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.

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

McKenzie is very responsive, will provide funny updates and photos, provide great medical care, and let you know if any supplies are low. Thank you so much, McK… (more)

from
$15
per visit
Calendar Recently Updated
Rachel F.
3.
Crazy Cat Mom🐱Wauwatosa, WI, 53210
Drop-In Visits

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. (more)

from
$16
per visit
Calendar Recently Updated
Jen G.
4.
Jen 
Verified Background Check
Experienced Dog & Cat Lover ❤️Menomonee Falls, WI, 53051
Drop-In Visits, Dog Walking

Jen did a fabulous job with our dogs! She showed up on time, sent us pictures and spent lots of time with them. They got plenty of play time with her and she … (more)

from
$19
per visit
Confirmed availability: Memorial Day
Kennedy F.
I’m trying to save up for collegeMilwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking

I’ve always known Kennedy to be a hardworking individual who is great with pets. She’s been very sweet to my dog and always check up on him. (more)

from
$13
per visit
Calendar Recently Updated
6.
Safety and fun is my top priority!Thurston Woods, Milwaukee, WI, 53209
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Aubrey is a great pet owner to her cat Olly, but I’ve seen her with dogs like her mothers yellow lab. Aubrey treats any pet as her own and has a big heart. I wo… (more)

from
$15
per visit
Calendar Recently Updated
7.
Accommodating, responsible, lovingKops Park, MILWAUKEE, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Sara has been very helpful in performing drop-ins for my dog. Her care and compassion and love for Molly are so very much appreciated. While at work, I feel v… (more)

from
$17
per visit
Confirmed availability: Memorial Day
Caring and skilled and loves pets!Enderis Park, Milwaukee, WI, 53210
Dog Boarding, Drop-In Visits, Dog Walking

Courtney was a great communicator and very responsive. Our kitties are skittish and hide when anyone comes around so Courtney took photos of the empty food bowl… (more)

from
$18
per visit
Confirmed availability: Memorial Day
9.
Jan 
Verified Background Check
I am a pet lover; home full timeWhitefish Bay, WI, 53217
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jan was fantastic! She was a pleasure to work with and so sweet with Poppy. We felt so comfortable having her spend time with Poppy. Jan sent great updates and … (more)

from
$25
per visit
Confirmed availability: Memorial Day
10.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy was great with Odin. She came by and met him. When there was a key snafu, she kept checking to see if the door had been unlocked yet. We really felt Cind… (more)

from
$18
per visit
Confirmed availability: Memorial Day
11.
Lend me your pets!Estabrook Park, Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
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
Confirmed availability: Memorial Day
12.
Loving all Fur babies ❤️🐶 🐱 🐹Bradley Estates, Milwaukee, WI, 53223
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I love working with Olga B she took exceptional care of my Puppy. Olga is very compassionate about what she does . Olga spends a lot of time getting to know my … (more)

from
$14
per visit
Confirmed availability: Memorial Day
13.
Your pets are in good paws with us.Silver Spring, Milwaukee, WI, 53218
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Fonshe is a great pet sitter. She dog sit my Chloe for me and my Chloe loved her. They got along great! Your going to fall in love with her, she’s the best!! (more)

from
$25
per visit
Calendar Recently Updated
14.
Excellent with all animals!Milwaukee, WI, 53218
Drop-In Visits, Dog Walking

Peter is great with both his own dogs and mine. My dog, who tends to growl at people who come to our house, gets excited when Peter walks in the door. My dog wi… (more)

from
$20
per visit
15.
I'll treat them as my own.Glendale, WI, 53217
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kaylee was great! Tchotchke loves her. She did a drop-in with him on a Saturday because I work all day. I was able to see when she arrived, and when she left. A… (more)

from
$15
per visit
16.
Walkin' Rover all over....Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking

Becky was perfect as usual. I never have any concerns leaving my 3 dogs in her care. She provides thorough reports and pictures with each visit. We always en… (more)

from
$20
per visit
Confirmed availability: Memorial Day
17.
Teacher-open evenings/weekendsGlendale, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Very kind and respectful to my dog, house, and property. Easy to work with. (more)

from
$20
per visit
Calendar Recently Updated
A Wholehearted Animal Lover!Grasslyn Manor, Milwaukee, WI, 53216
Drop-In Visits, Dog Walking
22 years of experience

About: I have had pets my whole life, mostly dogs but also hamsters and other little fury friends. I also worked with horses for over two decades. I am happ… (more)

from
$25
per visit
Confirmed availability: Memorial Day
19.
Caring, Reliable, Animal LoverGlendale, WI, 53209
Drop-In Visits

I’ve known Lisa for 15yrs as a friend and keeps my dog from time to time. She is so loving toward animals. When she deals with them, it is like she is dealing w… (more)

from
$25
per visit
Confirmed availability: Memorial Day
20.
Your pets are my first priorityHampton Heights, Milwaukee, WI, 53218
House Sitting, Drop-In Visits, Dog Walking

About: I have been taking care of dogs my whole life. My uncle owns a kennel and I’ve helped out there as long as I can remember, so I got to meet dogs from… (more)

from
$16
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.

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