Dog Sitting Milwaukie

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pet parents in Milwaukie have booked dog sitting

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1 / 1
Sitter Profile Image: Matthew C.
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Matthew C.
from
$15
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
5 years of experience
Happy Valley, OR, 97086

About: I’ve been around dogs and cats my entire life and have experience caring for pets of many different breeds, sizes, personalities, and behavioral needs. Being a lifelong pet owner has taught me the importance of patience, consistency, and understanding that every animal is different. I currently share my home with Pigeon, my 8-year-old rescue, who has given me even more appreciation for the patience and trust that can be especially important with rescue animals. I’m comfortable adapting to each pet’s individual routine and personality, and I’ll always treat your pets with the same care, attention, and respect I give my own. Building relationships with animals is an incredibly rewarding experience and something I truly cherish. I am currently a student at Oregon State University pursuing a Botany degree. All of my classes are virtual, so I am extremely flexible with my schedule and availability. I’m a big believer in meeting pets where they’re at. Some want to play and explore, some want nonstop attention, and others just need a little patience and space to warm up. I’ll get to know your pet’s personality and routine and make sure they feel comfortable, safe, and cared for while you’re away. Walks, playtime, belly rubs, quiet company—I’m happy to provide whatever makes them feel most at home!

Sitter Profile Image: Kate P.
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Kate P.
from
$15
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239

About: I grew up in rural midwest with dogs, cats, and guinea pigs. I was a dedicated and loving dog mama to my beloved bernese mountain dog, Riker, for 9.5 years and I miss him very much. I enjoyed taking my boy to thousand acres, Mt. Tabor, and several other dog parks and we've gone on many hikes on the coast, in the gorge, and in Mt. Hood forest. I have special connections with my friends' animals and I've enjoyed taking their dogs for walks since my boy passed last March. I'm a fourth-year doctoral graduate student at Oregon Health & Science University (OHSU). I have three full days of clinic per week and fill the rest of the week with writing and research. When I'm not in clinic I can be flexible with my schedule to take your fur baby on walks, check in on them to let them out, or schedule an adventure! I respect my client’s rules, preferences, and boundaries regarding their pets. I will avoid places they’re not supposed to go, keep them on leash at all times, socially distance them if requested, and never give them treats or food unless given owner permission.

Sitter Profile Image: Sydney L.
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Sydney L.
from
$25
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
6 years of experience
Milwaukie, OR, 97222

About: I’ve cared for animals my whole life, and have had the privilege of working with both large and small dog breeds, cats of many shapes and sizes, and even horses and birds. 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 have experience with senior dogs, high-energy breeds, lap cats, anxious pets— no matter what their story is, I believe 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 am a full-time student in a medical program so most of my “work days” are shorter days. My main focus on weekends is schoolwork, which means I have plenty of reason to stay in and hang out with the pets. 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! ** Important note: my class days (Mon-Weds) require me to spend ~5 hours on campus and 8 hours on clinical days (Thurs/Fri) during the term. Because of this, I will have to leave for hours at a time during the week. On those days it’s important to consider if your pets are okay being alone for that long, or if additional help can be recruited to check up on them. I’m happy to provide a copy of my schedule so we are on the same page for the times that I will be away for school. 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; anything 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!

Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
35 reviews
11 repeat clients
30 years of experience
Portland, OR, 97202

Erika was delightful! So thoughtful with everything and we loved all her pictures! Definitely helped ease our missing our cats! Would highly recommend.

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Jacob A.
Sitter Profile Image: Selena B.
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Selena B.
from
$20
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
15 years of experience
Hillsdale, Portland, OR, 97219

Selena is beyond amazing!! She was willing to work with our French bulldog who is a little slow to warm up to people. Loved all the notes & photos we got while away for a weekend. Would very highly recommend!!

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Alyssa M.
Sitter Profile Image: Sequoia C.
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Sequoia C.
from
$25
per visit
5.0 out of 5 stars
186 reviews
50 repeat clients
10 years of experience
Ardenwald, Milwaukie, OR, 97222

Sequoia was fantastic with my kitties! Great communication, was so caring with my boys, and is overall such a kind person! I will be booking with Sequoia again! ❤️

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Brooke W.
Sitter Profile Image: Shianne S.
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Shianne S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
70 reviews
26 repeat clients
40 years of experience
Milwaukie, OR, 97267

Shianne was great! Our cat hid most of the time, but we still felt at ease knowing he was being checked on and cared for. Communication was smooth, and we really appreciated her help!

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Kay I.
Sitter Profile Image: Catherine "Kay" P.
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Catherine "Kay" P.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
23 reviews
9 repeat clients
22 years of experience
Mount Scott, Portland, OR, 97206

Kay was amazing with our cat Shimmy, sending lots of great updates and photos. Kay clearly spent a lot of time playing with Shimmy - we would recommend Kay to anyone - thanks so much again!

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Annie B.
Sitter Profile Image: Summer P.
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Summer P.
from
$19
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
1 year of experience
Milwaukie, OR, 97267

I had a wonderful experience with Summer checking in and visiting my young and shy kitty Casper! She was always on time or early, and her communication was and is excellent. She sent updates with pictures and videos, and I had total peace of mind knowing Casper was in good hands while I was away. She is so wonderful, she brought little gifts and treats for Casper! I trust and recommend Summer, and I would definitely book her again in the future! 🫶🏼

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Erinn B.
Sitter Profile Image: Seth W.
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Seth W.
from
$20
per visit
5.0 out of 5 stars
66 reviews
47 repeat clients
5 years of experience
Eastmoreland, Portland, OR, 97202

Seth is so great with my new puppy and has even taken the initiative to help me with some light training and make sure she gets some exercise!

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Laura C.
Sitter Profile Image: Celeste P.
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Celeste P.
from
$25
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
15 years of experience
Island Station, Portland, OR, 97222

We were very happy with the care that Celeste provided for our cat while we were away. We had good communication and would definitely use her again.

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Lori P.
Sitter Profile Image: Kristina T.
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Kristina T.
from
$20
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Brentwood-Darlington, Portland, OR, 97206

About: I have been caring for a variety of animals since I was young. I grew up with dogs and participated in 4-H for 10 years, where I worked with and showed dogs, horses, and goats at the fair. I have also provided dog and cat sitting services on and off for many years, including walking, playing with, and feeding animals. My experience includes caring for a puppy under one year old, where I helped with potty training, as well as an elderly husky who required additional care and attention. While working at a zoo, I also regularly handled a variety of animals, including snakes, turtles, birds, armadillos, and more. Overall, I have experience with animals of all ages and needs, including puppy training and senior animal care. I am currently planning to attend school part time (online classes) so I will have plenty of time to spend with your pet(s) in between homework assignments! I have a large yard with 5-foot fencing surrounding the entire property. Depending on each pet’s needs, I enjoy taking dogs for walks around the neighborhood or on adventures such as a shorter hike or walk in a nearby park. My goal with every pet I care for is to make sure they feel comfortable, relaxed, and leave their time with me as a positive experience. I have a lot of experience reading pets’ individual needs and understanding what helps build trust and a positive relationship, whether that means treats, playtime, quality time, patience, or simply providing a calm and comfortable space.

Sitter Profile Image: Kristy L.
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Kristy L.
from
$25
per visit
5.0 out of 5 stars
31 reviews
9 repeat clients
30 years of experience
Brentwood-Darlington, Portland, OR, 97206

Highly recommend Kristy! Booked for drop-in with less than a weeks notice & Kristy replied promptly and cheerfully. Professional, very kind, trustworthy and my pup absolutely adored her. He looked so happy in all her sweet photos. Was our first time with Kristy and we’re looking forward soon to our next booking!

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Meg J.
Sitter Profile Image: Allison K.
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Allison K.
from
$35
per visit
5.0 out of 5 stars
129 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: Sharon K.
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Sharon K.
from
$18
per visit
5 years of experience
Historic Milwaukie, Milwaukie, OR, 97222

About: I’ve been an animal lover my entire life! I have a medically complex cat, so I’m very experienced with giving pills and administering medications. As a pet owner myself, I understand how stressful it can feel to be away from your pet. My goal is to care for your animal with the same attention and genuine care I give my own, so you can feel confident they’re in good hands. I’m currently a medical student at Oregon Health & Science University completing a dedicated research year, which gives me a flexible schedule throughout much of the week. Taking dogs on walks or spending time with animals has become one of my favorite ways to step away from studying, get outside, and recharge, so I’d love for your pet to join me! Your pet’s safety and comfort are my top priorities. I take the time to learn each pet’s routine, personality, and any special instructions before every visit. Whether I'm walking your dog or caring for your pet in your home, I make sure they have fresh water, plenty of attention, playtime, and a positive experience. I always keep cats indoors and dogs leashed unless instructed otherwise in a secure, designated area. I also provide owners with regular updates with photos so you can have peace of mind while you're away.

Sitter Profile Image: Kiagh T.
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Kiagh T.
from
$14
per visit
5 years of experience
Portland, OR, 97222

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

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

About: I've been surrounded by farm animals and domestic pets my whole life and have experience with dogs, cats, birds, reptiles, fish, and therapy animals! I have tons of experience grooming animals, dog sitting for dogs recovering from surgeries, and basic pet care like feeding, giving medication, and playing! I have experience with elderly animals, disabled animals, and have even assisted my dog at her chiropractor appointments! Also, I can give your dog a bath for $1o, my uncle owned a dog grooming business and I have volunteer experience! Additionally, I have volunteered at senior citizen homes and have experience with emotional support animals. I am currently getting my pet pigeon certified to visit people in hospice care! Since I am home for the summer I assist my disabled parents by feeding and playing with our two dogs in Los Angeles. But when I'm in Portland for college I look after a pigeon, a kitten, several fish, and aquatic snails! Additionally, I am great with animals because I love science, am very patient and loving, and I have a strong stomach so I'm great with cleaning up messes! I am very organized and will follow all of your instructions to ensure your baby's safety and happiness! I'll always ensure your pet is comfortable and has water and snuggles! Communication is incredibly important, and I am always available to call or text :)

Sitter Profile Image: Lauren A.
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Lauren A.
from
$20
per visit
5.0 out of 5 stars
135 reviews
43 repeat clients
10 years of experience
Woodstock, Portland, OR, 97202

Lauren was great dropping in on my kitty over the weekend! She was on time, super responsive and communicative, and her update was very helpful! Would gladly book again!

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Lauren S.
Sitter Profile Image: Laura P.
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Laura P.
from
$25
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Lewelling, Milwaukie, OR, 97222

Laura was amazing! She watched our dog and cat and sent lots of pictures and gave them extra love while we were gone. She went above and beyond for our dog when she had separation anxiety and even stayed longer with her than what was required. Will definitely be booking again

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Morgsn W.
Sitter Profile Image: Kiana S.
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Kiana S.
from
$40
per visit
5.0 out of 5 stars
30 reviews
8 repeat clients
26 years of experience
Woodlawn, Portland, OR, 97206

About: You and your pet can always look forward to scenic walks, adventures in the car, extensive play time, and even longer snuggle time! My lifelong experience with animals aids me in creating the perfect pet sitting experience for you and your pet. I've cared for many unique animals from senior to special needs, and have learned how to cater to their exact needs. I'm thrilled to get to know you and your pet! I am usually available seven days of every week for over night stays. I am located in Southeast Portland and am not currently employed elsewhere, so my pet care schedule is very flexible. I do my best to follow your pet's usual and familiar schedule in order to make them comfortable and meet their needs. I try my absolute best to fully meet and protect your pet’s desires and will not put them in any situation that is potentially dangerous or out of their comfort zone. My relationship with animals comes out of respect and I nurture their trust on my end.

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

Dog parents share their Rover experiences - Milwaukie

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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

Gera has watched Oreo twice and has been wonderful both times! She is very communicative and professional and went above and beyond to take care of Oreo while he had some tummy issues. She does a great job making sure our high energy pup is well exercised. We always come home to a happy and healthy dog!

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

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!

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Hannah J.
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

Jon and his fiancee were so wonderful! They came in clutch last minute, and were super communicative, thoughtful, and sweet to our pup. Will absolutely book with them again!

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Emily and Kyle M.
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
5.0 out of 5 stars

Tanja was wonderful with Mochi. He loved her and she was super responsive and pro in every respect. We will definitely be calling on her again.

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

Sage was great with my dogs and I appreciate her flexibility so much. I will definitely book with her again, also great photography 🤣 she is very kind and trustworthy, lots of communication.

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

We have used Thomas multiple times over several months. Thomas always took really good care of our dogs despite their complex needs. We always felt at ease, knowing that they would be well taken care of. Thank you.

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

Carl is reliable and responsive. He’s also very kind and sweet with my senior dog. So happy to find him!

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

Kiley was wonderful with my dog. Kept me informed during the visit and kept my doggo safe. Will absolutely be booking her again!

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

Karly is excellent and gave my sweet Puppy great attention and playtime during a midday visit. Definitely recommend!

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

I cannot recommend Wendy enough! She took care of our anxious dog during our vacation and went above and beyond to give him the love we needed while we were gone. She administered multiple medications, engaged with him in play, and provided many photos which let us rest easy that he was in good hands. Will certainly rebook again! Thank you!

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

Jason was so incredible with my four month old puppy with medical issues. He quickly came over for an initial greet. He was on time for every walk twice a day. He was active the whole time and didn’t sit around like many other walkers may. He was attentive to instructions and went so far as to clean my dog every time he went outside. He was safe, kind, and clearly loves animals. I will be requesting him again for all my dog walking/sitting/boarding needs. HIGHLY RECOMMEND!

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

Megan was great with my dogs and I appreciated that they came at a later time since I work nights. I would definitely book again!

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Ramiro M.
Drop-In Visits
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Sitters in Milwaukie average 7
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FAQs for Drop-In Visits - Milwaukie

Frequently asked questions about Rover

The average cost for Dog Sitting in Milwaukie on Rover is $21.09 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 6,362 sitters on Rover offering Dog Sitting across Milwaukie. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Milwaukie stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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:

  • 96% 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 calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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