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 dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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1. Karsyn R.

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

Karsyn was a great friend to Simba while we were away for a few hours! She was super responsive when we reached out for the initial visit and was very kind. Simba warmed up to her friendly personality right away, so we felt relieved when leaving him. Will definitely be using Karsyn again!

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Sitter Profile Image: Kailey S.
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Sitter Profile Image: Kailey S.
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2. Kailey S.

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

This was our first time using Rover. Our dog Brauny tore his ACL and we didn't want to send him to daycare during our vacation. We were a little nervous at first but Kailey was exceptional. Brauny is a little anxious around strangers but Kailey was great at calming him down. We loved seeing pictures of Brauny while we were away. We will definitely be repeat customers!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Devon W.
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Sitter Profile Image: Devon W.
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3. Devon W.

Rover 101
Star Sitter
Lover of all creatures!
Milwaukee, WI, 53207
4.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
21 repeat clients
from
$15
per visit

Devon did a great job dropping in on our dogs while we were on vacation. They had very good communication, promptness, and even though our pups can be a handful Devon had no problem taking care of them.

Confirmed availability: Memorial Day Weekend
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
5.0 out of 5 stars
104 reviews
37 repeat clients
from
$15
per visit

Leandrea did a superb job with my kitty Sunny! I was anxious about leaving him due to him just having surgery a couple of days prior, but I was immediately put at ease with her quality of care! I would recommend her to anyone looking for care for their pet! I will definitely be booking for all my pet needs in the future! Thank you for being so wonderful!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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5. Michele M.

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

Michelle is a saint! Every time we leave our biggest girl gets sick and Michelle is a trooper and makes sure she is taken care of and cleans up the messes. 🤢 Both our girls love her and would always check her availability first when in need.

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Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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6. Julia R.

I have experience for dogs
Cudahy, WI, 53110
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$20
per visit

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 :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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7. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
115 reviews
38 repeat clients
from
$13
per visit

Sarah, was fantastic. Our dog was very well taken care of. Sarah took care of Odie as if he was her own dog, she played with and sent picture of the interactions between them.. she went way past our expectations. We will be calling on her again.

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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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8. Elba M.

Rover 101
Star Sitter
Wiggle waggle and roll!
Cudahy, WI, 53110
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
129 reviews
51 repeat clients
from
$20
per visit

Bella has stayed with Elba several times, she always comes home happy and well taken care of. She also comes home very tired as she goes on many walks and hangs out at the dog park! Elba is very flexible with her schedule and always sends updates to let me know how Bella is doing. I would highly recommend Elba!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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9. Katie N.

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

Katie is the absolute best! Our cat, Sammy, was happy and well-fed and cared for during our time away. We were a bit worried, as Sam is rather shy, but Katie had no problem making friends with him. We are so very grateful! Thanks so much, Katie!

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Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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10. 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
5.0 out of 5 stars
12 reviews
6 repeat clients
from
$15
per visit

Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah K.
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Sitter Profile Image: Hannah K.
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11. 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
5.0 out of 5 stars
388 reviews
184 repeat clients
from
$25
per visit

Hannah did a great job taking care of our pugs, and they clearly loved her company. Would recommend her services to anyone, and look forward to working with her again in the future.

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Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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12. Christine H.

Experienced Dog Foster
Greenfield, WI, 53221
1.1 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
28 reviews
9 repeat clients
from
$20
per visit

Came on short notice and did a great job!

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Sitter Profile Image: Elaine P.
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Sitter Profile Image: Elaine P.
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13. Elaine P.

Experienced & loving pet owner!
Milwaukee, WI, 53207
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$17
per visit

As always, very dependable and my girls love her! Kaia and Pepper were well taken care of and I looked forward to reading the check in notes and seeing their pictures. I can appreciate the thoughtfulness and care Elaine provides. I will continue to use Elaine whenever she is available. 😊

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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14. Rebecca S.

PAWSitively the Best!
Town Of Lake, Milwaukee, WI, 53207
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
11 reviews
from
$15
per visit

Rebecca has great communication. She sent us daily updates and photos/videos. I loved receiving them knowing that my dog was happy and safe. Our pup was excited to stay at her house and he gets along great with her dogs. I will definitely be using her again in the near future.

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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15. Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
2.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
16 repeat clients
from
$15
per visit

Mary is a great communicator - she let me know when she was at my house and sent pics during her visit. Overall, she was a caring, attentive friend to my furries! I would absolutely partner with Mary again. 😊

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lauren B.
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Sitter Profile Image: Lauren B.
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16. Lauren B.

I fetch amazing results.
Greendale, WI, 53129
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
2 reviews
1 repeat client
from
$18
per visit

About: Throughout my life, I’ve grown up with cats & dogs and have learned to care for all their needs. I love making pets happy! I am interested in taking care of dogs & cats. I am open every morning from 7am - 11am. Afternoons from 2pm - 4pm & again in the evening 6pm - 8pm. I will make it a priority that your pet is cared for while you are away. I enjoy taking them on walks, giving them play time and extra love! Each morning, I take my dog out for a walk or play time for about 20 min. This gives him a chance to go potty. I take my dog out every 3-4 hours. I always make sure my pet has food and water throughout the day. Depending on the weather, and if I have to be gone for 3-4 hours, my dog gets to go to the dog park for more exercise later that afternoon. I will always make sure your pet has fresh water, good exercise, and enough potty time too. Making sure your pet is taken care of & feels loved while you’re away will be my priority!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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17. Nicole D.

Star Sitter
Your dog will be loved!
Greenfield, WI, 53221
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$20
per visit

Without a doubt, the best pet sitter in the area. I was very happy to find Nicole, she is a true dog lover and takes amazing care of my dog, Kona. Kona wags her tail and is excited to stay with Nicole. Nicole will text over a picture and send me information on how Kona is doing. Nicole cares for Kona, the way I would. I never worry about Kona when Nicole is around. Thank you so much for giving me "Peace of Mind" while I'm out of town.

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Sitter Profile Image: Hillary S.
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Sitter Profile Image: Hillary S.
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18. Hillary S.

Rover 101
Experienced and loving pet sitter!
Town Of Lake, Milwaukee, WI, 53207
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
18 repeat clients
from
$23
per visit

We just recently found Hillary and are absolutely trilled! She took the time to meet with us in advance of our trip to discuss our needs and ask questions about the drop-in visits for our pets. While we were gone, Hillary sent us a daily report card with photos and updates on the cats. We could tell they were well cared for and happy upon our return. We really appreciated Hillary’s reliability and the care she provided. We would not hesitate to schedule her for future visits.

Sitter Profile Image: Kirstie K.
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Sitter Profile Image: Kirstie K.
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19. Kirstie K.

Rover 101
Let’s get off on the right paw 🐾
Clayton Crest, Milwaukee, WI, 53221
0.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
109 reviews
64 repeat clients
from
$20
per visit

Kirstie was a great Rover. She really pampered my pup. She brought her own dogs with her for Mia to play with. My dog looks like she had a blast! I would definitely recommend Kirstie!

Sitter Profile Image: Marissa N.
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Sitter Profile Image: Marissa N.
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20. Marissa N.

Compassionate & Caring Animal Lover
Goldman Park, Milwaukee, WI, 53221
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$20
per visit

Marissa is one of the most caring people I know, she will shower your pet with love. You will not have to worry while you are away, Marissa will take great care of your fur baby.

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Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1089 owners have reviewed sitters in Clayton Crest, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Clayton Crest pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Clayton Crest, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits