Pet Sitting & Drop Ins in Kilbourn Town, 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

Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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1. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Bay View, Milwaukee, WI, 53207
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
181 reviews
57 repeat clients
from
$18
per visit
Profile image

We had Karsyn as our first EVER Rover and she was amazing!! We are stage 5 clingers and hadn’t left our 2 year old puppy overnight before so we were extremely nervous about doing so. Karsyn put all of our concerns at ease with her very first visit. She sent a dozen or more photos/videos and stayed extremely communicative throughout updating us on how our bashful puppy was doing. She continued to do this throughout the next few days, never failing to send tons of photos and videos; we could tell that our pup was having a blast with her! We looked forward to every “Rovercard” she would send on how our puppy was doing. We are so thankful for Karsyn taking extra care of our little puppy and will absolutely be reaching out to her for any future needs. Thank you Karsyn!! Our little furry friend misses you!!

Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

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

Jessica took wonderful care of our cats while we were on a long trip! She went above and beyond helping us with taking care of the house too. Her communication and response is excellent. I am so grateful for her help and I really hope she’ll come help us again when we need it! :)

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
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
119 reviews
41 repeat clients
from
$15
per visit
Profile image

Leandra did an amazing job with my dog while I was out of town, came home to a very happy pup. Very timely with updates and made sure to take lots of pictures, highly recommend!

Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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4. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
13 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: Emily V.
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Sitter Profile Image: Emily V.
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5. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
1.0 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
37 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!

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

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
64 reviews
23 repeat clients
from
$25
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!!

Sitter Profile Image: Casey R.
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Sitter Profile Image: Casey R.
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7. Casey R.

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

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!

Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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8. Becca S.

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

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

Sitter Profile Image: Jenna M.
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Sitter Profile Image: Jenna M.
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9. Jenna M.

Caring and attentive pet sitter
Milwaukee, WI, 53202
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
2 repeat clients
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: Kennedy K.
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Sitter Profile Image: Kennedy K.
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10. Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 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!

Sitter Profile Image: Alexandra D.
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Sitter Profile Image: Alexandra D.
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11. Alexandra D.

Rover 101
Quality pet care you can trust.
Milwaukee, WI, 53202
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
104 reviews
10 repeat clients
from
$20
per visit
Profile image

Alexandra is a wonderful pet sitter. She is quick to respond to requests and any questions. She made a point of meeting myself and my lab prior to her first drop in visit. I truly appreciated her walking my dog for the requested 30 minutes and hanging out. She seems very comfortable with my 11 year old lab. I look forward to utilizing her services in the future.

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

Rover 101
Star Sitter
Senior pet lover and expert!
Milwaukee, WI, 53233
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
8 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: Max C.
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Sitter Profile Image: Max C.
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13. Max C.

Proud owner of one dog and one pig.
Historic Third Ward, Milwaukee, WI, 53202
1.0 mi. away
Drop-In Visits, Dog Walking
4 reviews
1 repeat client
from
$18
per visit

Max has watched my 4 year old dog and did a great job! He came over every day while I was on vacation and walked him for an hour then played fetch with him at the park. I couldn’t have asked for a better dog sitter.

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
12 reviews
5 repeat clients
from
$18
per visit
Profile image

Natalie was fantastic. My cats were very happy when I got home. She has great energy and communication, and is trustworthy. Will definitely book again with her!

Sitter Profile Image: Sophia Y.
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Sitter Profile Image: Sophia Y.
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15. Sophia Y.

Friendly Pet Lover
Lower East Side, Milwaukee, WI, 53202
1.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$15
per visit
Profile image

Sophia was such a great sitter for Seymour! She came over prior to her drop ins with Seymour to meet him and and pick up our keys. She was super responsive and continued to send updates on how he was doing. We definitely recommend her!

Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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16. Lily S.

Star Sitter
All-Day in Home Care For Critters
Milwaukee, WI, 53212
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
8 repeat clients
from
$25
per visit
Profile image

We felt extremely comfortable and confident having Lily care for Bailey today. Very professional, detailed update, and cute pictures too. We have already booked a multi-nite stay with her in August.

Sitter Profile Image: Meghan E.
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Sitter Profile Image: Meghan E.
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17. Meghan E.

Love your dogs like they are my own
Milwaukee, WI, 53233
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$15
per visit

Meghan watched my dog for a long weekend was super attentive and patience with my dog! She has anxiety and Meghan was amazing at keeping her stress levels down! We loved having her dog sit & will definitely let her do it again! Thanks Meghan!

Sitter Profile Image: Sydney Z.
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Sitter Profile Image: Sydney Z.
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18. Sydney Z.

Your pet will be in great hands 🤍
Juneau Town, Milwaukee, WI, 53202
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
3 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

Sitter Profile Image: Amanda N.
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Sitter Profile Image: Amanda N.
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19. Amanda N.

Pet lover and caretaker!
Juneau Town, Milwaukee, WI, 53202
0.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$25
per visit
Profile image

Amanda was really great with Gigi dealing with some accidents, appreciate her empathy and willingness to help!

Sitter Profile Image: Aneta K.
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Sitter Profile Image: Aneta K.
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20. Aneta K.

dogs are my love language <3
Milwaukee, WI, 53203
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
1 repeat client
from
$18
per visit
Profile image

Aneta is excellent and took excellent care of Rosie. It helps to have a reliable person to take care of the puppers when we are out of town.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Kilbourn Town:

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

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Kilbourn Town, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Kilbourn Town, Milwaukee who can provide the care your pet needs, when they need it.

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