Pet Sitting & Drop Ins in Triangle, 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

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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 is excellent. She is reliable and great with our big and small dogs. We plan to ask her to help our dogs every time we need a dog walker or drop in vi… (more)

from
$18
per visit
Calendar Recently Updated
Rachel F.
3.
Crazy Cat Mom🐱Wauwatosa, WI, 53210
Drop-In Visits

Rachel did a super job looking after our two cats. She also took care of any mail and packages left. We'll definitely seek out Rachel the next time we need cat … (more)

from
$16
per visit
Calendar Recently Updated
Margot G.
4.
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
Megan P.
5.
I love pets! Pets are family :)Avenues West, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Dog Walking

Megan has watched our Golden Retrievers, “our boys,” for several years. Megan is trustworthy, dependable and most importantly loving which “our boys” deserve. … (more)

from
$18
per visit
Confirmed availability: Memorial Day
6.
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
7.
Student, bilingual, animal loverAvenues West, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking

Maggie is absolutely wonderful with dogs. When I've visited her in her hometown, it's so fun to see how much her dog Finley loves seeing her and playing with he… (more)

from
$14
per visit
8.
Dog Lover & Punctual PersonHarbor View, Milwaukee, WI, 53204
Drop-In Visits, Dog Walking

Kelsey is great! My dog is very shy and she loves when Kelsey and Poppy come to visit. She’s get lots of affection and exercise! Kelsey is also super reliable a… (more)

from
$20
per visit
Confirmed availability: Memorial Day
9.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Marina is wonderful with our puppy Darwin. She’s taken care of him twice now and both times has given updates and pictures about the stay. She was even availabl… (more)

from
$26
per visit
Confirmed availability: Memorial Day
10.
Love all dogs and long walksMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Allison was great! She sent me pictures and videos of my puppy, Nisha when she went to visit. I felt at ease knowing my puppy was being well cared for while I w… (more)

from
$14
per visit
Confirmed availability: Memorial Day
11.
Experienced cat and small dog careAvenues West, Milwaukee, WI, 53233
Drop-In Visits

Rachel has always had pets, and makes them a priority in her life. She is attentive and gentle, and makes sure to care for any animal as if it were her own. She… (more)

from
$18
per visit
Calendar Recently Updated
12.
Not a tail that’s not waggingRiverwest, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

To many people; pets are part of your family and you don't trust them with just anyone. Jessica is a very loving and responsible person, and would be an awesome… (more)

from
$14
per visit
Confirmed availability: Memorial Day
13.
Pets? You Fetcha!Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Rachel makes a great pet sitter. She is very attentive and caring with all types of pets. She also has experience with animals that need extra care due to their… (more)

from
$14
per visit
Confirmed availability: Memorial Day
Dog lover, happy to helpLower East Side, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking
20 years of experience

About: I grew up with a golden retriever and now my family has a Portuguese Water Dog. We’ve had both these dogs since they were puppies so I’m comfortable … (more)

from
$12
per visit
Calendar Recently Updated
15.
Mae 
Verified Background Check
Welcome to Our Pawsome Family!Washington Park, Milwaukee, WI, 53208
Dog Boarding, Drop-In Visits, Dog Walking

Mae is a dog mom. She is a wonderful and responsible caregiver for dogs. She have taken care of my dogs before. She did such an amazing job. I can always depend… (more)

from
$25
per visit
Confirmed availability: Memorial Day
16.
Flexible morning and evening hours!Lower East Side, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking

Taylor has watched my dogs (miniature dachshund and black lab) dozens of times and has always done an incredible job. She is very responsible and genuinely trea… (more)

from
$16
per visit
Confirmed availability: Memorial Day
17.
Lover of all dogs ❤️Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Annie is a great dog sitter/walker. She has taken care of my puppy many times and he always lights up when she's around. She is gentle and patient. 10/10 would … (more)

from
$14
per visit
Confirmed availability: Memorial Day
18.
Dogs > PeopleKilbourn Town, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking

Isaiah is great with dogs and has been since I’ve known him. Both with his own dog and others’ dogs, they fall in love with him right away. He has also used Rov… (more)

from
$14
per visit
Confirmed availability: Memorial Day
19.
Dog walking with a smile!Avenues West, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking

Nicole was amazing! She’s so friendly and cheerful and totally easy to work with! Highly recommended!! (more)

from
$25
per visit
Confirmed availability: Memorial Day
20.
Full of hugs + big fan of fetchAvenues West, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking

Anna is a wonderful pet caregiver with knowledge and experience with dogs. I have trusted Anna with my dog on several occasions and they are always dependable a… (more)

from
$20
per visit

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Triangle, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Triangle, 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 Triangle, 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 Triangle, 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: