House Sitting Milwaukie

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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.

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Sitter Profile Image: Tayler M.
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Tayler M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
24 reviews
12 repeat clients
4 years of experience
Lewelling, Milwaukie, OR, 97222

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 😊

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Elissa E.
Sitter Profile Image: Adeline S.
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Adeline S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
68 reviews
27 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.

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Carol P.
Sitter Profile Image: Kiana S.
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Kiana S.
from
$60
per night
5.0 out of 5 stars
30 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.

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Patrick M.
Sitter Profile Image: Jamie C.
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Jamie C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
64 reviews
13 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.

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Amanda J.
Sitter Profile Image: Lauren A.
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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 took great care of our two dogs in our home. Her communication was great and she provided a bunch of pictures while we were gone. Thanks again!

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Peter L.
Sitter Profile Image: Alicia G.
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Alicia G.
Star Sitter
from
$79
per night
5.0 out of 5 stars
31 reviews
13 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!

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Greg W.
Sitter Profile Image: Emma B.
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Emma B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
54 reviews
15 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

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yuki K.
Sitter Profile Image: Scott L.
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Scott L.
Star Sitter
from
$68
per night
5.0 out of 5 stars
103 reviews
33 repeat clients
50 years of experience
Portland, OR, 97202

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!

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Marcia S.
Sitter Profile Image: Kaylee L.
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Kaylee L.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
1 year of experience
Milwaukie, OR, 97267

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!

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Kim H.
Sitter Profile Image: Lucinda Z.
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Lucinda Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
164 reviews
65 repeat clients
50 years of experience
Hayhurst, Portland, OR, 97239

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.

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Sara A.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$77
per night
5.0 out of 5 stars
116 reviews
34 repeat clients
1 year of experience
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239

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!

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Mike A.
Sitter Profile Image: Celeste P.
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Celeste P.
from
$75
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
15 years of experience
Milwaukie, OR, 97222

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.

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Laura S.
Sitter Profile Image: Lunetta O.
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Lunetta O.
from
$37
per night
4.9 out of 5 stars
19 reviews
5 repeat clients
20 years of experience
Brentwood-Darlington, Portland, OR, 97206

Lunetta did a great job watching everyone in our home, the whole crew (2 dogs and 2 cats) were happy and well cared for. Will work with Lunetta again.

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Anna S.
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

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 🥰

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kathleen w.
Sitter Profile Image: Selena H.
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Selena H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
47 reviews
16 repeat clients
35 years of experience
Portland, OR, 97206

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.

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Mac
Sitter Profile Image: VICTORIA M.
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VICTORIA M.
from
$65
per night
5.0 out of 5 stars
4 reviews
40 years of experience
Portland, OR, 97202

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!

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Meghan F.
Sitter Profile Image: Kieran V.
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Kieran V.
Star Sitter
from
$40
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
7 years of experience
Brentwood-Darlington, Portland, OR, 97206

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.

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Luke L.
Sitter Profile Image: Darcy Q.
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Darcy Q.
from
$50
per night
5.0 out of 5 stars
9 reviews
10 years of experience
Portland, OR, 97202

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.

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Sarah D.
Sitter Profile Image: Jackson A.
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Jackson A.
from
$40
per night
5.0 out of 5 stars
5 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!!

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Julia V.
Sitter Profile Image: Heather H.
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Heather H.
Star Sitter
from
$82
per night
4.7 out of 5 stars
17 reviews
3 repeat clients
14 years of experience
Portland, OR, 97202

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 :).

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Pressly
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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

Celeste took us on last minute after we had a cancellation and really accommodated us in a tough spot. She was very kind easy to talk to and made me feel really comfortable.. She did a wonderful job and had great communication.

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Irene S.
House Sitting
5.0 out of 5 stars

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!

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Hope H.
House Sitting
5.0 out of 5 stars

Ida was very prompt and professional. She continuously sent me photos and text me during her two day overnight pet sit for my cats. I highly recommend Ida as she is very reliable.

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Mindy B.
House Sitting
5.0 out of 5 stars

Bekka was terrific. Arrived on time to start, kept in touch with pictures of milo and messages. Took Milo for short walks and potty training. Highly recommend.

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Shawn.
House Sitting
5.0 out of 5 stars

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.

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Ryan V.
House Sitting
5.0 out of 5 stars

Jin was wonderful to work with. He stayed with our goofy 10 month old puppy for two nights. He was very communicative and trustworthy! He even calmly dealt with our pup having an allergic reaction and administered meds with no problem. Thank you, Jin!

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Megan M.
House Sitting
5.0 out of 5 stars

Taylor was wonderful! She took fantastic care of our pup and was very communicative. Thanks again for loving on Benny! ❤️

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Elizabeth P.
House Sitting
5.0 out of 5 stars

Alicia did a great job housesitting and taking care of my dog and cat while I was out of the country. Very responsive and easy to communicate with. I have already asked her to housesit again.

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Michael W.
House Sitting
5.0 out of 5 stars

Selena took great care of my dog while I was away. She was communicative and took great care of my home too. I will def book again!

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Jacki B.
House Sitting
5.0 out of 5 stars

Kallie was so wonderful and my dog seemed very happy and well taken care of when I got home. She communicated with me, sent me photos and the house was very clean. Thank you, Kallie! Cece is grateful and we look forward to using you gain!

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Mollie W.
House Sitting
5.0 out of 5 stars

I felt so at ease leaving my girl (and home) in Lieren’s care. She even took the time to meet with me ahead of time to go over everything. She gave my anxious dog all the love and attention and I came home to my house just as I left it.

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Jessica S.
House Sitting
5.0 out of 5 stars

Kieran was great! They took care of my two huskies for 10 days and I came home to healthy, happy pups and plants and a clean house :) thanks so much Kieran!

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Veronica M.
House Sitting
5.0 out of 5 stars

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!

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Su W.
House Sitting
5.0 out of 5 stars

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!

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Ashley S.
House Sitting
5.0 out of 5 stars

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!

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Sarah D.
House Sitting
5.0 out of 5 stars

Gianna was great. Her communication was excellent, and she provided daily updates on our dogs. We would happily hire her again.

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Thomas F.
House Sitting
5.0 out of 5 stars

Kay was everything I hope for in a sitter for Rosy. Very communicative and respectful and obviously loved the work! Will definitely be requesting again. Thank you!

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Tim R.
House Sitting
5.0 out of 5 stars

We love Abigail! Our pets love her, too! She did such a wonderful job communicating and sending us pics while we were gone. House looked great when we got back, too. Hope to have her pet sit for us for the foreseeable future.

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Ashley W.
House Sitting
5.0 out of 5 stars

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!

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Jessica K.
House Sitting
5.0 out of 5 stars

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!

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Inbal R.
House Sitting
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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 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.

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