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: Devon W.
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Sitter Profile Image: Devon W.
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1. Devon W.

Rover 101
Star Sitter
Lover of all creatures!
Milwaukee, WI, 53207
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
24 repeat clients
from
$17
per visit
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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.

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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
Drop-In Visits, Dog Walking
5.0 out of 5 stars
74 reviews
16 repeat clients
from
$17
per visit
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Kailey was awesome! She came by for a meet and greet and took great care of our pup when we had to go away at the last minute. Very informative and sent lots of pics, we felt really comfortable knowing he was being taken care of. Thanks Kailey!!

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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
Milwaukee, WI, 53207
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
164 reviews
53 repeat clients
from
$18
per visit
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Karsyn is great! She put up with our mischievous cats, sent lots of pictures and was super responsive! Definitely have her watch your fur babies :)

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
110 reviews
38 repeat clients
from
$15
per visit
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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!

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Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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5. 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
14 reviews
7 repeat clients
from
$15
per visit
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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. 💜

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Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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6. 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
40 reviews
10 repeat clients
from
$20
per visit
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Katie took great care of my cat! She did everything I asked for and also made sure everything was in order throughout the house for her! Sophie loves when she visits!

Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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7. 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
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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 :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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8. 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
123 reviews
41 repeat clients
from
$13
per visit
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Sarah is a great communicator and like family to us. My dog and I think the world of her! I have a very excitable dog and Sarah handle him just fine.

Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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9. 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
13 reviews
5 repeat clients
from
$20
per visit
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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 :)

Sitter Profile Image: Amanda D.
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Sitter Profile Image: Amanda D.
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10. Amanda D.

Experienced pet owner
South Milwaukee, WI, 53172
4.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$13
per visit
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Amanda was an excellent sitter! She sent a lot of updates and had great communication!

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Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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11. Rebecca S.

Loving family-based care
Town Of Lake, Milwaukee, WI, 53207
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$16
per visit

Rebecca and Davor love Animals . They love walking so they will take your dogs on walks. They have watched my dog and were amazing with it. They sent lots of pictures and my dog loved their yard. They have two of their own dogs that are very friendly. I highly recommend them. They also have training experience which is a plus.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lisa W.
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Sitter Profile Image: Lisa W.
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12. Lisa W.

Here to be kind to your pets!
Bay View, MILWAUKEE, WI, 53207
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
20 repeat clients
from
$13
per visit
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Lisa was excellent! Very communicative sending us cute pictures of our Sammy. She took great care to each instruction. I'm sure Sammy misses her!! 🌞Everything was left perfectly!! I will definitely rebook with Lisa!!!! 🐈‍⬛️💗

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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13. 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
Profile image

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!

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Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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14. 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
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This was my first time using Rover. I had 6 amazing drop in visits for my two energetic boxers. Christine was wonderful taking care of them and helping them burn off some energy! She was amazing and I'd use her services again without a doubt. She provided great update pictures every day and she even brought in packages that were delivered while I was away.

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Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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15. Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
110 reviews
36 repeat clients
from
$14
per visit
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Amanda is our go-to pet care person when we go away from home. We have had many great experiences with her caring for our two very challenging cats. Well, maybe just one is a challenge. Thanks again, Amanda!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Markita H.
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Sitter Profile Image: Markita H.
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16. Markita H.

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

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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17. 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
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Mary is amazing! My pup is my everything and he is in the best care with Mary. She gives a great update with how the visits go! We are beyond lucky to have her in our life!!

Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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18. Jennifer F.

Lots of Love & Care from Jenn
Jackson Park, Milwaukee, WI, 53215
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$15
per visit
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Jennifer was amazing. My dogs were very well taken care of and she was patient with them and their accidents/separation anxiety. I really appreciated her help over the holidays and highly recommend.

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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
Profile image

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!

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Sitter Profile Image: Vanessa D.
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Sitter Profile Image: Vanessa D.
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20. Vanessa D.

A tired dog is a happy dog!
Milwaukee, WI, 53221
0.6 mi. away
Drop-In Visits, Dog Walking
5 reviews
from
$19
per visit

Vanessa is the best dog walker, trainer, caregiver, and lover I know. She puts 110% of her love into every dog she meets no matter how big, small, kind, or difficult. From Great Danes to teacup poodles, Vanessa has love and care to go around for any dog. She is reliable and will make sure any dog is well taken care of.

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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