Pet Sitting & Drop Ins in Roosevelt Grove, 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.
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Jenni K.
1.
Professional Tummy Rubber & CuddlerWashington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Jenni was our first Rover, as we needed someone to watch our 10 year old pitbull mix while we got married. Jenni came over prior to watching Goon to introduce h… (more)

from
$17
per visit
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Shelby S.
2.
Your dog needs a vacation too! 🐶Washington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Shelby's help during a particularly strenuous week for myself was a God send. She was available on short notice, and was able to come and walk my senior dogs a… (more)

from
$15
per visit
Kendall D.
Puppy parties welcome!!Upper East Side, milwaukee, WI, 53211
Dog Boarding, Drop-In Visits, Dog Walking

Kobe has been in the care of Kobe for a couple of weeks now. Kendall is great with him! No problems so far. I was nervous about leaving him once I went back to … (more)

from
$16
per visit
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Brittni H.
All Breeds WelcomeBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Brittni for a long time and she has always shown a love for caring for dogs. She has had many dogs of her own in the past and they have always been… (more)

from
$18
per visit
Shannon M.
Kitty & Doggie SittingShorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Shannon was amazing!! She left the best rover cards that made me feel really comfortable that my cat, Maya, was well taken care of & Maya was always happy to se… (more)

from
$14
per visit
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6.
Cat mom and dog lover!Wauwatosa, WI, 53210
Drop-In Visits, Dog Walking

Rachel was an amazing sitter for my cat Lily. She was quick to respond, a great communicator, and made sure to send lots of photos. I would highly recommend her… (more)

from
$13
per visit
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7.
Jen 
Verified Background Check
Unoffended by slobber & muddy pawsEnderis Park, Milwaukee, WI, 53210
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have experience caring for dogs and cats with complicated medical issues, sensitive diets and post-surgical recovery. I've spent my professional l… (more)

from
$20
per visit
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Your Neighborhood Pet FriendCambridge Heights, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

About: Hello! I’m Heather and for the entirety of my life I have taken care of and raised dogs. I was and always have been an animal lover, taking care of a… (more)

from
$13
per visit
Confirmed availability: Memorial day
9.
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
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10.
Your Best Friend’s New Best FriendRiverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi! My name is Raquel. I have a lot of background handling and caring for animals. I worked at a vet clinic that did boarding, so I have experience c… (more)

from
$13
per visit
Confirmed availability: Memorial day
11.
Happy to visit furry best friendsMilwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

About: Looking forward to meeting your dog and cat best friends! I had a dog my entire childhood and now have a very spoiled rescue cat. I have been a relia… (more)

from
$14
per visit
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12.
Ella's Pet CareWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Ella was absolutely fabulous! I reached out to her very last minute because we had to go out of town for a funeral and she responded very quickly. We were even … (more)

from
$20
per visit
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13.
Dog walking with a smile!Avenues West, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking

Nicole is amazing! She is incredibly kind and caring. Nicole was patient with my elderly dog and understands his needs! Charlie was worn out after his walk, but… (more)

from
$25
per visit
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14.
Home full time, LOVE dogs!!!Glendale, WI, 53209
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I am a dog lover! There has never been a time that I have not had a dog. I would love to take care of your dog. You can enjoy your time away and rest… (more)

from
$25
per visit
15.
Experienced dog & cat sitterMiller Valley, MILWAUKEE, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Our experience with Lori has been great! She's super flexible, which is a must for us, and she always makes sure to send us great pics and notes of her visit wi… (more)

from
$21
per visit
Confirmed availability: Memorial day
16.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We have never used a service like this before and were apprehensive but Travis was excellent with our pups!! He sent us photos and was a pleasure to work with. … (more)

from
$20
per visit
Confirmed availability: Memorial day
17.
Dog care/training! Fenced yard!Enderis Park, Milwaukee, WI, 53210
Dog Boarding, Drop-In Visits

Elsa is a Godsend! She arrived on schedule and did everthing to make. Frosti feel comfortable while I was away. She was friendly and professional and genuinely … (more)

from
$15
per visit
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18.
I’d swipe right on your dogWauwatosa, WI, 53213
Drop-In Visits, Dog Walking

I’ve known Kevin for 10+ years and he is the ultimate animal lover. He will take care of your pet as if it was his own. He also has a lot of experience fosteri… (more)

from
$12
per visit
19.
Responsible, energetic dog-lover!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alyssa is an outstanding pet sitter! She took amazing care of our Sophie and took her on lots of adventures. We were out of town and not only was our dog happy … (more)

from
$15
per visit
20.
25 year veteran of animal careGrasslyn Manor, Milwaukee, WI, 53216
Drop-In Visits, Dog Walking

Aimee is a kind loving person that loves all animals. She’s owned many animals including dogs. Some of these dogs even had disabilities that required special ca… (more)

from
$16
per visit

Rover also offers Pet Sitting & Drop Ins in:

When it comes to pet care and pet sitting, pet owners in Roosevelt Grove, Milwaukee, WI trust their pets 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. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Roosevelt Grove, 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 Roosevelt Grove, 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 pet sitter or dog walker. 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 Roosevelt Grove, 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: