Pet Sitting & Drop Ins in Estabrook 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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Search Results

Confirmed availability: Juneteenth
Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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1. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
2.9 mi. away
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

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!

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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
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
105 reviews
35 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! :)

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Sitter Profile Image: Melissa M.
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Sitter Profile Image: Melissa M.
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3. Melissa M.

Rover 101
Lifelong animal lover and caretaker
Whitefish Bay, WI, 53211
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
63 reviews
17 repeat clients
from
$19
per visit
Profile image

This was our first time using Melissa. She watched our dog for 6 days and was incredible. I think our dog still wishes we were out of town so Melissa could come hang with him. She is an excellent communicator, extremely thorough and truly has a love for dogs. She took him for walks, played games with him, and just hug with him making him feel comforted. Our house and yard were cleaner than we left them. There was one visit where we were supposed to have a friend let him out while Melissa was busy (she had let us know before the booking she wouldn't be able to do that time), and our friend confused the day that was needed. Melissa actually picked up from the cues from our dog and knew to go ahead and feed him when she saw him a few hours later, before we even knew our friends had missed their time to let him out and feed him! We can't wait to use Melissa again.

Confirmed availability: Juneteenth
Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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4. 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
41 reviews
23 repeat clients
from
$20
per visit
Profile image

Emily was so great with my kittens!

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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5. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
72 reviews
24 repeat clients
from
$23
per visit
Profile image

Kim was absolutely amazing with my dog. I needed a few drop in visits while I was out of town. She took the time to ensure he had everything he needed & was comfortable while I was away. She's great at communication and I didn't have to worry about a thing.

Confirmed availability: Juneteenth
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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6. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
8 repeat clients
from
$22
per visit
Profile image

Marilia is very responsible and I could tell at our meet and greet she takes caring for pets seriously. I felt really comfortable knowing she’d be helping walk and play with our dog while we were out.

Sitter Profile Image: Kyleigh H.
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Sitter Profile Image: Kyleigh H.
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7. Kyleigh H.

Star Sitter
a grad student who loves pets :)
Whitefish Bay, WI, 53217
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
13 repeat clients
from
$25
per visit
Profile image

We cannot recommend Kyleigh highly enough. It can be a challenge to find pet care people and pets both enjoy equally Kyleigh is exactly that gem!

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

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
21 repeat clients
from
$25
per visit
Profile image

Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.

Confirmed availability: Juneteenth
Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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9. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
66 reviews
20 repeat clients
from
$18
per visit
Profile image

Liz is this wonderful. She took excellent care of our dog, provided timely updates, and sent us pictures during the visit. We will definitely ask her back next time we need a pet sitter.

Confirmed availability: Juneteenth
Sitter Profile Image: Alec B.
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Sitter Profile Image: Alec B.
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10. Alec B.

Third generation dog lover
Milwaukee, WI, 53211
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$16
per visit
Profile image

Alec dropped in to check on our cat when we were away. He is very dependable, caring, and has great communication! I would recommend to anyone!

Confirmed availability: Juneteenth
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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11. Travis H.

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
193 reviews
77 repeat clients
from
$25
per visit
Profile image

Travis is the best, we are so grateful he came over to watch our two cats for the week. Not only is he so kind, reliable, and conscientious, but he’s also wonderful with cats! He even managed to get our

Confirmed availability: Juneteenth
Sitter Profile Image: Toma A.
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Sitter Profile Image: Toma A.
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12. Toma A.

Pet-loving college student!
Shorewood, WI, 53211
1.2 mi. away
Drop-In Visits, Dog Walking
3 reviews
from
$15
per visit

Toma is incredibly caring and responsible. When I felt unwell, she always checked in to see if I needed anything. Her attention to detail and commitment to her schoolwork reflect her dependable nature. I have no doubt Toma will be a loving and responsible pet caregiver.

Confirmed availability: Juneteenth
Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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13. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
90 reviews
42 repeat clients
from
$15
per visit
Profile image

Rhonda saved the day with a last minute service. She solved problems (getting in to our place) and went above and beyond to care for our two pups. We are very grateful for her flexibility and good care. Will definitely ask for her again!

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Sitter Profile Image: Laura G.
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Sitter Profile Image: Laura G.
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14. Laura G.

Professional Dog's best Friend
Whitefish Bay, WI, 53217
1.0 mi. away
Drop-In Visits, Dog Walking
3 reviews
from
$15
per visit

Laura is an animal-lover through and through. She has taken great care of our elderly pup on multiple occasions. Each time we were provided with pictures and many updates. Couldn’t recommend her more!

Confirmed availability: Juneteenth
Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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15. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
9 repeat clients
from
$17
per visit
Profile image

Kathryn did a great job with my cats and went above and beyond when my flights got delayed, coming back for additional visits beyond our originally scheduled time frame.

Confirmed availability: Juneteenth
Sitter Profile Image: Tressa F.
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Sitter Profile Image: Tressa F.
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16. Tressa F.

Star Sitter
An avid pet lover and owner💕
Shorewood, WI, 53211
1.3 mi. away
Drop-In Visits
5.0 out of 5 stars
26 reviews
5 repeat clients
from
$13
per visit
Profile image

Tressa cared for my elderly rabbit over a weekend. She gave him his arthritis medications and provided informative notes about how things were going as well as photos.

Confirmed availability: Juneteenth
Sitter Profile Image: Catcher S.
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Sitter Profile Image: Catcher S.
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17. Catcher S.

I love any and all animals!
Shorewood, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$16
per visit

Catcher is mature, responsible and empathetic. She's a no-brainer when it comes to caring for animals. She has a great personality, and a great energy.

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Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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18. Ryan T.

Work from home Dog Father
Milwaukee, WI, 53217
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
25 reviews
5 repeat clients
from
$20
per visit

Ryan did a fabulous job. My pets were so happy there—from his pics and vids—that they looked like they had found a second home. He watched our two dogs and a cat. He communicated well, was obviously very experienced, and knew how to make our three pets happy. We were gone for over twenty days, and for once, weren’t worried about how our pets were handling our absence. What a great experience they had!

Confirmed availability: Juneteenth
Sitter Profile Image: Jacko S.
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Sitter Profile Image: Jacko S.
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19. Jacko S.

Friendly, gentle, kind, assertive.
Whitefish Bay, WI, 53211
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$19
per visit

Looking for a pet sitter, I have one for you! UW Madison, Student(Junior) (2021, WFB Grad) Whitefish Bay & Northshore *Jack is the ideal pet sitter! He’s reliable, intuitive, & always has taken extra great care for our very active dog! Jack has taken her for long walks as well as long runs too. You can tell by the excitement from our pet that Jack is the one she wants to be around!

Confirmed availability: Juneteenth
Sitter Profile Image: Jessica F.
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Sitter Profile Image: Jessica F.
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20. Jessica F.

Work from home dog mom :)
Shorewood, WI, 53211
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$30
per visit
Profile image

Thank you for taking such great care of our pups Jessica! We appreciate you coming to help out on a busy day!

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

Rover also offers other services in Estabrook Park:

Dog owners in Estabrook Park, 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 Estabrook Park.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Estabrook Park pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Estabrook Park, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Estabrook Park pet sitters and avoid the kennel.

Drop-In Visits