Pet Sitting & Drop Ins in Clayton Crest, Milwaukee

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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Sitter Profile Image: Kailey S.
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Sitter Profile Image: Kailey S.
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1. Kailey S.

Star Sitter
Committed to making your pet happy
Oak creek, WI, 53154
6.1 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
115 reviews
25 repeat clients
Profile image

Kailey was a great fit for our dog. Took her on multiple walks before and after each meal. We appreciated the thorough updates with plenty of pictures for each visit. Will definitely be having her back again for our future trips.

Availability updated today
Sitter Profile Image: Alyssa Z.
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Sitter Profile Image: Alyssa Z.
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2. Alyssa Z.

Dogs are a person's best friend
Franklin, WI, 53132
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
5.0 out of 5 stars
15 reviews
6 repeat clients
Profile image

Alyssa did a great job taking care of 2 of my fur babies. She followed the instructions I left for her on how to make my dogs comfortable and content while I was away. She took them on short walks and played with them while she was at our house. I would recommend her to anyone looking for someone to care for their animals.

Availability updated 2 days ago
Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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3. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Bay View, Milwaukee, WI, 53207
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
208 reviews
62 repeat clients
Profile image

Karsyn was a great sitter for my cat. She spent quality time with him, played with him, brushed him, and made sure to provide regular updates. It brought great peace of mind since this was the first weekend my cat was left at home. Thank you Karsyn for being so professional and compassionate!

Availability updated 10 days ago
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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4. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
129 reviews
44 repeat clients
Profile image

Leandrea was terrific. She came over to meet the cats before I left, she sent pictures and updates daily, and I came home to two very happy cats and clean litter boxes. Couldn't have asked for better. Thanks so much!

Availability updated today
Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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5. Rebecca S.

Star Sitter
Trainer w/ lrg fenced in yard
Town Of Lake, Milwaukee, WI, 53207
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
55 reviews
15 repeat clients

Rebecca is the next best person to me to care for my pets. My cat Larkin and Dog Frankie love her and fit right into her family.I know that when they are with her they will be happy,safe,and loved. Rebecca actively and consciously tends to their needs and wants as if they were a part of her own family.... She has even taken pictures of them having fun and looking cute and sent to me to assure me that they are safe and happy while I am gone. She is the best...and I am absolutely so so grateful that I found her and never have to worry about what I will do with my baby's when I need to be away from them it is such a great feeling.

Availability updated today
Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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6. Michele M.

Star Sitter
15+ yr pet owner & dog foster
Milwaukee, WI, 53221
0.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
27 reviews
10 repeat clients
Profile image

Michele is so kind and so helpful and Samson is always so happy to have had a visitor in the middle of my long days at work! Thanks Michele :)

Availability updated 30 days ago
Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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7. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
42 reviews
15 repeat clients
Profile image

My cats, particularly Simba was very happy with Alexy and Dylan. I appreciate all the pictures they sent, and how they communicated. We had a little communication trouble at the beginning but it was all solved right away. Leaving instructions I believe helped as they have several clients. They were always on time and did what I asked for. The box, the dishes, and everything was perfect when we arrived. We would book Alexy and Dylan again.

Availability updated 13 days ago
Sitter Profile Image: Courtney B.
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Sitter Profile Image: Courtney B.
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8. Courtney B.

Now serving snuggles and walks!
Saint Francis, WI, 53235
3.3 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
Profile image

Courtney was FANTASTIC with my puppy Ivy! Not only did she go above and beyond with her care of my pup, but she communicated with me about my own wants/ needs with training and the well being of Ivy. We hope to continue to use Courtney as long as she will let us! Thanks Courtney! ☺️

Availability updated today
Sitter Profile Image: Reilly R.
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Sitter Profile Image: Reilly R.
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9. Reilly R.

A dog’s home away from home
Bay View, milwaukee, WI, 53207
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
27 reviews
8 repeat clients
Profile image

Reilly did an amazing job watching our cat Marvin while we were out of the country. She was very responsive, and sent frequent updates and photos/videos during her visits. It was really great not having to worry about Marvin while we were gone, knowing he was in good hands with Reilly! I'd highly recommend Reilly to anyone here on Rover!

Availability updated 10 days ago
Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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10. Katie N.

Star Sitter
Here kitty kitty (and doggies too!)
Greendale, WI, 53129
2.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
48 reviews
11 repeat clients
Profile image

Katie is wonderful. She took great care of our shy kitty. Sat and played with her. She noted that she drank much water and put out another bowl for her. Pictures and updates put us at ease. Will definitely use Katie again.

Availability updated today
Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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11. Julia R.

I have experience for dogs
Cudahy, WI, 53110
3.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$23
per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
Profile image

Julia has been SUCH a huge help to me with my dog Payton. She’s very responsive, reliable, kind, sends the cutest pics while I’m away at work and takes amazing care of P. I would recommend her for any service you may need :)

Availability updated 12 days ago
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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12. Berenice B.

Rover 101
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
89 reviews
40 repeat clients
Profile image

Berenice was consistent and kept my cats from guessing at what time they will eat and get some cuddles. I appreciate this because they do not like change. She communicated via Rover only which was a bit hard because of where we were so next time I will insist on getting texts instead if possible. She was also very responsive when I asked her to do something.

Availability updated 7 days ago
Sitter Profile Image: Hannah Z.
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Sitter Profile Image: Hannah Z.
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13. Hannah Z.

Tell your pet I said hi
St. Francis, WI, 53235
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
Profile image

Hannah was and continues to be great with my puppy Ivy!! She has been instrumental in getting Ivy adjusted to her new life with us and getting her on a schedule when we’re at work. We plan on continuing to use Hannah for as long as she’ll let us! Thanks Hannah!! 😊

Availability updated 2 days ago
Sitter Profile Image: Markita H.
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Sitter Profile Image: Markita H.
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14. Markita H.

Star Sitter
Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
82 reviews
6 repeat clients
Profile image

Markita was excellent-gave lots of great care and attention to my cats and great communication. I appreciate that she makes sure to know your exact communication and update preferences since many owners may differ on the level of detail and specificity of updates on the visits. I definitely will be a repeat customer!

Availability updated 9 days ago
Sitter Profile Image: Hannah K.
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Sitter Profile Image: Hannah K.
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15. Hannah K.

Rover 101
I will treat your dogs like my own!
Cudahy, WI, 53110
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5.0 out of 5 stars
426 reviews
194 repeat clients
Profile image

Hannah does a fantastic job with our rather feisty little pup! She’s always right on time, sends tons of pictures, and we know she’s loving on our girl just like we would ourselves!

Availability updated today
Sitter Profile Image: Ashley J.
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Sitter Profile Image: Ashley J.
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16. Ashley J.

Avid lover of all 4-legged friends!
Greendale, WI, 53129
2.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
Profile image

Ashley has been very accommodating and has taken very good care of our big boy !

Availability updated 3 months ago
Sitter Profile Image: Stephanie L.
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Sitter Profile Image: Stephanie L.
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17. Stephanie L.

Available evenings and weekends!
Saveland Park, Milwaukee, WI, 53207
2.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
5 reviews
Profile image

Stephanie was excellent feeding my furry friends over labor day weekend. Very good communication and pictures. She not only fed them, but also tried to play with them. Would definitely recommend and use again!!

Availability updated 7 days ago
Sitter Profile Image: Hailey S.
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Sitter Profile Image: Hailey S.
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18. Hailey S.

Wagging tails, Happy hearts❤️
Milwaukee, WI, 53221
2.2 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
Profile image

PHENOMENAL, she truly went over the top she deserves the bookings but your pup does more!

Availability updated 15 days ago
Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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19. Kim S.

Star Sitter
Tons of pet experience and love
Town Of Lake, Milwaukee, WI, 53207
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
35 reviews
12 repeat clients
Profile image

Kim was easy going and great with our two kitties. Highly recommend her for your pets needs while you are on vacation or away from your home. I will be requesting her again for help when we aren’t around to take care of our fur babies !

Availability updated 10 days ago
Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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20. Kelsey S.

Star Sitter
Dogs over People
Mitchell West, Milwaukee, WI, 53221
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
Profile image

Kelsey was fantastic with my nervous pup. She gave him the space he needed, but got him to eat dinner, and he even relaxed on the couch while I was gone, which is rare for him. She kept me updated all night and was very communicative. I'm looking forward to using Kelsey's services in the future!

Availability updated today

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