House Sitting in Harbor View, 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
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
145 reviews
65 repeat clients
from
$55
per night
Profile image

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!

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

All-Day in Home Care For Critters
Milwaukee, WI, 53212
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
9 repeat clients
from
$60
per night
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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!

Sitter Profile Image: Devon W.
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Sitter Profile Image: Devon W.
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3. Devon W.

Rover 101
Star Sitter
Lover of all creatures!
Milwaukee, WI, 53207
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
65 reviews
30 repeat clients
from
$55
per night
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Devon is great! She went above and beyond and is an excellent communicator. Highly recommend!

Sitter Profile Image: Markita H.
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Sitter Profile Image: Markita H.
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4. Markita H.

Star Sitter
Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
74 reviews
6 repeat clients
from
$57
per night
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Markita is an excellent dog sitter. She is my go to gal for staying the weekend at my house. She communicates well and gives adorable updates. Her love for animals is obvious!

Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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5. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Milwaukee, WI, 53202
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
105 reviews
35 repeat clients
from
$59
per night
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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.

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!
Milwaukee, WI, 53212
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$70
per night
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Jackie stayed in our house with our dog for the weekend and she was great. Our husky Zero is our baby and a bit particular sometimes but she took it all in stride. She sent pictures throughout the weekend and reached out when she had questions. We also tried to make the house nice and neat for her time here and when she left we were wondering if she actually touched anything it was still so clean! We highly recommend Jackie and plan on booking her in the future when we're away for any extended amount of time.

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
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$28
per night
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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
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
23 repeat clients
from
$30
per night
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I can't say enough about how great Rachel is! Bunnies are very hard to care for, and she does it at an all-star level. We came home to clean, happy bunnies and a beautifully cared for home. She sent great updates every day that made us smile! We will have her back every time we need a sitter.

Sitter Profile Image: Molly J.
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Sitter Profile Image: Molly J.
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9. Molly J.

Where Pets are Treated like Family
Murray Hill, Milwaukee, WI, 53051
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
7 reviews
from
$45
per night

Molly is awesome! She's really great with pets and is a super sweet, responsible person. Whenever she's watched my dog, she's always stayed in great communication, which is really appreciated. Would highly recommend!

Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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10. Micaela B.

Star Sitter
Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
3.2 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
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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.

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

Rover 101
Paws Down, the Best in Town!
Bay View, Milwaukee, WI, 53207
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
282 reviews
161 repeat clients
from
$65
per night
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This was our first time using Daniela and she was amazing! Dealing with a wind storm, a power outage and some overprotective dog parents is not easy. But, both our dogs loved her and she made our trip worry free. Daniela is highly recommended and we would not hesitate to use her again.

Sitter Profile Image: Dailey A.
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Sitter Profile Image: Dailey A.
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12. Dailey A.

Your pet’s companion
Milwaukee, WI, 53202
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$50
per night

Dailey is a phenomenal dog sitter! Always communicative and sending updates throughout the day. I have a high-drive shorthaired pointer and cattle dog that loves to hang out with Dailey. The relationship they have fostered and the excitement they have when Dailey is able to take them for a quick walk or a long overnight is so fun to see and hear about. I would recommend booking early and often for an amazing dog sitter!

Sitter Profile Image: Selena S.
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Sitter Profile Image: Selena S.
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13. Selena S.

Your trusted pet care companion
Milwaukee, WI, 53215
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$50
per night

Selena is who I trust with my baby Macaroni when I go out of town. Macaroni is very shy and an elderly doggy, Selena gives him the patience & love he requires in his old age. Her communication skills, attention to detail, and commitment to her values of compassion make her the best candidate for your pet sitting needs!

Sitter Profile Image: Adelle W.
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Sitter Profile Image: Adelle W.
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14. Adelle W.

Star Sitter
Will play fetch!
Bay View, Milwaukee, WI, 53207
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$75
per night
Profile image

Adelle took great care of our pups while we were out of town. She was very communicative, sent lots of pictures and we have already booked her again :)

Sitter Profile Image: Kelli H.
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Sitter Profile Image: Kelli H.
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15. Kelli H.

Dog and exercise lover!
Bay View, Milwaukee, WI, 53207
2.4 mi. away
Boarding, House Sitting
5.0 out of 5 stars
18 reviews
3 repeat clients
from
$45
per night
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Kelli was absolutely AMAZING!!! She was a great communicator and provided the perfect amount of updates for us. We will 1000% be using her in the future!

Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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16. Megan M.

Star Sitter
Passionate pet sitter
Milwaukee, WI, 53215
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$28
per night
Profile image

Megan came over for the most part of our vacation to catsit our fur baby. She was reliable, caring and punctual. She was able to form a beautiful bond with our cat in the time she took care of him. She sent us pictures everyday and maintained constant communication with us while we were so far away. We would highly recommend her for anyone who is looking for a caring companion to look after their baby.

Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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17. Leandrea R.

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

Leandrea was so great with our two dogs! She kept us updated and sent lots of photos. We definitely plan on hiring her again! I highly recommend Leandrea if you want some peace of mind while you're traveling.

Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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18. Berenice B.

Rover 101
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.9 out of 5 stars
60 reviews
25 repeat clients
from
$75
per night
Profile image

Berenice has a great heart for animals. Our dog has special needs and required hand feeding for meals. I think she would be a wonderful addition to your household, as an animal sitter. She has a kind disposition and will treat your pet with the utmost care. She left the house clean and played with our dog outside - he likes to sleep and can be lazy (so it was nice she provided enrichment playtime)! We got picture updates. She was on time for the meet and greet / when we left for our family trip to see relatives. Our dog seemed happy and content when we got home.

Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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19. Anna L.

Seeking furry friends!
Historic Third Ward, Milwaukee, WI, 53202
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$60
per night
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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.

Sitter Profile Image: Laurie P.
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Sitter Profile Image: Laurie P.
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20. Laurie P.

Rover 101
Experienced, reliable, retired!!!!!
Historic Third Ward, Milwaukee, WI, 53202
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
90 reviews
40 repeat clients
from
$75
per night
Profile image

We had a great experience with Laurie! She was super responsive and easy to work with. We enjoyed the regular updates about our cat and were super grateful that Laurie was willing to water our garden too. I would definitely hire Laurie again!

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Harbor View:

Pet parents in Harbor View, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day 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 Harbor View, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Harbor View, 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 Harbor View 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 Harbor View, Milwaukee, WI for your dog: people who'll treat him like family.

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