Pet Sitting & Drop Ins In Upper East Side 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

Calendar Recently Updated
Sitter Profile Image: Isaiah B.
Sitter Profile Image: Isaiah B.
1.
I Will Love Your Pets Like My Own
Murray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Isaiah was a great communicator and made our doggo very happy while we were gone. Would recommend! (more)

from

$16

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jessica Z.
Sitter Profile Image: Jessica Z.
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Can't thank Jessica enough for all her help! She was quick with her responses and took great care for my cat while I was away! Thank so much Jessica! (more)

from

$18

per visit
Calendar Recently Updated
Sitter Profile Image: Olivia G.
Sitter Profile Image: Olivia G.
3.
I will love your pet like my own :)
Yankee Hill, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking

Olivia was wonderful with my two cats! Very friendly and accommodating. They loved her and I would definitely book her again or recommend her for other rover us… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jo Ann D.
Sitter Profile Image: Jo Ann D.
4.
Walking Distance to Lake Park
Northpoint, Milwaukee, WI, 53202
Boarding, Drop-In Visits, Doggy Day Care

Jo Ann is easy to work with and provides great care to your pet. She clearly loves animals and does a great job of giving update so you know your fur baby is g… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Emily Z.
Sitter Profile Image: Emily Z.
5.
Help me help you help your pet
Milwaukee, WI, 53211
Drop-In Visits, Dog Walking

Emily did a great job and always sent me such cute pictures! I will definitely be requesting her services again. (more)

from

$14

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Rich B.
Sitter Profile Image: Rich B.
6.
Calming and Caring Pet Provider
Riverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking

Richardson is one of the most reliable and responsible people I know. From fish and reptiles to dogs and cats, I know that I can depend on Richardson to provide… (more)

from

$14

per visit
Calendar Recently Updated
Sitter Profile Image: Karsyn R.
Sitter Profile Image: Karsyn R.
7.
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Great communication and takes good care of our dog during drop-ins. Follows instructions for taking our dog out, and engages with our dog for fun playtime and t… (more)

from

$18

per visit
Calendar Recently Updated
Sitter Profile Image: Duncan T.
Sitter Profile Image: Duncan T.
8.
Friend to Dogs & Cats in Riverwest!
Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

You were so wonderful and having you come walk and hang with Hammy was incredibly helpful. Lots of communication and updates, and took the time to learn about m… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Megan R.
Sitter Profile Image: Megan R.
9.
Friendly and Reliable Animal Lover
Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Megan was super reliable and even came by to grab the key to my building before I left for my trip! She sent the cutest pictures of my cat and let me know how i… (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Becky R.
Sitter Profile Image: Becky R.
10.
Rain or shine, let's run (or walk)!
Fox Point, WI, 53217
Boarding, Drop-In Visits, Dog Walking

This was our first time using Rover. We would definitely have Becky take care of our cats again. She did a wonderful job of communicating with us and took great… (more)

from

$25

per visit
Sitter Profile Image: Suzi A.
Sitter Profile Image: Suzi A.
11.
Caring, safe & dependable pet care!
Fox Point, WI, 53217
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Suzi was great. Jumped in at the last minute when another sitter canceled. Daily updates were personable and detailed. Bogey was a happy camper when I returned.… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Kasey W.
Sitter Profile Image: Kasey W.
12.
Animal Lover, Vet Assistant
Shorewood, WI, 53211
Drop-In Visits, Dog Walking

Kasey is an incredibly knowledgeable and kind pet caregiver. She works at a veterinarian clinic and I feel so safe and confident while she’s watching my dog. Sh… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Taylor B.
Sitter Profile Image: Taylor B.
13.
Dog lover with no dogs of my own
Juneau Town, Milwaukee, WI, 53151
Boarding, House Sitting, Drop-In Visits, Dog Walking

Taylor has watched my 3 min pins frequently. She is attentive to their needs and treated them like they were her own! She exercised them often and sent the cute… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Morgan C.
Sitter Profile Image: Morgan C.
14.
Loves all kinds of fur babies!
Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Morgan is great and my dogs love her. Thank you Morgan! (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Marissa M.
Sitter Profile Image: Marissa M.
15.
Experienced MKE Pet Sitter ❤️
Riverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking

Marissa did a good job watching them for a few days when we left town to get married. She provided us with both notes and photos of the cats and made an effort … (more)

from

$19

per visit
Calendar Recently Updated
Sitter Profile Image: Lauren & Derek G.
Sitter Profile Image: Lauren & Derek G.
Must Love Dogs
Lower East Side, Milwaukee, WI, 53202
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Thank you for bringing so patient with our Georgie🐾 (more)

from

$16

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Liana W.
Sitter Profile Image: Liana W.
17.
Experienced dog walker and sitter
Shorewood, WI, 53211
Drop-In Visits, Dog Walking

About: I have been a walker and sitter for clients full-time for since August. The dogs I care for range from a young puppy (5 months) to a spry senior (12 … (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Megan W.
Sitter Profile Image: Megan W.
18.
Your friendly neighborhood vet tech
Cambridge Heights, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Megan is the first non family member we trusted with our dog and our cat and they went above and beyond! They sent us pictures and updates while we were on vaca… (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Liz P.
Sitter Profile Image: Liz P.
19.
Liz 
Verified Enhanced Background Check
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have taken care of many different types of dogs and cats over the last three years. I love animals, and am well versed in pet care needs such as wa… (more)

from

$14

per visit
Sitter Profile Image: Calli O.
Sitter Profile Image: Calli O.
20.
Experienced handler and expert care
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Calli was amazing during her many drop in visits with our two rescues pups while we were out of town! She was patient and knowledgeable about dog behavior, whic… (more)

from

$20

per visit

Dog lovers in Upper East Side Milwaukee, WI love pet sitters on Rover.com. Over 08 pet owners have reviewed pet sitters on Rover in Upper East Side, Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

Rover.com is the simple, savvy way to find and book Upper East Side 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 Upper East Side 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 Upper East Side Milwaukee, 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