Pet Sitting & Drop Ins in Sunset Heights, 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

Calendar Recently Updated
Stephanie V.
Your cat or dog's next best friend!Hawthorne Glen, Milwaukee, WI, 53208
House Sitting, Drop-In Visits

We had a great experience with Stephanie. It was our first time using Rover or any dog sitter that we didn’t know previously. She was very professional and gave… (more)

from
$24
per visit
Confirmed availability: Easter Weekend
Duncan T.
2.
Friend to Dogs & Cats in Riverwest!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

You were so wonderful and having you come walk and hang with Hammy was incredibly helpful. Lots of communication and updates, and took the time to learn about m… (more)

from
$18
per visit
Confirmed availability: Easter Weekend
Nate H.
3.
Law student & dog lover!Avenues West, Milwaukee, WI, 53233
Boarding, House Sitting, Drop-In Visits, Dog Walking

Nate is a dog lover!! My dog absolutely loves him and is always so excited to him. Nate is very caring, loving, gentle and a great friend to my precious dog. Hi… (more)

from
$14
per visit
Calendar Recently Updated
Deja P.
4.
A place for pets to feel free.Vogel Park, Milwaukee, WI, 53225
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Hi Deja is awesome with pets. She definitely does a great job of taking care of them. I have a male dog that she watching from time to time and he loves her. (more)

from
$30
per visit
Confirmed availability: Easter Weekend
Kathy S.
5.
Patient walker and caregiver.Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking

Kathy has been walking our two dogs for many years. She is extremely reliable and really cares about our fur kids. Kathy goes above and beyond and will even b… (more)

from
$16
per visit
6.
I'll treat your pets like family!Avenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Kevin is very outgoing and loving to all animals. He is a natural when it comes to caring for their needs and knowing just what it will take to get their tails … (more)

from
$15
per visit
Confirmed availability: Easter Weekend
7.
I already love your petsWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Lauren and Alyssa were such amazing sitters for our old boys, Luigi and Mortimer. They were easy to talk to, super communicative, and flexible with us and our s… (more)

from
$35
per visit
Calendar Recently Updated
8.
Aly 
Verified Enhanced Background Check
Warning! Pets are spoiled here!Washington Heights, Milwaukee, WI, 53208
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Ally was super friendly & easy to work with, very thorough communication and made us feel at ease. We will use her for ALL of our needs. Highly recommend. (more)

from
$16
per visit
Confirmed availability: Easter Weekend
9.
Attentive & Caring - ♥️ Senior PetsWauwatosa, WI, 53213
Drop-In Visits, Dog Walking

Anna is awesome! She is friendly, caring, and thorough. She gave great updates and my kitty really appreciated her care. I hate having to leave my cat but it he… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
10.
I like big mutts and I cannot lie!Story Hill, Milwaukee, WI, 53208
Drop-In Visits, Dog Walking

Erica was very thorough and did a wonderful job taking care of Cooper at lunchtime. You can definitely tell she cares about dogs. We would recommend her and use… (more)

from
$21
per visit
Calendar Recently Updated
11.
Active and excited to watch dogs!Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Sita is great with my dogs, responsible and very communicative. Very happy to have her taking care of them when I need the extra help. (more)

from
$14
per visit
Confirmed availability: Easter Weekend
12.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Travis did a great job dropping in and taking care of our two old cats while we were on vacation! The kitties were fed and watered to their unique preferences, … (more)

from
$25
per visit
Confirmed availability: Easter Weekend
13.
Animal loverEnderis Park, Milwaukee, WI, 53210
Boarding, House Sitting, Drop-In Visits, Dog Walking

Kristin is such a wonderful dog sitter! Our 14 year old dog Harper is always in good spirits when we return home. It’s so wonderful to be able to trust someone … (more)

from
$13
per visit
Calendar Recently Updated
14.
Active sitter, cats and dogs!Washington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Available last minute to let our dog out which we so appreciate! (more)

from
$15
per visit
Confirmed availability: Easter Weekend
15.
Pets, cuddles and walks galore!Enderis Park, Milwaukee, WI, 53210
Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Rachel is an incredibly responsible and caring person, and has for as long as I have known her been an extremely loving dog mom who goes above and beyond for no… (more)

from
$35
per visit
Calendar Recently Updated
16.
Your Dog Is In Good Hands!Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Karis is awesome! Very responsive and friendly. Our pup seems to like her. (more)

from
$17
per visit
17.
Vix 
Verified Background Check
Passion for Pet Care:)Franklin Heights, Milwaukee, WI, 53206
Boarding, Drop-In Visits

I can truly recommend this woman for this occupation. When it comes to animals she definitely is one of the most caring people. She puts their wellbeing above … (more)

from
$13
per visit
Caring and skilled and loves pets!Enderis Park, Milwaukee, WI, 53210
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
$20
per visit
Calendar Recently Updated
19.
MJ 
Verified Background Check
They'll be loved while you're gone!Grasslyn Manor, Milwaukee, WI, 53216
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

MJ has been pet friendly for as long as I have been acquainted. (40 plus years). There is a great understanding of the needs of the pet and the know how on how … (more)

from
$30
per visit
Confirmed availability: Easter Weekend
Lover of all pups!Grasslyn Manor, Milwaukee, WI, 53216
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Savannah has dog-sat for my pug and frenchie on several occasions. She has always been on time and very flexible. Our girls both love her. (more)

from
$15
per visit

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Sunset Heights, 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.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Sunset Heights pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Sunset Heights, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Sunset Heights pet sitters and avoid the kennel.

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 Sunset Heights, 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