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Discover house sitting in Milwaukie

Stay in wonderful places by house sitting and caring for cute pets.

535 house sits in Milwaukie, OR, US

Looking for pet sitters in Milwaukie?

House sit in Milwaukie, OR, US
House sit pet parent - Sitter for adorable pup and lovely home near the Willamette River

Sitter for adorable pup and lovely home near the Willamette River

from 13 September 2026 to 19 September 2026 · 6 nights

Milwaukie, OR, US

  • 1 dog
House sit in Milwaukie, OR, US
House sit pet parent - Riverfront home in Milwaukie with 3 well-behaved, active dogs to love!(Mid-Nov)

Riverfront home in Milwaukie with 3 well-behaved, active dogs to love!(Mid-Nov)

from 11 November 2026 to 18 November 2026 · 7 nights

Milwaukie, OR, US

  • 3 dogs
House sit in Lake Oswego, OR, US
New
House sit pet parent - Hazel and her Happy Home

Hazel and her Happy Home

from 16 October 2026 to 19 October 2026 · 3 nights

Lake Oswego, OR, US

  • 1 cat
House sit in Lake Oswego, OR, US
House sit pet parent - Prefer to keep my dogs happy at home

Prefer to keep my dogs happy at home

from 03 September 2026 to 08 September 2026 · 5 nights

Lake Oswego, OR, US

  • 2 dogs
House sit in Lake Oswego, OR, US
House sit pet parent - Beautiful home on canal with wonderful dog and cat!

Beautiful home on canal with wonderful dog and cat!

from 10 September 2026 to 15 September 2026 · 5 nights+ 1 more

Lake Oswego, OR, US

  • 1 dog
  • 1 cat
House sit in Lake Oswego, OR, US
House sit pet parent - Beautiful lakeside home in Lake Oswego, Oregon

Beautiful lakeside home in Lake Oswego, Oregon

from 25 October 2026 to 06 November 2026 · 12 nights

Lake Oswego, OR, US

  • 1 dog
  • 1 cat
House sit in Lake Oswego, OR, US
House sit pet parent - Lake Oswego - Portland, Oregon

Lake Oswego - Portland, Oregon

from 21 October 2026 to 31 October 2026 · 10 nights

Lake Oswego, OR, US

  • 1 dog
  • 1 cat
House sit in Happy Valley, OR, US
House sit pet parent - Two Sweet dogs in comfy home would love to cuddle.

Two Sweet dogs in comfy home would love to cuddle.

from 24 December 2026 to 27 December 2026 · 3 nights

Happy Valley, OR, US

  • 2 dogs
House sit in Portland, OR, US
House sit pet parent - Lovely place to stay, Pretty kitties to love, Gorgeous State to visit.

Lovely place to stay, Pretty kitties to love, Gorgeous State to visit.

from 03 January 2027 to 15 January 2027 · 12 nights

Portland, OR, US

  • 2 cats
House sit in Portland, OR, US
House sit pet parent - Beautiful Floating Home on sauvie Island near Portland, Or. adorable small dog.

Beautiful Floating Home on sauvie Island near Portland, Or. adorable small dog.

from 12 September 2026 to 05 October 2026 · 23 nights

Portland, OR, US

  • 1 dog
House sit in Portland, OR, US
Last minute
House sit pet parent - Mid Century Home in Beaverton Oregon

Mid Century Home in Beaverton Oregon

from 29 August 2026 to 07 September 2026 · 9 nights

Portland, OR, US

  • 2 dogs
  • 2 cats
House sit in Portland, OR, US
House sit pet parent - Great neighborhood in Portland - (partial dates for December sit would work)

Great neighborhood in Portland - (partial dates for December sit would work)

from 08 October 2026 to 11 October 2026 · 3 nights+ 1 more

Portland, OR, US

  • 2 cats
  1. 1
  2. 2
  3. 3

Why you'll love pet and house sitting in Milwaukie, OR

An illustration of a cat laying on his pet bedForget hotel rooms

From home comforts to the calming company of pets, house sitting offers so much more.

An illustration of a glowing green heartIt feels good to give

Explore new places while making a difference to the lives of pets and people along the way.

An illustration of a house with a tree in the foregroundA new perspective

You don’t have to travel far. With pet and house sitting, you can find a world of adventures just around the corner.

An illustration of three coins with paws in them

A win-win without money

On house and pet sits, you’ll provide home and pet care in return for a place to stay on your travels. An annual plan unlocks unlimited access to sits, making it an affordable and fulfilling way to travel.

Find out more about memberships

I am so blessed to have this experience and to be able to have a companion by my side the entire time. I’m forever grateful for the opportunity TrustedHousesitters provides! This is truly life changing.

Adelia, sitter member from Bath, UK

Popular pet sitting and house sitting destinations

Feel safe, secure and supported

An illustration of a speech balloon with five stars on itRead feedback from sitters

Want to know if a house sit is right for you? Look for feedback previous sitters have left on the pet parent's listing.

An illustration of stacked documentsHome & Contents Plan

House sit in homes with peace of mind they’re covered at no extra cost to you or the pet parent.

An illustration of a dog sniffing the air24/7 Vet Advice Line

With a free direct line to a dedicated team of veterinary nurses, you can quickly clear up any pet queries.

Ready to start your Milwaukie house sitting adventure?

Join our worldwide community and start your membership today.

Discover pet and house sits across the United States

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Milwaukie house sitting FAQs

All that’s exchanged between our sitters and pet parents is trust - sitters get to stay in cool locations near and far, caring for pets with a place to stay in return. And with no money passing hands, we’re certain everybody’s here for the same reasons: their never-ending love for pets and travel.

With an annual sitter membership, animal lovers like you can explore the world and enjoy unique stays in exchange for pet care. Live like a local, care for adorable pets, and provide pet parents with peace of mind while they’re away. Apply for as many sits as you like and get ready for meaningful connections and unforgettable adventures.

Choose your membership plan and create a profile that stands out from the pack - include clear photos, relevant experience, and references (these don’t have to be from previous house sits). Next, set up a saved search to be the first to find out when house sitting opportunities in Milwaukie become available for your chosen dates. Once you’ve found the ideal sit, write a personalized message to the pet parents explaining why you're the perfect person for their furry friend! Find out more with 10 tips on how to become a house sitter.

Your number one priority when house sitting in Milwaukie will be taking care of the pets. Daily walks, mealtimes, and lots of cuddles will be top of the agenda as most house sits include a pet. Aside from this, house sitters in Milwaukie need to keep the home clean and tidy and send regular updates to the pet parents about their precious pet pals.

At TrustedHousesitters, our members are driven by a genuine love of pets, not money. They exchange loving pet care for a place to stay on their travels, gaining a wealth of experiences and memories to last a lifetime.

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