House Sitting in Story Hill, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Alicia S.
1.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alicia is fantastic! She did an excellent job caring for our pets, was respectful of our home & was open and transparent in communication. Alicia was incredibly… (more)

from
$100
per night
Calendar Recently Updated
Blythe R.
2.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was awesome with my Aussie! My dog even wanted to sleep in bed with her, which is reserved only for people she really likes :) thank you so much!! (more)

from
$45
per night
Calendar Recently Updated
Lisandra V.
Your pet's are family 🐶❤West Allis, WI, 53227
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lisa was wonderful with our pups. I had a concern that there might be some anxiety with our new rescue, but they LOVED her right away. That says a lot. She sent… (more)

from
$28
per night
Calendar Recently Updated
Malissa N.
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Couldn’t ask for a better sitter. She takes care of our dogs with all the care and love youd hope for . You can just tell the dogs are happy when we get back ho… (more)

from
$60
per night
Calendar Recently Updated
Dominique L.
Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique is reliable and responsive. She kept me informed during my time away, sending photos and assurances that Lexi was safe and well. She left my house imm… (more)

from
$37
per night
Calendar Recently Updated
6.
Can't Wait to Meet Your Fur Baby!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Ameera has watched after our bernese mountain dog twice now: once for a walk and once for an overnight stay. She is reliable and good at communication. Defin… (more)

from
$70
per night
Calendar Recently Updated
7.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Marina is absolutely great! She took excellent care of my pet and me. I received photos, videos and notes letting me know how things were going. She was clea… (more)

from
$65
per night
8.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Provided great care for our two young and high-energy dogs while we were on a weekend trip out of town. Friendly and excellent communication, as well! The photo… (more)

from
$50
per night
9.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel was absolutely great! She stayed at my house and watched my dog who always does better at home in her own space. She sent photos throughout the weekend a… (more)

from
$27
per night
Calendar Recently Updated
10.
Former teacher needs pet loveWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Mary is great! She took time to meet and get to know Dierks before coming and sitting for him. She’s an excellent communicator, trustworthy, and responsible! Di… (more)

from
$40
per night
Calendar Recently Updated
11.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Laurie is truly the best dog walker/home sitter we have ever had for our Bearded Collie Buzz. He is always so excited to see Laurie for his walks. We just rec… (more)

from
$65
per night
Calendar Recently Updated
12.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

This was my first time leaving my babes for an extended period of time with a dog sitter and I am thoroughly impressed with Laura! She was very nice and patient… (more)

from
$40
per night
Confirmed availability: Memorial Day
13.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Yisel was wonderful! We were in a pinch out of town and she stepped right in to help with our 6 month old puppy. Sent us lots of pics so we knew she adapted w… (more)

from
$45
per night
Calendar Recently Updated
14.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit is highly recommended. Margit is trustworthy, friendly, responsible, a good communicator, and most importantly great with our furry family. We have a fea… (more)

from
$35
per night
Calendar Recently Updated
15.
I love dogs. That’s all :)Honey Creek Parkway, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Jessica watched greyhound and pitbull and was so so amazing with them! She is definitely what you would call a “dog person”. My dogs were well taken care of and… (more)

from
$50
per night
Calendar Recently Updated
16.
Local dog foster and pet sitterWauwatosa, WI, 53213
Dog Boarding, House Sitting

Highly recommend Sarah! She responded quickly to my short-notice request for a sitter and went above and beyond my expectations. Her communication is excellen… (more)

from
$28
per night
Calendar Recently Updated
17.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Travis was great! My dogs are not used to being left and they were very happy and comfortable with him watching them. Would definitely book again! (more)

from
$50
per night
Confirmed availability: Memorial Day
18.
Sam 
Verified Background Check
Rover 101
Loving, Responsive, Knowledgeable.Hawthorne Glen, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits

As Great as you could ask for. Sam came to our house and met our dogs before we left. She was responsive in messaging up to the stay. During the stay she kept u… (more)

from
$50
per night
Calendar Recently Updated
19.
Experienced with all breedsWauwatosa, WI, 53213
House Sitting

Lauren took fantastic care of our pups while we were on vacation for a week. She stayed at our home which allowed for peace of mind that our dogs were in their … (more)

from
$28
per night
20.
Natural-born animal lover!Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Ariel is an amazing dog sitter! She is very attentive, gentle, calm, patient, loving, and creative with activities. She loves animals big and small and I have … (more)

from
$75
per night

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1,089 owners have reviewed sitters in Story Hill, 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 Story Hill, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Story Hill, 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 Story Hill 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 Story Hill, 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 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 Story Hill, 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: