House Sitting in Historic Milwaukie, Milwaukie, OR

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Sitter Profile Image: Lucinda Z.
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Sitter Profile Image: Lucinda Z.
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1. Lucinda Z.

Star Sitter
Pet Pampering, at Your Service
Hayhurst, Portland, OR, 97239
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
73 reviews
24 repeat clients
Profile image

This was the first time we went away without the sweet little rescue dog that we adopted a year ago. Lucinda was kind and gentle and patient with her, and was able to build trust. We just got home, the dog is in great soirits, and the house looks great! We received daily updates that set our minds at ease. We are so grateful for the outstanding care that Lucinda provided while we were away!

Availability updated today
Sitter Profile Image: Lieren J.
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Sitter Profile Image: Lieren J.
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2. Lieren J.

Rover 101
Star Sitter
Responsible & flexible animal lover
Lewelling, Milwaukie, OR, 97222
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
53 reviews
24 repeat clients
Profile image

We had to travel when our puppy was 3 months old. Lieren took care of her for a week. It was really nerve-wracking to leave our very young puppy with a new person for so long. But Lieren was obviously a caring dog person when we had a meet and greet. After we took off, Lieren was good at communicating and sending pictures. She also arranged a puppy play date with our neighbors so the dog could get some “friend” time. Our puppy was healthy and happy when we returned. It was a great relief to have her taking care of the dog, and now we know a trustworthy and caring dog sitter. We would definitely hire her again.

Availability updated 3 days ago
Sitter Profile Image: Donna O.
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Sitter Profile Image: Donna O.
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3. Donna O.

Pets are family
Brentwood-Darlington, Portland, OR, 97206
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
26 reviews
6 repeat clients
Profile image

Donna was truly spectacular with my guys! I’m sure they’d give her 10/5 stars if they could! I was updated daily with pictures and videos of my dogs having fun on local adventures and regular status reports. She was a fantastic housesitter and I know Cogs and Wyatt already are missing her!

Availability updated 10 days ago
Sitter Profile Image: Zachary K.
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Sitter Profile Image: Zachary K.
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4. Zachary K.

Star Sitter
Hello, I'm Zachary 🐾 I ❤️dogs/cats
Center, Portland, OR, 97213
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 4.6 stars
21 reviews
5 repeat clients
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Ziggy did a great job taking care of my pup Cedar! Gave plenty of updates and made it obvious that he cared for her, will definitely book again.

Availability updated 3 days ago
Sitter Profile Image: Mackenzie B.
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Sitter Profile Image: Mackenzie B.
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5. Mackenzie B.

Star Sitter
Cat and Dog Lover!
Lewelling, Milwaukie, OR, 97222
1.4 mi. away
House Sitting, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
21 reviews
4 repeat clients
Profile image

Mackenzie was fantastic! She is very responsive, communicative and reliable. She sent a ton of photos and our pets received a lot of love : ) She was so nice to make sure the house was clean when we arrived back. We will have her back again.

Availability updated yesterday
Sitter Profile Image: Scott L.
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Sitter Profile Image: Scott L.
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6. Scott L.

Star Sitter
If it has fur, it's a friend!
Portland, OR, 97202
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$54
per night
5 out of 5.0 stars
27 reviews
5 repeat clients
Profile image

Scott did a fantastic job cat/house sitting! He really took the time to get to know my somewhat difficult and nervous older cat, Cora, and helped her to feel comfortable during what would normally be a fairly stressful situation for her while my husband and I were away. He also took great care of the house leaving it super clean and tidy after his stay, and he provided clear and quick communication throughout the entire process which I really appreciated. Would absolutely recommend Scott!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Dayna P.
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Sitter Profile Image: Dayna P.
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7. Dayna P.

Star Sitter
Loving care for all pets
Portland, OR, 97219
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
19 reviews
6 repeat clients
Profile image

Dayna is wonderful! She offered to do a meet and greet which was convenient for me and I’m sure it helped my dog feel more secure when she came over to watch him. I appreciate her communication, attentiveness, and willingness to be flexible as needed. Will definitely be rebooking her again.

Availability updated 15 days ago
Sitter Profile Image: Kinsey S.
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Sitter Profile Image: Kinsey S.
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8. Kinsey S.

Star Sitter
Looking for new furry friends!
Buckman, Portland, OR, 97214
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
48 reviews
16 repeat clients
Profile image

Kinsey did an amazing job! Went above and beyond of what we asked, Kept us updated everyday on how Moxy was doing and left our house cleaner then when we left it. Highly recommended!

Availability updated yesterday
Sitter Profile Image: Miranda L.
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Sitter Profile Image: Miranda L.
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9. Miranda L.

Star Sitter
Huge animal lover ready to love ❤️
Powellhurst, Portland, OR, 97266
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5 out of 5.0 stars
79 reviews
22 repeat clients
Profile image

Miranda is a fantastic pet caregiver, she's house-sat for us before and we hope to book her again! She leaves the house very clean and she's great with engaging our shy cat and administering insulin injections for our diabetic dog. I would especially recommend her to anyone with a pet who needs medication. You can feel at ease if you book Miranda!

Availability updated yesterday
Sitter Profile Image: MacKenzie M.
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Sitter Profile Image: MacKenzie M.
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10. MacKenzie M.

Star Sitter
Son of a dog trainer makes tails wa
Portland, OR, 97202
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
15 reviews
6 repeat clients
Profile image

MacKenzie stayed at my place to watch my dog Guibert for a few days. I enjoyed our meet and greet and he asked all the right questions. When it came time for the stay, there was a small issue (On my end, not his) getting into the apartment but MacKenzie was patient and rolled with the punches. He showed genuine love for Guibert and I felt completely comfortable having him in my home taking care of my pup. The number of updates MacKenzie gave was just what I was looking for. I came home to a very happy dog and a well taken care of apartment. I will be booking MacKenzie again for a longer upcoming trip.

Availability updated 2 days ago
Sitter Profile Image: Ann M.
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Sitter Profile Image: Ann M.
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11. Ann M.

Care for your precious friends!
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239
2.9 mi. away
House Sitting, Drop-In Visits
from
$76
per night
5 out of 5.0 stars
81 reviews
23 repeat clients
Profile image

Ann took wonderful care of our dogs and home. She is an excellent communicator and is clearly an experienced, competent dog sitter. We definitely plan to book future stays with her!

Availability updated today
Sitter Profile Image: Veronica D.
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Sitter Profile Image: Veronica D.
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12. Veronica D.

Star Sitter
I love making new fur friends!
Lake Oswego, OR, 97034
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
31 reviews
12 repeat clients
Profile image

Veronica was incredibly attentive to our pups. Our older dog can sometimes be anxious, but had no problems while Veronica was here - I’m guessing because she felt comfortable and taken care of. Veronica left our place cleaner than when we left. We’d be happy to have her back!

Availability updated 2 days ago
Sitter Profile Image: Brianna C.
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Sitter Profile Image: Brianna C.
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13. Brianna C.

Star Sitter
Let me love your 😺 🐶
Lewelling, Milwaukie, OR, 97222
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
25 reviews
10 repeat clients
Profile image

Bri was wonderful. I used her for a house sitting. Everything was wonderful when I got home and my dogs were very well taken care of. I would definitely recommend Bri and would book with her again.

Availability updated 4 days ago
Sitter Profile Image: randee S.
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Sitter Profile Image: randee S.
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14. randee S.

I wanna hang with your pet.
Portland, OR, 97239
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
152 reviews
46 repeat clients
Profile image

Randee did an amazing job with our needy and anxious old dog. He hates being alone but is not great with other dogs and Randee was so great at managing his needs. Randee sent frequent and thorough communication about Mikey with photos keeping us updated on how he was doing while we were away. It was so reassuring to have Randee there with him and know that our dog was in good hands. Thank you Randee!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Lou Z.
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Sitter Profile Image: Lou Z.
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15. Lou Z.

Always ecstatic to care for any pet
Creston-Kenilworth, Portland, OR, 97202
3.5 mi. away
Boarding, House Sitting
from
$45
per night
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

Lauren did great! She stayed for a week and took great care of our dog and left the house very tidy! She even cared for our chickens when we discovered they ran out of water early!

Availability updated yesterday
Sitter Profile Image: Bonnie S.
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Sitter Profile Image: Bonnie S.
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16. Bonnie S.

Star Sitter
Retired school teacher loves dogs
Eastmoreland, Portland, OR, 97202
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
41 reviews
12 repeat clients
Profile image

Bonnie was great with our animals 🩷I felt at ease having her stay with our Rufus. She communicated great and sent photos while we were away. Definitely booking again!

Availability updated today
Sitter Profile Image: Sierra S.
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Sitter Profile Image: Sierra S.
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17. Sierra S.

Hi, I’m Sierra!
Lake Oswego, OR, 97034
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$52
per night
5 out of 5.0 stars
10 reviews
4 repeat clients
Profile image

Sierra took great care of our dog. She took him for lots of walks and adventure hikes. Our house was left in perfect order on our return. I would definitely use her again!

Availability updated 44 days ago
Sitter Profile Image: Maria P.
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Sitter Profile Image: Maria P.
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18. Maria P.

Star Sitter
A Friend for Your Furry Gal/Guy
Ardenwald, Milwaukie, OR, 97222
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
4 reviews
4 repeat clients
Profile image

Maria was great with my pups! My little shy dog was curled up on her lap the first day. My house was left in great condition as well. Would recommend Maria!

Availability updated today
Sitter Profile Image: Jamie C.
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Sitter Profile Image: Jamie C.
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19. Jamie C.

I love caring for your fur babies!
Historic Milwaukie, Milwaukie, OR, 97222
0.3 mi. away
Boarding, House Sitting
from
$50
per night
5 out of 5.0 stars
37 reviews
5 repeat clients
Profile image

Jamie too such good care of our girl, Piper! He provided frequent updates and checked in as needed. I could tell from the pics that Piper enjoyed Jamie’s company. She was very relaxed and pampered. Jamie was a natural with her - taking her on walks and letting her lounge in equal measure. As a 9 years old, she enjoys bursts of energy, but is more likely to sleep on her blanket or to pretend to be a speed bump! I didn’t worry at all while we were away. I would highly recommend Jamie to take care of your fur baby!

Availability updated 23 days ago
Sitter Profile Image: Chelsey C.
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Sitter Profile Image: Chelsey C.
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20. Chelsey C.

Your Pet's New Best Friend!
Milwaukie, OR, 97222
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
21 reviews
8 repeat clients
Profile image

So grateful to Chelsey for being flexible and adaptable on a last minute stay with our crew! Great communication and reliability - we’ll definitely be booking again!

Availability updated 3 days ago

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

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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Sitters in Historic Milwaukie average 4 repeat house sitting clients

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