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
65 repeat clients
from
$55
per night
Profile image

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❤️‼️‼️‼️

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
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 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: 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
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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

Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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4. 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
70 reviews
22 repeat clients
from
$65
per night
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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: 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
14 reviews
7 repeat clients
from
$28
per night
Profile image

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: Payton R.
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Sitter Profile Image: Payton R.
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6. 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
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Payton did a great job with Izzy!

Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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7. 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
Profile image

Ali was so great with both our house and our dog while we were away from home for 6 days! It was obvious from the Meet & Greet that Ali is very comfortable around dogs and a great presence for them - ours is a bit anxious around strangers but immediately warmed up to Ali and seemed very comfortable with her! She was very responsive/communicative (and sent us plenty of pics :)) and did all our house tasks as expected. Will absolutely book Ali again, thanks for taking such good care of our Tito!

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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8. 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
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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!

Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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9. 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
14 reviews
5 repeat clients
from
$28
per night
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Megan did a great job with bella. She was attentive to her needs, mande sure she got pain medications if she needed it, and was diligent about timely bathroom breaks. Bella was happy and healthy when we returned. She was also worn-out enough to not be too crazy. I would happily use Megan again

Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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10. 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
55 reviews
17 repeat clients
from
$72
per night
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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: Brynn R.
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Sitter Profile Image: Brynn R.
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11. 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
2 repeat clients
from
$40
per night
Profile image

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.

Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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12. 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
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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: Anna L.
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Sitter Profile Image: Anna L.
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13. 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
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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: Becca S.
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Sitter Profile Image: Becca S.
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14. 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
22 reviews
7 repeat clients
from
$60
per night
Profile image

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.

Sitter Profile Image: Jenna M.
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Sitter Profile Image: Jenna M.
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15. Jenna M.

Caring and attentive pet sitter
Milwaukee, WI, 53202
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$28
per night

Jenna did an amazing job watching/walking my golden retriever Cyrus. He’s an excited dog when he goes on walks but Jenna was able to calm him down easily and get him to walk with her in a calm and obedient manner. Thanks for taking amazing care of Cyrus, Jenna!

Sitter Profile Image: Kimberly B.
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Sitter Profile Image: Kimberly B.
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16. Kimberly B.

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

Let me strut your mutt!
Avenues West, Milwaukee, WI, 53233
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$40
per night
Profile image

Mallory stayed at our house for the week while we were on vacation. She took great care of Cooper and our house. Definitely recommend her services!

Sitter Profile Image: Kori S.
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Sitter Profile Image: Kori S.
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18. Kori S.

Dog field trip chaperone
Brewer's Hill, Milwaukee, WI, 53212
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$28
per night

Kori is an exceptional pet owner/lover. She is nurturing and patient with all animals. She enjoys fun time as well as downtime snuggling with her pets.

Sitter Profile Image: Laurie P.
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Sitter Profile Image: Laurie P.
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19. Laurie P.

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

Laurie was amazing with our senior citizen dog Jada. She is timid and doesn’t bond easily, but Laurie became a member of the family. Our Great Dane normally only talks to a very few people that she knows well. Jada really like Laurie because she spoke to her with a “woo-woo”. Laurie was also the perfect house guest, leaving a clean and tidy house when she left. We are definitely planning to re-book.

Sitter Profile Image: Mary L.
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Sitter Profile Image: Mary L.
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20. Mary L.

Your pet’s new best friend!
Kilbourn Town, Milwaukee, WI, 53203
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$40
per night

Mary has always been an animal lover and instantly connects with the animals she meets. She understands that every animal has different needs and approaches them in a calm, gentle manner to give them the attention they need. She has experience working with both cats and dogs, and understands that pets are a part of the family and treats them as if they’re her own. If you’re looking for a responsible animal lover with great attention to detail, Mary is your girl!

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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.

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