Pet Sitting & Drop Ins in Sunset Heights, Milwaukee

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Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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1. Kathy S.

Rover 101
Star Sitter
Patient walker and caregiver.
Wauwatosa, WI, 53213
1.6 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
131 reviews
39 repeat clients
Profile image

Kathy is always super reliable and was able to help us out to watch our cats over the holidays. Always recommend her when she’s available. Thank you for all of your help!

Availability updated today
Sitter Profile Image: Michelle G.
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Sitter Profile Image: Michelle G.
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2. Michelle G.

Rover 101
Star Sitter
Welcome to my Home!
Wauwatosa, WI, 53213
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
100 reviews
18 repeat clients
Profile image

Michelle did an amazing job with Millie! Very attentive to her needs and became someone Millie looked forward to seeing everyday while we were away!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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3. Michelle Y.

Star Sitter
Trusted & Insured Dog Mom 🐾❤
Cooper Park, Milwaukee, WI, 53222
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
51 reviews
15 repeat clients
Profile image

Michelle easily gets a five star review. I just moved to the area and was nervous about leaving my dog alone but Michelle has made the transition so easy. She is wonderful with my boy. She is excellent with communicating and sends the best updates. 10 times out of 10, I’m picking Michelle.

Availability updated today
Sitter Profile Image: Charlotte M.
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Sitter Profile Image: Charlotte M.
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4. Charlotte M.

happy pets, happy life
Milwaukee, WI, 53210
0.4 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
68 reviews
8 repeat clients

Charlotte is an important part of my pets life. Whether she is spending time on a long walk or just playing with them in the yard, they thoroughly enjoy every minute they spend with her. Charlotte is the first person I call when I am unable to spend quality time with my pets.

Availability updated 3 days ago
Sitter Profile Image: Melainie T.
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Sitter Profile Image: Melainie T.
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5. Melainie T.

Care for all Animals
Enderis Park, Milwaukee, WI, 53210
1.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
43 reviews
15 repeat clients
Profile image

Melainie is great with Trixie! She comes to let her out while I'm at work and I love getting the updates and photos during their visits 🥰 Trixie can be shy with new people and she's taken to Melainie so, so well!

Availability updated 21 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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6. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
14 reviews
5 repeat clients

Ashley is quite the do lover. She no only loves dogs but has tons of energy for those who like to be super active. In the time I have known Ashley she has not only watched dogs I've had and done an excellent job but she is also a former foster with a local dog rescue. When fostering with an off transport rescue you rarely know what to expect and Ashley has shown that she can care for many types of dogs of varying temperaments. The most memorable was very anxious and mouthy beagle who was later put on Prozac to help with her temperament and behavior. Ashley fostered Tallulah until she was adopted to later be returned multiple times because people just couldn't deal with the challenge that Ashley was. If I had a personal dog i would not only trust Ashley with its care but not worry because I know she would do anything she could to assure it's comfort and care.

Availability updated 37 days ago
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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7. Jamila M.

Rover 101
Star Sitter
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
80 reviews
24 repeat clients
Profile image

Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!

Availability updated 47 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Caitlin K.
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Sitter Profile Image: Caitlin K.
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8. Caitlin K.

Star Sitter
Dogs are life
Milwaukee, WI, 53213
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
11 reviews
4 repeat clients
Profile image

Caitlin was a great communicator and took great care of my pup while I was away.

Availability updated 14 days ago
Sitter Profile Image: Savannah D.
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Sitter Profile Image: Savannah D.
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9. Savannah D.

Lover of all pups!
Grasslyn Manor, Milwaukee, WI, 53216
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
12 reviews
5 repeat clients

Savannah took both of my dogs in for the week while we were in Jamaica, and they were in the best of hands! She not only was easy to communicate with, but she gave me updates and sent pics, and when I got stuck out of the country with Covid, she helped facilitate everything to make sure my pups were taken care of and in good hands. Savannah is the best, and she will always be my go-to when I need my fur babies watched again!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Tatyana K.
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Sitter Profile Image: Tatyana K.
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10. Tatyana K.

Walks & Wiggles with Taty!
Lenox Heights, Milwaukee, WI, 53210
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
4 years of experience

About: I’ve had experience with dogs since I was younger, I’m a groomer looking to expand my services and time spent with dogs. I would love to help individuals when it comes to making sure their fur babies are comfortable! I’m currently in school Monday through Thursday until 5. I’m open to evenings Monday-Thursday, open availability Friday- Sunday. I graduate at the end of July, and my schedule will be completely open after. I believe in making sure every pet is comfortable at all times. I would love to take the time to bond and build a relationship with your dog, and make sure that we’re both comfortable with each other!

Availability updated yesterday
Sitter Profile Image: Crystal H.
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Sitter Profile Image: Crystal H.
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11. Crystal H.

Our animals are family members too!
Enderis Park, Milwaukee, WI, 53210
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
52 reviews
13 repeat clients

I’ve known Crystal for 11 years and she has always been a responsible pet owner and would be a great pet sitter. Crystal has had both cats and dogs during the time I’ve known here as well as a turtle! She loved them all. When she lived in Panama she started a meet up group of dog owners so her puppies would have a group of dogs to play with that would meet almost daily. They would even have pet birthday parties! One of Crystals dogs was a stray that she took in and it turned out he had some health issues. Crystal didn’t shy away or surrender the dog, instead she rose to the challenge. She made sure that dog had everything it needed to live as long and as loved as it possibly could. I know she would give him medicine on a daily basis and even administered IV fluids. Crystal is a an animal lover! She makes bandanas for all the neighborhood dogs and sets up play dates for her current dog to play and run around with other dogs. She walks her dog almost religiously, every day, sometimes twice a day. She even started an Instagram for her dog. Her and her husband built an amazing dog house for their dogs with a doggy door, windows and even a deck! She is as loving, caring and responsible of a person as you will find and would make an excellent pet sitter. I’d definitely let her take care of my pets and would recommend her to anyone looking for a trustworthy caring pet sitter.

Availability updated 2 days ago
Sitter Profile Image: Devany M.
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Sitter Profile Image: Devany M.
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12. Devany M.

Can’t wait to meet your pet!
Milwaukee, WI, 53208
1.9 mi. away
Drop-In Visits, Dog Walking
from
$24
per visit
5 out of 5.0 stars
33 reviews
9 repeat clients
Profile image

Devany was incredibly gentle and understanding with my old dog. Responsive and with a ton of experience dealing with all kinds of animals, I highly recommend her for anyone who needs their pet friend supervised and tended to while you’re away.

Availability updated yesterday
Sitter Profile Image: Kaitlin G.
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Sitter Profile Image: Kaitlin G.
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13. Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
1.4 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 4.8 stars
22 reviews
2 repeat clients
Profile image

I’ve worked with Kaitlin multiple times now - she’s awesome! She’s reliable and communicative, she’ll hang out with your pets and make sure to send photos :) 10/10 person

Availability updated 3 days ago
Sitter Profile Image: Julia M.
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Sitter Profile Image: Julia M.
Verified Enhanced Background Check

14. Julia M.

Wags to Whiskers
Enderis Park, Milwaukee, WI, 53210
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
24 reviews
4 repeat clients
Profile image

Julia was a wonderful pet sitter for my 2 fur boys. She made sure they were well cared for and i got to see the fun time they had with daily picture

Availability updated yesterday
Sitter Profile Image: Patricia B.
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Sitter Profile Image: Patricia B.
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15. Patricia B.

SPOILER ALERT- LOVE AND AFFECTION
Saint Joseph, Milwaukee, WI, 53210
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
1 review

Patty is an excellent pet sitter. She has taken care of our 3 fur babies as well as our home on several occasions. If you need someone to watch and care for your pets as if they were her own, I can't recommend Patty enough.

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Krystal D.
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Sitter Profile Image: Krystal D.
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16. Krystal D.

Star Sitter
Pawsitively Reliable Dog Sitter!
Milwaukee, WI, 53210
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
23 reviews
5 repeat clients
Profile image

Excellent communicator and did a great job with making sure Bo had everything he needed.

Availability updated 4 days ago
Sitter Profile Image: Bella N.
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Sitter Profile Image: Bella N.
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17. Bella N.

Ready to Walk, Play, and Cuddle!
Lenox Heights, Milwaukee, WI, 53210
1.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
7 reviews

Isabella was great with my dog! She was timely and responsive, and she did a good job managing my dog’s reactivity while on walks. Overall a pleasure to work with!

Availability updated 17 days ago
Sitter Profile Image: Kat K.
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Sitter Profile Image: Kat K.
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18. Kat K.

Ready to care for your fur babies!
Milwaukee, WI, 53208
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
2 reviews
1 repeat client

Kat is super communicative, consistently sticks to our cat's routine, and gives her all the love and pats she deserves. They're one of our go-to pet sitters, from day trips to short-notice family emergencies. Hire them, you won't regret it! ❤️

Availability updated 9 days ago
Sitter Profile Image: Keith O.
Verified Enhanced Background Check
Sitter Profile Image: Keith O.
Verified Enhanced Background Check

19. Keith O.

Happy Dog, Happy Life!
Wauwatosa, WI, 53213
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
5 reviews

Keith is an excellent choice to take care of your furry loved one. Keith is professional, prompt, and clearly has a genuine love of animals. Animals seem to respond very positively to Keith and we feel very confident that our pet is getting the best care when he is with Keith!

Availability updated 2 days ago
Sitter Profile Image: Andrew S.
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Sitter Profile Image: Andrew S.
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20. Andrew S.

I’ll take your pups on an adventure
Enderis Park, Milwaukee, WI, 53210
1.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
4 reviews
1 repeat client

Andrew is very nice and professional. You can tell he has a love for animals and spending time with them. He'll either take my dog on a short but tiring walk, or he'll take him to the park to run around and play, and everything in between. Highly recommend.

Availability updated 62 days ago
Confirmed availability for Memorial Day Weekend

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