Pet Sitting & Drop Ins in Historic Third Ward, 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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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
3.5 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.

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
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
20 repeat clients
from
$20
per visit

Little Miss Oaks get so excited when Carole comes over and it just melts my heart! I’m so happy to have found someone who loves my little just as much as I do.

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

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 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.

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

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.2 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.

Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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5. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
157 reviews
52 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.

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
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
19 repeat clients
from
$20
per visit

Emily is the best thing to happen to Ellie since arriving in MKE! Great communication. Great service. Highly recommend!

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
1.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 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!

Sitter Profile Image: Elaine P.
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Sitter Profile Image: Elaine P.
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8. Elaine P.

☀️Experienced & loving pet owner
Milwaukee, WI, 53207
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$16
per visit

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. 😊

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

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
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
11 repeat clients
from
$18
per visit

Olivia is so amazing!! What a way to take the nerves away as this was our first time using rover. She was able to do everything we asked while we were gone. Thank you Olivia!

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
0.1 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!

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

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

Amazing. Honestly amazing!! Thank you🥰

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
0.7 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+++

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
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
12 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: 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
1.6 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

Sitter Profile Image: Katarina N.
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Sitter Profile Image: Katarina N.
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16. Katarina N.

The best care for your best friend
Walker's Point, Milwaukee, WI, 53204
0.9 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.

Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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17. 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: Natalie W.
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Sitter Profile Image: Natalie W.
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18. Natalie W.

Friendly Petsitter in Milwaukee!
Walker's Point, Milwaukee, WI, 53204
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
5 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!

Sitter Profile Image: Megan R.
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Sitter Profile Image: Megan R.
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19. Megan R.

Loving Pet Sitter, Works from Home.
Historic Third Ward, Milwaukee, WI, 53202
0.2 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.

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
0.2 mi. away
Drop-In Visits
1 review
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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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Historic Third Ward:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1089 owners have reviewed sitters in Historic Third Ward, 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.

Rover.com is the simple, savvy way to find and book Historic Third Ward, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 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, so you're sure to find the perfect pet sitter in Historic Third Ward, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

Drop-In Visits