House Sitting in Yankee Hill, 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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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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1. Carole & Shannon C.

east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
18 repeat clients
from
$60
per night

We were so happy to have Carole staying at our house and taking care of our puppy! We were sent many updates and assured that our dog had been well taken care of. Thank you!

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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2. Blythe R.

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

Blythe was great! She took care of our girls while we were away for a quick weekend trip and when we arrived home they were very happy and content and the house was clean and neat. There’s no doubt we’ll be booking with her again!

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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.

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

Jessica was amazing! She communicated with us every day and sent us pictures/videos of the dogs, which my daughters really enjoyed. She took extra special care of our geriatric dog, making and feeding him human food, per our request. We will definitely be hiring Jessica again! Thank you for taking care of our fur babies! Brandy

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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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4. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
3 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: Payton R.
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Sitter Profile Image: Payton R.
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5. Payton R.

making tails wag one walk at a time
Milwaukee, WI, 53211
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$40
per night

Payton did a great job with Izzy!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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6. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
63 reviews
20 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!!

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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7. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
1.7 mi. away
House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night

Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

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Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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8. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
17 repeat clients
from
$65
per night

My dog and cat seemed to really like Ali. She sent lots of pictures and kept me updated. I really appreciate that she was able to help me out in a pinch with a last-minute holiday booking!

Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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9. Emily R.

Rover 101
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
51 reviews
17 repeat clients
from
$72
per night

Emily is incredible with my senior dog, Bernie. She's gentle and patient and is understanding of the unfortunate accident or 2 requiring clean up on some visits. I have peace of mind knowing she will be there for Bernie!

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

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
1.7 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 was great with our two little fur babies! We have never left them at home before, and Dani was a godsend, giving us the ability to finally take a vacation! She stayed in our home to make the dogs more comfortable, which was awesome! Dani gave them all the cuddles and attention that my spoiled little dogs needed! Thank you! I hope she is available next time we go on vacay, (now that I feel like we CAN!) Thank you, thank you!!

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Sitter Profile Image: Malissa N.
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Sitter Profile Image: Malissa N.
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11. Malissa N.

Specialized in House/Dog Sitting
Upper East Side, Milwaukee, WI, 53211
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
21 repeat clients
from
$78
per night

We felt completely at ease while Malissa was caring for our two dogs in our home. She sent frequent pictures and updates and was quick to respond when we were missing them and wanting to check in. We are happy we found her and hope she is available the next time we need someone to watch our sweet girls!

Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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12. Anna L.

Seeking furry friends!
Historic Third Ward, Milwaukee, WI, 53202
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$45
per night

Ms. Anna treated Ruby like her own puppy. It was so fabulous to travel to Chicago for the day and know Ruby was in competent hands. We highly recommend Ms. Anna.

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Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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13. Riley N.

Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$60
per night

Riley was great with our little anxious dogs. They immediately loved her and seemed very content when we got home! We’ll definitely book with her again!!

Sitter Profile Image: Kimberly B.
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Sitter Profile Image: Kimberly B.
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14. Kimberly B.

Your pets are my new BFFs!!
Lower East Side, Milwaukee, WI, 53202
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$50
per night

Kimberly did a great job taking care of my two dogs for a week! Just the right amount of communication and updates throughout the time she was house sitting. Lilo and Stitch were very content and well taken care of!

Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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15. Micaela B.

Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night

Micaela put us at ease when my husband & I left our dog with someone other than family for the first time. She sent regular updates & her communication was wonderful overall. Would absolutely book Micaela again.

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Sitter Profile Image: Jenna M.
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Sitter Profile Image: Jenna M.
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16. Jenna M.

Caring and attentive pet sitter
Milwaukee, WI, 53202
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night

Jenna is easily one of the best pet sitters I’ve ever had. She’s watched both my dog and cat numerous times and has always gone above and beyond when caring for them. I’ve always come home to a clean house and happy fur babies! She’s excellent at communicating and always sends thorough check in reports with a bunch of photos! I couldn’t recommend her more. Will definitely continue booking with her!

Sitter Profile Image: Caroline S.
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Sitter Profile Image: Caroline S.
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17. Caroline S.

WFH-er Near Oak Leaf Trail
Milwaukee, WI, 53202
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$40
per night

Caroline was great! She was flexible with my changing schedule and took great care of my boys (who can be a handful). I really appreciated that she broke down what they did that day each evening. I cannot wait to have her watch them again!

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Sitter Profile Image: Talor G.
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Sitter Profile Image: Talor G.
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18. Talor G.

I <3 furry friends & miss my fam’s
Lower East Side, Milwaukee, WI, 53202
0.5 mi. away
Boarding, House Sitting
5.0 out of 5 stars
34 reviews
9 repeat clients
from
$75
per night

Talor was amazing!!! Super responsive, personable, and made sure to send photo updates each day we were away. She was very attentive to our dog and made sure he had plenty of walks during her stay to keep up with his high energy level. Talor stayed in our home while we were away and made a point to make it look just as we had left it. Booking a new person can sometimes be stressful, but she made it very easy! Definitely recommend her services

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Sitter Profile Image: Kira M.
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Sitter Profile Image: Kira M.
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19. Kira M.

A sweet and genuine dog lover
Lower East Side, Milwaukee, WI, 53202
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night

Kira did a great job with our two big boys. They enjoyed their time with her! She took them on walks and sent pictures of their snuggles. Would definitely have her back.

Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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20. Jeremy M.

Rover 101
Neighbor providing additional love
Juneau Town, milwaukee, WI, 53202
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
21 repeat clients
from
$55
per night

Jeremy was great with our dogs and our home. He encouraged play, comforted them, and ensured they were fed and watered appropriately. His intuition to our dogs behavior was also spot on, it’s obvious he is a great care giver. I would highly recommend him!

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Yankee Hill:

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 07 owners have reviewed sitters in Yankee 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 Yankee Hill, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Yankee 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 Yankee 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 Yankee Hill, Milwaukee, WI for your dog: people who'll treat him like family.

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