Dog Sitting Milwaukie

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

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Over 418
pet parents in Milwaukie have booked dog sitting

Milwaukie, Find top rated dog sitting

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

1 / 1
Sitter Profile Image: Lauren A.
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Lauren A.
from
$20
per visit
5.0 out of 5 stars
• 31 reviews
6 repeat clients
15 years of experience
Portland, OR, 97206

“Lauren was great with my cat and sent thorough updates after each visit.”

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Maura W.
Sitter Profile Image: kaylin r.
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kaylin r.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 151 reviews
47 repeat clients
10 years of experience
Richmond, Portland, OR, 97215

“Kaylin was a gem! Our beagles just loved her. We especially loved Kaylin's attention to detail, flexibility and punctuality. Great communication and so kind. Thank you Kaylin for your compassion for our pups and us!”

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Laura B.
Sitter Profile Image: Simon A.
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Simon A.
Star Sitter
from
$16
per visit
4.9 out of 5 stars
• 96 reviews
30 repeat clients
20 years of experience
Woodstock, Portland, OR, 97206

“Simon was responsive and followed all instructions. My little dude was happy to see her during each visit and she left great summaries of each visit. Would book again.”

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Paige P.
Sitter Profile Image: Marianne W.
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Marianne W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 80 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: Courtney D.
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Courtney D.
from
$15
per visit
4 years of experience
Ardenwald, Milwaukie, OR, 97222

About: Trust me with the care your pet deserves. From dependable dog walking and pet sitting to support for difficult-to-walk dogs, I’ll help make every outing and check-in feel easier. Get friendly, reliable care tailored to your pet’s needs—and enjoy greater peace of mind while you’re away. Ready to find a better routine for you and your furry companion? Reach out now to ask about availability, services, and a care plan that fits your schedule. Because every pet deserves kindness, consistency, and a trusted companion by their side. Your dog’s next great walk starts here. While I'm currently working a full time job during the week, I’m available for walks and drop-ins Friday through Sunday at any time! As a pet parent, I understand the importance of providing a safe environment for your pups. I am experienced in reading dog body language and monitoring the health of your dogs so you can have the peace of mind that they are safe while you are away.

Sitter Profile Image: Mary M.
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Mary M.
from
$14
per visit
2 years of experience
Portland, OR, 97214

About: As a lifelong animal lover with several years of healthcare experience, I bring a compassionate, patient, and attentive approach to pet care. Whether your pet needs a fun walk, overnight care, or special attention, I’m here to provide a safe and loving experience. Why Choose Me? ✔ Experienced with dogs, cats, and pets of all sizes & temperaments ✔ Trauma-informed & gentle handling for anxious pets ✔ Skilled in administering medications & specialized care ✔ Flexible scheduling – available for walks, drop-ins, & overnight stays ✔ Respectful of your pet’s routines, needs, and unique personality Services I Offer: 🐶 Dog Walking – Structured, fun, and engaging walks tailored to your pup’s needs 🐾 Drop-In Visits – Playtime, feeding, litter box cleanup, and companionship 🏡 House Sitting – Reliable overnight care with plenty of love & cuddles 🩺 Special Needs Care – Comfortable assisting with senior pets, medications, & more I understand that pets are family, and I treat every animal with the same love and care I’d want for my own. Let’s chat about how I can support your pet’s needs! 🐾💛 📍 Serving Portland, OR and Vancouver, WA I provide safe, loving, and attentive care tailored to each pet’s unique needs in your home. My goal is to create a stress-free and comfortable experience while maintaining their regular routine. • Respecting your pet’s routine, including feeding schedules, walks, and playtime • Providing gentle and patient care, especially for nervous or shy pets • Keeping your home tidy—I ensure food/water bowls are clean and spaces remain neat • Sending regular updates, photos, and check-ins so you have peace of mind • Administering medications or special care if needed • I treat every pet as if they were my own—with love, patience, and care. Whether your pet is energetic and playful or prefers quiet companionship, I adapt to their needs to make sure they feel safe, loved, and comfortable. Let’s chat about how I can provide the best care for your furry friend! 🐾💛

Sitter Profile Image: Edward S.
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Edward S.
from
$27
per visit
5.0 out of 5 stars
• 17 reviews
13 repeat clients
16 years of experience
Brentwood-Darlington, Portland, OR, 97206

About: Lifelong pet owner and current dad of two active dogs named Izzy and Julio. We love the company and are available for daycare and boarding in the Sandy Springs and East Cobb area. Our guests have free range of the house and we will go on plenty of pack walks throughout the stay or enjoy backyard time for most of the day if the weather is nice. Suffice to say your family is in great hands. I started working from home working on my business but will be full time pet sitting in the meantime. Suffice to say that I will be around most of the time to engage with your pet. My primary home is in a gated townhome community but I will be starting stays at another property with a large fenced-in backyard. I will let you know which property the stay will be at before you book.

Sitter Profile Image: Emily M.
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Emily M.
from
$14
per visit
20 years of experience
West Linn, OR, 97068

About: I have grown up around dogs and cats in and out of my home my entire life! Animals hold such a large part of my heart, so caring for them feels less like a job and more like a hobby. I strive to care for your pets as if they were my own! I understand that every pet has unique needs and personalities, and I’m happy to adjust my approach to make sure they feel comfortable, safe, and loved. Whether that means taking an energetic dog on multiple walks and throwing the ball until they’re tired, or slowing things down with extra snuggles and quiet companionship for older, more laid-back, or exhausted pets, I’ll make sure they get the individualized care and attention they deserve. I’m dependable, responsible, and have a very flexible schedule, allowing me to accommodate a variety of pet-care needs. Whether you need help with daily walks, drop-in visits, or overnight care while you’re away, I’m happy to work with you to find what works best for you and your pets! I'm currently not employed, as I am waiting to start my first job post graduate school as a Physician Assistant. Which means I will have a lot of time to care for your furry friends and my schedule is EXTREMELY flexible. Your pet’s safety, comfort, and routine are always my top priorities! I hope to build trust with both my clients and their pets through open communication, respect, and dependability. When caring for pets in their own home, I do my best to maintain their usual routines, follow all feeding and care instructions, and make sure they feel safe and comfortable in their familiar environment. I’m respectful of your home, attentive to details, and happy to provide regular updates and photos so you can have peace of mind while you’re away.

Sitter Profile Image: Andi C.
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Andi C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 346 reviews
86 repeat clients
30 years of experience
Portland, OR, 97219

“Andi did an amazing job with our very shy cat (who had bolted at the planned meet&greet)- charming him down from his hiding places and getting him comfortable - purrs and cuddles all around. Thank you! we'll certainly look for you next time we have to travel. And she's a much better cat photographer than we are.”

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Francoise B.
Sitter Profile Image: Alicia G.
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Alicia G.
from
$40
per visit
5.0 out of 5 stars
• 31 reviews
13 repeat clients
10 years of experience
Historic Milwaukie, Milwaukie, OR, 97222

“Alicia did a drop in visit and a walk for my senior pup while we were away. She is easy to communicate with, great with all the little details and I really appreciated the picture from their walk, too! I highly recommend her and will certainly hire her again for future dog care needs!”

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Sarah S.
Sitter Profile Image: Starla C.
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Starla C.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
4 years of experience
Foster Powell, Portland, OR, 97206

About: I have experience with small dogs, big dogs, crazy cats and shy cats. I know each animal has a different way of life. I take into consideration all of their favors and sensitivities. I want each animal to feel loved and as comfortable as possible while they are away from their parents. I mostly have open availability. I usually only work at night for about five hours for about only three days a week. I have a pretty flexible schedule and if you contact me, we can work something out! I live in an apartment. I have a small backyard with no fence. I have a park nearby where I can walk dogs. I am also willing to come to the animals home and care for them there as well.

Sitter Profile Image: Nadia S.
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Nadia S.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
14 years of experience
Powellhurst, Portland, OR, 97236

“Nadia is so attentive and understanding with my dog who has some separation anxiety. She’s spent a lot of time earning her love and trust until she was comfortable to go on walks with her and play. She writes detailed descriptions of their day together and sends lots of photos to give me so peace of mind that she’s in good hands :) couldn’t recommend her more ❤️”

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Caitlin S.
Sitter Profile Image: Julie A.
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Julie A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 68 reviews
18 repeat clients
40 years of experience
West Linn, OR, 97068

“Julie took great care of my 5-year-old German Shepherd. She was very responsive, professional, and reliable. I’m so glad I found her and would definitely recommend her.”

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Yukinori S.
Sitter Profile Image: Scott L.
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Scott L.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
• 114 reviews
36 repeat clients
50 years of experience
Portland, OR, 97202

“Scott took such good care of our cat while we were away for a week! She takes oral medication and he was able to administer that. He even took extra time to play with her and brush her! I felt like she was in such safe and good hands. I would not hesitate for a minute to book Scott again and I would recommend him to anyone in need of a cat sitter.”

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Stephanie W.
Sitter Profile Image: Layla O.
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Layla O.
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: Tia A.
Verified Enhanced Background Check
Tia A.
from
$25
per visit
15 years of experience
Portland, OR, 97202

About: I’ve always had dogs in my life and have spent years caring for neighborhood pups! I love making sure dogs feel happy, comfortable, and right at home. Our days include walks, playtime, fun brain games, and plenty of love and attention. My own dog loves having friends over! She’s great at matching another dog’s energy—if they want to play, she’s all in, and if they’d rather relax, she’s perfectly happy to chill alongside them. My goal is to make your dog feel like part of the family while giving you peace of mind knowing they’re in loving hands. I work from home most days, so your pup will have plenty of company, attention, and love throughout the day! I do head into the office for about two hours, twice a week, but otherwise I’m home and available for walks, playtime, and cuddles. We love getting outside for walks, trips to the river, and games of fetch! When we’re not out exploring, there’s always time for some relaxation and snuggles. My goal is to make your dog feel right at home and part of our little family! Your dog’s safety, happiness, and comfort are my top priorities! I know how important it is to trust someone with your furry family member, and I want you to feel completely at ease while they’re in my care. I’ve been a dog owner my entire life and have years of experience caring for neighborhood dogs. I understand that every dog has a different personality, energy level, and routine, and I do my best to make them feel right at home. My own dog is friendly and loves having visitors! She’s happy to play with dogs who want to play or simply relax with those who prefer a quieter environment. I always follow your dog’s routine, feeding instructions, and any special needs. Whether we’re out for a walk, playing fetch, or cuddling on the couch, your pup will be treated like one of my own. I’m also happy to send pictures and updates so you know they’re having a great time!

Sitter Profile Image: Robin S.
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Robin S.
from
$30
per visit
5.0 out of 5 stars
• 81 reviews
26 repeat clients
30 years of experience
Lents, Portland, OR, 97266

“Robin was super great and everything went incredibly smooth. My kitty is very particular and Robin handled everything exceptionally. I will definitely reach out to her again if she is available.”

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Sean F.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$15
per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
10 years of experience
Portland, OR, 97201

“Hannah was great! I booked her at the last minute when my other sitter got ill. She came on time and was flexible when my event ran a little late. She was extremely responsible and seemed quite detail oriented. She and Pancake got along great and she engaged in Pancake’s favorite activity—chasing the ball! Would definitely book her again!”

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Shawin K.
Sitter Profile Image: Elyzabeth J.
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Elyzabeth J.
from
$14
per visit
5.0 out of 5 stars
• 22 reviews
4 repeat clients
20 years of experience
Mount Scott, Portland, OR, 97206

“Elyzabeth was very communicative and my very shy, nervous cat loved her right away, which is rare! Would highly recommend and would definitely book again.”

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Emma H.
Sitter Profile Image: Katherine M.
Verified Enhanced Background Check
Katherine M.
from
$18
per visit
6 years of experience
Brentwood-Darlington, Portland, OR, 97206

About: I’ve been dog sitting since middle school for friends and family, and have grown up with dogs for my entire life. Throughout college, I was a member of an animal rescue philanthropy organization, and spent every Monday morning walking the pups at the shelter, so I am very familiar with all types of pups! Currently, I have a 9 year old Mini Aussie who is the cutest pup with loads of anxiety and daily meds so I know how to handle skiddish babies and medication administration! Additionally, I had a senior Chihuahua back home in Texas that took daily meds, so I am experienced in senior care as well. Looking forward to meeting new furry friends! I have a relaxed presence and try to make every interaction with fur babies special! I’m currently available for drop-in’s and walks before and after I work (9-5) Monday through Thursday. My job is flexible so I have some leeway for those times during the work week. I don’t work Friday through Sunday so I have full availability and flexibility those days! I am available for early morning or late evening times for any services if that works best for your pet’s schedule. I currently do not do overnight sitting. I am a very attentive pet sitter, and am very observant of the needs of my furry clients! I prioritize the safety of the pet in everything I do, whether that’s something small like ensuring that their water bowl is never empty, or something bigger like giving important medication on a consistent schedule. I always follow the pet’s cues to ensure that they feel safe and comfortable around me!

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

Dog parents share their Rover experiences - Milwaukie

1 / 1
5.0 out of 5 stars

Karly was very communicative, professional, and provided a calm presence for our anxious pup. I will definitely book with them again!

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

Samantha was excellent yet again! Great photos of our dog alongside great care. We highly recommend!

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

Fantastic and able to help us coordinate care for our dog on the mend. Very very grateful to have found her!

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Gianna O.
Drop-In Visits
5.0 out of 5 stars

Sharon went above and beyond while pet sitting my dog and cat. My cat has some chronic conditions and I needed someone I could trust with his medications. Sharon took excellent care of them, communicated well, and left my house spotless. I highly recommend her!

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

Erin always does such a great job with my dogs. She is trustworthy, gentle, patient, and my dogs are a handful. Erin goes above and beyond with communication. Can't recommend her enough.

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

We absolutely love Haley! She’s watched Joey several times now, and we always feel so comfortable knowing he’s in great hands. She’s reliable, communicative, and so sweet with him. Joey loves her, and we’re so grateful to have someone we trust to take such great care of him. Highly recommend!

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Ellie J.
Drop-In Visits
5.0 out of 5 stars

Gera was an immediate favorite of my pup! She sent such wonderful photos and kept me updated throughout the visit! I will absolutely be booking her again!

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

Sydney has been wonderful since my original reach-out. Promptly responsive, polite, and easy to work with. She has come over three times now to meet my anxious/nervous little fella and has been great with him! She is thoughtful and patient with him being a bit nervous, follows my guidance for success with my pups, and has helped to ease my anxieties with text check-ins and pictures. Because of her thoughtful interactions, I'm confident that my fella will be comfortable with her being part of his circle of trust. I'm so grateful for Sydney!

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gabrielle u.
Drop-In Visits
5.0 out of 5 stars

Krislyn was so great and accommodating for a short notice request for an evening walk for Margo. We appreciate you being flexible and helping us out! Margo sure loved you. You could see her smile in the pictures! Thanks again we will reach out again soon.

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

Megan is absolutely amazing, gave detailed updates every visit along with the cutest photos with the happiest animals 😊

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Makena V.
Drop-In Visits
5.0 out of 5 stars

Charles was an exceptional dogsitter! I needed him last minute and he was very flexible as we figured out logistics. My dog warmed to Charles immediately. He was very caring and responsive to my anxious dog. Charles communicated with me throughout the stay and sent me photos. I would not hesitate to use Charles again and would highly recommend him!

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

Has a great rapport with our pooch even though our girl loves everyone they developed a special bond quickly. Very attentive to some of the health aspects that we as dog parents sometimes miss or take for granted, thanks you for the suggestions. We look forward to having you take care of our girl again soon!

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Cameron O.
Drop-In Visits
5.0 out of 5 stars

Sequoia is incredible with both our dogs! She has walked our reactive dog for a few months now and always does a great job making sure he feels safe and follows his routine. She makes sure both are dogs are comfortable and is very kind and patient :) !

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

Great pictures and good time spent with the dogs and loved the updates. Felt like the dogs were in excellent hands :)

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

Catherine is fantastic! She’s watched our dog Harley twice now. Harley is leash reactive, and we feel totally confident with her walking Harley. Sends pics, prompt, extremely responsive, and she even let Harley out after she’d left because our flight was delayed. Will book again!!

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

Daisy was super easy to communicate with. Prompt responses to all messages. Got pictures from every check in. Very easy person to work with and took great care of my dogs for a short weekend away. Thanks so much Daisy!!

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

Veronica was wonderful. She was able to check on my dog for a last minute visit during a stressful situation. She took excellent care of him and my other dog, and went above and beyond what I booked her for. She was fast, communicative, and genuinely cared about my pets!

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

My dog loves Taylor time! After I come back from a trip, he continues looking for her, which is the best compliment he can give. Taylor has gently worked to figure out the tricks for getting ear and eye medicine delivered to a dog who would prefer we not, while still being a fun playmate, walker, and nap companion. She communicates often and well with me so I know my guy is in good hands when I'm away.

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

Chanda, I feel so lucky to have found you for Otto and I’m truly sad to see you go. You are one of the best and kindest dog walkers I’ve had for my boy and I appreciate all of the hard work and love you showed Otto. I hope someday we cross paths again, as I know he will miss you. The very best of luck with your new adventures!! ❤️

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

Louise has been absolutely amazing! She has helped us twice now with drop in's while we were away on a trip and kept our senior fur baby well taken care of 😊🐻. She sends lots of photos and updates which is so nice when you are away from your fur baby.

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Kara C.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog sitting

  1. 1. Search

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Popular requests for dog sitting - Milwaukie

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Sitters in Milwaukie average 7
repeat dog sitting clients

FAQs for Dog Sitting - Milwaukie

Frequently asked questions about Rover

The average cost of Dog Sitting in Milwaukie is $20 per visit as of November 2026. Most bookings cost between $11 and $32 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 6,435 sitters on Rover offering Dog Sitting across Milwaukie. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Milwaukie choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Milwaukie with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Milwaukie. On Rover:

  • 89% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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