Pet Sitting & Drop Ins in Historic Milwaukie, Milwaukie, OR

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Historic Milwaukie pet sitters

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Sitter Profile Image: Therese J.
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Therese J.
Star Sitter
from
$14
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
20 years of experience
Historic Milwaukie, Milwaukie, OR, 97222

She was very thorough and sweet to my kitty :)

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Chloe S.
Sitter Profile Image: Lieren J.
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Lieren J.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
103 reviews
35 repeat clients
14 years of experience
Lewelling, Milwaukie, OR, 97222

Lieren has helped us care for our dog multiple times now. He seems so content when we get home. We love her attention and care for him and appreciate all of the good communication. Thanks, Lieren!

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Terra D.
Sitter Profile Image: David G.
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David G.
from
$10
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
30 years of experience
Milwaukie, OR, 97267

David was excellent! Very detail oriented, followed instructions perfectly, really just above and beyond! 10/10 will use his services again...

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carlos t.
Sitter Profile Image: Charles S.
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Charles S.
from
$14
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
41 years of experience
Woodstock, Portland, OR, 97206

Charlie was great! Our cats and chickens were in great hands, and we received updates throughout. Charlie even picked up a rogue poop from our diva cat. 😂 We will definitely be reaching out again for all pet sitting needs.

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Chloe P.
Sitter Profile Image: Victoria W.
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Victoria W.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
228 reviews
48 repeat clients
6 years of experience
Lake Oswego, OR, 97035

My greyhound, Wilson, is a fairly shy boy when meeting new people but he went right up to Victoria during our meet and greet and was totally comfortable with her. She is very calm and has a gentle disposition. I have no doubt that he will look forward to more walks from Victoria. I totally recommend her❤️?.

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Ashley W.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$23
per visit
5 out of 5.0 stars
137 reviews
25 repeat clients
6 years of experience
Sellwood-Moreland, Portland, OR, 97202

Just so wonderful. I already left a review but I wanted to leave another one so I could give more information. I came home about 15 minutes before when I had planned for Leah to show up because I forgot some thing and I saw that my little dogs dewclaw must have gotten stuck on something because it was bleeding. Sure enough Leah came right through the door as expected, all smiles. She made me feel so much calmer about the injury and even had materials in her bag that I needed to wrap my pup’s claw. She is truly a gift to dogs and people everywhere.

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Ashley S.
Sitter Profile Image: Scott L.
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Scott L.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
50 reviews
8 repeat clients
50 years of experience
Portland, OR, 97202

Scott is an incredible cat-sitter for my cat Stanley. He treats him as his own pet and always impresses me with his in-depth cat knowledge. On top of that Scott goes above and beyond to take care of my home while I’m away. I truly trust him to do a fantastic job making sure Stanley is loved while I’m out of town. Would wholeheartedly recommend Scott

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Sherwin F.
Sitter Profile Image: Erin K.
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Erin K.
from
$22
per visit
5 out of 5.0 stars
114 reviews
37 repeat clients
21 years of experience
Milwaukie, OR, 97267

Erin is so good to my fur baby! When I came home, Marigold was happy and playful! Erin really pays attention to your pets needs and wants. I really feel so at ease knowing my cat is in her hands. She send cute pics and full updates everyday ❤️Above and beyond 5 stars!

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Erin L.
Sitter Profile Image: Simon A.
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Simon A.
Star Sitter
from
$13
per visit
5 out of 5.0 stars
57 reviews
21 repeat clients
20 years of experience
Woodstock, Portland, OR, 97206

Second time having Simon sit for us. Will book again. Simon does a great job with our pups and is always great at communicating and sending photos. Thanks again!

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Colin C.
Sitter Profile Image: Kira V.
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Kira V.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
85 reviews
32 repeat clients
15 years of experience
Milwaukie, OR, 97267

We really appreciated Kira taking care of our boy while we were out of town. With her help, we were able to have a worry-free trip while receiving daily updates on how he was doing.

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Nick M.
Sitter Profile Image: Madeline M.
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Madeline M.
Star Sitter
from
$13
per visit
5 out of 5.0 stars
9 reviews
3 repeat clients
3 years of experience
Portland, OR, 97222

Thank you so much! Sorry I was MIA, no service in the mountains, normally I communicate better. The boys were very happy to have their snacks and a clean box, I had a great time away because I knew they were well cared for.

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Ahleya C.
Sitter Profile Image: Thomas H.
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Thomas H.
from
$25
per visit
5 out of 5.0 stars
23 reviews
6 repeat clients
20 years of experience
Milwaukie, OR, 97222

Thomas has completed three drop-ins with my two rambunctious pups, fed them, walked them, and played with them. They are both happy and healthy.

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Benjamin L.
Sitter Profile Image: Natalie K.
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Natalie K.
from
$23
per visit
5 out of 5.0 stars
79 reviews
18 repeat clients
20 years of experience
Brentwood-Darlington, Portland, OR, 97206

Natalie is awesome! She comes to our house every week to play with/let out Eric (our frenchie) and I couldn't have asked for a better person to do it. Natalie is super on top of communicating with me, sending me photos of the visit, and seems to really care about Eric. I highly recommend her!

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Yvonne G.
Sitter Profile Image: Kathy S.
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Kathy S.
from
$20
per visit
5 out of 5.0 stars
20 reviews
4 repeat clients
50 years of experience
Sellwood-Moreland, Portland, OR, 97202

This was my first time using Rover and a dog sitter, so I was a little nervous at first — but Kathy immediately put me at ease! She was warm, professional, and clearly experienced with dogs. My pups were relaxed and enjoyed their time with her. I appreciated the updates and photos she sent, which really helped me relax while I was away. I couldn’t have asked for a better first experience — thank you, Kathy!

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Laura C.
Sitter Profile Image: Rachel W.
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Rachel W.
from
$22
per visit
5 out of 5.0 stars
48 reviews
21 repeat clients
10 years of experience
Historic Milwaukie, Milwaukie, OR, 97222

Oh my gosh Rachel is so sweet and cool. She came in ready to take notes and bonded so well with my two shy guys. She really is a quality person and I’d recommend her to anyone and everyone. She was timely, thorough, accommodating, and takes the cutest photos while pet sitting. Five stars, no notes! Thanks again Rachel!

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Elizabeth H.
Sitter Profile Image: Christa L.
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Christa L.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
56 reviews
16 repeat clients
30 years of experience
Milwaukie, OR, 97222

We were so grateful that Christa was able to help us out for a last minute day trip! As always, she was easy to communicate with and spent quality time with our pups. I will always recommend her!

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Sarai S.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
5 reviews
4 repeat clients
6 years of experience
Historic Milwaukie, Milwaukie, OR, 97222

Consistent communication, mishap on my part and she worked around it to make sure my boy was taken care of. Always cheerful and happy to come out check up on chief. 10/10 will request again.

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Leroy G.
Sitter Profile Image: Storm S.
Verified Enhanced Background Check
Storm S.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
22 reviews
11 repeat clients
25 years of experience
Ardenwald, Milwaukie, OR, 97222

Charlie did an excellent job of taking care of our Husky, Bulleit. She was right on time, and he was very comfortable with her. I asked her to bring along her service dog (who is such a cutie!) and Bulleit loved the company. Thank you, Charlie!

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Kim K.
Sitter Profile Image: Heather P.
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Heather P.
from
$20
per visit
5 out of 5.0 stars
5 reviews
20 years of experience
Milwaukie, OR, 97222

About: I enjoy connecting to animals not just watching them as they need TLC daily to know they’re loved and wanted. I do this by softly petting their fur or engaging in light indoor playfulness or hugging them while they lay there, so they feel the love:) In past I owned two dogs, 11y/o (he was 12 weeks old when we had him) and the other 8. Red heeler pittie mix and border collie mix. A few cats and even gerbils. I’m very attuned to their needs and feel them out by allowing them to adjust to me and read their energy to know how to engage. At this time I’m available 7 days a week open availability so if you’re planning to be away for a while I’d be happy to keep your fur babies company, with lots of affection and attention! I only care for pets outside my home however I have been a pet owner one was a Border collie mix and the other a heeler pittie. I owned a few cats and gerbils as well, in past. I’m very in tune if a pet needs attention for example with ears being cleaned or noticing more itching, which I can provide details as well of anything new noticed if you’d like.

Sitter Profile Image: Emily L.
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Emily L.
from
$13
per visit
5 out of 5.0 stars
2 reviews
3 repeat clients
10 years of experience
Milwaukie, OR, 97222

Didn’t need any extra clarification and showed up on time. Thank you Emily!

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Corbin R.
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Sitter Profile Image: Therese J.
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Sitter Profile Image: Therese J.
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Therese J.
Star Sitter

Animal lover with flexible time!
Historic Milwaukie, Milwaukie, OR, 97222
0.1 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

She was very thorough and sweet to my kitty :)

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lieren J.
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Sitter Profile Image: Lieren J.
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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
$15
per visit
5 out of 5.0 stars
103 reviews
35 repeat clients
Profile image

Lieren has helped us care for our dog multiple times now. He seems so content when we get home. We love her attention and care for him and appreciate all of the good communication. Thanks, Lieren!

Availability updated today
Sitter Profile Image: David G.
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Sitter Profile Image: David G.
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David G.

Pets are our support.
Milwaukie, OR, 97267
3.4 mi. away
Drop-In Visits, Dog Walking
from
$10
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
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David was excellent! Very detail oriented, followed instructions perfectly, really just above and beyond! 10/10 will use his services again...

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Charles S.
Verified Enhanced Background Check
Sitter Profile Image: Charles S.
Verified Enhanced Background Check

Charles S.

Snacks, Snuggles, & Strolls
Woodstock, Portland, OR, 97206
3.1 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

Charlie was great! Our cats and chickens were in great hands, and we received updates throughout. Charlie even picked up a rogue poop from our diva cat. 😂 We will definitely be reaching out again for all pet sitting needs.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Victoria W.
Verified Enhanced Background Check
Sitter Profile Image: Victoria W.
Verified Enhanced Background Check

Victoria W.
Star Sitter

Stay at Home Pet Parent
Lake Oswego, OR, 97035
3.3 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
228 reviews
48 repeat clients
Profile image

My greyhound, Wilson, is a fairly shy boy when meeting new people but he went right up to Victoria during our meet and greet and was totally comfortable with her. She is very calm and has a gentle disposition. I have no doubt that he will look forward to more walks from Victoria. I totally recommend her❤️?.

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Leah H.
Verified Enhanced Background Check
Sitter Profile Image: Leah H.
Verified Enhanced Background Check

Leah H.
Star Sitter

Active Sitter w/Training Experience
Sellwood-Moreland, Portland, OR, 97202
1.6 mi. away
Drop-In Visits, Dog Walking
from
$23
per visit
5 out of 5.0 stars
137 reviews
25 repeat clients
Profile image

Just so wonderful. I already left a review but I wanted to leave another one so I could give more information. I came home about 15 minutes before when I had planned for Leah to show up because I forgot some thing and I saw that my little dogs dewclaw must have gotten stuck on something because it was bleeding. Sure enough Leah came right through the door as expected, all smiles. She made me feel so much calmer about the injury and even had materials in her bag that I needed to wrap my pup’s claw. She is truly a gift to dogs and people everywhere.

Availability updated 6 days ago
Sitter Profile Image: Scott L.
Verified Enhanced Background Check
Sitter Profile Image: Scott L.
Verified Enhanced Background Check

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
$22
per visit
5 out of 5.0 stars
50 reviews
8 repeat clients
Profile image

Scott is an incredible cat-sitter for my cat Stanley. He treats him as his own pet and always impresses me with his in-depth cat knowledge. On top of that Scott goes above and beyond to take care of my home while I’m away. I truly trust him to do a fantastic job making sure Stanley is loved while I’m out of town. Would wholeheartedly recommend Scott

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Erin K.
Verified Enhanced Background Check
Sitter Profile Image: Erin K.
Verified Enhanced Background Check

Erin K.

Fun-loving, warm-hearted dog-walker
Milwaukie, OR, 97267
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
114 reviews
37 repeat clients
Profile image

Erin is so good to my fur baby! When I came home, Marigold was happy and playful! Erin really pays attention to your pets needs and wants. I really feel so at ease knowing my cat is in her hands. She send cute pics and full updates everyday ❤️Above and beyond 5 stars!

Availability updated 21 days ago
Sitter Profile Image: Simon A.
Verified Enhanced Background Check
Sitter Profile Image: Simon A.
Verified Enhanced Background Check

Simon A.
Star Sitter

Flexible and Available
Woodstock, Portland, OR, 97206
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5 out of 5.0 stars
57 reviews
21 repeat clients
Profile image

Second time having Simon sit for us. Will book again. Simon does a great job with our pups and is always great at communicating and sending photos. Thanks again!

Availability updated 9 days ago
Sitter Profile Image: Kira V.
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Sitter Profile Image: Kira V.
Verified Enhanced Background Check

Kira V.
Star Sitter

Lover of wiggly tails!
Milwaukie, OR, 97267
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
85 reviews
32 repeat clients
Profile image

We really appreciated Kira taking care of our boy while we were out of town. With her help, we were able to have a worry-free trip while receiving daily updates on how he was doing.

Availability updated 4 days ago
Sitter Profile Image: Madeline M.
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Sitter Profile Image: Madeline M.
Verified Enhanced Background Check

Madeline M.
Star Sitter

Grad student to care for your pets!
Portland, OR, 97222
2.8 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

Thank you so much! Sorry I was MIA, no service in the mountains, normally I communicate better. The boys were very happy to have their snacks and a clean box, I had a great time away because I knew they were well cared for.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Thomas H.
Verified Enhanced Background Check
Sitter Profile Image: Thomas H.
Verified Enhanced Background Check

Thomas H.

Great with high energy/reactivity
Milwaukie, OR, 97222
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
23 reviews
6 repeat clients
Profile image

Thomas has completed three drop-ins with my two rambunctious pups, fed them, walked them, and played with them. They are both happy and healthy.

Availability updated 2 days ago
Sitter Profile Image: Natalie K.
Verified Enhanced Background Check
Sitter Profile Image: Natalie K.
Verified Enhanced Background Check

Natalie K.
Rover 101

Full-Time Sitter; Vet Family!
Brentwood-Darlington, Portland, OR, 97206
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$23
per visit
5 out of 5.0 stars
79 reviews
18 repeat clients
Profile image

Natalie is awesome! She comes to our house every week to play with/let out Eric (our frenchie) and I couldn't have asked for a better person to do it. Natalie is super on top of communicating with me, sending me photos of the visit, and seems to really care about Eric. I highly recommend her!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kathy S.
Verified Enhanced Background Check
Sitter Profile Image: Kathy S.
Verified Enhanced Background Check

Kathy S.

Life long dog owner, now petless!
Sellwood-Moreland, Portland, OR, 97202
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
20 reviews
4 repeat clients
Profile image

This was my first time using Rover and a dog sitter, so I was a little nervous at first — but Kathy immediately put me at ease! She was warm, professional, and clearly experienced with dogs. My pups were relaxed and enjoyed their time with her. I appreciated the updates and photos she sent, which really helped me relax while I was away. I couldn’t have asked for a better first experience — thank you, Kathy!

Availability updated 2 days ago
Sitter Profile Image: Rachel W.
Verified Background Check
Sitter Profile Image: Rachel W.
Verified Background Check

Rachel W.
Rover 101

Flexible schedule!
Historic Milwaukie, Milwaukie, OR, 97222
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
48 reviews
21 repeat clients
Profile image

Oh my gosh Rachel is so sweet and cool. She came in ready to take notes and bonded so well with my two shy guys. She really is a quality person and I’d recommend her to anyone and everyone. She was timely, thorough, accommodating, and takes the cutest photos while pet sitting. Five stars, no notes! Thanks again Rachel!

Availability updated 39 days ago
Sitter Profile Image: Christa L.
Verified Enhanced Background Check
Sitter Profile Image: Christa L.
Verified Enhanced Background Check

Christa L.
Star Sitter

We'd love to meet your fur baby!
Milwaukie, OR, 97222
0.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
56 reviews
16 repeat clients
Profile image

We were so grateful that Christa was able to help us out for a last minute day trip! As always, she was easy to communicate with and spent quality time with our pups. I will always recommend her!

Availability updated 8 days ago
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check

Sarah K.
Star Sitter

I love all breeds of DOGS! 🤍🐾
Historic Milwaukie, Milwaukie, OR, 97222
0.4 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
5 reviews
4 repeat clients
Profile image

Consistent communication, mishap on my part and she worked around it to make sure my boy was taken care of. Always cheerful and happy to come out check up on chief. 10/10 will request again.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Storm S.
Verified Enhanced Background Check
Sitter Profile Image: Storm S.
Verified Enhanced Background Check

Storm S.
Star Sitter

Caring for ur family is my pleasure
Ardenwald, Milwaukie, OR, 97222
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
22 reviews
11 repeat clients
Profile image

Charlie did an excellent job of taking care of our Husky, Bulleit. She was right on time, and he was very comfortable with her. I asked her to bring along her service dog (who is such a cutie!) and Bulleit loved the company. Thank you, Charlie!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Heather P.
Verified Enhanced Background Check
Sitter Profile Image: Heather P.
Verified Enhanced Background Check

Heather P.

Emo care + house sitting…
Milwaukie, OR, 97222
0.2 mi. away
House Sitting, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
5 reviews

For over 13 years, Heather was the most loving and attentive dog mom to our two dogs, Banksy and Kora. From the moment they came into our lives, she treated them with nothing short of unconditional love, care, and patience. Whether it was preparing their food just the way they liked it, taking them on long walks no matter the weather, or simply sitting with them when they were scared or sick, Heather always put their needs first. She has a natural ability to connect with animals… understanding their emotions, energy, and unspoken needs. Banksy and Kora always felt safe, calm, and incredibly loved in her care, and honestly, I couldn’t have asked for a better person to help raise them alongside me. Heather would be an incredible pet sitter or dog walker for anyone lucky enough to book her. She’s reliable, nurturing, and treats every animal like family. I wholeheartedly recommend her through Rover… your pets will be in the best hands.

Availability updated today
Sitter Profile Image: Emily L.
Verified Enhanced Background Check
Sitter Profile Image: Emily L.
Verified Enhanced Background Check

Emily L.

Animal lover!
Milwaukie, OR, 97222
0.2 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5 out of 5.0 stars
2 reviews
3 repeat clients
Profile image

Didn’t need any extra clarification and showed up on time. Thank you Emily!

Availability updated yesterday

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