House Sitting in Mount Olivet, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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1. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 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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2. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
97 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: Markita H.
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Sitter Profile Image: Markita H.
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3. Markita H.

Star Sitter
Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
70 reviews
6 repeat clients
from
$57
per night

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!

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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4. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
142 reviews
63 repeat clients
from
$55
per night

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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5. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per night

I could not say enough great things about katie! As a new dog mom to a puppy, she was so patient and so attentive to my boy. Katie sent tons of pictures, videos and kept me updated routinely on anything that had changed. She was a respectful house guest and provided excellent care to my dog while I was working very long hours for three consecutive days. My mama heart was at ease knowing I had such an excellent person taking the best care of my dog!!

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Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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6. Megan M.

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

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.

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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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7. Elba M.

Rover 101
Star Sitter
Wiggle waggle and roll!
Cudahy, WI, 53110
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
129 reviews
51 repeat clients
from
$45
per night

This was not only my first time using a pet sitter, but a sitter that doesn’t know my two boys. We have always been spoiled having family watch my two, but not so much anymore. My two boys are a pain in many ways and Elba was absolutely wonderful with them! She stayed an evening with them and gave them all the attention in the world and took them on a car ride! Elba is such a lovely person who has great advice on pets too! I am definitely sticking with Elba as my primary sitter!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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8. Jenn S.

Star Sitter
Animal lover and cat mom of 3 🐈
West Allis, WI, 53227
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
10 repeat clients
from
$60
per night

Jenn stayed at our house for a weekend away. One of our dogs recently went blind and we felt in-home care was our only option. Jenn didn't seem concerned about managing our blind dog, senior greyhound, and cat. I appreciated that she came out twice to the house to meet us and talk through our routine. I was also impressed that she read up a bit on greyhounds since Leo was the first greyhound she watched. She was great about communicating her schedule and sending us pictures. We would definitely try to schedule with Jenn again.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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9. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$30
per night

Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every day, and we always come home to a very happy dog and cat!

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

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 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.

Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
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11. Patricia N.

Star Sitter
Love them all!
Franklin, WI, 53132
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
14 repeat clients
from
$30
per night

We really appreciated the periodic updates as we were in New Zealand. Good to know your pup is being taken well care of being so far away. Would definitely use her services again.

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Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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12. Becca S.

Rover 101
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
4.7 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: Danica V.
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Sitter Profile Image: Danica V.
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13. Danica V.

Star Sitter
PAWsitively reliable med student!
Wauwatosa, WI, 53226
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$46
per night

Danica is consistent and professional throught the Rover experience. I've been burned before with previous dog sitters that have been inconsistent and unresponsive, but Danica is always punctual and quick to respond to any concerns/needs. I trust her to be with my pups when they are most stressed and take care of them when I'm away. That peace of mind is priceless and I love having Danica over to watch my pups.

Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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14. Erica L.

I'll love them like my own
West Allis, WI, 53227
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
44 repeat clients
from
$37
per night

Erica gave me the comfort of using this for the first time and gave me all the help and questions I had! My babies seemed so happy the entire time and are truly blessed to have had her just down the same block as us! She was great and will definitely use her again for any of our needs! Our 3 cats and baby tortoise were in the best hands with her!

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Sitter Profile Image: Ruth W.
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Sitter Profile Image: Ruth W.
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15. Ruth W.

Caring. Depenable. Trustworthy.
Greenfield, WI, 53220
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 reviews
from
$50
per night

Ruth has been a loving dog owner of several dogs and cats for more than 20 years. Most recently Bolt and Lady. I believe she would be a diligent and kind addition to the Rover workforce.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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16. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.6 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 is wonderful! She took great care of our dog while we were out of town and sent lots of pictures and updates to put our mind at ease. Our dog LOVED playing with her pup too, which was a nice bonus! We will definitely be booking Leandrea again in the future.

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Sitter Profile Image: Bret H.
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Sitter Profile Image: Bret H.
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17. Bret H.

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

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: Amanda S.
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Sitter Profile Image: Amanda S.
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18. Amanda S.

I’ll love them like my own!
West Allis, WI, 53219
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$28
per night

Amanda watched our cat Penny while we were away for a weekend. She did such a good job, sent us updates and pictures so we could see she was being taken care of!

Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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19. Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
17 repeat clients
from
$75
per night

Amelie and Stephen sat for our dog, Dexter, and our cat, Lucy, while we were out of town for a weekend. We felt incredibly assured during our time away that our pets were being well cared for and provided with lots of love. We were given consistent updates on how the stay was going and what our animals were up to. They graciously provided many pictures during the stay that continued to provide us with a sense of calm knowing our fur babies were in very good hands. We have already rebooked with them for a future trip, and will continue to do so! We cannot recommend them enough!

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Sitter Profile Image: Allie S.
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Sitter Profile Image: Allie S.
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20. Allie S.

Teacher with a fenced-in yard here!
West Allis, WI, 53219
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$28
per night

I would like to recommend Allie Schuett as a dog sitter. She has been wonderful to both of our dogs and our two cats as well. She is responsible care giver and always meets the needs of the dogs. She had taken them in walks and spent time with them at the dog park. Thank you Allie for being a beloved surrogate mommy! Jacqueline M

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Pet parents in Mount Olivet, 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.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Mount Olivet house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Mount Olivet, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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