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 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
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
Profile image

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
Profile image

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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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
Profile image

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: Beth P.
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Sitter Profile Image: Beth P.
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6. 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
Profile image

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: 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

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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8. 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: Payton R.
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Sitter Profile Image: Payton R.
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9. 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
Profile image

She was the best! Very flexible, great At communication and great with our pup. Highly recommend!

Sitter Profile Image: Brynn R.
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Sitter Profile Image: Brynn R.
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10. 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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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
Profile image

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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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
8 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: Jenna M.
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Sitter Profile Image: Jenna M.
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13. 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: 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: Lora L.
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Sitter Profile Image: Lora L.
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15. Lora L.

Need to meet all the dogs!
Harbor View, Milwaukee, WI, 53204
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
30 years of experience
from
$35
per night

About: I have loved dogs and taken care of them since I was in my 20s. Believe me, that is a long time with dogs! Thanks I work a full time 9-5 during the week, which is great because I know when I can schedule and when I can't. It's dependable. I would rather be a guest in a dogs home instead of the added stress when they stay with me. Meet them where they are.

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
6 reviews
from
$50
per night
Profile image

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: Flor F.
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Sitter Profile Image: Flor F.
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17. Flor F.

Great sitter, lots of experience
Brewer's Hill, Milwaukee, WI, 53212
1.0 mi. away
House Sitting
5.0 out of 5 stars
4 reviews
from
$70
per night

Flor has cared for our pets and home on several occasions. She is one of the few people we trust to take care of our cat and dog and be in our home when we are away. When caring for our animals, Flor frequently took our dog out, fed both our cat and dog their daily meals, cleaned the cat's litter box, and gave the cat his daily medication. She cleaned up after the pets and kept our home tidy. Flor is caring, responsible and an experienced pet sitter. I would highly recommend her to anyone seeking care for their pets!

Sitter Profile Image: Mallory B.
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Sitter Profile Image: Mallory B.
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18. 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
$50
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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19. 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: 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
$50
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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