Dog Sitting Milwaukie

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

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Over 1,010
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.

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Sitter Profile Image: Lucinda Z.
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Lucinda Z.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
150 reviews
59 repeat clients
50 years of experience
Hayhurst, Portland, OR, 97239

Lucinda was a great friend to our cats, sent us detailed updates, and was helpful when one of our cats was hiding out. We will definitely book with Lucinda again in the future!

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Ellory B.
Sitter Profile Image: Julian G.
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Julian G.
from
$14
per visit
17 years of experience
Sellwood-Moreland, Portland, OR, 97202

About: I have experience with caring for pets, especially when it comes to senior care, thanks to my own two cats who I had from early childhood to my early adult years. I played with them, fed and cleaned them, and took great care of them when they both reached old age. This does not mean I only have experience caring for cats though, as I have spent time with and would help care for the dogs of my friends and neighbors, and have a love for animals in general, researching and learning facts about many different species. I am a college student who is off for the summer, so I have plenty of time to spend with your pets. I would be available from Sunday to Thursday in the mornings and the afternoons. I would make sure that all the doors are locked and that anything that could pose as a danger to the pet would be kept out of their sight.

Sitter Profile Image: Sydney L.
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Sydney L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
3 years of experience
Milwaukie, OR, 97267

Sydney is the best!

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Jill S.
Sitter Profile Image: Chanda J.
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Chanda J.
from
$14
per visit
5 years of experience
Island Station, Milwaukie, OR, 97222

About: I’ve been around dogs my entire life and have experience with a variety of breeds, sizes, and personalities. I’m especially comfortable with large dogs and understand the importance of providing them with plenty of exercise, mental stimulation, and opportunities to burn off energy. Over the years, I’ve regularly pet sat for family friends who trusted me to care for their pet while they were away. My experience includes caring for senior dogs who require extra patience and attention, as well as energetic puppies who thrive with structure, play, and consistent supervision. I also have experience caring for cats, including my own two cats at home. I understand that every cat has a unique personality and comfort level, and I take the time to build trust while providing attentive, individualized care. My goal is always to make pets feel safe, comfortable, and loved while giving owners peace of mind knowing their furry family members are in good hands. Currently working part time on Wed & Fri mornings. I do have some weekends available for sitting. Most availability will be through the week and for walks. Your pets safety and comfort are always top priorities. I take the time to learn each pets routine, preferences, and any special instructions so I can provide consistent care while you’re away. During walks, I stay attentive to my surroundings and your dogs needs, ensuring they get appropriate exercise while remaining safe and secure. For house sitting, I treat your home with the same respect and care I would my own and strive to maintain your pets normal routine to help them feel comfortable. I understand how important it is to trust someone with both your pet and your home. I provide regular updates and photos so you can have peace of mind knowing your pet is happy, safe, and well cared for.

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

Susan did a great job taking care of my cat for two weeks. Lots of communications, videos and photos. I would definitely come again and recommend her!

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

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

Sitter Profile Image: Carl P.
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Carl P.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Portland, OR, 97219

Carl is so friendly and my dog has a great time visiting with him today!

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Kelly Q.
Sitter Profile Image: Chelsey C.
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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 is amazing!! Whenever I am away I feel at ease knowing my baby is safe. She is so communicative, flexible with availability, and gets along great with my anxious/antisocial cat. She always sends me photos of them loving on each other and fulfills all requests, no matter how specific! I’ve booked with Chelsey twice and will continue to book with her when I go out of town!

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Alexandria K.
Sitter Profile Image: Traci H.
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Traci H.
from
$16
per visit
15 years of experience
Historic Milwaukie, Milwaukie, OR, 97222

About: I dog walked for 3 years regularly and owned a cat for 15 years before she passed. I have two cats who are my world . I also used to take care of horses I have a full time job but I create the schedule so I can make time for any work. Afternoons on work days I can do but days I’m off, I can do anytime I care for them by showing them love and trust. I love giving affection to animals because they make our lives better and they deserve all the love

Sitter Profile Image: Amanda L.
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Amanda L.
from
$20
per visit
20 years of experience
Brentwood-Darlington, Portland, OR, 97206

About: I have cared for energetic puppies to old man dogs, kittens to old lady cats, rabbits, I have rescued lots of pets that needed special care, I've taken care of aquariums. Whatever care your pets need, chances are I've done something similar at least. I am a student with class on Wednesdays, and I I am available the rest of the week. I have a child, so I'm not available to spend nights away from home. I've had a lot of pets and I understand that every pet is different. I have a lot of time to really spend caring for your pet in the ways you request, whether it's lots of walks to the park, sitting at home getting pets and attention, administering medications. I'm very flexible and understanding to whatever your furry friends needs are.

Sitter Profile Image: Matthew t.
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Matthew t.
from
$20
per visit
5.0 out of 5 stars
26 reviews
10 repeat clients
16 years of experience
Milwaukie, OR, 97222

Matthew did an amazing job coming by our house to check on our cat and gather our mail. He contacted us with updates on how everything was. Would definitely have him house sit again in the future.

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Evelyn A.
Sitter Profile Image: anna w.
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anna w.
from
$12
per visit
5 years of experience
Lake Road, Milwaukie, OR, 97222

About: I love all animals. I have a very active puppy that loves walks and I know that everyone’s lives get busy. I try and be available as needed but I also work full time. My pet care experience has mostly been with my own animals. Everyone is busy and tend to work long days. It sucks when you feel guilty for not spending time with your dog. Luckily with services like this you are free from guilt and know that your dog is being taken care of. I love having the option of someone walking my dog (especially after a very long day). If you are comfortable with it my dog also loves new friends and long walks. I try and walk my dog everyday. I work full time but have a flexible schedule to care for animals. I have two dogs but I split them with my ex and on those weeks, I’m extra available. I have a large condo that has access to lots of walking paths and nature. The animal would feel safe and comfortable at my home. I’m also able to go to your home and provide care (that can be easier for pets). I currently watch a lot of my friends dogs when they are out and have shown that I care for their space and animals.

Sitter Profile Image: Savannah P.
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Savannah P.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Oak Grove, OR, 97222

Savannah is such a sweet girl who clearly loves animals. She did a great job with her drop in visits with Daisy & Mandy. I would recommend her to all our friends & family

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Terri L.
Sitter Profile Image: Shianne S.
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Shianne S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
56 reviews
23 repeat clients
40 years of experience
Milwaukie, OR, 97267

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.

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Prairie S.
Sitter Profile Image: Rebecca S.
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Rebecca S.
from
$14
per visit
11 years of experience
Portland, OR, 97206

About: I've been caring for pets for over 11 years and have experience with dogs of all ages, sizes, and personalities. I understand that every dog is unique and take the time to learn their routines, preferences, and needs. I have experience with senior dogs, puppies, multi-dog households, and pets who may need a little extra patience and reassurance. My goal is always to provide safe, compassionate care so pet parents can have peace of mind while they're away. I currently have availability for walks and drop-in visits in the afternoons and evenings, with additional flexibility on certain days. I strive to provide dependable care and will always communicate promptly regarding scheduling and updates. Safety is my top priority. I carefully follow each pet's routine, feeding schedule, medication instructions, and exercise needs. I take time to build trust with every animal and always use secure leashes and harnesses during walks. In my home, pets are supervised and introduced thoughtfully based on temperament and comfort level. I believe in treating every pet like a member of the family.

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

Erika is a godsend. My cat loves Erika’s visits while I’m away. Not only do I always come home to a very happy, well fed, and content kitty, Erika takes care of the little things that make it easier to be away from home.

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Kelly S.
Sitter Profile Image: Rob W.
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Rob W.
from
$25
per visit
5.0 out of 5 stars
47 reviews
21 repeat clients
50 years of experience
Eastmoreland, Portland, OR, 97202

They did a great job...........Momo seemed happy!

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Bruce R.
Sitter Profile Image: Simon A.
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Simon A.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
86 reviews
25 repeat clients
20 years of experience
Woodstock, Portland, OR, 97206

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

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Alexandra G.
Sitter Profile Image: Nicolette R.
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Nicolette R.
from
$25
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
15 years of experience
Portland, OR, 97202

Nicolette was the best cat sitter we’ve ever had! She provided thorough updates and photos with every visit and kept an eye on our boy’s occasional tummy issues. We will definitely rebook for our next vacation!

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Kaylee O.
Sitter Profile Image: Iris R.
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Iris R.
from
$14
per visit
12 years of experience
Far Southwest, Portland, OR, 97219

About: I have taken care of many dogs, cats, and even sugar gliders! I am very comfortable around animals and have a lot of experience with them! I am working a part time job currently, but can move around my schedule in order to take care of any animals in need! I am available nights and days if needed! I abide by any guidelines given to me by owners, but make sure to add in lots of love for furry friends! I have learned in my own pets experience that the favorite pet sitters are always the ones offering lots of cuddles!

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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

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
5.0 out of 5 stars

Kieran took excellent care of our two dogs while we were out of town. Provided detailed updates and was timely with check-ins, will definitely book again next time we need a sitter or walker!

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

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

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

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

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

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

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

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

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

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
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  • 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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  • 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

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Sitters in Milwaukie average 7
repeat dog sitting clients

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 July 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 July 2026, there are 6,363 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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