Pet Sitting & Drop Ins in Southpoint, 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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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Confirmed availability: Memorial Day Weekend
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
3.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
23 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.

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$20
per visit

Jessica did a great job! I would definitely book her again. First, it was so easy to coordinate with her. Next she kept me up to date with what was going on with Lucy during the check-ins. My girl was happy and well taken care of.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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3. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
106 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!

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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4. Karsyn R.

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

Karsyn was quick to respond to my last minute request and did a perfect job looking after Ozzie while we were away. Looking forward to working with Karsyn again in the future. Thank you!

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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
1.9 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: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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6. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 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. 💜

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Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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7. Julia R.

I have experience for dogs
Cudahy, WI, 53110
4.3 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: Katie N.
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Sitter Profile Image: Katie N.
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8. Katie N.

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

Katie was so nice to our dog Maggie who is very protective but loved Katie right a way. Katie was great and we would highly recommend her and will definitely use her again.

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

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

Sarah did a great job! She was quick to respond and communicate, really flexible, and very respectful of our space. Our kitty was well taken care of!

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Sitter Profile Image: Allie S.
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Sitter Profile Image: Allie S.
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10. Allie S.

Teacher with a fenced-in yard here!
West Allis, WI, 53219
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$18
per visit

Allie was fantastic! We booked her last minute and she was super accommodating to us. As nervous pup parents we were super unsure about leaving him, but she was so sweet, took extra good care of him, sent us tons of report cards and photos and made us feel as though he was in great hands! We will definitely book with her again in the future. He misses you already!

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Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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11. Christine H.

Experienced Dog Foster
Greenfield, WI, 53221
2.3 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: Katherine B.
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Sitter Profile Image: Katherine B.
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12. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$25
per visit

I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.

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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
2.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$16
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. 😊

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Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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14. Jennifer F.

Lots of Love & Care from Jenn
Jackson Park, Milwaukee, WI, 53215
0.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$15
per visit

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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15. Megan M.

Star Sitter
Passionate pet sitter
Milwaukee, WI, 53215
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$14
per visit

Megan did an excellent job looking after my cats, while I went out of town for a quick weekend away, all was really good. Would tell anyone needing someone to do drop in visits to use her. Would absolutely use again, Thanks !!!

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

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

I was in a bind a couple months ago. My dog sitter canceled out on me at the last moment. Luckily a friend told me about Rebecca. I was able to schedule a meet and greet with my Dods. My dogs loved her. I decided to have her watch dogs while was out of town. Things turned out better than I expected my pups were happy when I picked them up. I would definitely recommend her she did a great job!

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
2.4 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: Lisa W.
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Sitter Profile Image: Lisa W.
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18. Lisa W.

Here to be kind to your pets!
Bay View, MILWAUKEE, WI, 53207
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
20 repeat clients
from
$13
per visit

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!!!! 🐈‍⬛️💗

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Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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19. Kevin H.

Star Sitter
Your best friend's new best friend
Fairview, Milwaukee, WI, 53219
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$19
per visit

Kevin did a great job walking my not-so-easy to walk dog. He took some photos of my dog and updated me on how their walk and play time went. I really appreciated Kevin's thoroughness about the walk! I have already booked Kevin again for my fluffy boy!

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Sitter Profile Image: Rucha N.
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Sitter Profile Image: Rucha N.
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20. Rucha N.

I'm here to help :)
Morgandale, Milwaukee, WI, 53215
0.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$16
per visit

Rucha did an AMAZING job taking care of our kitties! She is just a thorough and great communicator, and sent pics and updates which I so appreciate! Truly above and beyond what you expect from a pet sitter. I have already booked her again for our next trip!

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Pet parents in Southpoint, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Southpoint pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Southpoint, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Southpoint pet sitters and avoid the kennel.

Drop-In Visits