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Add dates to see sitters who’ll be available for your need. These are sitters in your area, but might not be available.

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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
3.4 mi. away
from
$25
per day
5.0 out of 5 stars
231 reviews
62 repeat clients
Profile image

Sarah took very good care of our golden doodle while we were visiting Milwaukee and attending a Brewers game. I would highly recommend her to anyone!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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2. Michelle Y.

Star Sitter
Trusted & Insured Dog Mom 🐾❤
Cooper Park, Milwaukee, WI, 53222
3.2 mi. away
from
$33
per day
5.0 out of 5 stars
26 reviews
7 repeat clients
Profile image

Michelle was great! Clear communication and pups were obviously well cared for and had a blast playing with Reggie (and his toys). Would definitely rebook with Michelle next time I need a sitter!

Availability updated today
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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3. Daniel & Holly L.

Rover 101
Star Sitter
Warm, loving, home like suroundings
West Allis, WI, 53219
2.4 mi. away
from
$30
per day
4.9 out of 5 stars
432 reviews
181 repeat clients
Profile image

Dan didn't mind my early drop off and definitely spoiled my puppy. He sent lots of pictures and gave great updates throughout the day. I would definitely recommend him to anyone.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Amanda T.
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Sitter Profile Image: Amanda T.
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4. Amanda T.

Star Sitter
Crazy Dog Mama and Proud
Wauwatosa, WI, 53213
0.7 mi. away
from
$30
per day
5.0 out of 5 stars
52 reviews
18 repeat clients
Profile image

Amanda did an amazing job dog-sitting Nuggle! Nuggle had such a great time playing and seemed so happy and well cared for when we picked him up. Amanda went above and beyond to make sure he was comfortable and entertained, and we could tell he felt right at home. We’ll definitely book her again—Nuggle is already looking forward to his next stay!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Joshua P.
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Sitter Profile Image: Joshua P.
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5. Joshua P.

Star Sitter
Dog lover since childhood|MKE&TOSA
Wauwatosa, WI, 53226
2.2 mi. away
from
$28
per day
5.0 out of 5 stars
18 reviews
5 repeat clients
Profile image

Our experience with Josh so far has been great! He is communicative, flexible to our needs, and is sure to send photos and updates! Our pup loves going to daycare with Josh!

Availability updated 16 days ago
Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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6. Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
3.5 mi. away
from
$20
per day
4.8 out of 5 stars
154 reviews
94 repeat clients
Profile image

Michael and his wife were very kind to champ. They are true dog lovers. Very responsive to our requests. We returned later than we thought we due to traffic and Michael was were very understanding and gracious about it. Thank you!

Availability updated 29 days ago
Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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7. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
0.8 mi. away
from
$35
per day
5.0 out of 5 stars
61 reviews
19 repeat clients
Profile image

Kristy watched our dog, Beau for several doggy day care visits. She accommodated our early drop offs, and was great at communicating with us through the app. We felt comfortable leaving our dog with her as she had a calm personality and her house was dog-friendly. We're happy Beau had Cooper for company!

Availability updated 43 days ago
Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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8. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Juneau Town, Milwaukee, WI, 53202
3.7 mi. away
from
$65
per day
5.0 out of 5 stars
72 reviews
20 repeat clients
Profile image

Emily took great care of Argos! He came home tired after a fun morning! Emily communicates well, is responsive and flexible! Looking forward to booking again!

Availability updated yesterday
Sitter Profile Image: Michelle G.
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Sitter Profile Image: Michelle G.
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9. Michelle G.

Rover 101
Star Sitter
Welcome to my Home!
Wauwatosa, WI, 53233
2.7 mi. away
from
$27
per day
5.0 out of 5 stars
35 reviews
6 repeat clients

About: Welcome! I have had cats and dogs my whole life and would love to welcome your pet into my home! At home is my 1 1/2 year old Portuguese Water Dog, Pippa, and my 8 year old rescue cat, Lasalle. My sister is a board certified veterinarian and I have experience administering medications. I live an active lifestyle with 3 walks a day and trying to socialize. Anywhere I go is where all the animals go! Your pet fits right in! I wake up early to be sure to get a log walk or run in the morning and then again in the evening. I work about 10 mins away so I come home over lunch another walk and playing in the yard. I do work full time outside of the home but my schedule is flexible around bathroom breaks or any medications needed at a specific time. I own my home and have a completely fenced back yard. I live in a residential area on a quiet street near a park that is good for tossing the tennis ball and taking daily walks.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Crystal H.
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Sitter Profile Image: Crystal H.
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10. Crystal H.

Our animals are family members too!
Enderis Park, Milwaukee, WI, 53210
2.8 mi. away
from
$40
per day
5.0 out of 5 stars
47 reviews
9 repeat clients
Profile image

Crystal is excellent. She took great care of our pup, Rufus. She is extremely responsive and flexible. She sent us several photos, which I loved receiving. I am a very over protective dog mom and I trust her with my fur baby. Looking forward to having her sit Rufus whenever we have a need for a sitter.

Availability updated 17 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Sophia J.
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Sitter Profile Image: Sophia J.
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11. Sophia J.

I've been told I'm a dog whisperer
Wauwatosa, WI, 53213
2.0 mi. away
from
$30
per day
5 years of experience

About: I've been around dogs of all kind since I was a baby and my love for them is something I was known for in school. I've been helping friends, family, and neighbors with their pets since I was around 10 sometimes its walking a dog around the block other times watching 3 dogs for 2 weeks. I work from home so I can give your dog lots of love and attention all day. I am available for boarding both weekends and week days. I have a fenced in back yard and 2 friendly giants to keep your dog entertained. I also have access to a large crate if needed. I can take them on multipule walks during the day if needed.

Availability updated 4 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Julie N.
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Sitter Profile Image: Julie N.
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12. Julie N.

Large fenced yard
Wauwatosa, WI, 53213
0.6 mi. away
from
$31
per day
4.9 out of 5 stars
88 reviews
37 repeat clients
Profile image

Julie provided excellent daycare for my dog Leo! She sent great photos and he had so much fun! I appreciate how well she communicates and how much she cared for him. She has an awesome backyard which he loved too!

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Mandi B.
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Sitter Profile Image: Mandi B.
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13. Mandi B.

Star Sitter
Dog house that is people friendly!
West allis, WI, 53214
1.5 mi. away
from
$30
per day
5.0 out of 5 stars
30 reviews
6 repeat clients

About: My husband and I were raised with pets. We always had dogs. When we finally bought our new home, our first act was to complete a fenced in yard for dogs and contacted the re-homing agency. Our pups run the ranch but are very people friendly :) They will even ask us to join them for walks at the park behind our house. They are very social and enjoy making new friends. We also have 3 teens who are well trained by our doggos on how to give them treats, baths, brushes and snuggles. Jeff and I have work from home options and my office is dog friendly. Our teens have outdoor sports that dogs join us for on the weekends. There is a lot of opportunity for play and activity or for just some snuggles and a movie. We have a fully fenced in yard and a city park behind our house for walks or a game of catch. We are a dogs allowed on furniture home and have toy bins and water bowls or fountains in multiple locations in and out of the house.

Availability updated today
Sitter Profile Image: Ryan & Zari B.
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Sitter Profile Image: Ryan & Zari B.
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14. Ryan & Zari B.

Star Sitter
Big time snuggle/play buddy 🥰🐾
Milwaukee, WI, 53213
1.7 mi. away
from
$20
per day
5.0 out of 5 stars
24 reviews
10 repeat clients
Profile image

Penny always is so happy to go to Ryan and Zari’s home and they take such great care of her. We are so appreciative of their quick communication and photos throughout her stay.

Availability updated today
Sitter Profile Image: Jill F.
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Sitter Profile Image: Jill F.
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15. Jill F.

Star Sitter
Dog lover work from home
West Allis, WI, 53214
1.7 mi. away
from
$45
per day
4.9 out of 5 stars
80 reviews
23 repeat clients
Profile image

Jill was able to accommodate our request rather last minute and was communicative throughout. She gave our senior dog a wonderful day of companionship; we know she was well cared for and left very happy.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Iraa G.
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Sitter Profile Image: Iraa G.
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16. Iraa G.

high-energy doggo in a human’s body
Honey Creek Parkway, Milwaukee, WI, 53214
1.7 mi. away
from
$40
per day
5.0 out of 5 stars
7 reviews

Iraa is a family friend of mine and an excellent dog sitter! She has been my go to for anything from overnight trips to weeks away from home and I’ve always come back to a happy, healthy dog and a clean house. She really loves dogs and it shows- Joey(my dog) is always excited to see her. I would absolutely recommend Iraa to anyone who wants to see their dog not only well taken care of, but loved as well!

Availability updated 2 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Aneta K.
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Sitter Profile Image: Aneta K.
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17. Aneta K.

dogs are my love language <3
Wauwatosa, WI, 53213
1.6 mi. away
from
$65
per day
5.0 out of 5 stars
12 reviews
1 repeat client
Profile image

Aneta went above and beyond as a dog sitter! She watched Hallie for us last minute and gave the best care. She took her on a long walk let her play in the water and even gave her a cute bandana. She exceeded our expectations and we would 100% book again!

Availability updated 5 days ago
Sitter Profile Image: Jaren V.
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Sitter Profile Image: Jaren V.
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18. Jaren V.

Treat dogs like my kids
Merrill Park, Milwaukee, WI, 53208
0.8 mi. away
from
$35
per day
2 reviews

Jaren was great! I can’t recommend him enough to anyone looking for a trustworthy, reliable dog walker. I had Jaren helping me walk my two dogs after a surgery I had and he made sure my dogs Mojo and Zoe were well taken care of and happy. He went above and beyond for us and I am truly grateful! Lori

Availability updated 5 days ago
Sitter Profile Image: Tracie B.
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Sitter Profile Image: Tracie B.
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19. Tracie B.

Rover 101
Star Sitter
Special Care For Special Needs
Johnson's Woods, Milwaukee, WI, 53214
0.9 mi. away
from
$40
per day
5.0 out of 5 stars
42 reviews
17 repeat clients
Profile image

Tracie is a fantastic DogVacay host. She is communicative, responsive and generous. And, most importantly, she's great with our dogs. We have two beagles--one of whom is a bit high maintenance--and Tracie was beyond capable and professional in her care and handling of them. We strongly recommend Tracie.

Availability updated 6 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Jordanne H.
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Sitter Profile Image: Jordanne H.
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20. Jordanne H.

I’m a teacher with all summer off!!
West Allis, WI, 53214
1.2 mi. away
from
$40
per day
4.9 out of 5 stars
18 reviews
5 repeat clients

Jordanne is one of the kindest and most empathetic people you will ever meet. She is responsible and reliable, and she cares for her family pets and her cat with so much love. I know that she will look after each new pet with so much compassion. She is absolutely someone that would put your mind at ease leaving such an important part of your life in her care. I could not recommend her services enough!!

Availability updated 54 days ago

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