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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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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
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
153 reviews
51 repeat clients
from
$18
per visit

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!

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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.

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
94 reviews
32 repeat clients
from
$20
per visit

She was great and got along, so well, with Blue. Sent all the pictures and all the updates. And gave awesome feed back. Will be using Jessica again

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
Lover of all creatures!
Milwaukee, WI, 53207
3.5 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
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
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: Sarah J.
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Sitter Profile Image: Sarah J.
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5. 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
115 reviews
37 repeat clients
from
$13
per visit

Sarah has been an absolute life saver! I can go to work without worrying about my little guy. After a couple of false starts with Rover I was able to fi d Sarah! She is responsive, reliable, and flexible. And she takes the BEST pictures of my sweet guy on his walks. Thank you Sarah!!!

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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
4.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 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: Michele M.
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Sitter Profile Image: Michele M.
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7. Michele M.

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: Jessica E.
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Sitter Profile Image: Jessica E.
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8. Jessica E.

Loving Sitter With a Fenced In Yard
West Allis, WI, 53227
4.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$14
per visit

Jessica did an incredible job with my furry baby :) Thank you for everything!

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.

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

Katie was awesome and our Luna loved her! Luna tends to be shy at first with new people but she warmed right up after a day and loved all the attention and playtime she was getting. Katie was thorough with her updates & sent great photos as well, I highly recommend and will be rebooking!

Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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10. Alexy & Dylan G.

Animals are my passion and joy!
Milwaukee, WI, 53207
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$11
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: 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: Elaine P.
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Sitter Profile Image: Elaine P.
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12. 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. 😊

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Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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13. Kevin H.

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!

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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14. 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
15 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. 😊

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Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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15. Megan M.

Passionate pet sitter
Milwaukee, WI, 53215
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 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: Lisa W.
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Sitter Profile Image: Lisa W.
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16. 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
51 reviews
18 repeat clients
from
$13
per visit

Lisa gave me such peace of mind while I traveled. My elderly dog (with 5 different medications!) looked healthy and happy when I returned. Lisa also took great care of my two cats, sending great pictures after each visit. Each time I texted, Lisa would promptly text back and she handled my anxiety like a pro ;) I’d love for Lisa to come back the next time I need pet care!

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Sitter Profile Image: Erin B.
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Sitter Profile Image: Erin B.
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17. Erin B.

Ready to help with your fur babies!
Bay View, Milwaukee, WI, 53207
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$17
per visit

Erin is an amazing pet owner and care taker. She has been around pets for her entire life so she understands not only the good things about animals but also the difficulties that come with being a pet owner. She has always been a reliable person to watch my dogs when I go out of town. She is also the kind of person that treats her dogs like they are her own children. All of these reasons are why I believe she would be a great choice.

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

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

Rebecca was wonderful with Cash (my border collie). I was without worries 4 days while enjoying Lake Geneva resort. Pictures updates and his allergy meds twice a day was so appreciated. I love how much she spends outdoors with them. So much attention was not expected.Thank you Rover and Rebecca S. Will do again.

Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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19. 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: Taylor H.
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Sitter Profile Image: Taylor H.
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20. Taylor H.

Love being around all types of dogs
Morgandale, Milwaukee, WI, 53221
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

About: I’ve taken care of every different kind of dog. I owned a ranch and people would drop dogs off and leave them. From puppies all the way up to seniors. My dog of 13 years passed away from old age in 2021. Not ready to have my own but I’d love to be around others dogs. I’m off work every Wednesday, Thursday, Saturday, and Sunday. I will be home all day on each of those days. I can spend as much time with your dog as you/they want. There is a dog park near my house that I can take your dog to. Also many places to walk them. I can play with them as much as they want.

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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