House Sitting in Jackson Park, 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
3.7 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
5.2 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
5.3 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: Rachel H.
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Sitter Profile Image: Rachel H.
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4. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
1.9 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 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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5. Jenn S.

Star Sitter
Animal lover and cat mom of 3 🐈
West Allis, WI, 53227
3.1 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: 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
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$28
per night

Megan is definitely the first rover sitter I reach out to, to see if she can come house sit for my pup. She's very respectful of my home and I feel very comfortable having her take care of Frankie when I'm away.

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
1.8 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
5.9 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
3.0 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: 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
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
22 repeat clients
from
$65
per night

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: Lexi K.
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Sitter Profile Image: Lexi K.
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11. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
12 repeat clients
from
$35
per night

Lexi was delightful, and took great care of our babies. She was clearly an animal lover, and displayed a curiosity and interest in our pets (a dog and three cats). I am happy to have found her!

Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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12. Erica L.

I'll love them like my own
West Allis, WI, 53227
3.7 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 is as wonderful with our dogs. She provided regular updates while we were gone. She was very responsive and accommodating during booking and came to meet the dogs ahead of time. We would definitely use her again.

Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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13. Becca S.

Rover 101
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
4.2 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.

Sitter Profile Image: Hillery F.
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Sitter Profile Image: Hillery F.
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14. Hillery F.

Happy to help!
West Allis, WI, 53214
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
84 reviews
35 repeat clients
from
$80
per night

Hillery was wonderful with our two high energy terrier mixes and our two cats. She was super patient with them and took excellent care of them while we were away. She was accommodating and very friendly (not to mention very knowledgeable about all things dogs and cats!!) We didn't have to worry one bit with her in charge of our babies. ? The daily updates were wonderful and overall experience was amazing.

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
2.1 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: Ruth W.
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Sitter Profile Image: Ruth W.
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16. 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.

Sitter Profile Image: Sam P.
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Sitter Profile Image: Sam P.
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17. Sam P.

Rover 101
Loving, Responsive, Knowledgeable.
Hawthorne Glen, Milwaukee, WI, 53208
4.0 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
120 reviews
58 repeat clients
from
$80
per night

Sam was great! Our dog started having medical issues right before we left and she took on the new adjustments no problem. We hope to use her again in the future.

Sitter Profile Image: Hannah W.
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Sitter Profile Image: Hannah W.
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18. Hannah W.

Full-time cuddler, part-time runner
Alcott Park, Milwaukee, WI, 53228
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
17 repeat clients
from
$22
per night

Hannah did an amazing job with our pup! She kept us updating throughout the entire night which was reassuring while we were away! She really tired him out - which is tough to do considering he is a energetic puppy! Thanks again, Hannah!

Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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19. Amanda S.

I’ll love them like my own!
West Allis, WI, 53219
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

Amanda is so great the neighbors come over and ask us who our dog walker is. She's very conscientious of things we do with our dogs and they love her so much. Vey responsible and has great availability. We recommend her to all our friends and their friends.

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
2.2 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

Allie is a great friend of mine, she is a dedicated hard working and loyal friend. She is always putting others first and is always the one helping in times of need. Allie has been taking care of my Siberian husky for a while now anytime I need a sitter for the weekend. She Allie is always taking her for nice loooong walks, takes her to the dog park to play, gives plenty of snacks and belly rubs and just loving her like she is her own pet. Allie is a huge animal lover and very companionate at what she does. I would trust Allie with any pet I have.

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When it comes to house sitting, dog owners in Jackson Park, Milwaukee, WI love Rover.com. Over 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Jackson Park may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Jackson Park 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 Jackson Park, Milwaukee, WI 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 premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free 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 Jackson Park house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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