House Sitting in Highwood Estates, 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: Blythe R.
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Sitter Profile Image: Blythe R.
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1.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
137 reviews
61 repeat clients
from
$55
per night

I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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2.

Erica L.

I'll love them like my own
West Allis, WI, 53227
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
81 reviews
40 repeat clients
from
$37
per night

Erica gave me the comfort of using this for the first time and gave me all the help and questions I had! My babies seemed so happy the entire time and are truly blessed to have had her just down the same block as us! She was great and will definitely use her again for any of our needs! Our 3 cats and baby tortoise were in the best hands with her!

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Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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3.

Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$27
per night

Rachel is always great with my two big dogs! Its nice to have 100% confidence that Charlie and Rosie will be well cared for by someone with tremendous dog know-how! Highly highly recommended.

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Sitter Profile Image: Camylle A.
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Sitter Profile Image: Camylle A.
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4.

Camylle A.

Sitter With 8 Years Experience
West Allis, WI, 53219
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$50
per night

We are so so happy that we found Camylle! She really went above and beyond our expectations hanging out with our pups, coming early in the morning, and staying late until bedtime. We are grateful to be able to go on vacation knowing our boys are in good hands.

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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5.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
10 repeat clients
from
$35
per night

Lexi is wonderful with our elderly pup Daisy. Daisy becomes stressed when we are not home, but with Lexi there, she was calm as a cucumber when we returned from an evening out! It was clear she felt safe and cared for by Lexi.

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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6.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
6 repeat clients
from
$65
per night

Cindy never fails to please! I was able to leave my dog Daisy with her while we attended a wedding. Cindy sent lots of pictures, and it was clear that Daisy was getting along well with her little pups! Daisy is an older dog, and easily becomes stressed and anxious. At home, she becomes distressed if she awakes and I am not in the room. When I went to pick her up at Cindy's, she looked as though she was feeling totally safe and secure right where she was! It warms my heart to see her so content.

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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7.

Jenn S.

Dog lover and cat mom of 3❤️
West Allis, WI, 53227
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
9 repeat clients
from
$60
per night

Jenn is so patient and kind with our kiddos! They’re not the best trained, but they’re our babies and we miss them terribly when we’re away. She’s timely with pics and updates which gives us such peace of mind!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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8.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
99 reviews
36 repeat clients
from
$60
per night

Leandrea has taken care of our Rufus many times and we highly recommend. She's super reliable, a great communicator, and we know our house and dog are in great hands.

Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
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9.

Patricia N.

Love them all!
Franklin, WI, 53132
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
12 repeat clients
from
$30
per night

Patricia does a great job with our crazy cat! Would highly recommend if you need someone who provides special care for your pet. We don’t worry if Patricia is there.

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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10.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
17 repeat clients
from
$65
per night

We couldn't have asked for a better experience! Stephen and Amilie were very communicative to us about how our animals are doing. We felt very comfortable with them and they took great care of our animals! We would no doubt use their services again!

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Sitter Profile Image: Hillery F.
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Sitter Profile Image: Hillery F.
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11.

Hillery F.

Happy to help!
West Allis, WI, 53214
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
34 repeat clients
from
$80
per night

Hillery was wonderful with our two high energy terrier mixes and our two cats. She was super patient with them and took excellent care of them while we were away. She was accommodating and very friendly (not to mention very knowledgeable about all things dogs and cats!!) We didn't have to worry one bit with her in charge of our babies. ? The daily updates were wonderful and overall experience was amazing.

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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12.

Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
95 reviews
32 repeat clients
from
$28
per night

Amanda was awesome! She stayed at our house for almost a week and took amazing care of our little man Oliver. She sent updates every day with pictures and took very good care of our house. We will be using her again.

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Sitter Profile Image: Natalia B.
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Sitter Profile Image: Natalia B.
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13.

Natalia B.

Just want to make fur babies happy
Milwaukee, WI, 53219
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$90
per night

Natalia took great care of our Leila! She sent video and picture updates, walked her as much as she wanted/needed, and asked great questions. I highly recommend her and plan to book with her again in the future!

Sitter Profile Image: Samantha B.
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Sitter Profile Image: Samantha B.
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14.

Samantha B.

Animal lover for both dogs or cats
White Manor, Milwaukee, WI, 53219
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$45
per night

Samantha did a wonderful job during an overnight say with my Sasha. She came to meet Sasha beforehand and get a quick tour of the house and rundown of Sasha's schedule. During her stay, she sent lots of pictures and updates. She also left my home cleaner than when I had left! I am extremely appreciative of Samantha's care that she put towards watching my fur baby.

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Sitter Profile Image: Natalie M.
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Sitter Profile Image: Natalie M.
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15.

Natalie M.

Social and Active, Loves Outdoors!
Milwaukee, WI, 53219
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$40
per night

Natalie came and stayed with my dog Wrigley for a week and was absolutely fantastic! I am a dog trainer so have high expectations for who looks after my pup and Natalie went above and beyond. Walked in to a happy and healthy pupper tonight as well as a clean house. 15/10 would recommend booking with her!

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Sitter Profile Image: Jess W.
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Sitter Profile Image: Jess W.
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16.

Jess W.

Human Available for All Pet Needs
West Allis, WI, 53214
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$50
per night

Jess was a life saver! We had a last minute cancellation from our other sitter and Jess was up for it without even meeting us in person. She has a natural gift to bond and earn trust with fur babies. We are so glad we found each other. Our cat was stuck to her the entire time and she spent almost everyday and night with our baby. Couldn’t have asked for anything more. She engaged in play whenever he asked for it and followed through with our cat diet religiously. She sent us pics everyday to reassure us. We would definitely have her again and recommend her to anyone looking for an experienced animal lover to take care of their fur baby

Sitter Profile Image: Keegan Ripp
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Sitter Profile Image: Keegan Ripp
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17.

Keegan Ripp

Where doggy dreams become reality🐾
Greenfield, WI, 53220
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night

About: I have always been surrounded by animals. Whenever my friends and family leave town they always end up at Casa de Keegan. I figured i might as well do this for everyone! I have worked from home for the last 3 years. If I have dogs staying with me they can expect walks around lunchtime and again in the evening. If a cat is staying with me I try to incorporate short play sessions throughout the day. I have a 4 bedroom home with a fenced in backyard. Dogs and cats are free to roam as they see fit. I’ll let dogs staying with me out in the backyard every 2-3 hours. Walks twice a day around lunch and dinner. If I am caring for a pet at a clients home I will just follow whatever schedule they prefer for their pets.

Sitter Profile Image: Polina P.
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Sitter Profile Image: Polina P.
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18.

Polina P.

Medical student who loves dogs
West Allis, WI, 53219
1.7 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
31 reviews
6 repeat clients
from
$50
per night

Polina was so amazing with Raj (our Great Pyrenees). She's responsive, able to handle a senior giant dog and our dog seemed to love her (he's usually anxious when we return away but wasn't when we returned). Would love to hire her again.

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Sitter Profile Image: Jessica R.
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Sitter Profile Image: Jessica R.
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19.

Jessica R.

All dogs are good babies
Woodland Court, Milwaukee, WI, 53220
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
6 reviews
from
$30
per night

Jessica is such a loving/caring person and she will care for your pets like they are her own . She's watched my pup multiple times and she did such an amazing job . I highly recommend her you would be disappointed. She also has experience with watching French bulldogs which are a more high risk breed.

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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20.

Amanda J.

True love exists because animals do
Highwood Estates, Milwaukee, WI, 53219
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$30
per night

Thank for taking such good care of my 2 crazy girls! They really love playing with you. 🥰

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When it comes to house sitting, dog owners in Highwood Estates, Milwaukee, WI love Rover.com. Over 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Highwood Estates may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting 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 Highwood Estates, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Highwood Estates, 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 Highwood Estates 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 Highwood Estates, 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 Highwood Estates, 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.

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