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
51 reviews
23 repeat clients
from
$15
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.

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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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2. 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
47 reviews
20 repeat clients
from
$20
per visit
Profile image

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!!

Confirmed availability: Memorial Day Weekend
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
108 reviews
37 repeat clients
from
$15
per visit
Profile image

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.

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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4. 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 was quick to respond to my last minute request and did a perfect job looking after Ozzie while we were away. Looking forward to working with Karsyn again in the future. Thank you!

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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
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Jessica was amazing!! She sent photos and updates, I knew my pup was having a great time. Really happy to meet her, I never have to worry about Russell being alone.

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Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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6. 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 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!

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Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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7. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
20 repeat clients
from
$18
per visit
Profile image

Junior had a great time playing with Liz! Liz was also flexible when I asked to switch the time for a day. The feedback on how Junior was doing was also helpful!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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8. 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
19 repeat clients
from
$20
per visit
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Emily was timely, easy to work with, trustworthy, friendly, and provides great updates.

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
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$15
per visit
Profile image

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. 💜

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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10. 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 did a wonderful job taking care of my kitties! She was prompt and very communicative. I loved the pictures she shared daily and the anecdotes about how they were doing. Olivia also came over ahead of time for a meet and greet so I could show her around. She was very personable and warm. I highly recommend her!

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Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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11. 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
21 reviews
7 repeat clients
from
$20
per visit
Profile image

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

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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, 53204
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$16
per visit
Profile image

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: Emily R.
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Sitter Profile Image: Emily R.
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13. 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
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+++

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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14. 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 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!

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Sitter Profile Image: Amanda & Cody T.
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Sitter Profile Image: Amanda & Cody T.
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15. 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
45 reviews
13 repeat clients
from
$20
per visit
Profile image

Amazing. Honestly amazing!! Thank you🥰

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Sitter Profile Image: Aubrey A.
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Sitter Profile Image: Aubrey A.
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16. Aubrey A.

Rover 101
Safety & fun are my top priorities!
Lower East Side, Milwaukee, WI, 53202
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
10 repeat clients
from
$20
per visit
Profile image

Aubrey is so good with our dude Humphrey! Reliable, and so easy to work with even in challenging situations. We highly recommend her to provide the best care for your family pets!

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Sitter Profile Image: Maddy H.
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Sitter Profile Image: Maddy H.
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17. Maddy H.

I love the pitter patter of paws.🐾
Milwaukee, WI, 53202
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$18
per visit
Profile image

Maddy was great! Showed up on time and was good in communication. Would highly recommend!

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Sitter Profile Image: Alex M.
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Sitter Profile Image: Alex M.
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18. 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
Profile image

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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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!

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Sitter Profile Image: Stephanie T.
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Sitter Profile Image: Stephanie T.
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20. Stephanie T.

Star Sitter
Loving your pets as family
Juneau Town, Milwaukee, WI, 53202
0.6 mi. away
Drop-In Visits
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$14
per visit
Profile image

I am a notoriously anxious pet owner, and Stephanie looked after my two cats while I was away for the weekend, and I was never worried about them! She stopped by twice per day to feed them and scoop the litter boxes. She also played with them and sent lots of photos! I would definitely recommend Stephanie!

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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.

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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