Pet Sitting & Drop Ins in Cold Spring Park, 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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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
3.8 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!!

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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
2.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
18 repeat clients
from
$16
per visit
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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!

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
2.5 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!

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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
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$15
per visit
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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. 💜

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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
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
166 reviews
54 repeat clients
from
$18
per visit
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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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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6. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.9 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 :)

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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7. Jessica Z.

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

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Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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8. Lindsey F.

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

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Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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9. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
2.1 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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10. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
0.9 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
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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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jenna M.
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Sitter Profile Image: Jenna M.
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11. Jenna M.

Caring and attentive pet sitter
Milwaukee, WI, 53202
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$15
per visit
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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: Heidi N.
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Sitter Profile Image: Heidi N.
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12. Heidi N.

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

Star Sitter
ABC VA Certified and ❤️ all animals
Washington Heights, Milwaukee, WI, 53208
1.5 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

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Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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14. Liz B.

Rover 101
Senior pet lover and expert!
Avenues West, Milwaukee, WI, 53233
0.7 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.

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Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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15. Anna L.

Star Sitter
Attentive & Caring - ♥️ Senior Pets
Wauwatosa, WI, 53213
2.3 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!

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Sitter Profile Image: Paula O.
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Sitter Profile Image: Paula O.
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16. Paula O.

Your best friend’s next friend
Brewer's Hill, Milwaukee, WI, 53212
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$15
per visit
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Paula kept me in the loop as I requested when she picked up trooper for the first time. She sent pictures and reassured me! Trooper was very comfortable with her. Would absolutely rebook! :)

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Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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17. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
2.4 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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18. Austin M.

WFH dog lover w/ flexible schedule
Wick Field, Milwaukee, WI, 53208
1.5 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!!

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

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
1.6 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!!!

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Sitter Profile Image: Mary Beth B.
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Sitter Profile Image: Mary Beth B.
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20. Mary Beth B.

Student looking for extra work!
Avenues West, Milwaukee, WI, 53233
1.2 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$14
per visit

Mary Beth is responsible and a loving pet caregiver. She is 21 years old and a Senior at Marquette University studying to achieve her Doctorate in Physical Therapy. She grew up with dogs her whole life, a mini schnauzer, standard schnauzer and now a goldendoodle. She believes a dog gives so much to a person's life - love and affection. She would enjoy being a pet caregiver this summer !

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Dog owners in Cold Spring Park, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Cold Spring Park pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Cold Spring Park, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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