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
Profile image

I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!

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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.

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!

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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
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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.

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

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Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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5. 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!

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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
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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: 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
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 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.

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Sitter Profile Image: Bret H.
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Sitter Profile Image: Bret H.
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8. Bret H.

Star Sitter
Work from home and reliable
Bay View, Milwaukee, WI, 53207
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$55
per night
Profile image

We left our 2 dogs and 2 cats in Bret’s care while we were on vacation in Hawaii. I can’t begin to tell you what a wonderful and caring person Bret is. He instantly bonded with our fur babies (even our boy who has high anxiety) and took such good care of them and our home while we were gone. He sent pics and updates often and left me feeling so calm and assured that everything was fine at home. We would love to have Bret back again any time.

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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
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!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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10. 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

I am a first time user of Rover.com and was nervous about leaving my dogs with someone the dogs and I didn't know. The meet and greet with Jackie helped put my mind at ease. Jackie did an amazing job taking care of my 2 dogs at my house for a little over 2 weeks. One the dogs does not trust people. It did not take him long to warm up to her, which says that she has good, calm energy. It was great that the dogs could be at home and she would come to them. I think this made the dogs less anxious. She sent us great pictures and promptly responded to texts. I would highly recommend Jackie and I would definitely use her again.

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Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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11. 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

Confirmed availability: Memorial Day Weekend
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
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.

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Sitter Profile Image: Brynn R.
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Sitter Profile Image: Brynn R.
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13. 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
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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: Anna L.
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Sitter Profile Image: Anna L.
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14. 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.

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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
108 reviews
37 repeat clients
from
$60
per night
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Leandra did an amazing dog sitting at our house. She provided lots of updates and pictures that made us feel so comfortable and confident that our doggo was getting the best care and love.

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Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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16. 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
21 reviews
7 repeat clients
from
$60
per night
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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: Talor G.
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Sitter Profile Image: Talor G.
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17. 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
Profile image

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jenna M.
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Sitter Profile Image: Jenna M.
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18. 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
6 reviews
from
$28
per night

Jenna has watched my pets a few times while I was away and I felt comfortable knowing they were in great hands! She always has great communication, attention to detail and a friendly personality. Jenna would send me updates on how they were doing and my cats gravitated towards her and loved her instantly. Your pets will be well taken care of and so loved!

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Sitter Profile Image: Sarah N.
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Sitter Profile Image: Sarah N.
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19. Sarah N.

Love dogs of all shapes and sizes!!
Lower East Side, Milwaukee, WI, 53202
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$28
per night

Sarah has been around pets her whole life from cats to birds to chinchillas, etc. She is currently the loving owner of two cats. I have seen first hand many times how much she loves pets and how much fun they have (and she has) while they are hanging out.

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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
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$32
per night

Mary is an animal lover through and through! She has her own cats she adores and frequently takes care of family and friends pups. I’d trust her with my pup any day.

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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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