Pet Sitting & Drop Ins In Uptown 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: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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1. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 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!!

Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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2. Kathy S.

Rover 101
Star Sitter
Patient walker and caregiver.
Wauwatosa, WI, 53213
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
18 repeat clients
from
$16
per visit
Profile image

Kathy is great to work with. She regularly walks my puppy and also supported while I was out of town. She is reliable and great with my pups!

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
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
110 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: Lexi K.
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Sitter Profile Image: Lexi K.
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4. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
13 repeat clients
from
$16
per visit
Profile image

She did so good with my evil cat and even brought in a package and put my robot camera back on the charger. We met up before my vacation and did a quick review of what was needed. I felt comfortable knowing she was there for my cat :)

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
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
34 repeat clients
from
$20
per visit
Profile image

Jessica is reliable and responsive, and takes great care of my kitty. I will continue to ask her to take care of Rocco every time I go out of town. Thank you Jessica!

Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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6. Lindsey F.

Star Sitter
Your best friends new best friend!
Wauwatosa, WI, 53213
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
3 repeat clients
from
$15
per visit
Profile image

I would recommend Lindsey to anyone. We hired her for three drop-in’s over the weekend and she was timely, respectful, had great communication throughout the process. It felt as though a family member was taking care of our dogs.

Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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7. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
2.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
13 repeat clients
from
$16
per visit
Profile image

We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!

Sitter Profile Image: Heidi N.
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Sitter Profile Image: Heidi N.
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8. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$20
per visit
Profile image

Heidi was really great with our dog, Hazel! Excellent communication and so nice to deal with. She took good care of Hazel during our day away. Will definitely book again!

Sitter Profile Image: Lillith L.
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Sitter Profile Image: Lillith L.
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9. Lillith L.

Star Sitter
ABC VA Certified and ❤️ all animals
Washington Heights, Milwaukee, WI, 53208
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
7 repeat clients
from
$19
per visit
Profile image

Lily was the most amazing, caring, and attentive caretaker for my dog. I absolutely love her and her personality, I have never met anyone so sweet. She documented everything and sent me lots of pictures to keep me at ease. All of my instructions were followed amazingly and she went above and beyond for my pup giving her lots of love and keeping me informed about her. She will be my forever pet sitter

Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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10. Liz B.

Rover 101
Senior pet lover and expert!
Avenues West, Milwaukee, WI, 53233
2.5 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: Anna L.
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Sitter Profile Image: Anna L.
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11. Anna L.

Star Sitter
Attentive & Caring - ♥️ Senior Pets
Wauwatosa, WI, 53213
0.7 mi. away
Drop-In Visits
5.0 out of 5 stars
60 reviews
18 repeat clients
from
$20
per visit
Profile image

Anna was absolutely wonderful with my cat Gwar! He took such a liking to her and she did a great job of keeping my updated on how he was doing. Highly recommended!

Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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12. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$15
per visit

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

Sitter Profile Image: Austin M.
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Sitter Profile Image: Austin M.
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13. Austin M.

WFH dog lover w/ flexible schedule
Wick Field, Milwaukee, WI, 53208
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$14
per visit
Profile image

Austin is very professional, personable, timely and great with our dogs! We highly recommend him for the care of your animals and will be inviting him back soon. Thank you again Austin!!

Sitter Profile Image: Alexandria B.
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Sitter Profile Image: Alexandria B.
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14. Alexandria B.

PT Dog Walker, FT Dog Mom
Milwaukee, WI, 53213
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$14
per visit

Alex has been a life saver! She helped with regularly with walking and sitting whenever I took trips. Alex was always super reliable and my pets loved her! One of my cats has health issue and she was so good about distributing medication and feeding requirements for my different pets. I would describe Alex as friendly, responsible, communicative, and truth worthy!!

Sitter Profile Image: Krystal D.
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Sitter Profile Image: Krystal D.
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15. Krystal D.

Pawsitively Reliable Dog Sitter!
Milwaukee, WI, 53210
1.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$14
per visit
Profile image

Excellent communicator and did a great job with making sure Bo had everything he needed.

Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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16. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$14
per visit

Lance does great with my two lab mix (5yr/1yr). Attention-to-detail, communication, and lovable are his key qualities! You can trust him with your fur babies!

Sitter Profile Image: Lou H.
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Sitter Profile Image: Lou H.
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17. Lou H.

I’m a long time dog lover!
Wauwatosa, WI, 53213
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
3 repeat clients
from
$14
per visit
Profile image

Lou was prompt and great to work with! She stopped by before the day she was needed and got to know the dogs and was reliable! Will book again!

Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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18. Jeremy M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
21 repeat clients
from
$20
per visit
Profile image

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!!!

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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19. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
8 repeat clients
from
$25
per visit

Cindy is the best!! Animals instinctively love & trust her. Cindy takes care of my Daisy-8lb little rescue- and I know Daisy is getting the best care. Animals love her for she is truly a dog whisperer. Cindy has no problem being firm when needed, but always gentle too. I trust Cindy implicitly & highly recommend her for any size pet.

Sitter Profile Image: Melainie T.
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Sitter Profile Image: Melainie T.
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20. Melainie T.

Care for all Animals
Enderis Park, Milwaukee, WI, 53210
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
14 repeat clients
from
$20
per visit
Profile image

Knowledgeable about dog behavior, my dog took to her right away.

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Dog owners in Uptown, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Uptown.

Rover.com is the simple, savvy way to find and book Uptown, 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 Uptown, 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