House Sitting in North Meadows, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Debbi O.
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Sitter Profile Image: Debbi O.
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1.

Debbi O.

Rover 101
Care for Your Furry Family Member!
THIENSVILLE, WI, 53092
House Sitting, Drop-In Visits, Dog Walking
5.0
50 reviews
19 repeat clients
from
$54
per night

Oh my gosh! Debbi O came through... We had three standard poodles at different stages of life including one with a recent surgery and she figured it out and provided cared for them like they were her own... Highly recommended... nothing to worry about with Debbie O!

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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2.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
17 reviews
2 repeat clients
from
$55
per night

Cindy was delightful to meet and work with. She gave me many updates during the day which I so appreciated, and shared her knowledge as a dog trainer with me, too! Leila took to her immediately and I was relieved all day. I highly recommend her!

Sitter Profile Image: Kira W.
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Sitter Profile Image: Kira W.
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3.

Kira W.

Flexible Scheduling, Cats and Dogs
Lenox Heights, Milwaukee, WI, 53210
House Sitting
5.0
3 reviews
1 repeat client
from
$35
per night

Kira was amazing with our quirky doggo. We couldn't have asked for a better experience. She provided daily updates and loved on our pup while we were away for a long weekend. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Kira again.

Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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4.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$55
per night

Molly was awesome. She walked our dogs every day, managed their complicated medication schedule, snuggled with them, and sent us daily updates. We couldn't asked for better care!

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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5.

Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking
5.0
31 reviews
10 repeat clients
from
$69
per night

Jeff was a fantastic pet sitter in my home. My dogs loved him! When I returned home from my trip, I had the opportunity to observe Jeff interact with the dogs. They listened to him, behaved for him and willingly went to him even though their momma was home! They had many tail and full body wags while interacting with him! He stayed in my home, it was neat and tidy upon my return. I will definitely hire Jeff again for “in my home” pet sitting. My endorsement for Jeff’s pet care services is 100%!

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Sitter Profile Image: Joan P.
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Sitter Profile Image: Joan P.
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6.

Joan P.

Dogs are my BFF!
Grantosa, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
from
$25
per night

I’m so pleased to have Joan take care of my Bella. You certainly can tell she loves animals. I felt very comfortable having Joan watch my dog overnight. I would recommend her to my family and friends. So, if you need a reliable and caring sitter, I suggest you book with her. I will be booking with her again.

Sitter Profile Image: Amber S.
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Sitter Profile Image: Amber S.
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7.

Amber S.

Experienced Sitter & Animal Lover
Mequon, WI, 53092
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
1 repeat client
from
$50
per night

Great first time experience!! We didn't know what to expect but we did a meet and greet. Amber was very through and professional in her approach. She had many questions and was looking out for our dogs best interest and wanted to know her daily routine, her tendencies and likes. Amber was very accommodating with our dogs schedule, her walks and routines. We were looking for someone who could stay in our home with our dog, which Amber could. Amber provided us with updates and pictures of the activities that she and our dog were doing. It was very reassuring to know that our dog was in good hands with Amber's care. She was very personable and we felt comfortable leaving our dog in her care. We would highly recommend her. We would not hesitate to use her services again. 5 Stars!!!!!

Sitter Profile Image: Pamela N.
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Sitter Profile Image: Pamela N.
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8.

Pamela N.

Loving & Compassionate Pet Sitter
Mequon, WI, 53092
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$41
per night

Pamela is amazing!!! Pamela has been so accommodating and good to our 3 year old lab. She is very responsive and goes above and beyond. We are already planning on her coming back. Highly recommend!

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Sitter Profile Image: Delaney R.
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Sitter Profile Image: Delaney R.
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9.

Delaney R.

Lots of pet sitting experience!
Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
4 repeat clients
from
$30
per night

Delaney was responsive and did a great job watching our dog in our home. The house was just as we left it. Would hire her again in a heart beat!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sara V.
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Sitter Profile Image: Sara V.
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10.

Sara V.

Your family is my family!
Germantown, WI, 53022
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
6 repeat clients
from
$55
per night

About: I've grown up with dogs my whole life! First a Bichon Frise, then a German Shorthaired Pointer puppy who was like my little brother. After he passed away, my parents adopted another German Shorthaired Pointer puppy who I helped care for/train at visits. I also grew up around friends/family cats and dogs whom ranged from small to medium of different breeds. My boyfriend and I have 3 cats, 2 of them I raised since they were kittens. I love fuzzy animals in general (4 legged)! Im pet sitter/walker in the mornings and afternoons and a bartender in the evening. I am available between the times of 9 and 3, Tuesday through Saturday. I am also available for night sittings (just have to check with the boyfriend). As long as they let me, any fur baby I come across will be spoiled with love and cuddles. At home I brush my cats regularly along with cleaning their ears and eye boogies. I vacuum/fur remove the furniture, cat trees (3) and I carpet clean the litter matts. I am naturally an organizational clean freak with 4 1/2 years of hospital housekeeping experience.

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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11.

Jeanee S.

Your dogs new best friend!
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$28
per night

Amazing! Amazing! Amazing! Jeanne is just absolutely incredible. She cared for our pups as if they were her own: snuggling them, walking them, and taking good care of our house. We received frequent updates and pics/ videos. Jeanee is one of a kind and we will def rebook with her.

Sitter Profile Image: Mackenzie M.
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Sitter Profile Image: Mackenzie M.
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12.

Mackenzie M.

Best Friends with your Best Friends
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
from
$35
per night

Mackenzie was great!! She house-sat for our dog for a last-minute weekend getaway. She is very flexible, accommodating, and responsible. Our dog and home were both well taken care of!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: HeidyNoelle W.
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Sitter Profile Image: HeidyNoelle W.
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13.

HeidyNoelle W.

Your next Pawesome pet-sitter!
Mequon, WI, 53092
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
from
$70
per night

Heidy has always been a lover of animals. Her nurturing nature with her pups while fostering other animals that needed safe haven has always been an inspiration. I would def list her as a godmother to any of the furr babies any day!!

Sitter Profile Image: Mikaella S.
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Sitter Profile Image: Mikaella S.
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14.

Mikaella S.

Grew up with huskies!
Mequon, WI, 53092
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$40
per night

Mikaella was awesome to work with. We have a 10 week GSP and we’re nervous leaving her while we attended a family wedding. She sent pictures and video’s which kept us updated on her daily activities with GSP Shelby. Highly recommend.

Sitter Profile Image: Dawn P.
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Sitter Profile Image: Dawn P.
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15.

Dawn P.

Pets make the heart happy
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4 reviews
from
$30
per night

Dawn is my go to for watching my cat. On several occasions, she had my cat at her place for a week. I know that when my cat is with her, she is in the best hands and I have nothing to worry about. I would absolutely recommend Dawn to watch anyone’s pet. She is loving, kind and I know she will care for my fur baby just as I would. Any animal is in GREAT care with her!

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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16.

Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking
20 years of experience
from
$28
per night

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.

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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17.

Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
Boarding, House Sitting
5.0
2 reviews
1 repeat client
from
$28
per night

Jenn is so great with our enthusiastic pup! They have a special bond now and Fig is THRILLED to see Jenn every time she comes over.

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Sitter Profile Image: Madeline M.
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Sitter Profile Image: Madeline M.
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18.

Madeline M.

Evry tail needs a PawPurfect sitter
Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$28
per night

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!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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19.

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
$28
per night

About: I've taken care of pets since I was 13 years old. I have always been a pet lover. My neighbors pets loves the entire family. I currently work from home so I will have plenty of time to care for your fur babies. No need to worry about attention for your babies they have all my attention. I have a semi-fenced yard and my fur babies will keep your pet company if they need to. They also know when not to mess with other pets as well.

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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20.

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
$75
per night

We were able to book Cassie with very short notice for a last minute getaway. She took excellent care of our two dogs while we we were away--she sent updates and pictures and even brought a fun puppy puzzle for them to play with! Absolutely recommend her for your dog care/walking needs!

Search Map

Pet parents in North Meadows, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your North Meadows, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in North Meadows, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted North Meadows house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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 dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in North Meadows, Milwaukee, WI for your dog: people who'll treat him like family.

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 North Meadows, 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:

House Sitting