure pets feel safe and comfortable while their owners are away. I’m dependable, communicative, and genuinely enjoy spending time with animals of all personalities and energy levels. Pet care fits naturally into my daily routine because I have experience caring for pets consistently and responsibly. I’m flexible with my schedule during the summer and can plan my day around feeding times, walks, playtime, potty breaks, and check-ins to make sure pets get the attention and care they need. I also make communication with owners a priority and enjoy sending updates and photos so they feel comfortable while away. I always focus on creating a safe, calm, and comfortable environment for pets, whether I’m caring for them in my home or in a client’s home. I carefully follow feeding schedules, medication instructions, walking routines, and any special care requests. I pay close attention to pets’ behavior and comfort levels to help them feel secure and stress-free. I also keep spaces clean, make sure doors and gates are secure, and treat every home and pet with respect and care.

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Over 989
pet parents in Milwaukie have booked dog sitting

Milwaukie dog parents share their Rover experiences

1 / 1
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

Great communication and service. Pups looked comfortable and happy, also my cat is a scaredy and he seems to like her immediately. 10/10 would book again!

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Arial B.
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

Sydney is the best! She has been working with our new puppy Pop, doing drop-in visits for us during the day when we are working. She goes above and beyond with him, and has even started teaching him basic commands like sit. She is punctual, responsible, trustworthy and knowledgeable about pups of all ages. We are so glad we found her, and would highly recommend her!

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

Sarah was fantastic! She took care of our three fur babies. She was punctual, attentive, and great at communication. We highly recommend Sarah!

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Rachel B.
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
5.0 out of 5 stars

Tayler was great! Super responsive and on top of everything. Offered to do a meet and greet ahead of time which I appreciated, and sent real time updates during the visit.

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

Katie takes amazing care of our pets! We never have to worry about them when we are away. Can’t recommend her enough!

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

Catherine did a fantastic job with Bailey. She’s very patient and did a great job of building trust with my shy, anxious, noisy dog.

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Diane D.
Drop-In Visits
5.0 out of 5 stars

Rowan has done a drop in and walks with our pets and is always timely and professional. I would absolutely book him for any future needs. The only reason we dont have him doing daily walks is that hes too far!

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

Thomas was amazing with Lovie. Every time I leave town, I usually come home to a chewed-up dog bed and signs of stress, but not this time. Thomas provided the consistency in her routine that she really needs to stay calm and happy. He asked thoughtful questions and took careful notes on all the little things that make a difference. I also really appreciated the check-in updates and photos from each visit, it gave me so much peace of mind while I was away. I will absolutely be reaching out to Thomas for future trips. Highly recommend!

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lesly h.
Drop-In Visits
5.0 out of 5 stars

Kathy was so great with my senior dog! She gave him lots of love and attention during her drop in visits. She was also able to successfully give him his meds. I appreciated knowing he was in good hands while I was away.

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

Jenna was amazing watching our two senior pups while we were out of town! She was consistently on time for the drop-ins, took them on walks and gave them lots of love, and sent us plenty of photos and updates, which we loved. We came back to a clean home and happy dogs. We'll definitely be asking her to come back again!

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

Thank you for helping us out (last minute!) to make sure Mabel had some extra attention while we were gone!

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

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.
Drop-In Visits
5.0 out of 5 stars

Thank you so much for being an awesome pet sitter! Finding a sitter who can handle my high-energy dog is difficult, but you were wonderful. I appreciate you throwing the ball and giving him treats, and even wiping him off when it was wet. You’re the best!

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

Daisy did everything’s that was asked of her and drove a good ways on such short notice. Would book again and definitely recommend!

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

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.
Drop-In Visits
5.0 out of 5 stars

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.
Drop-In Visits
5.0 out of 5 stars

Second time Kelsey has dropped in visits with my boy Will everything was great once again highly recommend

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Amy C.
Drop-In Visits
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  1. 1. Search

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  3. 3. Book & Pay

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The median cost per night for dog sitting in Milwaukie is $20

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Sitters in Milwaukie average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

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

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

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

As of Jun 2026, there are 6,478 dog sitters in Milwaukie. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

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

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

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

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

There are 6,478 dog sitters in Milwaukie on Rover, so you’re sure to find the perfect match for your dog! In Milwaukie, 94% of dog sitters offer daily exercise, 97% offer medication administration, and 96% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

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

Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.