Pet Sitting & Drop Ins in Dineen Park, 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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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1. Jessica Z.

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

We are so grateful to have Jessica care for our pets while we travel! She came through for us very last minute when we had to leave our cats at home unexpectedly. They were not only well cared for but loved too! We will continue to book Jessica when we travel and highly recommend her to anyone in need of an amazing house/pet sitter while you’re away!

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Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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2. Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
17 repeat clients
from
$16
per visit

I am so grateful I found Kathy when looking for a sitter to check in on my cat! My cat was recently prescribed meds that need to be administered every 12 hours. Kathy didn't bat an eye at helping with meds and was punctual for each check-in. She went above and beyond in every way while I was out of town, and her communication was excellent. I won't hesitate to have her check-in on my cat again in the future, and would I recommend her to others in a heartbeat!

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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3. Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
12 repeat clients
from
$16
per visit

Lexi & Aaron did drop-in visits for Louis, our attention needy :) cat. They were dependable and I'm sure if cats could talk, Louis would say 'they were great!' He was a happy guy when we got home & his litter box was so clean. Knowing someone was dropping in to hang out with him (& give him his wet nummy food) made our vacation more enjoyable.

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Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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4. Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
3 repeat clients
from
$15
per visit

I would recommend Lindsey to anyone. We hired her for three drop-in’s over the weekend and she was timely, respectful, had great communication throughout the process. It felt as though a family member was taking care of our dogs.

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Sitter Profile Image: Natalie F.
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Sitter Profile Image: Natalie F.
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5. Natalie F.

Lover of all animals big or small!
Wauwatosa, WI, 53226
3.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$18
per visit

Thank you! I will definitely keep you in mind for future visits. ?

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Sitter Profile Image: Kathy B.
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Sitter Profile Image: Kathy B.
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6. Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
2.0 mi. away
Drop-In Visits
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$16
per visit

Kathy did a great job earning our dog’s trust when she came for check-ins. She provided comfort and lots of exercise and play time- just what we needed!

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Sitter Profile Image: Heidi N.
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Sitter Profile Image: Heidi N.
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7. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$20
per visit

Heidi was really great with our dog, Hazel! Excellent communication and so nice to deal with. She took good care of Hazel during our day away. Will definitely book again!

Sitter Profile Image: Lillith L.
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Sitter Profile Image: Lillith L.
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8. Lillith L.

ABC VA Certified and ❤️ all animals
Milwaukee, WI, 53208
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
7 repeat clients
from
$19
per visit

I recently adopted my dog so I was nervous to introduce more humans so soon. But I didn’t have to worry with Lillith. She’s knowledgable and you can tell how much she loves dogs. Maverick can’t wait to see you again!

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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9. kiki A.

Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
3.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$15
per visit

Kiki did a terrific job with my dog. She showed up on time, did what I had asked of her, and sent me reassuring reports of her visits. I am very pleased.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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10. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$15
per visit

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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11. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit

Lance has watched my dog Lupe a number of times. My dog loves him! He gets a lot of love, walks, and hang out time. He's very responsible, asks all the right questions and provides updates to make sure my wife and I are never concerned. I highly recommend Lance if you want peace of mind while you're away.

Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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12. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
2.1 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 repeat clients
from
$22
per visit

Cindy was wonderful! I was in dyer need of 2 drop-in visits for a Friday and Saturday and I found Cindy on a Wednesday afternoon. She came and did a meet & greet right away that night and I felt instantly at ease with this being my first Rover.com experience. My dogs liked her without a problem and she communicated great when dropping in to take them out and feed them. Thank you again!!!

Sitter Profile Image: Crystal A.
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Sitter Profile Image: Crystal A.
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13. Crystal A.

Fire fighter who loves doggos 😊😊
Enderis Park, Milwaukee, WI, 53222
0.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$18
per visit

Crystal is a very hard working woman and a wonderful dog mom to Zoey, a beautiful black lab that I've had the pleasure to care for for a few years! Zoey is so lucky to have crystal as her mom! Crystal puts her first and treats her like her child, as it should be! As hard as crystal works, she still gives Zoey all of her attention and makes sure Zoey is living her best life!

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Sitter Profile Image: Kaitlin G.
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Sitter Profile Image: Kaitlin G.
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14. Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
2 repeat clients
from
$18
per visit

I’ve worked with Kaitlin multiple times now - she’s awesome! She’s reliable and communicative, she’ll hang out with your pets and make sure to send photos :) 10/10 person

Sitter Profile Image: Alexis S.
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Sitter Profile Image: Alexis S.
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15. Alexis S.

Rover 101
I prefer animals to humans
Wauwatosa, WI, 53213
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$19
per visit

Alexis was great with our kitties! She communicated quickly, reached out to ask questions if she had any, and sent photos & a detailed description of her check in. We really appreciated her time and willingness to check in while we were gone!

Sitter Profile Image: Kevin F.
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Sitter Profile Image: Kevin F.
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16. Kevin F.

Rover 101
I’d swipe right on your dog
Wauwatosa, WI, 53213
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
11 repeat clients
from
$17
per visit

Our dog loves Kevin! He takes excellent care of her and always makes sure she’s well excised, has plenty of water and is safe and sound when he leaves. Would recommend Kevin to our family and friends for pet care!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kristin R.
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Sitter Profile Image: Kristin R.
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17. Kristin R.

Animal lover
Enderis Park, Milwaukee, WI, 53210
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$18
per visit

Kristin has been a great dog sitter for our older dog. She spends plenty of time with our dog when our family is away. Harper is always happy to see us but it’s clear she’s received attention when we’re away!

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Sitter Profile Image: Brooke L.
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Sitter Profile Image: Brooke L.
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18. Brooke L.

Cat mom
Milwaukee, WI, 53222
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$25
per visit

Brooke watched my cat Douglas while we were out of town and she did an excellent job!! She provided detailed reports of he was doing and took lots of pictures. She cuddled and played with him every visit and followed the feeding instructions we gave her perfectly. It was such a relief knowing Douglas was in great hands 😊 definitely will be utilizing her services again!!

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Sitter Profile Image: Krystal D.
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Sitter Profile Image: Krystal D.
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19. Krystal D.

Pawsitively Reliable Dog Sitter!
Milwaukee, WI, 53210
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$14
per visit

Krystal is an amazing Dog Mom and Dog Lover! My dogs are obsessed with her always so happy when she watches them for me !

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Sitter Profile Image: Rachel G.
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Sitter Profile Image: Rachel G.
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20. Rachel G.

Love all animals like they are mine
Kops Park, Milwaukee, WI, 53222
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
15 repeat clients
from
$20
per visit

We use Rachel whenever we can because she is so reliable and always goes above and beyond with our cats. She sends pictures every day and she genuinely seems to enjoy seeing our pets, which I appreciate!

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

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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 Dineen Park, 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.

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 Dineen Park 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 Dineen Park, 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 Dineen Park pet sitters and avoid the kennel.

Drop-In Visits