House Sitting in Havenwoods, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Search Results

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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1.

Jenn S.

Animals❤️me-Available all holidays!
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
8 repeat clients
from
$60
per night

Jenn was absolutely PHENOMENAL with our furbabies, and we have a lot! She sent regular updates and we felt so comfortable knowing that she was okay with both cats and dogs. We would absolutely hire her again.

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Sitter Profile Image: Delaney R.
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Sitter Profile Image: Delaney R.
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2.

Delaney R.

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

Delaney was lovely and we would rebook in a heartbeat :)

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Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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3.

Katelyn A.

Eat. Play. Love.
West allis, WI, 53214
House Sitting, Dog Walking
5.0
7 reviews
7 repeat clients
from
$65
per night

Katelyn was absolutely amazing with my dogs. She even came to meet them and learn their personalities prior to spending her weekend with them! I would use her again without a doubt?

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Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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4.

Maggie P.

Will love your pet like my own :)
Riverwest, Milwaukee, WI, 53221
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
12 repeat clients
from
$50
per night

We were delighted to have Maggie housesit with Connor. Everything was thorough and efficient with his med schedule, and she is very experienced which we appreciated. We would definitely recommend Maggie to others, as well as have her back again ourselves.

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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
30 reviews
10 repeat clients
from
$69
per night

Jeff stayed at our place and cared for our two big dogs full time for three days. He is a very capable dog handler who excelled in caring for our 51 pound and 55 pound lab-goldens. I was confident he could walk both of them at once, keeping them mannerly around kid-, bike-, scooter-, and walker-distractions. He asked about the cues/commands we used and their schedules and managed them well. One of our dogs is a 10-month pup who is intact for another two months. Jeff watched him with an eagle eye to make sure he didn't eat toys inappropriately and to monitor his playing so it didn't get too excitable. I know it takes extra effort and felt very confident. I really appreciated that Jeff asked questions about equipment and checked back in to make certain he had put it on correctly. He really cared that it was on right. Jeff loves dogs--that is very clear. He communicated well with me and I felt totally confident that our pups were being very well cared for. It gave us peace of mind to enjoy our time away. In addition to loving dogs, Jeff is very capable. He could step in as the leader of our pack and keep them behaving with good manners, especially in public. That gave me added peace because they are big fellas who need a strong, confident leader to show them to stay polite and calm, even if something surprising pops in front of them or comes up from behind. Jeff was very respectful of our home and it may have been cleaner when we returned than we we left! he had vacuumed (multiple times) and freshened up the kitchen too. It was nice to come home to a clean place! We will definitely rely on Jeff for our future travel. The dogs loved him and I trusted they had a loving, capable caregiver. Jeff is excellent at what he does.

Sitter Profile Image: Kathleen B.
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Sitter Profile Image: Kathleen B.
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6.

Kathleen B.

CATS & DOGS! Love them all! 🐱🐶🐰
Greenfield, WI, 53219
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
123 reviews
59 repeat clients
from
$50
per night

It was a very hot several days and Katie made sure Rylie had great care. Not only with her pets gone and then hot weather Rylie was out of her usual schedule and Katie worked with the situation. Katie made sure Rylie had her walks during cooler times. Thank you to Katie for Rylie’s wonderful care

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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7.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
27 reviews
10 repeat clients
from
$65
per night

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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8.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
24 repeat clients
from
$55
per night

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

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Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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9.

Marilia D.

I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
4 repeat clients
from
$75
per night

My kitties had a great time with their new friend Marilia. When Marilia came back to the house, even my shy Chico cat came to see her. So I guess the cats say it all. When they come to the door to greet the pet sitter, that is all I need to say. They love her.

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Sitter Profile Image: Kayla A.
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Sitter Profile Image: Kayla A.
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10.

Kayla A.

Caring and Trustworthy Pet Services
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
51 reviews
25 repeat clients
from
$60
per night

Kayla did a great job of housesitting our two big dogs and kept us up to date on how things were going while we were away. When we came back Charlie and Rosie were obviously happy and well cared for. Kayla also watered our garden to keep our vegetables from dying. Highly recommended!

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Sitter Profile Image: Maddie S.
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Sitter Profile Image: Maddie S.
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11.

Maddie S.

Avid and Passionate Pupper Petter
Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$60
per night

Maddie is a very kind and attentive pet companion. She's also professional and reliable. You can really feel that she loves and genuinely cares about all animals.

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Sitter Profile Image: Megan R.
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Sitter Profile Image: Megan R.
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12.

Megan R.

Loving Pet Sitter, Works from Home.
Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per night

Megan is a dog lover! She is friendly with dogs and their owners. She is focused on the best care she can give pups when she is taking care of them. She is kind, caring and energetic. Megan is very active, and enjoys walking,running and hiking. Megan has taken care of many dogs at the owners homes and at her home and continues to get requests from dog owners. I highly recommend Megan as a pet caretaker.

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Sitter Profile Image: Teresa R.
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Sitter Profile Image: Teresa R.
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13.

Teresa R.

Fetching fun! Don’t worry DOG Happy
Milwaukee, WI, 53202
Boarding, House Sitting, Drop-In Visits, Dog Walking
20 years of experience
from
$32
per night

About: Fun comes in all ages,shapes, sizes!! Our home is paw crazy with TRIPLE Danes! Yes, you read that right! 3 Great Danes !! I’ve been a dog owner/dog foster, and sitter for all sizes, all ages n stages. I’m great with dogs that need leash lessons or help learning the ropes of simple commands and safe play. I have trained all three of my Danes to walk with a leash and follow commands with out food treats! I’m a rule follower of house and food- it’s super important to keep their routine!! I truly love them all! I miss my Danes when I’m working away from home so building relationships with other pooches and their parents keeps me dawggone happy!! Thanks for reading!! Woof! I work full time as an RN with day time hours. I am also a retired Paramedic. The weekends I am on call I am available unless called in for an emergent case. This works great for all my pooche friends. Short notice needs, walks, or even a weekend stay! How can I help! I’m a rule follower! The best way for me to know the ropes is for my dog parents to share them! Crate or no crate, couch or no couch, your house! Please share all the quirks!

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Sitter Profile Image: Hannah E.
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Sitter Profile Image: Hannah E.
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14.

Hannah E.

Animal Lover Pet Sitter/Walker!
Wauwatosa, WI, 53225
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$50
per night

I highly recommend Hannah for your next pet sitter needs! She is so loving, caring and you can 100% tell that she is an animal lover. I went on vacation for 4 nights and she watched my cat, Onyx for me. She would update me (w/ pictures too!) constantly and make sure that I stayed informed. I was very nervous about leaving my cat but she made all the nerves wash away with her excellent and above and beyond care for him. I will definitely have her pet sit for me again!

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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15.

Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
8 repeat clients
from
$75
per night

We had the best house sitting experience with Danielle! I was nervous as this is the first time we’ve used a Rover for our dog, but she exceeded our expectations in every way. Danielle is attentive, compassionate, responsible, communicative, and really went the extra mile for us. Can’t thank her enough for giving us peace of mind during our trip knowing our boy was well looked after!!

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Sitter Profile Image: Casey V.
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Sitter Profile Image: Casey V.
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16.

Casey V.

I love animals more than humans! :)
Mount Mary, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$45
per night

Casey was great, she took great care of my pup and sent updates. I would definitely recommend her!

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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17.

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 did a great job watching our three bulldogs for a long weekend. She sent lots of pics and responded quickly any time I sent a question or note. Two of our girls have had some weird behaviors around meal time right before we left and she rolled with it with ease (and everyone ate all meals under her care). Definitely would hire her again!

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Sitter Profile Image: Jennifer T.
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Sitter Profile Image: Jennifer T.
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18.

Jennifer T.

Your dogs second best friend.
Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
89 reviews
26 repeat clients
from
$45
per night

Jennifer was awesome! Super responsive, personable, and made sure to send picture updates of our happy pup. We had her stay in our house while we were gone and she made a point to clean up everything to make it look just as we left it. Booking a new person can sometimes be stressful, but she made it very easy!

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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19.

Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
Boarding, House Sitting, Drop-In Visits, Dog Walking
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: Amanda K.
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Sitter Profile Image: Amanda K.
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20.

Amanda K.

Big pet lover with a big heart!
Kops Park, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$28
per night

Amanda has been fantastic caring for both my dogs and cat! She provides very personalized service and goes above and beyond. Amanda is absolutely my go to when I need my fur babies cared for!!🐾🐾

Search Map

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1,089 owners have reviewed sitters in Havenwoods, 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 house 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 house sitting rates to get an idea before you start a conversation with a house 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 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 Havenwoods, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Havenwoods, 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 Havenwoods 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 Havenwoods, 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 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:

House Sitting