House Sitting Milwaukie

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

End
Search

Over 780
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: Adeline S.
Verified Enhanced Background Check
Adeline S.
Star Sitter
from
$40
per night
4.9 out of 5 stars
49 reviews
21 repeat clients
5 years of experience
Milwaukie, OR, 97267

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!

Profile image
Jeri W.
Sitter Profile Image: Jamie C.
Verified Enhanced Background Check
Jamie C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
61 reviews
12 repeat clients
20 years of experience
Historic Milwaukie, Milwaukie, OR, 97222

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.

Profile image
Amanda J.
Sitter Profile Image: Tayler M.
Verified Enhanced Background Check
Tayler M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
21 reviews
10 repeat clients
4 years of experience
Lewelling, Milwaukie, OR, 97222

Tayler was wonderful. She took great care of our dog while we were out of town. She checked in daily with us and sent pictures to keep us updated. Her temperament and patience worked really well with our dog who is skiddish and wary of new people. We would highly recommend her!

Profile image
Jennifer Q.
Sitter Profile Image: Lucinda Z.
Verified Background Check
Lucinda Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
150 reviews
59 repeat clients
50 years of experience
Hayhurst, Portland, OR, 97239

We reached out to Lucinda for a very last minute request and she was able to graciously accommodate us. She was wonderful to work with and sent photos and updates that made it known our fur babies were very well cared for. We would absolutely and wholeheartedly recommend her!

Profile image
Willa K.
Sitter Profile Image: Mackenzie B.
Verified Enhanced Background Check
Mackenzie B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
55 reviews
17 repeat clients
15 years of experience
Lewelling, Milwaukie, OR, 97222

Mackenzie is great!! She got along with our dog great. We're out of town for a week, so we had to split time between two sitters. She sent me photos multiple times a day. She's awesome! Will be booking her again

Profile image
Sierra G.
Sitter Profile Image: Scott L.
Verified Enhanced Background Check
Scott L.
Star Sitter
from
$68
per night
5.0 out of 5 stars
92 reviews
29 repeat clients
50 years of experience
Portland, OR, 97202

Scott was extremely thorough and communicative when sitting for our three pets! We are always anxious leaving them and we felt completely at ease having him watch them. We received daily updates and came home to a clean home and happy pets :)

Profile image
Morgan C.
Sitter Profile Image: Ann M.
Verified Enhanced Background Check
Ann M.
Star Sitter
from
$77
per night
5.0 out of 5 stars
111 reviews
34 repeat clients
1 year of experience
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239

Ann was great to work with. She clearly has an understanding of the process and knew how to keep things both friendly but also efficient. We will definitely reach out to Ann again.

Profile image
P W.
Sitter Profile Image: Atlas W.
Verified Enhanced Background Check
Atlas W.
Star Sitter
from
$59
per night
5.0 out of 5 stars
68 reviews
16 repeat clients
21 years of experience
Sellwood-Moreland, Portland, OR, 97202

Atlas did an excellent job caring for our animals while we were away and sent a lot of photos and updates. We will definitely reach out to Atlas for our future pet sitting needs!

Profile image
Sara A.
Sitter Profile Image: Corvin P.
Verified Enhanced Background Check
Corvin P.
from
$60
per night
5.0 out of 5 stars
41 reviews
18 repeat clients
18 years of experience
Richmond, Portland, OR, 97206

Corvin did a great job with Gus while I was away. Gus’s special medical needs were handled well and I received regular updates throughout the week while I was away. I would recommend Corvin’s care.

Profile image
Randi S.
Sitter Profile Image: Merry C.
Verified Enhanced Background Check
Merry C.
from
$50
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
10 years of experience
Powellhurst, Portland, OR, 97266

merry was great with my dog! they were very thorough and made sure they had al the necessary info to take care of him, and i was very confident that we would be well taken care of while i was gone! highly recommend (:

Profile image
Maren S.
Sitter Profile Image: Carl P.
Verified Enhanced Background Check
Carl P.
Star Sitter
from
$52
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Portland, OR, 97219

Carl is a great communicator and went out of his way to see that my dog got lots of love and attention!

Profile image
Kelly Q.
Sitter Profile Image: Alicia G.
Verified Enhanced Background Check
Alicia G.
Star Sitter
from
$79
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
10 years of experience
Historic Milwaukie, Milwaukie, OR, 97222

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!

Profile image
Greg W.
Sitter Profile Image: Emma B.
Verified Background Check
Emma B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
50 reviews
14 repeat clients
6 years of experience
Portland, OR, 97219

Wow, so happy with Emma’s services! Thank you so much for taking good care of my fur babies and leaving my house cleaner than I think I left it lol.

Profile image
Katia A.
Sitter Profile Image: Chanel C.
Verified Enhanced Background Check
Chanel C.
from
$63
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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.

Profile image
Jeannine D.
Sitter Profile Image: Donna O.
Verified Enhanced Background Check
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 incredibly professional. She was on time for our meet and greet, and she was also on time at 6:00 am for sitting! She came fully prepared and spent the day loving my dog. She sent photos and played with him. I would 100% book with her again.

Profile image
Jennifer B.
Sitter Profile Image: Sparkle W.
Verified Enhanced Background Check
Sparkle W.
Star Sitter
from
$73
per night
5.0 out of 5 stars
105 reviews
27 repeat clients
35 years of experience
Portland, OR, 97202

Sparkle took great care of Raylene for a week and a half while we were out of town. She did a wonderful job accommodating all of Raylene’s quirks and seemed well versed in taking care of an older dog. We loved all the picture updates!

Profile image
Staci H.
Sitter Profile Image: Matthew t.
Verified Enhanced Background Check
Matthew t.
from
$60
per night
5.0 out of 5 stars
26 reviews
10 repeat clients
16 years of experience
Milwaukie, OR, 97222

Matthew went above and beyond!! Very very kind person. Very professional. Left the house nice and took care of our kitties well and he even left the coolest gift and note at the end of it. Best Catsitter we’ve had and we’ve had. Highly recommend!!

Profile image
JK
Sitter Profile Image: Michael B.
Verified Enhanced Background Check
Michael B.
from
$50
per night
4.9 out of 5 stars
11 reviews
10 years of experience
Buckman, Portland, OR, 97214

Michael was a wonderful dog and house sitter! We received pictures and videos daily, which were very appreciated while we were traveling. We trusted Hazel was in good hands and the house was, too! We’d definitely have Michael watch Hazel again.

Profile image
Gary C.
Sitter Profile Image: Seth W.
Verified Enhanced Background Check
Seth W.
from
$60
per night
5.0 out of 5 stars
63 reviews
46 repeat clients
5 years of experience
Eastmoreland, Portland, OR, 97202

Seth took wonderful care of our pup Beau while we were out of town for a weekend! We loved that Seth came over to meet Beau and learn about his schedule before we left and we received tons of updates and pictures during his stay! Seth is a dog person and we have no doubt treated Beau just like we would (aka lots of play time and snuggles!). We will definitely use Seth again in the future!!

Profile image
Chelsea M.
Sitter Profile Image: Ian C.
Verified Background Check
Ian C.
from
$55
per night
4.6 out of 5 stars
9 reviews
2 repeat clients
3 years of experience
Sellwood-Moreland, Portland, OR, 97202

We recently had the pleasure of having Ian stay at our home for eight days to care for our high-energy golden retriever, Rufus (1 year, 10 months), and we couldn’t be happier with the experience. From the start, Ian struck the perfect balance of being laid-back and easygoing, while also responsible and attentive to detail. His communication throughout our trip was excellent—we always felt informed without being overwhelmed. It was clear he took great care in making sure Rufus’s needs were met. We felt completely confident that our dog was in good hands, which allowed us to truly enjoy an stress-free vacation, and we came home to a happy, healthy pup. We wouldn’t hesitate to have Ian back in the future and highly recommend him to anyone looking for a reliable and thoughtful pet sitter.

Profile image
April B.
1 / 1
View more sitters

The median cost per night for house sitting in Milwaukie is $50

Pet parents share their Rover experiences - Milwaukie

1 / 1
5.0 out of 5 stars

Thank you so much for your care and attention to our pets! Vivian took care of our 4 member crew great, sent timely updates, and was very flexible. Great sitter!

Profile image
Abigail D.
House Sitting
5.0 out of 5 stars

We are so appreciative of Beth’s care and expertise with our cat! Our senior kitty has special needs and daily medications and we are very comfortable leaving her in Beth’s care. Thanks Beth!!!

Profile image
Lucy T.
House Sitting
5.0 out of 5 stars

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!!

Profile image
Julia V.
House Sitting
5.0 out of 5 stars

Kieran did a great job taking care of my aging dog. Everything was left neat and tidy around the house and my pooch seemed calm and centered upon our return. I would ask her to house sit again for sure!

Profile image
Stacey S.
House Sitting
5.0 out of 5 stars

Catherine is so great and loving with our dog! She sends regular updates, and our puppy looks so genuinely happy and content! It feels nice to leave our dog in such good care.

Profile image
Amaury G.
House Sitting
5.0 out of 5 stars

I’ve lost track of how many times Sadie has taken care of my cats and my home. Having Sadie here when I’m away is really comforting for me and fun for the cats. I’ll be booking again soon.

Profile image
Brian T.
House Sitting
5.0 out of 5 stars

Great! Will definitely use Chanel again. Very reliable and follows directions. I highly recommend her for any pet / house sitting.

Profile image
Jessica H.
House Sitting
5.0 out of 5 stars

Dylan was reliable and took great care of my pup and my house! He took her on plenty of walks and sent me a lot of pictures. We appreciate you!

Profile image
Victoria C.
House Sitting
5.0 out of 5 stars

Ann was professional and connected with my three senior cats well. I appreciated her updates and photos too.

Profile image
Paula B.
House Sitting
5.0 out of 5 stars

Mackenzie always takes great care of our dog and the house. We always look to Mackenzie first when we need a sitter!

Profile image
Tracy F.
House Sitting
5.0 out of 5 stars

Loved hiring Rebecca, very communicative and respectful. I would recommend anyone to hire her, she sends lots of photos and updates which was a huge plus for me !

Profile image
Danielle R.
House Sitting
5.0 out of 5 stars

We really appreciated Taylor’s communication with us throughout the stay, as well as the interactions she had with our dog and cat. We recommend Taylor for your house and pet needs!i

Profile image
Jennifer G.
House Sitting
5.0 out of 5 stars

Tayler did great with our senior cat who needs a lot of attention & also took great care with our home. Thanks Tayler!

Profile image
Donna T.
House Sitting
5.0 out of 5 stars

Heather is AWESOME! She recently house-sat for my dog and cat while I was away, and has also been doing weekly dog walks for me the past few months. She is communicative, kind, respectful, and both of my pets love her - I cannot recommend her highly enough!

Profile image
Lindsey M.
House Sitting
5.0 out of 5 stars

Carl was amazing with my 2 dogs. He watched my dogs for 11 days and took such good care of them. He kept in contact and was responsive when I would message him. He was overly considerate of my house and taking care of my dogs. I would highly recommend him and would definitely rebook him

Profile image
Maren G.
House Sitting
5.0 out of 5 stars

Second time booking with Nina and it was great again. Our little guy was well taken care of and our house was in great shape. We look forward to using her again in the future.

Profile image
Adam S.
House Sitting
5.0 out of 5 stars

We would absolutely book with Jason again! He left the house in wonderful condition (even ran the dishwasher and washed the guest room sheets!) and most importantly- took great care of our little guy Bobby. He sent us frequent updates on his schedule and pictures of our dude, cuddled and snuggled with him and went above and beyond with some important mail we were expecting during his stay. He got right on the ground and met our pup when we had him by to check out the place/meet Bobby, and had a calm sweet demeanor with him. Would definitely recommend!

Profile image
Kody P.
House Sitting
5.0 out of 5 stars

This was our first time using Rover, and we had a wonderful experience. Janice was incredibly warm, caring, and attentive, and took excellent care of our dog while we were away. She kept us updated throughout the weekend with messages and photos, which gave us great peace of mind. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy dog sitter.

Profile image
Maureen V.
House Sitting
5.0 out of 5 stars

She was fantastic. We came home to a clean house and very happy, very tired dogs. Would definitely use again.

Profile image
Stephen G.
House Sitting
5.0 out of 5 stars

Theresa was great! Would happily have her back to stay with our two dogs. She gave great updates and our dogs were well taken care of. House was left spotless which is always nice! Thanks, Theresa!

Profile image
Mary H.
House Sitting
1 / 1
Find pet care near you

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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

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

    It's that easy! All payments are processed through Rover's secured platform

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 July 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 July 2026, there are 4,539 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:

  • 96% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge