Pet Sitting & Drop Ins in Graceland, 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

Always on time and awesome! (more)

from

$16

per visit
Calendar Recently Updated
Sitter Profile Image: Nycole T.
Sitter Profile Image: Nycole T.
2.
Happy paws, happy life!
Menomonee Falls, WI, 53051
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kole did an outstanding job and went above and beyond to get our Nora to warm up to her, trust her, and genuinely have fun with her. I could absolutely tell how… (more)

from

$20

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

Jessica took great care of Rocco! She sent me updates with great pictures assuring me that he was doing fine and being well taken care of. I will definitely ask… (more)

from

$18

per visit
Sitter Profile Image: Suzi A.
Sitter Profile Image: Suzi A.
4.
Caring, safe & dependable pet care!
Fox Point, WI, 53217
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Having just relocated to a new city, I wasn't hopeful when I had to find a last-minute pet sitter, but Suzi came through, and I am so grateful! Not only did she… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Becky R.
Sitter Profile Image: Becky R.
5.
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
Calendar Recently Updated
Sitter Profile Image: Olivia O.
Sitter Profile Image: Olivia O.
6.
Photographer
Milwaukee, WI, 53225
House Sitting, Drop-In Visits

Olivia was so great - professional, trustworthy, reliable and great with communication. I would highly recommend her! (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Megan R.
Sitter Profile Image: Megan R.
7.
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
Calendar Recently Updated
Sitter Profile Image: Daniel F.
Sitter Profile Image: Daniel F.
8.
Happy to visit furry best friends
Fox Point, WI, 53217
Drop-In Visits, Dog Walking

Daniel took great care of our fur baby! It was so nice to get pictures and a video during his visits and it was really nice that he even stayed a bit longer for… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Drew G.
Sitter Profile Image: Drew G.
9.
Flexible Weekday Walks and At Home
Milwaukee, WI, 53209
Drop-In Visits, Dog Walking

Drew is a caring and responsible pet owner and pet caregiver. My pet is always excited to see him. I highly recommend him to care for your pets. (more)

from

$14

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Elizabeth M.
Sitter Profile Image: Elizabeth M.
Dietitian by day Animal lover 24/7!
Fox Point, WI, 53217
Drop-In Visits, Dog Walking

Elizabeth, not being only my sister, is an excellent caretaker of pets, with over fifteen years experience of taking care of both elderly cats, and cats with me… (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Glenda H.
Sitter Profile Image: Glenda H.
11.
Help me get in better shape!
Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking

I have a bunny and asked her to come over to check up on him. She sent me updates on him every day I was gone! She did a wonderful job! (more)

from

$17

per visit
Calendar Recently Updated
Sitter Profile Image: Becca O.
Sitter Profile Image: Becca O.
12.
Nurse who Loves Pets 💕
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking

This was my first time booking with Becca, and I definitely plan to book with her again! She sent so many pictures during the visit and was quick to respond whe… (more)

from

$20

per visit
Sitter Profile Image: Rhonda G.
Sitter Profile Image: Rhonda G.
13.
Love to walk and cuddle.
Whitefish Bay, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Thank you Rhonda and sorry for all of the inconvenience! (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Kelley F.
Sitter Profile Image: Kelley F.
14.
Dog Lover Seeks Dogs To Love :)
Fox Point, WI, 53217
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kelley was awesome! She took great care of our dogs - an active 4-year old and a puppy. She was very communicative and flexible with plans. I will definitely ca… (more)

from

$30

per visit
Calendar Recently Updated
Sitter Profile Image: Libby B.
Sitter Profile Image: Libby B.
15.
friendly and flexible pet-sitter
River Hills, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

I would highly recommend Libby Buening to take care of any pets. She is punctual, trustworthy, hard working and very reliable. She even watched my 90 year old m… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Cassie & Ben O.
Sitter Profile Image: Cassie & Ben O.
Animal Loving Full Time Pet Sitter
Milwaukee, WI, 53224
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cassie was very good with our dogs. She came on time and handled one of our dogs with care and love. I have a dog that usually gives new people a hard time but … (more)

from

$23

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Becky R.
Sitter Profile Image: Becky R.
17.
Experienced Sitter in Glendale!!
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking

Becky is honestly the best. We have used a number of pet sitters from Rover and she was by far the most responsive, timely and caring of our babies! We have thr… (more)

from

$23

per visit
Sitter Profile Image: Nancy R.
Sitter Profile Image: Nancy R.
18.
Free belly rubs!
Glendale, WI, 53209
Boarding, Drop-In Visits, Dog Walking

Very accommodating and Millie loved Nancy!!! Definitely would book Nancy again. (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jeff G.
Sitter Profile Image: Jeff G.
19.
Care for dogs like they're children
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking

Jeff came through last minute for us. We planned an impromptu getaway so he made time to meet our dogs the day before we left. I was so rushed with things to do… (more)

from

$30

per visit
Calendar Recently Updated
Sitter Profile Image: Caitlin W.
Sitter Profile Image: Caitlin W.
20.
Work from home pet enthusiast!
Glendale, WI, 53209
Drop-In Visits, Dog Walking

I have known Caitlin for a long time, and you will not find a kinder, more loving and all around wonderful person! She is also the best dog and cat mom around! … (more)

from

$25

per visit

Dog lovers in Graceland, 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.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Graceland, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Graceland, Milwaukee who can provide the care your pet needs, when they need it.

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 Graceland, 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