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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What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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1. 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
54 reviews
17 repeat clients
from
$16
per visit
Profile image

Lexi & Aaron did drop-in visits for Louis, our attention needy :) cat. They were dependable and I'm sure if cats could talk, Louis would say 'they were great!' He was a happy guy when we got home & his litter box was so clean. Knowing someone was dropping in to hang out with him (& give him his wet nummy food) made our vacation more enjoyable.

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
61 reviews
22 repeat clients
from
$16
per visit
Profile image

I am so grateful I found Kathy when looking for a sitter to check in on my cat! My cat was recently prescribed meds that need to be administered every 12 hours. Kathy didn't bat an eye at helping with meds and was punctual for each check-in. She went above and beyond in every way while I was out of town, and her communication was excellent. I won't hesitate to have her check-in on my cat again in the future, and would I recommend her to others in a heartbeat!

Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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3. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Bay View, Milwaukee, WI, 53207
3.6 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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4. 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
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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5. 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
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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6. 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
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: Lindsey F.
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Sitter Profile Image: Lindsey F.
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7. 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
37 reviews
9 repeat clients
from
$16
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: Emily V.
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Sitter Profile Image: Emily V.
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8. 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
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: Becca S.
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Sitter Profile Image: Becca S.
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9. Becca S.

Rover 101
Star Sitter
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
2.7 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: Austin M.
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Sitter Profile Image: Austin M.
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10. 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
5 reviews
2 repeat clients
from
$18
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: Kennedy K.
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Sitter Profile Image: Kennedy K.
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11. Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
2.7 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: Ashlee K.
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Sitter Profile Image: Ashlee K.
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12. Ashlee K.

Pets are family 💕
Milwaukee, WI, 53215
2.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$13
per visit

Ashlee has experience with animals with all different tails (dog, cat, bird, fish, etc.). She also has experience taking care of animals with unique medical needs. Ashlee loves all animals as if they are her own. Ashlee is extremely reliable and easy to work with. I trust her with tasks from walking your pet to caring for them overnight. I highly recommend Ashlee when it comes to your pet needs!

Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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13. Liz B.

Rover 101
Star Sitter
Senior pet lover and expert!
Milwaukee, WI, 53233
0.7 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: Jeremy M.
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Sitter Profile Image: Jeremy M.
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14. Jeremy M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
22 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: Natalie W.
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Sitter Profile Image: Natalie W.
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15. Natalie W.

Friendly Petsitter in Milwaukee!
Walker's Point, Milwaukee, WI, 53204
2.5 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: 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
1.9 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: Kristine K.
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Sitter Profile Image: Kristine K.
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17. 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
31 reviews
16 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: Meghan E.
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Sitter Profile Image: Meghan E.
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18. Meghan E.

Love your dogs like they are my own
Milwaukee, WI, 53233
0.9 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: Lillith L.
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Sitter Profile Image: Lillith L.
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19. 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

I recently adopted my dog so I was nervous to introduce more humans so soon. But I didn’t have to worry with Lillith. She’s knowledgable and you can tell how much she loves dogs. Maverick can’t wait to see you again!

Sitter Profile Image: Rachel D.
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Sitter Profile Image: Rachel D.
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20. Rachel D.

loving all dogs of any kind!
Avenues West, Milwaukee, WI, 53233
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$14
per visit
Profile image

Would definitely ref

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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.

Drop-In Visits