House Sitting in Estabrook Park, Milwaukee

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Sitter Profile Image: Alyssa B.
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Sitter Profile Image: Alyssa B.
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1. Alyssa B.

Compassionate Pet Sitter
Whitefish Bay, WI, 53217
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.

Availability updated 5 days ago
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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2. Melissa H.

Star Sitter
Their Favorite Pawsome Auntie 🐾
Milwaukee, WI, 53211
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
25 reviews
7 repeat clients
Profile image

Melissa is a great overnight dogsitter. She followed all the instructions for my dog and bullies have a lot of instructions. Ha! She provided updates everyday and you can tell she enjoys dogsitting. I came back to happy dog.

Availability updated 8 days ago
Sitter Profile Image: Carrianne L.
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Sitter Profile Image: Carrianne L.
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3. Carrianne L.

Star Sitter
Caring for Critters of all Kinds!
Shorewood, WI, 53211
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
35 reviews
10 repeat clients
Profile image

Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!

Availability updated 3 days ago
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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4. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.3 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
117 reviews
32 repeat clients
Profile image

We were so happy to have Carole staying at our house and taking care of our puppy! We were sent many updates and assured that our dog had been well taken care of. Thank you!

Availability updated 9 days ago
Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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5. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
67 reviews
18 repeat clients
Profile image

Kathryn has been amazing! She picked up a request super last minute and was so sweet to my pup. She really goes above and beyond what a typical dog watcher would do. Would definitely recommend!!

Availability updated 14 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Rebekah F.
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Sitter Profile Image: Rebekah F.
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6. Rebekah F.

Pet Lover Ready To Help
Shorewood, WI, 53211
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
4 reviews
Profile image

Rebekah was very kind and gentle with our dog, Zoey. She kept her entertained and happy. She was very professional and communicated well, and also kept us updated with photos and texts. We felt very comfortable leaving our puppy with her.

Availability updated 6 days ago
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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7. Lily S.

Star Sitter
Certified Sitter!
Milwaukee, WI, 53212
2.6 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
40 reviews
12 repeat clients
Profile image

This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!

Availability updated 3 days ago
Sitter Profile Image: Lenys H.
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Sitter Profile Image: Lenys H.
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8. Lenys H.

Pets don’t need us, we need them!!
Milwaukee, WI, 53211
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.7 stars
11 reviews
3 repeat clients
Profile image

Lenys did a fantastic job watching my dog Miles. She was very attentive to him, and she provided transparent communication as well as pictures throughout the week. I would highly recommend her.

Availability updated today
Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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9. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
120 reviews
39 repeat clients
Profile image

Liz was wonderful to work with. I had her stay with my dog for 2 nights in my home since it was the first time I would be away and thought it would be less stressful than boarding him. I was really happy I made the choice to have her stay. She was very responsive and sent me daily updates! I would absolutely recommend her to anyone who is looking to do this for the first time and is unsure, and I will use her again in the future!

Availability updated yesterday
Sitter Profile Image: Adrienne N.
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Sitter Profile Image: Adrienne N.
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10. Adrienne N.

Star Sitter
WFH, med experience, and pet lover!
Lower East Side, Milwaukee, WI, 53214
3.4 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
40 reviews
6 repeat clients
Profile image

Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.

Availability updated yesterday
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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11. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$64
per night
5 out of 5.0 stars
152 reviews
47 repeat clients
Profile image

Jessica has taken care of our cats, pup, and home while we’re traveling multiple times. She is such a wonderful sitter, and we’re really grateful to have found her. We highly recommend her to anyone looking for someone reliable, communicative, and wonderful to work with!

Availability updated today
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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12. Travis H.

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$62
per night
5 out of 5.0 stars
252 reviews
92 repeat clients
Profile image

Travis was amazing. Met with us beforehand because I was so nervous. I got regular pictures and messages. He was great to work with and my pup looked super happy.

Availability updated 3 days ago
Sitter Profile Image: Jasmine R.
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Sitter Profile Image: Jasmine R.
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13. Jasmine R.

Here to catch Paws, not hands 🐶
Shorewood, WI, 53211
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
4 reviews
2 repeat clients

Jasmine is absolutely amazing and her love for pets is a plus . I love that she kept us updated and pictures throughout our time gone watching over Metzli and when we returned home Metzli was happy and of course healthy! I would definitely recommend Jasmine to care for your pets as well I'm so glad I met her and would for sure connect with her again if I need someone to care for my dog!

Availability updated 63 days ago
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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14. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
14 reviews
5 repeat clients
Profile image

As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.

Availability updated 30 days ago
Sitter Profile Image: Addoris D.
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Sitter Profile Image: Addoris D.
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15. Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Thanks for taking care of our dog and cat. They appeared well taken care of. The house was clean when we got home as well.

Availability updated 5 days ago
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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16. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
0.7 mi. away
House Sitting, Drop-In Visits
from
$70
per night
5 out of 5.0 stars
60 reviews
15 repeat clients
Profile image

Marilia is fantastic! We felt very comfortable leaving our two dogs overnight in our home with Marilia even after meeting her for the first time. Our girls were happy and healthy when we returned, and we feel even better about having Marilia take care of Rae and Frankie sometime in the future! Thanks Marilia!!!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Abbie P.
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Sitter Profile Image: Abbie P.
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17. Abbie P.

Responsible, caring pet lover !
Milwaukee, WI, 53211
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
8 reviews
Profile image

Abbie was an amazing house sitter for Benny!! She gave him plenty of play time, and he got so comfortable with her that he cuddled up next to her and napped. She was respectful of our house and left everything as we would. Will absolutely be booking with her again.

Availability updated 4 days ago
Sitter Profile Image: Yacob B.
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Sitter Profile Image: Yacob B.
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18. Yacob B.

Dog Lover in Shorewood
Shorewood, WI, 53211
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 4.9 stars
33 reviews
13 repeat clients
Profile image

Thanks so much Yacob! We are so lucky to have you. Harvey was in great hands for another long extended family trip. Really is great to know you have someone who cares and you can trust. Harvey and the house were well taken care of.

Availability updated 9 months ago
Sitter Profile Image: Laura S.
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Sitter Profile Image: Laura S.
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19. Laura S.

Reliable Pet Lover & Caretaker
North Shore, WI, 53217
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 reviews

Laura is reliable, thoughtful and gentle with animals. She has taken good care of my rabbit and neurotic cat on many occasions. I never have to worry when I’m away when Laura is in charge. She is tidy and organized. She even made a house for my rabbit out of cardboard boxes.

Availability updated 11 days ago
Sitter Profile Image: Charles B.
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Sitter Profile Image: Charles B.
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20. Charles B.

Star Sitter
Pet lover ready 2 watch your bestie
Fox Point, WI, 53217
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
20 reviews
2 repeat clients
Profile image

Charles was amazing with our dog!! Our dog is massive and can be ornery at times but he took to Charley immediately. Charley came to our house several times a day while we were out of town so our dog could remain in the place where he is comfortable. Often, Charley would stay and work out of our house just so our dog wouldn’t be alone. It was very comforting knowing our dog was well cared for and loved while we were away. Thank you Charley!!

Availability updated yesterday

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