House Sitting in Clayton Crest, Milwaukee

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

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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
142 reviews
63 repeat clients
from
$55
per night

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!

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
7.7 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!

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
7.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

Sitter Profile Image: Markita H.
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Sitter Profile Image: Markita H.
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4. Markita H.

Star Sitter
Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
3.7 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 the best! She took care of my dog the same way I would (probably even better) and left my house spotless. She is a great communicator and made me completely comfortable.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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5. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
5.1 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 was great with our two crazy dogs and her ability to watch them in our home was priceless. Our beagle has anxiety and does best in her own environment. Rachel kept us informed with texts and pictures and really provided peace of mind that our pups were in good hands.

Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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6. Jenn S.

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

Jenn was awesome with our pets, we had no worries or anything while we were away. She made us feel very comfortable and took great care of our babies! We would definitely use her again, and would highly recommend!

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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7. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
4.7 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!!

Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
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8. Patricia N.

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

Patricia was wonderful! This was our first time using Rover, and it could not have been a better experience. Patricia went above and beyond, sending regular updates on our pups, the bird and the house! And when we returned, she had even washed the linens! Highly recommend Patricia!

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

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
3.3 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.

Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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10. Elba M.

Rover 101
Star Sitter
Wiggle waggle and roll!
Cudahy, WI, 53110
3.6 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!

Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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11. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
4.4 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

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.

Sitter Profile Image: Stephanie R.
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Sitter Profile Image: Stephanie R.
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12. Stephanie R.

I love all animals
South Milwaukee, WI, 53172
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
64 reviews
19 repeat clients
from
$50
per night

Stephanie has watched our two dogs at our home numerous times and is absolutely amazing with them every single visit. She sends pictures and videos and takes our German Shepherd on hikes and trips to the park. She gives multiple updates throughout the day and truly loves our pups. Highly recommend!!

Sitter Profile Image: Ruth W.
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Sitter Profile Image: Ruth W.
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13. Ruth W.

Caring. Depenable. Trustworthy.
Greenfield, WI, 53220
2.9 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.

Sitter Profile Image: Bret H.
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Sitter Profile Image: Bret H.
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14. Bret H.

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

Our usual dog sitter was unable to stay at our house so I decided to check Rover. It's a leap of faith to have someone who you don't know staying in your house with your dogs, so I spent a lot of time searching Rover and Bret ended up being our #1 choice. I am thrilled that we chose Bret - he was fantastic! He was great with communication, sent photos, and took impeccable care of our house and dogs. I highly recommend Bret!

Sitter Profile Image: Linsey C.
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Sitter Profile Image: Linsey C.
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15. Linsey C.

Passionate about Pet Happiness ❤️
Bay View, Milwaukee, WI, 53207
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$28
per night

We’re so happy Nico was in good hands while we were on vacation. Linsey sent videos and pictures everyday and was very communicative with us and understanding of our concerns. It was a great relief to see Nico and our home were taken care of.

Sitter Profile Image: Samantha R.
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Sitter Profile Image: Samantha R.
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16. Samantha R.

Rover 101
It’s like a dog hotel but better ;)
Cudahy, WI, 53110
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
103 reviews
41 repeat clients
from
$60
per night

One of the things that I will miss about moving from San Diego is being able to have Samantha watch Savannah for me. She would send pictures and text messages to keep me updated on how things were going. I whole heartedly recommend her!!!

Sitter Profile Image: Kelli H.
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Sitter Profile Image: Kelli H.
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17. Kelli H.

Dog and exercise lover!
Bay View, Milwaukee, WI, 53207
4.2 mi. away
Boarding, House Sitting
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$45
per night

Kelli was awesome house sitting for us. She was an awesome house guest and got along great with our dog. He was in high spirits while we were away. We appreciated all the photos Kelli sent and she was very responsive to our messages. 10 stars.

Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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18. Felicity W.

Animals are my full time passion 🤍
St Francis, WI, 53235
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
12 repeat clients
from
$50
per night

Felicity was great! My pup loved her and was well taken care of while we were away. She has watched her twice now and we would definitely book again! She stayed at our home and the house was in great shape when we got home.

Sitter Profile Image: Rita B.
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Sitter Profile Image: Rita B.
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19. Rita B.

Rover 101
Pets Thrive, Owners Relax!
Oak Creek, WI, 53154
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
49 reviews
31 repeat clients
from
$85
per night

Rita was great … kept me updated and sent lots of pictures and walked them. I wasn’t worried about them at all. I will definitely book with her again.

Sitter Profile Image: Anya B.
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Sitter Profile Image: Anya B.
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20. Anya B.

Rover 101
Experienced with flexible schedule!
Milwaukee, WI, 53221
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$50
per night

Anya is great with my boys. I was comfortable leaving her in our home. Trusted her with administring meds. She made us feel enough trust that at I didn't feel the need to be consistently ask for updates. She is awesome 👍🐕🐕🐕🐕

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When it comes to pet care and house sitting, pet owners in Clayton Crest, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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 Clayton Crest 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 Clayton Crest, 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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