House Sitting in Story Hill, 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.

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

Blythe was excellent! Gordon was very well taken care of. Blythe went the EXTRA MILE for my guy!! She really gave him extra TLC. He has some leg weaknesses and she was so good with him‼️She’s coming back for another 2 weeks and I know Gordon will be so happy to see her❗️I highly recommend her❤️‼️‼️‼️

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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$50
per night

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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4. Jenn S.

Star Sitter
Animal lover and cat mom of 3 🐈
West Allis, WI, 53227
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
10 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: Lexi K.
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Sitter Profile Image: Lexi K.
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5. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
12 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: Katherine B.
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Sitter Profile Image: Katherine B.
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6. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per night

I could not say enough great things about katie! As a new dog mom to a puppy, she was so patient and so attentive to my boy. Katie sent tons of pictures, videos and kept me updated routinely on anything that had changed. She was a respectful house guest and provided excellent care to my dog while I was working very long hours for three consecutive days. My mama heart was at ease knowing I had such an excellent person taking the best care of my dog!!

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Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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7. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$28
per night

Alexy watched my puppy and cat for a few days and gave him constant attention and activity while keeping me updated with frequent pictures. My puppy is very energetic and still going through training and Alexy was accomdating and understanding. Returned home to the house in great shape. I would definitely have Alexy watch my pets again.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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8. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$30
per night

Rachel was great with our two crazy dogs and her ability to watch them in our home was priceless. Our beagle has anxiety and does best in her own environment. Rachel kept us informed with texts and pictures and really provided peace of mind that our pups were in good hands.

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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9. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
22 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!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gabriella I.
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Sitter Profile Image: Gabriella I.
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10. Gabriella I.

Part-time RN, full-time pet lover!
Wauwatosa, WI, 53213
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$60
per night

Gabriella was absolutely awesome! We had one phone call initially to get things going, then that was it! She improvised when she needed too to take proper care of my gal and that was impressive! Also I had to book her last second, so it was awesome how I could get set up with her at such short notice! HIGHLY RECOMMEND this gal 👊😉🍻

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

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
17 repeat clients
from
$75
per night

Stephen and Wipawee watched our dog for the second time. They took excellent care of him. They kept us informed with pictures and updates throughout our trip. They were very respectful of our home and even brought in our mail and took our trash out to the curb. 100% recommend them and will definitely ask them to dog sit again in the future!

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Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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12. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
282 reviews
160 repeat clients
from
$65
per night

Daniela & Michael did a fantastic job from start to finish. Talking with Daniela pre-sitting left me feeling confident in having her watch my dog. While she was here, she kept us updated with many photos of Ellie and it was clear Ellie was a huge fan of Daniela. We will definitely be reaching out in the future!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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13. Leandrea R.

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

Leandrea exceeded our expectations! She stayed at our house with our two dogs and cat while we were out of the country for our destination wedding. She communicated with us everyday by sending updates and pictures of all the pets. Our dogs loved her and Crista!!! We will definitely rehire!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marie H.
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Sitter Profile Image: Marie H.
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14. Marie H.

Star Sitter
Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$45
per night

Marie is a great sitter and I plan to use her for any future dog sitting needs. I have an elderly dog and it always makes me nervous to leave her, so it’s great to find someone I feel comfortable leaving her with. She gives many updates and pictures too which I love! I highly recommend her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sam P.
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Sitter Profile Image: Sam P.
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15. Sam P.

Rover 101
Loving, Responsive, Knowledgeable.
Hawthorne Glen, Milwaukee, WI, 53208
1.0 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
120 reviews
59 repeat clients
from
$80
per night

Sam took wonderful care of our four pets. Our dog who takes a very very long time to warm up to people quickly got comfortable with Sam because of her calm and careful approach. We are so thankful that we didn’t have to worry about anything while we were away. Sam sent frequent pictures and updates.

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Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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16. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$50
per night

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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17. Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
9 repeat clients
from
$75
per night

Kelle was incredible. She was very attentive to all of the directions we had to take care of our pups. She was timely, responsible & kept us updated. Our home was in pristine condition upon our return. Most importantly- she took such amazing care of our two boys. She kept us updated and sent lots of pictures. In the past we would check in often with our sitter - but didn’t feel the need to this time with Kelle because we knew they were in such great care. We will definitely be asking Kelle to watch our boys again in the future!

Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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18. Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
13 repeat clients
from
$65
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!

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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19. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
8 repeat clients
from
$70
per night

We had a great experience with Cindy. She took care of our furbabies like they were her own. Excellent communication, got daily pictures and updates. I did not have to worry at all will 100% rebook with Cindy.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Caitlin D.
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Sitter Profile Image: Caitlin D.
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20. Caitlin D.

Lover of all pets— large and small!
Martin Drive, Milwaukee, WI, 53208
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$85
per night

Caitlin took great care of our puppies and our home while we were away. Very responsive and easy to work with. We will definitely use Caitlin again in the future!

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Story Hill:

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1089 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.

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