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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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1.

Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
31 reviews
12 repeat clients
from
$16
per visit

Kathy is so nice and very attentive. She is definitely an animal person and will make sure your pets have everything they need. Great communication, and our pets seemed happy and relaxed when we returned. Definitely recommend!

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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2.

Kim S.

Never lived a day without a pet
Glendale, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
34 reviews
13 repeat clients
from
$20
per visit

Kim is prompt, communicative, and accommodating to our cats’ needs. Thank you, Kim, for providing peace of mind when we need to go out of town.

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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3.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
26 reviews
7 repeat clients
from
$16
per visit

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: Leandrea R.
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Sitter Profile Image: Leandrea R.
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4.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
84 reviews
32 repeat clients
from
$15
per visit

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: Rachel F.
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Sitter Profile Image: Rachel F.
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5.

Rachel F.

Crazy Cat Mom🐱
Wauwatosa, WI, 53213
Drop-In Visits
5.0
50 reviews
17 repeat clients
from
$20
per visit

Rachel was fantastic! This was our first time using Rover and we could not be more happy with the experience. Would definitely recommend Rachel to others.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Elle H.
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Sitter Profile Image: Elle H.
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6.

Elle H.

I am a caring and kind animal lover
Milwaukee, WI, 53206
Drop-In Visits, Dog Walking
1 review
from
$30
per visit

Elle is safe and caring with all pets not just dogs! She has been around dogs all of her life and has taken care of my dogs when I have been on vacation. She is amazing with knowing the ropes on how to care for a dog. She is respectful, friendly, and always makes sure she gets everything done when caring for the dogs. Elle is an amazing, trustworthy and heartwarming person and she would be a great fit to walk your dogs! You won’t be disappointed:)

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Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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7.

Anna L.

Attentive & Caring - ♥️ Senior Pets
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
54 reviews
18 repeat clients
from
$20
per visit

Anna was absolutely amazing! She took great care of my cat maisel always sending pictures and a little blurb about how she was doing. It made me feel so much better being away to know she was being well taken care of. Anna was also super flexible and helped me figure out how to use Rover, I was using the browser at first which was causing all sorts of problems but Anna knew what I was trying to do and got it all sorted out. I cannot recommend Anna enough!

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Sitter Profile Image: Greg B.
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Sitter Profile Image: Greg B.
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8.

Greg B.

Around Here Cats Is King
Milwaukee, WI, 53216
Drop-In Visits
5.0
3 reviews
from
$14
per visit

Greg was the perfect person to take care of my 3 cats while I was gone for the holiday! He communicated well and sent plenty of pictures. He definitely eased my anxiety about using Rover for the first time.

Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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9.

Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
17 reviews
2 repeat clients
from
$15
per visit

❤️❤️❤️

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Sitter Profile Image: Kevin F.
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Sitter Profile Image: Kevin F.
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10.

Kevin F.

Rover 101
I’d swipe right on your dog
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
21 reviews
11 repeat clients
from
$17
per visit

Our dog loves Kevin! He takes excellent care of her and always makes sure she’s well excised, has plenty of water and is safe and sound when he leaves. Would recommend Kevin to our family and friends for pet care!

Sitter Profile Image: Julie N.
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Sitter Profile Image: Julie N.
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11.

Julie N.

Large fenced yard and a 1yr old lab
Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
73 reviews
32 repeat clients
from
$16
per visit

Julie was so great with my pup. My dog has chronic pain from cancer and she was able to meet her special and delicate needs. Thank you Julie.

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Sitter Profile Image: Lou H.
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Sitter Profile Image: Lou H.
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12.

Lou H.

I’m a long time dog lover!
Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
28 reviews
3 repeat clients
from
$14
per visit

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!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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13.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
17 reviews
2 repeat clients
from
$25
per visit

Our 4 year old Australian Shepherd who often ignores strangers, absolutely adores Cindy, and she manages his rough and tumble ways with experience and kindness. She innately knows just what he needs, and how to anticipate issues with a gentle yet firm word. I've also witnessed Cindy take care of small dogs with vision issues (one of her own dogs is blind and deaf and elderly) and those with other irreparable injuries, and all have been lovingly taken care of. Oh and did I mention that she has a cat that will go on walks with her and her own dogs? I swear she's an animal whisperer...

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Sitter Profile Image: Lisa L.
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Sitter Profile Image: Lisa L.
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14.

Lisa L.

Lots of puppy love in this house!
Wauwatosa, WI, 53213
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
4 repeat clients
from
$20
per visit

About: I grew up with puppies and all kinds of animals. My father is a man who just loves all animals. We recently got a Golden Doodle puppy after I bought my home this summer. I have 2 golden doodles and just love them to pieces I have been pet sitting for family and friends when they needed the last couple years. I would care for your fur baby and love them as much as we have love our own. My back yard is fenced in and i do have a large back yard. All outside activities are supervised. I work from home so can accommodate most routines that are needed with some grace. There are times I may need to leave and run errands or appointments but the pups will never be home alone too long. I can do doggy day care for the most part until 5pm (later would be on occasion with prior approval). I have 2 friendly dogs and a fenced in yard so to keep your puppy safe. I can also crate if needed. I have a teenage daughter that also helps and plays too!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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15.

Travis H.

Rover 101
Love & Exercise for your dog or cat
Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking
5.0
179 reviews
72 repeat clients
from
$25
per visit

Travis was fantastic!! He helped me out with a few drop in visits with my cat over the weekend and had such a calming presence where my cat instantly felt comfortable with him. It's clear Travis is very experienced with cats, and he also followed all of my feeding and care tips/instructions perfectly. Would highly recommend Travis to anyone who needs a cat sitter - you will not be disappointed!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Crystal A.
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Sitter Profile Image: Crystal A.
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16.

Crystal A.

Fire fighter who loves doggos 😊😊
Enderis Park, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
1 repeat client
from
$18
per visit

Crystal is a very hard working woman and a wonderful dog mom to Zoey, a beautiful black lab that I've had the pleasure to care for for a few years! Zoey is so lucky to have crystal as her mom! Crystal puts her first and treats her like her child, as it should be! As hard as crystal works, she still gives Zoey all of her attention and makes sure Zoey is living her best life!

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Sitter Profile Image: Alexa G.
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Sitter Profile Image: Alexa G.
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17.

Alexa G.

Experienced dog lover
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$20
per visit

Alexa is the ultimate dog whisperer! Her dog-loving vibes are off the charts, and it's like she speaks their language. If you're looking for someone who's as passionate as you are about your fur-babies, Alexa's your go-to. Trustworthy and pawsitively awesome! 🐾👏

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Charlotte M.
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Sitter Profile Image: Charlotte M.
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18.

Charlotte M.

Pets > people :)
Milwaukee, WI, 53210
Drop-In Visits, Dog Walking
5.0
12 reviews
3 repeat clients
from
$19
per visit

Charlotte is an important part of my pets life. Whether she is spending time on a long walk or just playing with them in the yard, they thoroughly enjoy every minute they spend with her. Charlotte is the first person I call when I am unable to spend quality time with my pets.

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Sitter Profile Image: Aly L.
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Sitter Profile Image: Aly L.
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19.

Aly L.

Warning! Pets are spoiled here!
Washington Heights, Milwaukee, WI, 53208
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
24 reviews
9 repeat clients
from
$20
per visit

Ally was super friendly & easy to work with, very thorough communication and made us feel at ease. We will use her for ALL of our needs. Highly recommend.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kaitlin G.
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Sitter Profile Image: Kaitlin G.
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20.

Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
17 reviews
2 repeat clients
from
$19
per visit

Thank you for taking care of our kitties! We felt super safe leaving them with Kaitlin over the long weekend and would definitely hire again.

Search Map

Dog owners in Uptown, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1,089 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Uptown, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

Drop-In Visits