Pet Sitting & Drop Ins in Florist Highlands, 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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Nycole T.
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Sitter Profile Image: Nycole T.
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1.

Nycole T.

Happy paws, happy life!
Menomonee Falls, WI, 53051
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
48 reviews
16 repeat clients
from
$20
per visit

Nycole has been dropping in mutliple times a week to let my pup Allie out for about a year. Shes always prompt, professional and most of all attentive. She has never missed a visit without giving me ample time to make other arrangements. Allie and I couldn't ask for a bettee dog sitter!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Baylee W.
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Sitter Profile Image: Baylee W.
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2.

Baylee W.

Let me care for your furry babies!
Germantown, WI, 53022
Drop-In Visits, Dog Walking
5.0
29 reviews
11 repeat clients
from
$20
per visit

We couldn’t have asked for a better pet sitter than Baylee. It was our first time using a sitting service and Baylee eased all of our worries and we knew as soon as we met her our pets were in good hands. She was flexible, communicative, and trust worthy. Our pets had a great time with her and I was able to rest easy knowing they were being taken care of.

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Sitter Profile Image: Rachel F.
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Sitter Profile Image: Rachel F.
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3.

Rachel F.

Crazy Cat Mom🐱
Wauwatosa, WI, 53213
Drop-In Visits
5.0
50 reviews
17 repeat clients
from
$20
per visit

Rachel did a great job with my cat! I was out of town for a few days and Rachel gave my kitty water, cleaned the litter box, and played with her. (An automatic feeder took care of the meals). I could tell from the pics Rachel sent that my cat enjoyed her time with Rachel. I’ll definitely use Rachel services in the future and I’d recommend her to anyone that needed some help with their pet.

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Sitter Profile Image: Jen G.
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Sitter Profile Image: Jen G.
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4.

Jen G.

Experienced Dog & Cat Lover ❤️
Menomonee Falls, WI, 53051
Drop-In Visits
5.0
59 reviews
22 repeat clients
from
$21
per visit

Jen is awesome. This was my second time booking with Jen and she took excellent care of my dog and cat. She took my dog for a long nature walk while I was away and sent lots of pictures. She is an animal lover and a reliable sitter. We will be booking with her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Liz H.
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Sitter Profile Image: Liz H.
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5.

Liz H.

Winter Availability 🐾❄️
Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking
5.0
93 reviews
41 repeat clients
from
$19
per visit

Liz watched my two cats while we were on vacation. They were super happy when we got home, and I know they were well taken care of! She is very responsive and send a lot of pictures during visits.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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6.

Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
547 reviews
336 repeat clients
from
$22
per visit

Cindy was great! She showed up exactly when she said she would, loved on our Lucy, and even cleaned up a potty accident. We will be using her again in the future.

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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7.

Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking
20 years of experience
from
$15
per visit

About: I’ve taken care of neighbors cats for as long as I can remember. Not only that but looking after their garden and outdoor wildlife as well! I have less experience with dog sitting, but with any animal I make that they are loved and well cared for. Meeting new people is scary. They don’t always understand what work or vacations are. So I like to make sure they’re as comfortable as possible while their owners are away. I’m working as a freelance designer, so my schedule is very flexible to meet your pets needs! Please give me a day in advance to discuss plans and I’m sure we can make something work! My home is currently not available for pets to come stay at because I have two cats of my own and they aren’t accustomed to other people or animals quite yet.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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8.

Jeanee S.

Your dogs new best friend!
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$15
per visit

Jeanee is my blood sister and she has been caring for my Pit Bull, Tedi, since 2019! Me and my wife entrusted her while we went on our first honey moon to Mexico and haven’t gotten her back since! Lol. Honestly though, She’s super attentive to Tedi’s needs and makes a great pet mom. Her love for animals has been consistently growing since she was a kid. And dogs hold a special place in her heart. She’d make a phenomenal dog walker!

Sitter Profile Image: Dave S.
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Sitter Profile Image: Dave S.
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9.

Dave S.

Pet loving dad 🐶🐈🐈‍⬛🐈🐈‍⬛
Brookfield, WI, 53005
House Sitting, Drop-In Visits, Dog Walking
5.0
90 reviews
35 repeat clients
from
$21
per visit

Dave is absolutely fantastic! He takes great care of our pug puppy, is very communicative and can tell he loves animals. We are so happy to have found Dave on this app. Thanks Dave!

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Sitter Profile Image: Kathy B.
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Sitter Profile Image: Kathy B.
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10.

Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
Drop-In Visits
5.0
2 reviews
1 repeat client
from
$14
per visit

Kathy did a great job earning our dog’s trust when she came for check-ins. She provided comfort and lots of exercise and play time- just what we needed!

Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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11.

Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
17 reviews
2 repeat clients
from
$15
per visit

❤️❤️❤️

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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12.

Tegra R.

The right Mama to care 4 your baby
Milwaukee, WI, 53223
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
5 repeat clients
from
$14
per visit

She has watched my fur babies twice so far and will continue doing so in the future!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Drew & Jacki R.
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Sitter Profile Image: Drew & Jacki R.
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13.

Drew & Jacki R.

Animal Friendly Home- very spacious
Wauwatosa, WI, 53225
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$20
per visit

Drew is a very caring and attentive pet caregiver! He has watched our family/friends dogs and cats in the past and is the true pet whisperer. From constantly playing with them and giving them all the attention they need, Drew always loves getting to be around dogs & cats. He also has a great backyard space for dogs to run around and stay active! You would be in great hands with him as your pet caregiver.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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14.

kiki A.

Animal lover & nurturer
Menomonee River Hills East, Milwaukee, WI, 53223
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$15
per visit

Kiki did a terrific job with my dog. She showed up on time, did what I had asked of her, and sent me reassuring reports of her visits. I am very pleased.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Dawn C.
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Sitter Profile Image: Dawn C.
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15.

Dawn C.

Cat friendly home to care for you a
Granville Station, Milwaukee, WI, 53224
Boarding, Drop-In Visits
5.0
6 reviews
from
$14
per visit

Dawn checked in every day, and sent photos which was so awesome

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Cassie & Ben O.
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Sitter Profile Image: Cassie & Ben O.
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16.

Cassie & Ben O.

Rover 101
Animal Loving Full Time Pet Sitter
Milwaukee, WI, 53224
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
21 reviews
8 repeat clients
from
$23
per visit

Cassie is an excellent pet sitter. She was clear and timely in her communication and my cat obviously adores her. Will be using her services again!

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Sitter Profile Image: Joan P.
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Sitter Profile Image: Joan P.
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17.

Joan P.

Dogs are my BFF!
Grantosa, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
from
$13
per visit

Joan has been walking my dog for several years now without incident. Buddy loves spending time with Joan and is very happy and excited to see her each time she arrives. She is prompt and completely trustworthy.

Sitter Profile Image: Cassandra D.
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Sitter Profile Image: Cassandra D.
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18.

Cassandra D.

Dog lover :)
Menomonee Falls, WI, 53051
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
1 repeat client
from
$14
per visit

Cassandra is the IDEAL pet caregiver, whether it's dog sitting or dog walking. She is a fabulous pet owner, as well. I don't trust many people with my own dog but Cassandra is always first on my list for when I need an extra hand! I can't say enough great and fabulous things about her!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Hannah E.
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Sitter Profile Image: Hannah E.
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19.

Hannah E.

Animal Lover Pet Sitter/Walker!
Wauwatosa, WI, 53225
Drop-In Visits, Dog Walking
5.0
7 reviews
1 repeat client
from
$15
per visit

Hired Hannah for my cats. She was always on time and left my house with clean dishes. My cats were also happy :) would love to recommend her.

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Sitter Profile Image: Madeline M.
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Sitter Profile Image: Madeline M.
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20.

Madeline M.

Evry tail needs a PawPurfect sitter
Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$14
per visit

Madeline is wonderful with caring for my dog Honey. Honey loves her! I have a set walking schedule for Honey and Madeline was nice enough to walk her 3x a day. She is reliable and trustworthy. What I appreciate most are the updates to reassure me that Honey is doing well. I have built a relationship with Madeline and feel comfortable leaving Honey overnight. She cared for Honey for two weeks while I was overseas. Highly recommend!

Search Map

Dog owners in Florist Highlands, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Florist Highlands, 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 Florist Highlands, 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 Florist Highlands, 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