Pet Sitting & Drop Ins in Southgate, 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
Star Sitter
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
2.3 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: 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
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
95 reviews
32 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: 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
3.4 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
1.8 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
2.6 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
4.6 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
3.2 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.

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
3.7 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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9. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
1.9 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. 💜

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Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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10. Christine H.

Experienced Dog Foster
Greenfield, WI, 53221
2.9 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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11. Elaine P.

Experienced & loving pet owner!
Milwaukee, WI, 53207
2.7 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: 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
3.0 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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13. Berenice B.

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

Bernice was always prompt, kept us informed, sent pictures, and met all of our / our pet's needs.

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Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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14. Kevin H.

Star Sitter
Your best friend's new best friend
Fairview, Milwaukee, WI, 53219
2.5 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: 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
1.1 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
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
19 repeat clients
from
$13
per visit

Lisa was spectacular. We have already booked her again and we haven't been home for twelve hours. Punctual, professional, she clearly made our reticent pet comfortable and somehow got him out of his shell. I would recommend her unequivocally and without reservation. Awesome!

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

PAWSitively the Best!
Town Of Lake, Milwaukee, WI, 53207
2.5 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.

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Sitter Profile Image: Erin B.
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Sitter Profile Image: Erin B.
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18. Erin B.

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

Erin has taken care of our two dogs since they were puppies. She is patient and caring with them and loves taking them on walks, where she always tries to train them to not walk into the street until given permission to cross. We have never had an incident with our puppies in Erin's care.

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
0.5 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
0.9 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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When it comes to pet sitting, dog owners in Southgate, Milwaukee, WI love Rover.com. Over 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of pet sitting in Southgate may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting 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 Southgate 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 Southgate, 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 Southgate pet sitters and avoid the kennel.

Drop-In Visits