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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What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
24 repeat clients
from
$18
per visit
Profile image

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.

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
157 reviews
53 repeat clients
from
$18
per visit
Profile image

Karsyn is great! She put up with our mischievous cats, sent lots of pictures and was super responsive! Definitely have her watch your fur babies :)

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
109 reviews
38 repeat clients
from
$15
per visit
Profile image

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!

Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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4. 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
48 reviews
20 repeat clients
from
$20
per visit
Profile image

Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.

Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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5. 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
98 reviews
33 repeat clients
from
$20
per visit
Profile image

Jessica did has looked after our cat a few times and always has done a great job. She always provides great updates and lots of photos and does a great job engaging with our shy kitty

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
38 reviews
20 repeat clients
from
$20
per visit
Profile image

Emily was so great with my kittens!

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
22 reviews
3 repeat clients
from
$14
per visit
Profile image

Emily is always so great with our two pups! She took time to take them outside to potty and played with them inside! We are so thankful to have someone to come check on them during the day when we are both gone!

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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8. 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
34 reviews
11 repeat clients
from
$18
per visit
Profile image

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!

Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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9. 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
55 reviews
17 repeat clients
from
$25
per visit
Profile image

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+++

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
22 reviews
7 repeat clients
from
$20
per visit
Profile image

Becca did great and she was fun to chat with! Would recommend!

Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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11. 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
12 repeat clients
from
$20
per visit
Profile image

Kennedy was amazing! It's clear our boys loved them and we greatly appreciate going the extra mile by cleaning up the messes our boys made and even grabbing our mail.

Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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12. Liz B.

Rover 101
Senior pet lover and expert!
Avenues West, Milwaukee, WI, 53233
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$22
per visit
Profile image

Liz really went above and beyond with my boys! She spent an lot of time making sure they had playtime, that my apartment was a comfortable temp for them, and checked in regularly to see if I needed her to do anything else around my house. I would have her care for any pet I have without reservation.

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
47 reviews
14 repeat clients
from
$20
per visit
Profile image

Amazing. Honestly amazing!! Thank you🥰

Sitter Profile Image: Kimberly B.
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Sitter Profile Image: Kimberly B.
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14. Kimberly B.

Your pets are my new BFFs!!
Lower East Side, Milwaukee, WI, 53202
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$20
per visit
Profile image

Kimberly did an amazing job taking care of our dogs for 4 days. She went above and beyond to get them food when they ran out and dealt with their food aggression by spending extra time playing with them to calm them down. She is flexible, kind, caring, easy to work with, and has excellent communication.

Sitter Profile Image: Arianna S.
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Sitter Profile Image: Arianna S.
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15. Arianna S.

FREE cuddles & belly rubs...4ur pet
Milwaukee, WI, 53228
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$15
per visit

Arianna is our go to person to care for our cat Vinny! She is very reliable and Vinny is always well taken care of. It is a relief knowing our cat is receiving exceptional care while we are away. You won't go wrong with Arianna!

Sitter Profile Image: Jenna M.
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Sitter Profile Image: Jenna M.
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16. Jenna M.

Caring and attentive pet sitter
Milwaukee, WI, 53202
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$15
per visit
Profile image

Jenna did an amazing job taking care of Ace! She responded quick, sent plenty of details on her drop in, and lots of good photos! Will definitely book again!

Sitter Profile Image: Sarah N.
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Sitter Profile Image: Sarah N.
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17. Sarah N.

Love dogs of all shapes and sizes!!
Lower East Side, Milwaukee, WI, 53202
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$14
per visit

Sarah has been around pets her whole life from cats to birds to chinchillas, etc. She is currently the loving owner of two cats. I have seen first hand many times how much she loves pets and how much fun they have (and she has) while they are hanging out.

Sitter Profile Image: Alex S.
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Sitter Profile Image: Alex S.
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18. Alex S.

In Search of an Adventure Companion
Milwaukee, WI, 53202
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$18
per visit

Alex is a nurturing and responsible caregiver. She exceeds expectations on a regular basis to ensure the job gets done correctly. She is an animal lover and is extremely steadfast. Trusting Alex with your beloved pet is an easy choice as she will provide the services necessary to the best of her ability.

Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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19. 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
7 reviews
2 repeat clients
from
$25
per visit
Profile image

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: Sydney Z.
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Sitter Profile Image: Sydney Z.
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20. Sydney Z.

Your pet will be in great hands 🤍
Juneau Town, Milwaukee, WI, 53202
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$18
per visit
Profile image

Sydney took wonderful care of my dog Morty while I was away! I will definitely contact her again

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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