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

Over 922 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.
“Tayler was amazing! She stayed with Koda, sent lots of pictures/videos, and was very responsive. Thank you, we’ll definitely be reaching out for your services again 😊”

“Adeline did a great job. Exactly what we asked for. She checked in with us during her stay. Respoinsive when we contacted her. Foxy and Gray Guy were fine when we got home.”


“Kiana is amazing. She immediately bonded with our dog, who can be wary of new people. She took great care of our pup and our house. Her attentiveness helped us to have a relaxing vacation. We will definitely book her again.”


“Jamie was everything you hope for in a pet sitter. The dogs were relaxed and in great spirits when we got home and the house was spotless. Jamie sent pictures and communicated regularly letting us know how everything was going. We have to French bulldogs that both have daily meds and he kept everything organized and on schedule.”
“Alicia was an awesome house sitter! I'd recommend her for anyone. We were gone for a week and Alicia gave us every update we needed and went above and beyond our expectations. We had total piece of mind with Alicia watching our pup for the week. 5-stars, no doubt!”

“Emma is the best sitter! Not only did she take great care of my cat, but she also kept me updated on her health issues and how she was doing afterward. I often worry about my cat during trips and have trouble enjoying myself, but this time I was able to relax and have fun. I definitely want to ask her to take care of my cat again”

“Scott was communicative and provided great care for our pups! He came and met the dogs ahead of time, which was really nice. He was very easy going throughout the whole process. Thank you!”

“Kaylee was great! My pups have some special needs and are not the.best rained. Kaylee did a fantastic job making them feel safe and happy. I will definitely look to book Kaylee again!”

“Lucinda took great care of my three cats during the holidays! One of my cats had a life threatening medical emergency last Christmas, so I was nervous to head out of town, but knew each of my cats and my house were in great hands.”

“Thank You, Ann! We appreciate the thoughtful care you put into watching our pets for a long weekend. Midnight and Joy were in high spirits when we returned. Highly recommended!”

“Our first time with Celeste and we were very happy with her care of our fur kids. She took care of our two old pups - one who loves everyone and one who is less than thrilled with humans in general. The grumpy guy even liked her. And our three-legged cat was happy too. We got photos and videos daily, and everyone seemed happy and content. We will definitely have Celeste over again.”

“This was our first time leaving Bertie with a sitter - and using River - and we could not be happier! Donna is the BESTEST! We look forward to seeing Donna again 🥰”

“Selena was wonderful, she really bonded with our beloved Sterling the Snowshoe. It was great to be able to relax on our road trip knowing Selena was there caring for him and our house. She left the house in beautiful shape and we could tell kitty really loved being with her.”

“Victoria was wonderful while watching our dogs! She was communicative and shared videos and pictures of our pets. We knew our pups were safe and well looked after. Highly recommend Victoria if you are looking for the best care for your fur babies!! Would absolutely use her again!”

“Kieran was great with our pets, including our fairly anxious boy Mac. They were easy to communicate with before and during the stay and left our house in the excellent condition.”

“As a fellow pug owner, Darcy did a great job taking care of my pug Lulu. She was especially considerate of taking Lulu on early morning and evening walks since it was very hot during the day. I received a lot of updates and photos.”

“Jackson was so great with nervous lil chihuahua over July 4th weekend! He gave great check ins and also notified us the second our dog was behaving out of the normal and we were able to figure it out together quickly. Our pup and our home were in great hands with Jackson. Thank you!!”

“Heather is wonderfully kind and attentive! I felt very comfortable leaving her to dog-sit my dear pup at my house. She was communicative and caring, highly recommend and will book again :).”

The median cost per night for house sitting in Milwaukie is $55
Pet parents share their Rover experiences - Milwaukie
Darcy was SO amazing with my rambunctious young cat. She kept her entertained and sent me many cute and hilarious photos which made me feel at ease while out of town. She communicated regularly and asked great questions when she had them. She left my house cleaner than when I left. Highly recommend Darcy! She’s phenomenal!

Kaylee was great. It was our first time leaving our dog at home for an extended trip. She gave us updates with pictures, took her on walks, took her to the park, everything was in great shape when we got back. She also took great care of our cat. We would definitely use her services again.

Jamie is an excellent pet and house sitter. He is reliable, a great communicator, and thorough. He follows my instructions with minimal need for reminders or oversight. Out of all of the sitters, I feel most comfortable leaving my best friend and house in his hands. Thank you!

Jackson is the best! I’ve got a senior pup and a lot of anxiety around her health and Jackson was super helpful- reassured me, asked great questions, sent updates, pictures, etc. He also checked in about how much communication I wanted, which was helpful. He’s gentle, kind, and super easy to work with. I felt totally safe leaving my little girl in his care. Thank you, Jackson! Looking forward to working with you again!
Chanel took such excellent care of our dog, Ralph. He seemed a bit depressed to see her go! He loved all the 1:1 attention she gave him, along with all the walks. Chanel sent us the cutest videos and pictures while we were away. I will book Chanel again and again!

Amanda stayed at our house to sit our two dogs for a week, and she was great. She was extremely responsive to messages and sent us super cute photos and updates. When we returned the house was clean and the pups seemed well cared for -- they are somewhat high-energy dogs, and they go crazy if they don't get enough exercise. We will be requesting Amanda's services again for future trips!

So happy to have found Vanessa! She took such good care of our cat Rupi while we were gone for the week. He warmed up to her super quickly, which doesn’t always happen, and was even cuddling her and sleeping next to her at night from day one. She was super communicative and thoughtful in her care for him and our house. We will absolutely be booking her again!

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?
Cashless payments
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 pets like family

1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for house sitting - Milwaukie
Select a filter and find qualifying sitters offering house sitting.Sitters in Milwaukie average 5 repeat house sitting clients
FAQs for House Sitting - Milwaukie
Frequently asked questions about Rover
The average cost for House Sitting in Milwaukie on Rover is $55.5 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of September 2026, there are 4,528 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 short introductory meeting between you, your pet, 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.
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.
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
- 98% 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.














