House Sitting Milwaukie

Find a loving house sitter to watch over your pets and your home.

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Over 871
pet parents in Milwaukie have booked house sitting

Milwaukie, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Jamie C.
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Jamie C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 68 reviews
14 repeat clients
20 years of experience
Historic Milwaukie, Milwaukie, OR, 97222

“I hate leaving a review because I want Jamie all for us! We’ve never had such a phenomenal dog and house sitter who takes such amazing care of our pets and our home. He lets us truly relax and enjoy vacation knowing everything at home is in the best hands. I couldn’t recommend him more.”

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Amanda J.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$77
per night
5.0 out of 5 stars
• 119 reviews
35 repeat clients
1 year of experience
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239

“She was wonderful. This was the first time I was away from my rescue, who took it very hard. Ann knew just what to do and handled the situation, Miss Amanda Mae and me with care. I am very greatful”

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Beth M.
Sitter Profile Image: Rachel L.
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Rachel L.
from
$50
per night
4.9 out of 5 stars
• 10 reviews
2 repeat clients
20 years of experience
Portland, OR, 97267

“Rachelle was absolutely fabulous! Took Odie for walks and even took him to two different dog parks over the Weekend and sent lots of pics and updates plus I contacted her last minute she was flexible and quite frankly I was totally impressed with her handling of the dog and her 3&1/2 year old daughter was adorable with my dog as well. Highly recommend Rachelle”

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Paul G.
Sitter Profile Image: Sparkle W.
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Sparkle W.
Star Sitter
from
$73
per night
5.0 out of 5 stars
• 114 reviews
28 repeat clients
35 years of experience
Portland, OR, 97202

“Sparkle was AMAZING 🤩. We felt so safe leaving our cat and our dog who has never been away from me before and has a myriad of health issues in their care. We were updated with photos and came back to relaxed pets and a clean home. Would rehire Sparkle in the future in a heartbeat.”

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Celeste N.
Sitter Profile Image: Carmen B.
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Carmen B.
from
$48
per night
5.0 out of 5 stars
• 80 reviews
32 repeat clients
5 years of experience
Downtown, Portland, OR, 97205

“Carmen was wonderful and very communicative. She took great care of Pugsley and left my apartment cleaner than when I left it. I’d 100% book with her again!”

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Meagan K.
Sitter Profile Image: Adeline S.
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Adeline S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 72 reviews
27 repeat clients
5 years of experience
Gladstone, OR, 97027

“Simply, Adeline was a perfect pet sitter in pur home. Our little dog is 16 years old and doesn't hear. He also was highly traumatized before we adopted him, so new people make him very agitated. deline was amazing with him. She was kind enough to agree to a pre vacation meetup before our holiday. She listened to our concerns and clearly treated him well. By the time we came home a week later, she was his bestie. Adeline sent us photos periodically with updates and seemed to really care about them, offering to sit for us again in the future. We're so grateful to Adeline for her patience and care; she made it possible for me to relax on vacation knowing they were in good hands. Thank you Adeline!”

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Jeri W.
Sitter Profile Image: Donna O.
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Donna O.
from
$40
per night
5.0 out of 5 stars
• 38 reviews
7 repeat clients
4 years of experience
Brentwood-Darlington, Portland, OR, 97206

“Donna was a fabulous house sitter. She as extremely communicative, very thorough with how she wanted to ensure that we were comfortable with her with our pup, and sent a TON of pictures and videos clearly indicating our pup was having a great time with her. We would happily have her back ANYTIME!”

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Brad M.
Sitter Profile Image: Johnna P.
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Johnna P.
from
$70
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
2 years of experience
Far Southwest, Portland, OR, 97219

“Johnna was a great dog/house sitter! She was able to watch my dog, Rocco, on very short notice and still came to meet with both of us before watching him. She sent me frequent pictures of Rocco and other updates while watching him and left my home as clean as when I left! I will be booking again :)”

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Josephine B.
Sitter Profile Image: Tabitha S.
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Tabitha S.
from
$55
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Tualatin, OR, 97062

“Tabitha was kind, caring, and loving of our pets! She was very attentive to their personalities and sent us lots of photos, which we always appreciate when away from home. Would 100% recommend Tabitha to anyone!”

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Kat M.
Sitter Profile Image: Amanda A.
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Amanda A.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
20 years of experience
Reed, PORTLAND, OR, 97202

“It is immediately obvious that Amanda loves and understands cats and dogs. Amanda is an excellent communicator, and I trust her completely. I've already booked a second sit.”

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Brian T.
Sitter Profile Image: Philipp G.
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Philipp G.
Star Sitter
from
$59
per night
4.9 out of 5 stars
• 70 reviews
17 repeat clients
20 years of experience
Powellhurst, Portland, OR, 97266

“We have a very high needs dog, but we came home to a very happy and healthy dog after 10 days away. Philipp came to the house to meet Fitz before our trip and took the time to get to know Fitz and his routine. The house was tidy upon our return, and we spent 10 days missing, but not feeling worried about, our dog. We will be booking Philipp again!”

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Robert P.
Sitter Profile Image: Chanel C.
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Chanel C.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Lake Oswego, OR, 97034

“Chanel was a great cat and house sitter. She sent me pictures of my cat each day and kept me updated on how she was doing. She left my condo the same way she found it. She was great with communication before, during and after the pet sit. I would recommend Chanel for your pet sitting/house sitting needs.”

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Jeannine D.
Sitter Profile Image: Renee N.
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Renee N.
from
$50
per night
4.8 out of 5 stars
• 54 reviews
14 repeat clients
6 years of experience
Portland, OR, 97215

“We cannot recommend Renee enough! We had her stay in our home with our fur babies while we were gone for 10 days. She took the best care of not only our pets but our home as well! We have a cat and dog and she followed our daily routine with them, without flaw. We got daily updates and pictures and couldn’t be more thankful. Our home was immaculate when we returned which blew us away. We never once had a worry while on our vacation and truly feel that Renee went above and beyond to make that happen.”

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Monica S.
Sitter Profile Image: Celeste E.
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Celeste E.
from
$25
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
6 years of experience
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239

“Celeste was great! Our pups were taken care of and seemed really happy with Celeste. They’re hard to get to come around so that was wonderful! The house was clean when we got home and we came home to some pretty flowers! Huge thanks!”

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Shannon T.
Sitter Profile Image: Grace K.
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Grace K.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Milwaukie, OR, 97267

“Grace was very professional and came prepared to the meet and greet. My home was spotless when I came back. Quick to respond and sent me pictures everyday. Totally recommend and will book again if our schedules line up.”

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Jay R.
Sitter Profile Image: Noemi M.
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Noemi M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 68 reviews
15 repeat clients
25 years of experience
Foster Powell, Portland, OR, 97206

“Noemi is the best cat sitter I have ever chosen. She knows all about cats, and she left my home very clean and tidy after doing overnight petsitting here. How incredible it was that my cat warmed up to her immediately, even though he is usually a shy Norwegian Forest Cat. You gotta luv that all cats can sense her loving nature! It is obvious she cares so much about animals. She even gave me a wonderful suggestion on how to give Cousteau his thyroid pill, hidden in a wet "pop-up" treat (like a popsicle). This also made it easier for me to give him his medication later. Noemi is kind, friendly, and smart. She is simply the best!! I hope to hire her again. I highly recommend her.”

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Mariel M.
Sitter Profile Image: Erin F.
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Erin F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 169 reviews
70 repeat clients
25 years of experience
Cully, Portland, OR, 97218

“I was worried about leaving my cat for the first time, but Erin took great care of him! I received regular updates and pictures, and the apartment was spotless. Thank you so much ☺️”

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Ottoline D.
Sitter Profile Image: Gabrielle M.
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Gabrielle M.
from
$50
per night
5.0 out of 5 stars
• 38 reviews
11 repeat clients
10 years of experience
Sellwood-Moreland, Portland, OR, 97202

About: I have grown up throughout my childhood with pets in our home and that is where my love for animals started. My lifelong dream is to be able to eventually open an animal sanctuary to care for animals in need. My dog Winston, has seizures, so I know firsthand what it feels like to want to find the absolute best sitter for your animal, and I will go above and beyond to care for them. I have experience with training my own dogs in-home (basic commands). I have experience with cat care as well. I am able to administer syringe medications as well as oral medications to both dogs and cats. I truly enjoy being around animals and caring for them. Please feel free to ask me any questions that you may have! I am able to do morning visits and evening visits during the week and am free typically every weekend (my calendar will show if I am unavailable for the weekend). My boyfriend who works remotely is also available to help during times where I may be at work. I have Wednesdays off every week so have full availability that day. I do require per owners to meet both myself and my boyfriend prior to new client bookings. This is so that you will feel confident in either of us caring for your animals. We do daily walks. Treats and toys will be available (if approved by pet owner). Pets are welcome to sleep/hangout wherever they feel most comfortable. I have a very friendly and playful 5-year-old Dachshund that will be here each day to keep your fur babies company!

Sitter Profile Image: Lindsey D.
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Lindsey D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 26 reviews
9 repeat clients
13 years of experience
Oregon City, OR, 97045

“Lindsey was wonderful with our two pugs, Penelope and Petunia! We came home to two very happy, very tired pups, which is always the best sign of a great time. It gave us such peace of mind knowing they were in caring, capable hands. We’d happily trust Lindsey with our girls again!”

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Nicholas B.
Sitter Profile Image: Faith T.
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Faith T.
from
$55
per night
5.0 out of 5 stars
• 172 reviews
54 repeat clients
9 years of experience
Portland, OR, 97209

“Faith is incredible! Faith has an amazing attitude and personality! I will be using her again for all my pet sitting and dog walking services!”

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Megan N.
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The median cost per night for house sitting in Milwaukie is $55

Pet parents share their Rover experiences - Milwaukie

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5.0 out of 5 stars

Gianna is a total delight—adored by my little dog, who is very very picky about who she cozies up to. Gianna is the first person (besides me) my dog has been willing to go on a walk with, and I’ve never seen Sasha so affectionate and playful with someone else. Gianna took great care of my house, navigated a challenging parking situation, and left everything clean and in order. ❣️❣️

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Virginia M.
House Sitting
5.0 out of 5 stars

This is the second time Kaylee has sat for me. My pups love her and her communication is great. Highly recommend.

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Kim H.
House Sitting
5.0 out of 5 stars

Kiana was attentive to not only my pets but my home! I came back from my trip to everything being exactly where I had left it. My animals loved her. Would definitely use her again!

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Remy T.
House Sitting
5.0 out of 5 stars

Karynne did a wonderful job taking care of my pup! She was communicative, flexible, followed all instructions, and left my house super clean. Would definitely recommend her!

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Briana F.
House Sitting
5.0 out of 5 stars

Thank you for doing such an amazing job with Cali! She was very relaxed when we got home and the house looked great. thank you also for the photos!

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Matt S.
House Sitting
5.0 out of 5 stars

Jordyn did an amazing job petsitting my 4yo husky and 2 cats. I always worry with new pet-sitters that my dog is going to be too much - too hyper, too overwhelming, too vocal, and that she'll intimidate a new person with her husky antics and shenanigans, but Jordyn handled her like a pro. My dog loved the special attention she got from her new friend and the cats were clearly well taken care of. Jordyn was clean and tidy and respectful and the house looked great when we got home. We'll definitely try to book Jordyn again for future trips and I'd recommend her to anyone who asks!

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Izzy N.
House Sitting
5.0 out of 5 stars

Celeste was great! Our pups were taken care of and seemed really happy with Celeste. They’re hard to get to come around so that was wonderful! The house was clean when we got home and we came home to some pretty flowers! Huge thanks!

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Shannon T.
House Sitting
5.0 out of 5 stars

Matthew was great- he made things easy! We’d definitely welcome him back to take care of our home, two dogs and cat.

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Brandon & Elise J.
House Sitting
5.0 out of 5 stars

Nikki took great care of our very complex pups and took great care of our home as well! Will definitely be booking again soon!

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Kailey D.
House Sitting
5.0 out of 5 stars

First time hiring Charlie, I couldn't ask for a better dog sitter. He left my house cleaner than I've ever left it. I have two little dogs. My 14-pound Maltipoo anxiously barked at him when he first arrived and Charlie hung in there. By the end of the weekend my anxious dog was his best friend, and the other one too. He was good with medications and instructions. I would definitely hire him again!

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Danielle B.
House Sitting
5.0 out of 5 stars

Grace did a wonderful job taking care of my cat, and left my home in pristine condition. Thanks Grace!

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Fallon N.
House Sitting
5.0 out of 5 stars

She really connected with our dog who’s weary of strangers inside our home. Rosie was at ease and well cared for! Krislyn kept our pup’s and kitty’s routine just as they love it. She also kept our house secure and well cared for.

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Amelia B.
House Sitting
5.0 out of 5 stars

Chelsey is super reliable, communicative & friendly. She takes great care of our cats & home while we are away and we’re super thankful!

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Lee H.
House Sitting
5.0 out of 5 stars

Seth did a great job with our dogs while we were out of the country for two weeks. We would definitely hire him again.

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Jane M.
House Sitting
5.0 out of 5 stars

Jin was very kind and professional, provided an appropriate amount of updates and photos, and was very responsive with excellent communication. Would definitely recommend!

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David W.
House Sitting
5.0 out of 5 stars

Catherine has been wonderful with my senior girl, both for drop-in visits and when I was out of town. It’s really reassuring to know she has experience caring for senior dogs and dogs with mobility issues, which gave me peace of mind leaving my old lady in her care. She also left my place spotless! Would absolutely recommend her ◡̈

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Lauren F.
House Sitting
5.0 out of 5 stars

Skylar was fantastic with our margarine of 5 pets! She sent better pictures than we usually take of the pets and did great with our cat that needs meds twice a day but hides. Highly recommend!!

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Ben M.
House Sitting
5.0 out of 5 stars

Timothy was so great! It's always a little stressful leaving my pups in someone's hands but Timothy's proactive communication made me feel at ease, and my house was left in great shape. He will be my go to sitter any time he is available!

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Veronica M.
House Sitting
5.0 out of 5 stars

Beth is consistently such a wonderful and reliable pet sitter - thanks again Beth! We look forward to next time!

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Lucy T.
House Sitting
5.0 out of 5 stars

Jae went above and beyond with watching my dog Cumo. She was extremely affectionate and loving with Cumo - making him feel safe and at home instantly. She was reliable, communicative, and took amazing care of my house, even going out of her way to help with the garden. Would highly recommend!

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Sarah J.
House Sitting
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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?

  • Cashless payments

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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.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for house sitting - Milwaukie

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Sitters in Milwaukie average 5
repeat house sitting clients

FAQs for House Sitting - Milwaukie

Frequently asked questions about Rover

The average cost of House Sitting in Milwaukie is $56 per night as of October 2026. Most bookings cost between $32 and $83 per night. 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 October 2026, there are 4,506 sitters on Rover offering House Sitting across Milwaukie. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Milwaukie walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Milwaukie maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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!

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.

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.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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.

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.

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

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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.

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