Pet Sitting in 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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Search Results

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
4.1 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: Karsyn R.
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Sitter Profile Image: Karsyn R.
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2. 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
156 reviews
51 repeat clients
from
$18
per visit

Great communication and takes good care of our dog during drop-ins. Follows instructions for taking our dog out, and engages with our dog for fun playtime and training during the visit.

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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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3. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
20 repeat clients
from
$20
per visit

I can’t say it enough! Carole is an absolute dream! Miss Oaklei hurt her leg and she was so sensitive to the issue. She even got so excited when Oaklei was starting to show signs of improvement! She is AMAZING!!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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4. Jessica Z.

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

Jessica is reliable and responsive, and takes great care of my kitty. I will continue to ask her to take care of Rocco every time I go out of town. Thank you Jessica!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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5. 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

Great communication always on time if there were any questions she asked. Very friendly and very good with the dog. Would highly recommend her for taking care of your dogs. Always sent pictures and an update on what was going on.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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6. Emily Z.

Star Sitter
Help me help you help your pet
Milwaukee, WI, 53211
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
19 repeat clients
from
$20
per visit

Emily was timely, easy to work with, trustworthy, friendly, and provides great updates.

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Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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7. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
1.1 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
3 repeat clients
from
$14
per visit

Emily was wonderful during our drop in visit! She took Pickles for a walk and played with Brownie! We look forward to her next drop in visit and appreciate her help taking care of our little ones!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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8. Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
11 repeat clients
from
$20
per visit

Kennedy is a lovely human and a great sitter— very responsive, communicative, kind, and dependable. I’ve rebooked once and will plan to again :) Highly recommend!

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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9. Olivia G.

Star Sitter
I will love your pet like my own :)
Lower East Side, Milwaukee, WI, 53202
0.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
11 repeat clients
from
$18
per visit

Olivia is a great cat sitter, she takes great pictures and communicates how each check in goes. It’s a relief when out of town knowing your pet is being care of properly! Would recommend and will request her again for our next vacation, thank you Olivia!

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Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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10. Becca S.

Rover 101
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$20
per visit

Becca was amazing. I accidentally had a mix up with the time and address and she was SO accommodating. 10/10 recommend!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Casey R.
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Sitter Profile Image: Casey R.
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11. Casey R.

Star Sitter
Let me love your pet!
Murray Hill, Milwaukee, WI, 53211
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$15
per visit

As always, Casey is a fabulous caretaker for Buttercup. She is attentive to her needs, super responsive and flexible, and even rolled with the punches when emergency construction happened on the house while I was away. Just the best!

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Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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12. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
54 reviews
17 repeat clients
from
$25
per visit

Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++

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Sitter Profile Image: Amanda & Cody T.
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Sitter Profile Image: Amanda & Cody T.
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13. Amanda & Cody T.

We love dogs! Come meet us!
Historic Third Ward, Milwaukee, WI, 53202
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
44 reviews
11 repeat clients
from
$20
per visit

Amazing. Honestly amazing!! Thank you🥰

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Sitter Profile Image: Natalie W.
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Sitter Profile Image: Natalie W.
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14. Natalie W.

Friendly Petsitter in Milwaukee!
Walker's Point, Milwaukee, WI, 53204
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$16
per visit

About: I have experience taking care of and training puppies to seniors. I have a dog and two cats of my own and grew up around a lot of animals. I can’t wait to meet your pet! I am currently work from home Tuesday through Thursday. I am available during the day as long as I have notice. I am home most nights and during the weekend. Care for the pet in the clients home is preferred.Making sure your pet is safe is my top priority. Please share any additional information that is important to know about your pet!

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Sitter Profile Image: Alex M.
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Sitter Profile Image: Alex M.
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15. Alex M.

Rover 101
Every dog deserves a good walk!:)
Lower East Side, Milwaukee, WI, 53202
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
14 repeat clients
from
$25
per visit

Alex did a great job keeping me updated and sending photos! Will book again

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Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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16. Anna L.

Seeking furry friends!
Historic Third Ward, Milwaukee, WI, 53202
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$25
per visit

She helped me with a last minute drop-in. She was really friendly and helpful! I’ll definitely rebook with Anna in the future!

Sitter Profile Image: Stephanie M.
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Sitter Profile Image: Stephanie M.
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17. Stephanie M.

Excited to meet your pet!
Lower East Side, Milwaukee, WI, 53202
0.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$18
per visit

Stephanie is a phenomenal pet sitter. She really goes above and beyond treating pets as if they were her own. She follows all care instructions carefully. I very highly recommend having her as your sitter when you have to be away from your fur baby!💕

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Sitter Profile Image: Megan R.
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Sitter Profile Image: Megan R.
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18. Megan R.

Loving Pet Sitter, Works from Home.
Historic Third Ward, Milwaukee, WI, 53202
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$20
per visit

Megan is a dog lover! She is friendly with dogs and their owners. She is focused on the best care she can give pups when she is taking care of them. She is kind, caring and energetic. Megan is very active, and enjoys walking,running and hiking. Megan has taken care of many dogs at the owners homes and at her home and continues to get requests from dog owners. I highly recommend Megan as a pet caretaker.

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Sitter Profile Image: Molly S.
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Sitter Profile Image: Molly S.
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19. Molly S.

Smiles at every single dog I see
Kilbourn Town, Milwaukee, WI, 53203
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$14
per visit

Molly has spent almost all her life around dogs and is a dedicated caregiver. She will give your dog lots of love and attention, and she understands dogs with unique needs. Molly will be a responsible companion for your dog.

Sitter Profile Image: Sirona B.
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Sitter Profile Image: Sirona B.
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20. Sirona B.

Animals are people too
Juneau Town, Milwaukee, WI, 53202
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$14
per visit

We have used Sirona for our pets in the past. She was great with them. She also followed instructions very well. Our kitty had health issues and she was able to help her while we were out of town. She loves animals and it shows in the care she provides. My wife and I highly recommend her for any of your pet’s needs when you’re away.

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Milwaukee Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Milwaukee are rated on average 5 out of 5 stars based on 1,424 reviews.

Check out the Pet Sitting & Drop Ins in your neighborhood:

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Milwaukee:


Rover.com is the simple, savvy way to find and book Gra-Ram, Milwaukee house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Gra-Ram on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Gra-Ram, Milwaukee, WI house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

Drop-In Visits