Pet Sitting & Drop Ins in Havenwoods, 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

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
Confirmed availability: Memorial Day
Alicia S.
2.
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
Rachel F.
3.
Crazy Cat Mom🐱Wauwatosa, WI, 53210
Drop-In Visits

Rachel was great! She was communicative and friendly and my kitty really appreciated her attention while I was gone. Will definitely rebook her for future needs… (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

Our cat loved spending time with Jen! She was wonderful, organized, and on time. I appreciated all of the photos she sent of our happy cat! Highly recommend! (more)

from
$19
per visit
Calendar Recently Updated
Sara H.
5.
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
Calendar Recently Updated
6.
Happy to visit furry best friendsFox Point, WI, 53217
Drop-In Visits, Dog Walking

Danny was great! He came over to meet the cats before I left and sent me updates while I was away. My cats both enjoyed all the chin scratchies they got! (more)

from
$18
per visit
Calendar Recently Updated
7.
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
Confirmed availability: Memorial Day
Walks! Dog sitting! Cat care!Kops Park, Wauwatosa, WI, 53222
House Sitting, Drop-In Visits, Dog Walking

Danielle was fantastic. She responded to my very last minute request within minutes, and was so helpful to come twice to visit my puppy in one day. Danielle sta… (more)

from
$30
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
10.
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
11.
Local dog enthusiast :)Golden Valley, Milwaukee, WI, 53222
Dog Boarding, Drop-In Visits, Dog Walking

Rachel was so accommodating and great to work with for our puppy Randall. She sent lots of pictures and a great update during the visit. We will definitely work… (more)

from
$15
per visit
Confirmed availability: Memorial Day
12.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Giselle is a sweet, kind and caring person!! She Loves all animals like they are her own! She goes above and beyond. While playing with my dog in our fenced yar… (more)

from
$30
per visit
Confirmed availability: Memorial Day
13.
Loving all Fur babies ❤️🐶 🐱 🐹Bradley Estates, Milwaukee, WI, 53223
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Olga was very professional. I was very worried since it was Bloo’s first time away from me, but she did really good on keeping me updated a sent me photos. I wi… (more)

from
$14
per visit
Confirmed availability: Memorial Day
14.
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
15.
Walkin' Rover all over....Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking

Becky is dependable and reliable. She had no problem coming into my home to take care of my 3 very different dogs with very different needs. She shared many … (more)

from
$20
per visit
16.
I'll treat them as my own.Glendale, WI, 53217
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kaylee got along great with our two cats and dog. Our one cat is shy about new people but warmed up to Kaylee right away. Kaylee kept a consistent schedule with… (more)

from
$15
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
18.
MJ 
Verified Background Check
They'll be loved while you're gone!Grasslyn Manor, Milwaukee, WI, 53216
Dog 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: Memorial Day
19.
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
20.
I will care for yourpet like my ownSilver Spring, Milwaukee, WI, 53218
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
10 years of experience

About: I have over 10 yrs of pet care experience. I've even worked at a pet motel were my job duties were to take the dogs outside, feed and sometimes bathe… (more)

from
$20
per visit

In Havenwoods, Milwaukee, WI, dog lovers trust 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 stars. Booking pet sitting in Havenwoods can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Havenwoods 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 Havenwoods, 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 Havenwoods 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 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 Havenwoods, 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: