House Sitting in 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: 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
3.6 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
1.5 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
0.8 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: Payton R.
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Sitter Profile Image: Payton R.
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4. Payton R.

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

Payton did a great job with Izzy!

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

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
3.4 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.

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Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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6. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
18 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!

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Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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7. Megan M.

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

Megan is definitely the first rover sitter I reach out to, to see if she can come house sit for my pup. She's very respectful of my home and I feel very comfortable having her take care of Frankie when I'm away.

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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8. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
1.1 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!!

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

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
54 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: Beth P.
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Sitter Profile Image: Beth P.
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10. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
2.2 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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11. Micaela B.

Star Sitter
Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
1.9 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: 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
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$50
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: Becca S.
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Sitter Profile Image: Becca S.
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13. Becca S.

Rover 101
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$60
per night

Becca was super nice,sent updates her whole stay with my puppy Abril. I highly recommend her. I will keep using her services. Thanks Becca for being understanding of my puppy with separation anxiety and made her happy until I got home.

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

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
1.8 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 did a wonderful job watching Chewie. When we were feeling anxious, she was so quick to respond with a photo of our happy pup. Highly recommend.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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15. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.4 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!

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Sitter Profile Image: Annabelle L.
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Sitter Profile Image: Annabelle L.
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16. Annabelle L.

lifelong animal lover!
Milwaukee, WI, 53212
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$35
per night

Annabelle is my fiancée! She takes excellent care of pets. A friend to any animal she meets, even dogs we bump into on the street. We have two cats that are very happy to have her as their mama. She's great with people, too! She's very communicative and makes sure that the work she is doing makes everyone happy, no matter the job.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brynn R.
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Sitter Profile Image: Brynn R.
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17. Brynn R.

Your pet's new bestfriend!
Lower East Side, Milwaukee, WI, 53202
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$40
per night

Brynn was amazing with our 3 pups! This was our first time having someone new help us out and they all got to be very comfortable with her. She worked with our youngest a lot to help his reactivity, especially when we were leaving which was really hard for him. She was so patient with him and provided us with many pictures and updates.

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Sitter Profile Image: Teana G.
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Sitter Profile Image: Teana G.
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18. Teana G.

Love to spend time with animals!
Milwaukee, WI, 53202
1.1 mi. away
House Sitting, Dog Walking
1 review
from
$35
per night

Teana has been our go-to pet sitter for our 5 furbabies. We trust her more than anyone to care for our dogs, cats and rabbit. She goes above and beyond always giving them tons of attention and making sure they have everything they need. She is dependable and friendly. I highly recommend her for anyone looking for a reliable and trustworthy petsitter.

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Sitter Profile Image: Allison S.
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Sitter Profile Image: Allison S.
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19. Allison S.

Star Sitter
Guaranteed tail wags!
Avenues West, Milwaukee, WI, 53233
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$30
per night

Allison was very responsive and communicative. We got pictures for our pets through out our trip and when we came home the place was clean and in a great shape. We definitely recommend Allison and we would have her help out in the future with house/pet sitting.

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Sitter Profile Image: Talor G.
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Sitter Profile Image: Talor G.
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20. Talor G.

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

Talor was a great sitter! She asked a bunch of questions when booking to make sure she understood my pet and how to best care for him. She checked in often and provided updates each day. She did a very good job watching Finn. Definitely would rebook next time I need a sitter.

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Milwaukee House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Milwaukee are rated on average 4.9 out of 5 stars based on 2,110 reviews.

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Rover.com is the simple, savvy way to find and book Cold Spring Park, Milwaukee house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Cold Spring Park on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Cold Spring Park, Milwaukee, WI house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

House Sitting