Pet Sitting & Drop Ins in Highwood Estates, Milwaukee

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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1. 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
$20
per visit
5 out of 5.0 stars
266 reviews
64 repeat clients
Profile image

Sarah has been an absolute life saver! I can go to work without worrying about my little guy. After a couple of false starts with Rover I was able to fi d Sarah! She is responsive, reliable, and flexible. And she takes the BEST pictures of my sweet guy on his walks. Thank you Sarah!!!

Availability updated today
Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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2. Emily S.

Enjoy making pets happy and loved
West Allis, WI, 53227
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 4.9 stars
21 reviews
17 repeat clients
Profile image

Emily has been wonderful with Heisenberg! I am so grateful for her help. I was nervous to have a stranger take care of him, but I couldn't be happier with how well it has worked out.

Availability updated today
Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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3. Katie N.

Star Sitter
Here kitty kitty (and doggies too!)
Greenfield, WI, 53220
1.2 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
53 reviews
12 repeat clients
Profile image

Katie was so nice to our dog Maggie who is very protective but loved Katie right a way. Katie was great and we would highly recommend her and will definitely use her again.

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Kelsey W.
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Sitter Profile Image: Kelsey W.
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4. Kelsey W.

Animal Lover of all kinds
Greenfield, WI, 53228
1.9 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Kelsey was so great keeping in contact with me before and asking questions and information I forgot to let her know. Very pleased! Got lots of cute check ins!

Availability updated 4 days ago
Sitter Profile Image: Angie B.
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Sitter Profile Image: Angie B.
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5. Angie B.

Rover 101
Loving Family to Care for your Dog
West Allis, WI, 53219
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
30 reviews
7 repeat clients
Profile image

Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!

Availability updated 15 days ago
Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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6. Mary C.

Star Sitter
Will care for pet your like my own!
GREENFIELD, WI, 53220
1.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
59 reviews
19 repeat clients
Profile image

Mary is wonderful! She's friendly, reliable, a great communicator, and sends pictures after each visit. It's comforting to know my animal is well card for in my absence! .

Availability updated 34 days ago
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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7. 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
$15
per visit
5 out of 5.0 stars
164 reviews
54 repeat clients
Profile image

Leandrea was terrific. She came over to meet the cats before I left, she sent pictures and updates daily, and I came home to two very happy cats and clean litter boxes. Couldn't have asked for better. Thanks so much!

Availability updated 3 days ago
Sitter Profile Image: Jessica R.
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Sitter Profile Image: Jessica R.
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8. Jessica R.

A dogs best friend🩷
Woodland Court, Milwaukee, WI, 53220
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
12 reviews

Jessica is a pet lover like no other! She is constantly available for not only her best friends fur babies but also for her families. She will care for and treat your babies like her very own, her sweet spot for any Angel will make you so glad you booked her ❣️

Availability updated 5 days ago
Sitter Profile Image: Kelly M.
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Sitter Profile Image: Kelly M.
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9. Kelly M.

Rover 101
Star Sitter
I love dogs and being outside!
Greenfield, WI, 53227
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
32 reviews
10 repeat clients
Profile image

It was a pleasure having Kelly watch after my puppy Stormi. I received many updates, pictures and videos during her time visiting Stormi. I will definitely be booking with her in the near future. Thank you Kelly!

Availability updated 16 days ago
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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10. Jenn S.

Star Sitter
Dedicated & Reliable 🐕🐈🦜🐹🌈
West Allis, WI, 53227
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
58 reviews
17 repeat clients
Profile image

Jenn was great! Came before hand to meet my dog and to get to know the usual routine. She sent pictures and updates and had great communication!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Holly J.
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Sitter Profile Image: Holly J.
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11. Holly J.

Professional Animal Lover
Root Creek, Milwaukee, WI, 53220
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
27 reviews
7 repeat clients
Profile image

Holly has been amazing with my boy Teddy. Definitely recommend.

Availability updated today
Sitter Profile Image: Ashley S.
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Sitter Profile Image: Ashley S.
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12. Ashley S.

Animal Care Professional/Lover
West Allis, WI, 53227
1.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit
5 out of 5.0 stars
3 reviews
1 repeat client

Ashley is an extremely caring person and a huge animal lover who would be very happy to care for any pet she comes across. I have witnessed first had her overwhelming love for pets of all kinds.

Availability updated 7 days ago
Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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13. Amanda S.

Tell your dog I said hi!
West Allis, WI, 53219
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
36 reviews
9 repeat clients
Profile image

Amanda is great! We have one senior dog and another with a lot of anxiety. She is so loving towards them and patient with whatever they need. I really appreciate her communication skills and know our pups are in great hands when we’re away.

Availability updated 17 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Lilly C.
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Sitter Profile Image: Lilly C.
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14. Lilly C.

Star Sitter
Im great with cats and exotic pets!
Milwaukee, WI, 53227
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
63 reviews
18 repeat clients
Profile image

Lilly always comes through in a pinch and having her be able to check in on my kitties so close to Christmas took so much stress off! I’m so happy to have found a regular sitter who is awesome with cats!

Availability updated 3 months ago
Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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15. 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
$25
per visit
5 out of 5.0 stars
24 reviews
10 repeat clients
Profile image

I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.

Availability updated 46 days ago
Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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16. Stephen & Wipawee D.

Star Sitter
Pawfessional w/ Love & Care <3
West Allis, WI, 53227
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
49 reviews
19 repeat clients
Profile image

Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

Availability updated 5 days ago
Sitter Profile Image: Susie C.
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Sitter Profile Image: Susie C.
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17. Susie C.

Life-Long Dog Lover
West Allis, WI, 53227
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
2 reviews

Susie is super reliable and dependable. I would trust her with anything! Her kindness and care will not go unnoticed and she will go above and beyond for your pets. Anyone would be lucky to have her as a sitter!

Availability updated 3 days ago
Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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18. Liz B.

Rover 101
Senior pet lover and expert!
West Allis, WI, 53214
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
34 reviews
11 repeat clients
Profile image

Liz really went above and beyond with my boys! She spent an lot of time making sure they had playtime, that my apartment was a comfortable temp for them, and checked in regularly to see if I needed her to do anything else around my house. I would have her care for any pet I have without reservation.

Availability updated today
Sitter Profile Image: Jessica D.
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Sitter Profile Image: Jessica D.
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19. Jessica D.

animal lover & registered nurse 🌻
West Allis, WI, 53227
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
7 reviews

There is nobody more that I would trust my dog with than Jess, she is the kindest, sweetest, and responsible person I know. My dog ABSOLUTELY loves her (maybe more than me) if you want to feel totally at ease with another person watching your beloved pet Jess is your gal.

Availability updated 8 days ago
Sitter Profile Image: Cheryl E.
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Sitter Profile Image: Cheryl E.
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20. Cheryl E.

Our 4 legged friends are FAMILY!
West Allis, WI, 53227
1.2 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
2 reviews

Cheryl has a passion for animals, especially dogs. She is kind, gentle, and willing to take the time to make a pet feel like it is just as valuable as any other family member in the household.

Availability updated 7 months ago

The median cost per night for pet sitting in Highwood Estates is $20

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Sitters in Highwood Estates average 5 repeat pet sitting clients

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