Pet Sitting & Drop Ins in Williamsburg, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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

Search Results

Confirmed availability: Memorial Day
Alicia S.
1.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alicia was so friendly and great with my puppy at our meet and greet. She did an awesome job with drop ins, kept me up to date with texts and pictures, and left… (more)

from
$22
per visit
Calendar Recently Updated
McKenzie P.
Always saying hi to your animal 1stRiverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking

Took great care of my cat while I was away! McKenzie was amazing - very grateful to have found her here :) (more)

from
$15
per visit
Calendar Recently Updated
Dominique L.
Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique was very responsive to messages and worked me in very last minute. She did a great job with my 14-week-old puppy and kept me up to date throughout the… (more)

from
$18
per visit
Confirmed availability: Memorial Day
Kelsey H.
4.
Work from home dog lover!Glendale, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I cannot recommend Kelsey H enough when it comes to dogs! I had a very hyper-loving dog who absolutely loved Kelsey sometimes over me. Working a full-time job o… (more)

from
$14
per visit
Confirmed availability: Memorial Day
Marina M.
5.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Marina did Amazing!! She played with Luna for a bit and fed her a little! She took her out to potty and brought her back in! Luna loved her! We will definetly h… (more)

from
$26
per visit
Confirmed availability: Memorial Day
6.
Lend me your pets!Estabrook Park, Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: I’ve owned cats and dogs all my life. I volunteered on and off at the humane society and non-profit shelters. I can clean cages/kennels/litter box a… (more)

from
$12
per visit
Calendar Recently Updated
7.
Your Dog's New Best FriendLower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Margot loves dogs (and all animals) and is the first person to point out a dog she saw walking past her or talk about a dog she saw on a walk the other day. Whi… (more)

from
$20
per visit
Calendar Recently Updated
Not a tail that’s not waggingRiverwest, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jess has been around dogs her whole life and has always loved them. It does not matter what kind of dog it is, as soon as that pooch enters the room, Jess light… (more)

from
$14
per visit
Calendar Recently Updated
9.
Lifelong dog owner and fanatic ❤️Shorewood, WI, 53211
Drop-In Visits, Dog Walking
2 repeat clients
15 years of experience

About: I’ve grown up with dogs my entire life and cared for many, including some with special needs such as blindness and hearing disabilities. I’ve also be… (more)

from
$16
per visit
Confirmed availability: Memorial Day
10.
Happiness is with your furry friendMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits

Chloe is an extremely caring person and has always loved pets. Even as a young child when she was bitten by a unruly dog at a school friends house it didn't af… (more)

from
$15
per visit
Calendar Recently Updated
Pawsome service with a smile.Shorewood, WI, 53211
Drop-In Visits, Dog Walking

Rita has sat for Bekky on several occasions and has provided walks , baths,play time,grooming and feeding. She gets along with Bekky very well, and they have a … (more)

from
$16
per visit
12.
Speech therapist who loves animals!Murray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Callen is wonderful! She responded to my booking request quickly and was on time for her drop-in visits. My brave cat just adored Callen and all the pets she go… (more)

from
$10
per visit
Confirmed availability: Memorial Day
I’m responsible caring efficientRufus King, Milwaukee, WI, 53209
House Sitting, Drop-In Visits, Dog Walking

Kamarione is a well round efficient person who makes sure your pets needs will be taken care of she’s token care of her dogs and as well as other peoples pets f… (more)

from
$13
per visit
B&C Pet ServicesHarambee, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Bella and Christopher have years of experience loving and caring for pets of all sizes. We have one beautiful dog of our own (Oso the hound) and sinc… (more)

from
$20
per visit
Confirmed availability: Memorial Day
15.
I can't wait to meet your dog!Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

We were so glad to have Missy take care of our dogs while we were away. She was great with communication and everything went exactly as planned. We look forward… (more)

from
$18
per visit
Calendar Recently Updated
16.
Professional/trustworthy pet sitterUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Sheila for many years. She is a very responsible and kind individual that loves animals, my dog adores her and so do we! I often have her do over … (more)

from
$20
per visit
Calendar Recently Updated
17.
Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Colleen was awesome. She worked very close with us to time her visit appropriately. She followed up with very good feedback and some nice pictures. This was t… (more)

from
$20
per visit
18.
Pet loving flexible college studentUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Grew up with 5 dogs, I dealt with illnesses and helped take care of them when ill. Love any age and type of dog. Will bath pet if needed or asked. Ca… (more)

from
$12
per visit
Confirmed availability: Memorial Day
19.
Rio 
Verified Background Check
caring & reliable sitterRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Rio was the best. Had some great times with my sweet pup and really came through on short notice to help me with a last minute trip. Highly recommended, would b… (more)

from
$15
per visit
Confirmed availability: Memorial Day
20.
Loving sitter, enthusiastic walkerRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jessica’s interest in taking care of, and indeed becoming friends with, all animals is extraordinary. I know cats and dogs have the ability to sense human emoti… (more)

from
$15
per visit

Dog lovers in Williamsburg, Milwaukee, WI love pet sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters on Rover in 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.

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 Williamsburg 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 Williamsburg, 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.

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 Williamsburg, 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: