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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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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1. Anna S.

I am an animal lover of all kinds!
Fox Point, WI, 53217
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$25
per visit

Anna was responsible and great with my dog! She consistently provided updates and photos, which were reassuring. I would highly recommend Anna, and I will definitely use her in the future!

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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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2. 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
45 reviews
20 repeat clients
from
$20
per visit

Little Miss Oaks get so excited when Carole comes over and it just melts my heart! I’m so happy to have found someone who loves my little just as much as I do.

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3. 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
98 reviews
33 repeat clients
from
$20
per visit

She was great and got along, so well, with Blue. Sent all the pictures and all the updates. And gave awesome feed back. Will be using Jessica again

Confirmed availability: Memorial Day Weekend
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
37 reviews
19 repeat clients
from
$20
per visit

Emily was so great with my kittens!

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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
2.9 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
3 repeat clients
from
$14
per visit

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: Melissa M.
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Sitter Profile Image: Melissa M.
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6. 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
59 reviews
17 repeat clients
from
$19
per visit

Melissa was wonderful with our boys. She was patient with how long our one guy takes to warm up to new people. They got lots of love, brushings, and walks. Melissa also looked out for their safety and wellbeing by introducing us to a different kind of harness that kept them walking safer and calmer. She also left their dishes cleaner than when she arrived.

Confirmed availability: Memorial Day Weekend
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
37 reviews
12 repeat clients
from
$25
per visit

Kayleigh did a great job taking care of my cat while I was out of town. She made such an effort with her, and I was happy to see that kitty had definitely made a new friend!

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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8. 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
62 reviews
20 repeat clients
from
$23
per visit

This is the second time Kim has taken care of our pups - it won't be the last!! She is super quick to respond, very easy to work with, and the dogs love her!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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9. 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
20 reviews
11 repeat clients
from
$20
per visit

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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10. 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
29 reviews
7 repeat clients
from
$22
per visit

Marilia was communicative and accommodating for a last minute drop in request. She was on time, took plenty of photos and followed instructions perfectly. I knew my pup was in great hands and will absolutely book again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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11. 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
16 reviews
7 repeat clients
from
$17
per visit

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: Memorial Day Weekend
Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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12. 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
57 reviews
20 repeat clients
from
$18
per visit

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: Memorial Day Weekend
Sitter Profile Image: Casey R.
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Sitter Profile Image: Casey R.
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13. 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
24 reviews
8 repeat clients
from
$15
per visit

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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14. 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
87 reviews
41 repeat clients
from
$15
per visit

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!

Sitter Profile Image: Alec B.
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Sitter Profile Image: Alec B.
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15. 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
9 reviews
2 repeat clients
from
$16
per visit

Alec and his family have been our neighbors for many years. He has always been an enthusiastic and sincere person in all that he does. He has watched our dogs on more that one occasion and is always very good and taking care of them. I highly recommend Alec for this position!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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16. 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
188 reviews
77 repeat clients
from
$25
per visit

We have never used a service like this before and were apprehensive but Travis was excellent with our pups!! He sent us photos and was a pleasure to work with. Will def be asking for his services again!!

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Sitter Profile Image: Liza T.
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Sitter Profile Image: Liza T.
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17. Liza T.

Animals are my LIFE!
Riverwest, Milwaukee, WI, 53212
1.4 mi. away
Drop-In Visits, Dog Walking
7 reviews
from
$15
per visit

Whenever I go out of town, Liza always watches my pets. I can't think of someone I'd trust more with caring for my pets outside of my immediate family. She has a huge heart and literally every animal I've ever seen her interact with loves her. On top of being a great caregiver to animals, she's also a wonderful person and super easy to work with. If you're looking for someone special to take care of your pets, look no further.

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Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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18. Payton R.

making tails wag one walk at a time
Milwaukee, WI, 53211
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$20
per visit

Finding caregivers for your pet - especially a new puppy - can be stressful and worrisome but we were very happy with Payton! She was timely and instantly bonded with "Poppie" providing us a carefree evening out! I would (and will) contact her again in the future to care for our loved one. Terri

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Sitter Profile Image: Kasey W.
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Sitter Profile Image: Kasey W.
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19. Kasey W.

Animal Lover, Vet Assistant
Shorewood, WI, 53211
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$18
per visit

Kasey is amazing! She kept in touch with us throughout our trip and was always on time. She has great knowledge and love for dogs. Highly recommend her!

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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
9 reviews
4 repeat clients
from
$25
per visit

Jessica was wonderful and we will definitely use her again.

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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