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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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

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
44 reviews
19 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: Karsyn R.
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Sitter Profile Image: Karsyn R.
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2. Karsyn R.

Rover 101
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 is great! She put up with our mischievous cats, sent lots of pictures and was super responsive! Definitely have her watch your fur babies :)

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3. Jessica Z.

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
94 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: Leandrea R.
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Sitter Profile Image: Leandrea R.
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4. Leandrea R.

Rover 101
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
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: Emily Z.
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Sitter Profile Image: Emily Z.
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5. Emily Z.

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 so great with my kittens!

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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.

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
16 reviews
3 repeat clients
from
$14
per visit

Emily is your best choice as a dog walker. She is very reliable, timely and most importantly a dog lover! She'd walk your dog all day if you'd let her. You dog will be in great hands.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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7. 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
19 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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8. Olivia G.

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

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Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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10. Emily R.

Rover 101
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
52 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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11. 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🥰

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Katarina N.
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Sitter Profile Image: Katarina N.
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12. Katarina N.

The best care for your best friend
Walker's Point, Milwaukee, WI, 53204
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
5 repeat clients
from
$15
per visit

Kat was great! She took the time to get to know Lily. She was punctual, great communication, and she sent pictures. I would use her again for sure.

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Sitter Profile Image: Natalie W.
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Sitter Profile Image: Natalie W.
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13. 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: Anna L.
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Sitter Profile Image: Anna L.
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14. 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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15. 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

I've used Stephanie a couple times now to watch two of our dogs (Dolly & Zoe) and she has always done a fantastic job! She sends frequent pictures throughout the visit and is a fast communicator. I haven't found another sitter yet that I trust this much with my pets.

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Sitter Profile Image: Megan R.
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Sitter Profile Image: Megan R.
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16. 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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17. Jeremy M.

Rover 101
Neighbor providing additional love
Juneau Town, milwaukee, WI, 53202
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
21 repeat clients
from
$20
per visit

Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!

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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, 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.

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Sitter Profile Image: Sydney Z.
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Sitter Profile Image: Sydney Z.
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19. 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
10 reviews
2 repeat clients
from
$18
per visit

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

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Sitter Profile Image: Natalie D.
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Sitter Profile Image: Natalie D.
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20. Natalie D.

Caring animal lover!
Milwaukee, WI, 53202
0.6 mi. away
Drop-In Visits
from
$17
per visit

Natalie is responsible, reliable and trustworthy. She responds quickly and was a delight to have watch my fur baby. While out of the country she would take pics and let me know what exactly she did that day with my dog, which put me at ease. I highly recommend and will definitely ask her again to watch

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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