House Sitting in Highwood Estates, Milwaukee

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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1. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.2 mi. away
House Sitting, Drop-In Visits
from
$50
per night
5.0 out of 5 stars
83 reviews
27 repeat clients
Profile image

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!

Availability updated today
Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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2. Rachel H.

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

Rachel was absolutely amazing! She was really great at communicating and sending lots of pictures throughout the stay. Most notably, she went above and beyond to care for my dog when she was dealing with anxiety while I was gone by going for more walks and time at the dog park. All in all, she will be my sitter of choice whenever I go out of town.

Availability updated today
Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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3. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
157 reviews
65 repeat clients
Profile image

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!

Availability updated 7 days ago
Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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4. Emily S.

Enjoy making pets happy and loved
West Allis, WI, 53227
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
Profile image

Great communication and care of our pup! Look forward to Emily sitting for us again!

Availability updated today
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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5. Jamila M.

Rover 101
Star Sitter
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
73 reviews
23 repeat clients
Profile image

Jeremy was extremely professional! You can tell he truly loves animals and spends time getting to know them so that everything goes smoothly. I had just gotten a new dog, and by the time I had gotten back he had taught them all how to go on a walk at the same time! I love that he sends pictures during his stay, so you can check in. I highly recommend him!

Availability updated 27 days ago
Sitter Profile Image: Nadia D.
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Sitter Profile Image: Nadia D.
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6. Nadia D.

Star Sitter
Experienced, loving care for pets
Bay View, Milwaukee, WI, 53207
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
Profile image

Nadia took great care of Theo. He has significant GI issues and can be a tough one to handle, but she did it with such love. I got daily updates and pictures.

Availability updated 5 days ago
Sitter Profile Image: Allie D.
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Sitter Profile Image: Allie D.
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7. Allie D.

Loving and Caring Pet Care Provider
Avenues West, Milwaukee, WI, 53233
5.2 mi. away
House Sitting, Drop-In Visits
from
$28
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
Profile image

Allie came back to watch Lambeau again in our home. Zero complaints whatsoever. She is so good with my crazy dog and the house is always in the same condition that we left it. See you in November, thank you!

Availability updated 10 days ago
Sitter Profile Image: Amanda C.
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Sitter Profile Image: Amanda C.
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8. Amanda C.

Rover 101
Trusted, Loving Care for Your Pets!
Milwaukee, WI, 53213
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
5 reviews
Profile image

Amanda was great to work with! She was prompt to respond and set up a meet and greet. She had a questionnaire for me to fill out covering all bases about Theo’s care and house sitting which I thought was really helpful! Theo seemed to like her a lot and was quite relaxed when I returned from my trip. I got daily updates with pictures. Would definitely like to work with her again :)

Availability updated 4 days ago
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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9. Jenn S.

Star Sitter
Dedicated & Reliable Pet sitter
West Allis, WI, 53227
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
50 reviews
15 repeat clients
Profile image

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!

Availability updated today
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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10. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Milwaukee, WI, 53220
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
148 reviews
48 repeat clients
Profile image

Leandrea was absolutely amazing! We left for a week vacation and throughout the entire time Leandrea updated with text, photos and videos. Communication was so easy and Leandrea responded immediately!! I felt so relaxed leaving knowing my dogs were in amazing hands. We are definitely going to book Leandrea again!!! Could not recommend enough!!

Availability updated today
Sitter Profile Image: Kelsey H.
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Sitter Profile Image: Kelsey H.
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11. Kelsey H.

flexible schedule for walks/sitting
West Allis, WI, 53214
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$39
per night
5.0 out of 5 stars
53 reviews
14 repeat clients
Profile image

Kelsey did a fantastic job with our dog and cat while we were away for thanksgiving! We got daily updates and pictures of both animals. 10/10 will book with her again!

Availability updated 4 days ago
Sitter Profile Image: Jenna L.
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Sitter Profile Image: Jenna L.
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12. Jenna L.

Medical student and dog lover!
West Allis, WI, 53214
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$26
per night
3 reviews

Jenna is a wonderful pet caregiver and pours her all in ensuring that each pet is attentively cared for. She genuinely loves pets and holds herself to a high standard to create a safe and comfortable environment for them. I am confident that she is the best choice for a pet caregiver.

Availability updated 2 days ago
Sitter Profile Image: Holly H.
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Sitter Profile Image: Holly H.
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13. Holly H.

Star Sitter
Animal lover since 1994!
West Allis, WI, 53219
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
Profile image

Holly is wonderful! She spent two full days at our house with our pup and took great care of him. He was happy and calm when we got home and excited to see her when she came back. She was very conscientious and a great communicator. We'd be thrilled to have her back any time. Thanks, Holly!

Availability updated 45 days ago
Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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14. Katherine B.

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

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!!

Availability updated 26 days ago
Sitter Profile Image: Lauren Z.
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Sitter Profile Image: Lauren Z.
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15. Lauren Z.

No dog too big or small
West Allis, WI, 53227
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
4 reviews
Profile image

Lauren is a sweetheart! She was very communicative and sent photo updates throughout the day. My dog absolutely loved her! Will def book with her again.

Availability updated 30 days ago
Sitter Profile Image: Jessica R.
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Sitter Profile Image: Jessica R.
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16. Jessica R.

A dogs best friend🩷
Woodland Court, Milwaukee, WI, 53220
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
9 reviews
Profile image

Jessica was great with our lab! Also sent pictures and spent quality time with her! Would definitely book with her again.

Availability updated 3 days ago
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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17. Sarah J.

Star Sitter
I’m awkward with humans.
West allis, WI, 53219
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
211 reviews
58 repeat clients
Profile image

Sarah was so great watching Michael! We really appreciated all the updates and photos, and he seemed so comfortable with her. Thank you Sarah!!

Availability updated today
Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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18. Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5.0 out of 5 stars
48 reviews
18 repeat clients
Profile image

We couldn't have asked for a better experience! Stephen and Amilie were very communicative to us about how our animals are doing. We felt very comfortable with them and they took great care of our animals! We would no doubt use their services again!

Availability updated 13 days ago
Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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19. Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5.0 out of 5 stars
139 reviews
39 repeat clients
Profile image

Amanda was wonderful during our vacation taking care of our dog. She was active in sending pics and updates and prompt to respond. She made me feel at ease knowing everything was going good back home. I would definitely recommend Amanda and would book her again!

Availability updated 7 months ago
Sitter Profile Image: Breanna A.
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Sitter Profile Image: Breanna A.
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20. Breanna A.

Pet loving pharmacist-in-training!
Milwaukee, WI, 53228
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
1 review

Ever since I have known her, Breanna has been great with animals. She loves taking care of animals! She is a reliable person who will be great at taking care of any pet. I know I can always count on her to cat-sit for me when I go out of town. I always come back to a happy and healthy cat after she is done taking care of him.

Availability updated 4 days ago

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