Dog Sitting Milwaukie
Book a Milwaukie dog sitter to watch your dog in your sitter’s home or yours.
Over 1,076 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.
“Susan did such a great job watching our cats! She was a good communicator from our initial contact through the entire time we were gone - quick to respond, thorough, and friendly. She always made time for play and took fun photos. I felt very reassured knowing that she was caring for them. I would highly recommend her!”
“Simon was wonderful with our dog Piper this week. Piper was comfortable and felt loved while we were away. Very communicative and timely. We will be using Simon again in the future”
“Kaylee was amazing! She spent time with our kitties, played with them, fed them, and even gave them treats that her cat didn’t love. She was a clear communicator and reliable! We’d have her watch our cats any time!”
About: I have been around dogs my whole life and have experience with all types of dogs, puppies to seniors, big to small. I am a college student who has been missing her dogs back home and I would love to spend some time with your little guy! I love going on hikes and if your pup is up for it I would love to take them along but leisurely strolls down the road are just as fun, whatever you pup needs! I have plenty of free time over the summer so my time with pets can be fairly flexible and I can spend as much time with them as you want! I am available any time of day to feed, check in, and walk dogs. When I take care of your animal in your home, their comfort and safety is very important to me. I want to make sure that your pup is comfortable in their own home. I listen to what they are telling me about when they want to play or walk and when they need their alone time.
About: Hi! My name is Sage, and I have around 4 years of experience caring for both cats and dogs. I worked at a dog and cat grooming salon for 3 years, volunteered at an animal shelter for a year, and have also spent about 6 months housesitting and caring for pets for multiple families. I have experience with pets of all ages, from puppies and kittens to senior animals. I’m comfortable helping with special needs, including giving medications and taking dogs to the park. I also have reliable transportation and am happy to accommodate your pet’s specific needs. Thanks for your consideration! I currently have an open schedule and reliable transportation, which provides lots of flexibility to meet your dogs’ specific needs! I prefer morning-late afternoon, but am also open to occasional evening care. When caring for dogs in their own homes, I make sure to look out for body language cues, and ensure they feel safe and comfortable.
“Beyond kind to both me and my kitty! Always on time, very attentive, and sent great updates and photos! Took the time to interact and play with my cat and always responded quick! Highly recommend!”
“I had another fantastic experience with Sequoia! I’m so grateful to have someone I can trust with my cats when I’m away and will definitely be booking again for my next trips! Thank you!”
“Carmen did a great job! My very shy cat liked her from the first meet and greet. Carmen communicated well, sent pics and was very conscientious. I would call her again!”
“Christopher continues to be my most reliable catsitter. He is communicative, thoughtful, and problem-solving (when my cat seemed anxious, he deduced the likely source and took care of it). I would highly recommend him.”
“Shianne is great! She took care of my kitty while my dogs and I were camping this week. It was such a relief to know my kitty was being so well cared for. All of my animals loved her immediately, the pups wouldn’t leave her alone? I highly highly recommend her.”
“Colin was phenomenal at taking care of our pup! He left detailed notes that gave us great updates and peace of mind that our dog was well cared for. Colin took our dog out for a walk, even when not necessary, to give her extra attention and stimulation. We came back to one happy dog and safe home!”
About: I work for a doggie daycare and dog walking company and I walk up to 10 dogs at a time by myself in all kinds of weather. In hot weather, I bring them to shaded parks. I use healthy treats for training and every dog improves, some dramatically. My business partner and I have given sick or injured dogs wagon rides on paved bike trails to get them fresh air and socialization with their friends. At the time of this writing, between the daycare and Rover, I have worked with 80 dogs. I am currently working full time on weekdays, but I’m available on weekends for dog walking, house sitting and drop-in visits. Dog walking is included with house sitting. I am available to pet sit in client’s homes and walk dogs. I am an avid hiker, so I would take them for walks and runs if appropriate. I double check to ensure harnesses are adjusted properly and comfortable. I use a dog walking belt to attach leashes to, keeping my hands free to pick up after them. If another dog passes, I distract my dogs by offering treats for sitting, staying and directing attention at me. I love taking them to play in parks or the yard, and give lots of love, head scratches and belly rubs! I take time to train so they will trust me and come to me when called. I use a happy, excited voice to encourage them to walk, and a calm, gentle voice when giving them a treat so they learn to take it gently from my hand. I even learned commands in Spanish to help a dog who understands that language best. In addition, I have earned online certificates in Dog Emotion and Cognition from Duke University and Animal Behavior and Welfare from the University of Edinburgh.
“Clara is great at communicating in advance when there are schedule conflicts (which have been minimal) and in being flexible when things are different for our schedule. And she loves our pup as much as we do.”
About: I’ve been a dog person for as long as I can remember and have cared for countless pets over the years. I previously had a Shepherd/Akita mix and currently share my home with two very loved Shih-Tzus, ages 12 and 6, so I’m comfortable with dogs of different sizes, personalities, energy levels and ages. I work from home, which means your dog gets plenty of attention and companionship throughout the day. My home has a fully fenced backyard and a dog door for pups who enjoy having easy access to the outdoors. I know how important it is to leave your pet with someone who will treat them like family. I’m attentive, dependable and happy to follow your dog’s normal routine so they feel comfortable and at home while you’re away. And, of course, belly rubs are my love language. ❤️ I work from home and have a flexible schedule, so I’m around throughout the day for walks, potty breaks, playtime, meals and plenty of attention. Your pup won’t be spending long stretches of the day alone—I genuinely enjoy having some four-legged company while I work! I have a fully fenced backyard, a dog door for easy outdoor access, and two friendly Shih Tzus who are used to sharing their home. I’m happy to follow your dog’s normal feeding, walking and sleeping routines and will make sure they have a safe, comfortable place to relax. Since I’m home throughout the day, there’s plenty of supervision, attention and, naturally, belly rubs.
About: Hi, I'm Kiagh, and I've been caring for pets for 5 years, including a wide variety of animals like dogs, cats, rabbits, and birds. I'm comfortable administering medications, providing basic grooming, and offering dog walking services. I'm patient and understanding, especially with anxious or nervous animals. I'm also reliable and trustworthy, always ensuring pets are safe and happy. Contact me to discuss your pet's needs and get a free quote! I am an active CNA. I have a very flexible open schedule with my job, what better way to fill it then by hanging out with animals? I have a dog of my own who is the sweetest girl ever I ensure their environment is safe and comfortable, provide nutritious food and fresh water, offer regular exercise, prioritize preventative medical care, and engage in grooming and training in your home. For walks I ensure safety by bringing a water bottle and I keep the weather into account for walks. I wish to keep the furry friend safe and uninjured
About: I've been an animal lover my whole life, with a special soft spot for dogs. My experience started growing up with three family dogs and has continued through volunteering at the Humane Society, as well as working on and off as a dog walker and pet sitter for the past 15 years. I've cared for dogs of many breeds, sizes, and temperaments, and I've also been a pet parent to a hound and a pug who were both beloved members of my family. After their passing, I've found joy in caring for other people's pets and giving them the same love, attention, and compassion that I gave my own. Because I work fully remote, I have a flexible schedule and can provide plenty of attention, companionship, and care throughout the day, especially for pets who may need a little extra TLC. I understand that pets are family, and I strive to make every pet feel safe, comfortable, and loved while their owners are away. As I work remotely and don’t currently have a pet of my own, my schedule on weekdays and weekends is flexible, and I am available for longer pet sitting stretches if needed. I carefully follow each pet’s routine, including feeding schedules, medications, exercise, and any special instructions provided by their owner. I treat every home with respect, and provide regular updates so owners can feel confident that their pets are happy and well cared for.
About: I've taken care of dogs and farm animals since I was 10! I love all animals, especially dogs! I'm looking to fill my time by taking the best care of your fur babies. I drive an EV so I am an eco-friendly choice! I'm currently between jobs and am filling my time with something I love-caring for dogs! Available for drop ins and walks around the Milwaukie area. I have a small yard and deck that are fenced off. The house is a spacious ranch with no stairs once you are on the main floor.
About: Welcome to Floppy Paws' Playground. Where your dog’s happiness comes first. With a lifelong passion for animals and years of hands on experience caring for dogs of all breeds and ages, I’ve created a safe, enriching environment where your pup can play, explore, and feel right at home. At Floppy Paws' Playground, dogs enjoy structured playtime with toys, ropes, and games of fetch, as well as plenty of outdoor time to run, sniff, and socialize. Whether your dog loves high energy activities or prefers a slower pace, I tailor each day to meet their individual needs. My commitment to care goes beyond play. I prioritize safety, cleanliness, and clear communication. I'm readily available throughout the day and evening for updates or questions, ensuring peace of mind while your pet is in my care. I look forward to welcoming your dog to Floppy Paws' Playground, where fun meets thoughtful, professional care. Pet care is a central part of my daily routine. With full-time availability, I’m able to dedicate my entire day to providing consistent and attentive care for the pets I look after. My schedule is flexible, so whether it's early morning feedings, midday play sessions, or evening check-ins, I’m always able to meet your pet's needs at any time. When caring for pets in my client's home, I prioritize maintaining consistency with their established routines to ensure a smooth and stress free experience. I adhere to specific instructions for feeding, administering medications, and exercise, while also offering companionship and mental stimulation as needed. In addition to pet care, I take pride in maintaining a clean and tidy environment. This includes tasks such as cleaning litter boxes, ensuring pet areas are organized, and leaving the home in the same condition it was found. I understand the importance of clear communication, so I provide regular updates and can easily be reached for any questions or concerns throughout the duration of the pet care service.
The median cost per visit for dog sitting in Milwaukie is $20
Dog parents share their Rover experiences - Milwaukie
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!
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!
Kay was so awesome and I would definitely have her watch Hugo again. She was very flexible with my last minute booking and gained Hugo’s trust quickly even though he is not a fan of new people. Kay’s notes were thorough and I felt really good knowing everything Hugo had done during her stay. 10/10 Would book again. Thanks Kay!
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!!
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.
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!! ❤️
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your 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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
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Popular requests for dog sitting - Milwaukie
Select a filter and find qualifying sitters offering dog sitting.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 on Rover is $21 per visit as of October 2026. Most bookings cost between $13 and $32 per visit. 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 October 2026, there are 6,374 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:
- 95% of sitters can help with special care needs
- 97% 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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