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: Atlas W.
Verified Enhanced Background Check
Atlas W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
69 reviews
17 repeat clients
21 years of experience
Sellwood-Moreland, Portland, OR, 97202

Atlas was amazing! They were communicative, knowledgable, detail oriented, friendly, and accommodating. My partner and I felt very safe and comfortable leaving our doggy in their care and will definitely utilize their services again!

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

Jamie was amazing. Jamie did a great job communicating and sent photos each day of our fur babies on walks and enjoying cuddles on the couch.

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

Tayler was amazing! Both of my boys warmed right up to her. She sent video and photo updates every day, sometimes more than once a day. I appreciated knowing my dogs were comfortable around her and were well taken care of. I’d definitely book with Tayler again in the future and would definitely recommend her to others as well.

Profile image
Carli D.
Sitter Profile Image: Adeline S.
Verified Enhanced Background Check
Adeline S.
Star Sitter
from
$45
per night
4.9 out of 5 stars
53 reviews
21 repeat clients
5 years of experience
Milwaukie, OR, 97267

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.

Profile image
Carol P.
Sitter Profile Image: Kiana S.
Verified Enhanced Background Check
Kiana S.
from
$60
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
26 years of experience
Woodlawn, Portland, OR, 97206

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.

Profile image
Patrick M.
Sitter Profile Image: Lauren A.
Verified Enhanced Background Check
Lauren A.
from
$55
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
15 years of experience
Portland, OR, 97206

Lauren did a fantastic job with all of our animals (a dog, cat, and three chickens). They were all happy when we got home. She kept us informed and sent daily pictures of their adventures. 😀

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

My cat always has a great time with Lucinda! I’ve used her several times now and know that he is always in good hands. Lucinda is a true cat lover and will take great care of your little nugget!

Profile image
Finley K.
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

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

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

This was our first time hiring Ann, and she was wonderful! She house-sat and kitty-sat for us for 6 nights. She kept us updated with pictures and notes about how our cat was doing, and he seemed to be very comfortable with Ann while we were away. Fig was happy and the house was spotless when we got home. Will definitely book her again!

Profile image
Kari B.
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

Matt was an excellent pet sitter. He was extremely easy to work with and took great care of our house and pets while we were away. He was always quick to respond, and I feel he went above and beyond to ensure we came home to a well-kept home and pets.

Profile image
Christina H.
Sitter Profile Image: DEBORAH G.
Verified Enhanced Background Check
DEBORAH G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
53 years of experience
Portland, OR, 97223

Deborah did an awesome job with our little mini dashund for a 5 day trip. She was appropriately communicative so we didn't have to worry about our little dude and he was very well cared for, as was the house!

Profile image
Aaron S.
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: Megan T.
Verified Enhanced Background Check
Megan T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
52 reviews
16 repeat clients
15 years of experience
Portland, OR, 97266

Megan is kind, communicative, and a natural with animals! She cared for my dog and two cats while my husband and I were out of town, and I didn’t feel stressed at all being away from them because I knew they were in good hands. She made a little collage of each of my girls, and it was so sweet!

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

Scott continues to be the best sitter ever. He is great at communicating, our dog loves him so much, he takes our dog on great adventures, and our home looks like he wasn’t even here. We love having him and I think our dog might be sad we’re home and Scott isn’t here!

Profile image
Kara B.
Sitter Profile Image: Mackenzie B.
Verified Enhanced Background Check
Mackenzie B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
56 reviews
18 repeat clients
15 years of experience
West Linn, OR, 97068

This is the second time that Mackenzie has sat for us, and she was wonderful as always! She was very on top of updates, and went out of her way to help and communicate with us when one of our dogs had a medical issue while we were away. I’m super grateful that we were able to find Mackenzie and hope to have her sit for us many more times in the future!

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

Michael was fantastic. He was open to meeting on short notice and saved the day when our original sitter fell through. He's a real pro and was so attentive to our pups. We'd absolutely book him again.

Profile image
Robin C.
Sitter Profile Image: Jackson A.
Verified Enhanced Background Check
Jackson A.
from
$40
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Portland, OR, 97206

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.
Sitter Profile Image: Elizabeth H.
Verified Enhanced Background Check
Elizabeth H.
from
$75
per night
5.0 out of 5 stars
48 reviews
17 repeat clients
18 years of experience
Downtown, Portland, OR, 97201

Can’t say enough about you! Thanks for loving my sweet boy and for keeping me updated throughout my trips with pics. Not just that but you always go the extra mile…changing the sheets & leaving my place spotless. Arriving after a midnight flight to fresh sheets feels so nice.

Profile image
Steph G.
Sitter Profile Image: Isabel T.
Verified Enhanced Background Check
Isabel T.
from
$60
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
10 years of experience
Milwaukie, OR, 97222

Isabel was wonderful! She was very communicative before and during the stay, and both our dogs got along with her instantly. She took good care of our home, and left things clean and tidy. We will definitely be using her again for future house sits.

Profile image
Colin M.
Sitter Profile Image: Aimee B.
Verified Background Check
Aimee B.
from
$65
per night
5.0 out of 5 stars
37 reviews
8 repeat clients
23 years of experience
Happy Valley, OR, 97086

Aimee made me feel completely at ease leaving her taking care of my two beloved Rottweilers. She sent me photos of how they were doing and always well when I returned home.

Profile image
Laurie M.
1 / 1
View more

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

Abigail did an amazing job! Scout (my dog) adores her. She was flexible when travel plans slightly changed. It was so nice not having to worry about Scout when we are out of town. He was well cared for. Abigail sent pictures and updated me on how Scout was doing frequently which was wonderful.. I will definitely hire Abigail again!

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

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.

Profile image
Luke L.
House Sitting
5.0 out of 5 stars

Cathrine was amazing! Our pups were so well taken care of. Great communication and we loved getting daily pictures of our happy dogs. We will absolutely be using her in the future! It was our first time using Rover and it was perfect thanks to Cathrine.

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

Nikki (Celeste) was great! She sent numerous updates and photos of our Hammy. Our house was well-cared for and our pup was relaxed and happy when we returned. We will absolutely utilize Nikki for house and pet sitting in the future!

Profile image
Derek Y.
House Sitting
5.0 out of 5 stars

Seth did a great job staying with Alfie in our home for five days while we were out of town. Seth is friendly, considerate, very neat, and, most importantly, he is great with dogs. Seth walked Alfie a lot and took very good care of him. Alfie was more than comfortable with him. He adores Seth. I highly recommend Seth!

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

This is the second time we have had Bliss come housesit our pups. She does a fantastic job and is very responsive and caring. She does a great job giving our elderly pup all his meds and making sure he is doing well while we are away. Thank you Bliss :)

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

Taylor was incredible! So communicative, professional and left me so at ease that my dog was well taken care of while I was away. Taylor clearly has a love for animals and is a true professional in this space. Will absolutely book Taylor again!

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

Mackenzie checked every box for me. She did house sitting for my asthmatic senior kitty with some health needs. She gave me as many updates as I asked with lots of pics and even a video. Not only that, but she followed all of my notes thoroughly and she kept my house extremely clean. There is nothing better than coming back from a long trip to a house left exactly as you left it. I will 1000000% be hiring Mackenzie again. My cat seemed to really like her too! Lots of snuggles.

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

Chanel jumped in at the last minute to help me while I was out of the country. She knew I was stressed and did a great job in reassuring me that my senior cat was going to be well taken care of. She worked very hard to get his trust, and succeeded. Her communication was great and she sent pictures everyday. She left my house in great shape.

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

Grace was amazing! She sat my nervous pup and kept me updated the whole time. She took excellent care of my dog and my apartment while she stayed. I would highly recommend Grace!

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

Elizabeth was an amazing sitter for a last-minute trip this past weekend. She took great care of my cat and dog, was responsive and communicative, and generally delightful. I already booked her again!

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

Jason is friendly, communicative, and an a great house / pet sitter. We could tell that he truly enjoyed hanging out with our high energy dog (who can be a lot), and was very mindful of her quirks and needs. Will absolutely be booking again!

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

Best sitter ever. My dog was happy and well cared for. She sent updates and pics regularly. I came home to everything washed and perfect. So happy with Alice. Tito is looking for her!

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

Our second time using Tayler, but definitely not the last. Fantastic communicator and takes such great care of our cat and dog.

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

Selena is amazing. She took such great care of my dog. We received lots of updates and videos. Cannot recommend her enough. We rebooted her for our next trip

Profile image
Lauren W.
House Sitting
5.0 out of 5 stars

Jesse was great! She did a great job communicating and made me feel totally comfortable while I was away. She has a great understanding of dogs and treated Bennie wonderfully. Will definitely be asking her to help out again.

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

Ida was an amazing sitter for Smokey and Ernie over the 4th of July weekend! She sent daily photo and text updates, which gave me so much peace of mind while I was away. She even stayed with Smokey during the fireworks to help keep him calm, and I really appreciated the extra care and attention she gave him. When I got home, both of my boys were happy, relaxed, and clearly very well cared for. I wouldn’t hesitate to book Ida again and highly recommend her to anyone looking for a reliable and compassionate pet sitter!

Profile image
Jordan L.
House Sitting
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

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

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
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.

Meet local sitters who will treat your pets like family

  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

    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 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