Personalized care for your dog or cat - Maitland Park

Highly-rated overnight sitters - Maitland Park

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

“Laura did a great job with my pup again! I know that he is well cared for and safe when she is taking care of him. He always has a great time with her dog Diesel and goes on nice walks. I love how he always comes back to me good and tired! I highly recommend Laura and I will definitely be using her again!”

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Jessica W.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 79 reviews
20 repeat clients
50 years of experience
Oak Creek, WI, 53154

“Debbie is wonderful with my dog Carly. When I drop Carly off for a stay at Debbie's house she gets out of the car, goes up the back steps, and right into the house without me! She certainly feels at home there!!”

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Kathy L.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 188 reviews
56 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

“Rebecca and Dave were amazing with our dog Luna. She had such a great time while we were away. They have a huge yard for the dogs to run and play. They took such good care of her and we received daily updates with photos and videos. We will definitely have them watch Luna again! 10/10 experience!”

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Rob R.
Sitter Profile Image: Katrina E.
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Katrina E.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 56 reviews
14 repeat clients
40 years of experience
Saint Francis, WI, 53235

“Katrina is wonderful. She was a great sitter for our dog for an extended vacation and we really appreciated her care. We didn’t worry about Abbey at all. Abbey was obviously happy at Katrina’s house and loves to hang out with her dogs! Thanks so much Katrina!”

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Julia R.
Sitter Profile Image: Kristi B.
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Kristi B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 36 reviews
19 repeat clients
19 years of experience
Franklin, WI, 53221

“Charlie had a great first stay with Kristi. He warmed up to her very quickly. She is experienced in giving senior dogs their many medications. Kristi provided lots of updates with pictures.”

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Lori H.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 212 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

“Blythe is wonderful! She took great care of my dog. Very good communication and I appreciate her flexibility. Definitely will book with her again!”

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Amy Z.
Sitter Profile Image: Rachel G.
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Rachel G.
Star Sitter
from
$29
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
South Milwaukee, WI, 53172

“Rachel is great! She will love yours as her own. Stays updated and sends pics of your fur babies. Sets up a meet and greet which is wonderful so you know you’re in good hands. Definitely recommend and will definitely use her services again!”

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Elizabeth C.
Sitter Profile Image: Mary H.
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Mary H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 30 reviews
8 repeat clients
25 years of experience
Fernwood, Milwaukee, WI, 53207

“Mary was so nice and caring with my pup who was a bit anxious to go somewhere new. She was communicative and gave lots of updates during my dogs stay. Would definitely book again ☺️”

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Amber G.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 123 reviews
45 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

“Great experience, took great care of my dog while away. Very flexible & understanding when I had travel issues. Would definite recommend as a sitter.”

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DeShawn P.
Sitter Profile Image: Linda V.
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Linda V.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
6 years of experience
Riverwest, Milwaukee, WI, 53212

“Linda was amazing! She was able to accommodate my dog very last minute, which I truly appreciated. She was very kind and made sure my dog was comfortable and well cared for throughout her stay. She took her on multiple walks each day and kept me updated, which gave me a lot of peace of mind. This was my first time leaving my dog with someone I didn’t know, and Linda made the experience so much easier than I expected. I could tell that she genuinely cared about making sure my dog was happy and comfortable. I’m very grateful for the care she provided and would definitely recommend her to anyone looking for someone dependable and caring to watch their dog!”

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Rachel J.
Sitter Profile Image: Heather J.
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Heather J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 34 reviews
3 repeat clients
20 years of experience
Muskego, WI, 53150

“She was very nice. She responded very fast and sent lots of pictures. She gave updates everyday and let me know how everything was going. Would definitely book with her again”

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Maddy L.
Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 31 reviews
5 repeat clients
15 years of experience
Fairview, Milwaukee, WI, 53219

“Zachary was great with my petsitting needs - especially given that I reached out for the first time within a week of needing the help. He fit me into his schedule for a meet n greet (which went really well), I really liked that he had a fenced in backyard. The stay was arranged for 5 days (I ended up coming back a day early and was able to pick him up early). Zachary provided updates early in the stay to let me know how my dog was settling in. Zachary was very responsive to my messages and was quick to reply. If you have a dog with separation anxiety (like mine), it was great that he lives in a house, so there were no wall neighbors (such as apartments) to worry about with any barking. If I find myself traveling for a few days again, I will definitely reach out to see if Zachary is available to watch my dog!”

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Jeffrey M.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 36 reviews
13 repeat clients
20 years of experience
Franklin, WI, 53132

“Amanda was a wonderful sitter for our dogs - we loved receiving photos of them while on our vacation. She was super flexible with our travel schedule and will absolutely use her in the future!”

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Laura S.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 62 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

“This was my first time using Rover and I couldn’t be happier with Dawn and her husband! They were so welcoming at our Meet and Greet and made us feel very comfortable leaving Zeke overnight. She sent us updates and pictures of him having a blast in their back yard, so I could tell Zeke was having a great time. I highly recommend Dawn and will definitely be booking with her again in the future!”

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jordyn w.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 194 reviews
69 repeat clients
6 years of experience
Cudahy, WI, 53110

“Elba saved the day when I needed a pet sitter last minute. She took great care of my Schatzi. Elba sent me pictures of Schatzi when I was away. Unfortunately, I had no Wifi where I was staying at but still it was nice to open the text with pictures of her having fun. I won’t hesitate to use Elba’s services in the future.”

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Milta M.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 112 reviews
32 repeat clients
25 years of experience
Greenfield, WI, 53228

“This is Bud's third time with Mary G and her family. Mary knows I miss my fur baby, so she sends lots of photos and videos! Bud has so much fun with Mary's fur baby, Matteo. Exceptional pet sitting experience, once more! Thank you!”

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Deb P.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
• 23 reviews
6 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

“Clark had so much fun staying with Andrew and his family! They have a big fenced in backyard and I got plenty of pictures of Clark playing :) definitely would book again!”

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Jacquelyn S.
Sitter Profile Image: Kelli H.
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Kelli H.
from
$50
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

“Kelli was amazing with my dog Dusty!! She sent frequent updates throughout my time away and made me feel very comfortable through the whole process. My dog definitely loved spending time with her. Would highly recommend Kelli and will definitely be using her services again!”

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Eric H.
Sitter Profile Image: Lisa & Richard M.
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Lisa & Richard M.
from
$30
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
1 year of experience
Greenfield, WI, 53221

“Lisa and Richard took great care of Roscoe and were easy to deal with. Roscoe enjoyed his stay, got in a lot of playtime, and was well taken care of. Thank you fir being great hosts for Roscoe.”

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Russ P.
Sitter Profile Image: Rachel & Matt C.
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Rachel & Matt C.
from
$40
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
8 years of experience
Tippecanoe, Milwaukee, WI, 53207

“Rachel and Matt took great care of our frenchie while we were gone for 2 weeks. They kept us up to date every day on how he was doing, which was greatly appreciated. He came home tired, so I know they got him plenty of exercise. We would absolutely book with them again.”

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Meredith W.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Maitland Park

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 141 reviews
40 repeat clients
30 years of experience
Bay View, Milwaukee, WI, 53207

“Angela is great with our shy little cat. She is very patient with her. We have booked her a couple of times and each time she has been awesome. Great communication.”

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Kelsey K.
Sitter Profile Image: Courtney B.
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Courtney B.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 82 reviews
12 repeat clients
35 years of experience
St Francis, WI, 53235

“I couldn’t be happier with the care my cats received. Courtney was reliable, caring, and kept me updated, giving me complete peace of mind while I was away—I would absolutely recommend Courtney to anyone looking for an exceptional pet sitter.”

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Sandra Z.
Sitter Profile Image: Lauren F.
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Lauren F.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 15 reviews
5 repeat clients
6 years of experience
Franklin, WI, 53132

“Lauren is great with my cats. They love her! I highly recommend her for your furry babies ❤️”

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RIYA B.
Sitter Profile Image: Shawn J.
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Shawn J.
from
$14
per visit
5.0 out of 5 stars
• 34 reviews
11 repeat clients
10 years of experience
Oak Creek, WI, 53154

“Shawn was super nice and friendly and helped my wife and I out by checking in on our 3 cats while we were out of town. He made sure they were all fed, two of them got their medication with their meal and that they had clean litter boxes. Shawn communicates great and provides photos with a quick description of how the check-in went. We will gladly book Shawn again when we need a cat sitter!”

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Alex H.
Sitter Profile Image: Christa K.
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Christa K.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
20 years of experience
Oak Creek, WI, 53154

About: I've loved caring for pets my entire life! My mother was a vet tech who taught me everything I needed to know about caring for animals. I have two senior dachshunds adopted from rescues and have rehabilitated them to be sweet socialized canine citizens. I love dogs and cats of all shapes and sizes. I work a hybrid office job which gives me some flexibility for assisting with your pets! I can walk or visit with your pets in the evenings on weekdays, or anytime on weekends. Your pet will receive care according to their unique needs while I'm visiting with them. Play, feeding, affection, or exercise defined by what you would want to be doing for them yourself.

Sitter Profile Image: Michele M.
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Michele M.
from
$20
per visit
5.0 out of 5 stars
• 43 reviews
17 repeat clients
21 years of experience
Greenfield, WI, 53221

“Michele was awesome and very accommodating! She was able to help out with my kitties at the last minute and even stopped by beforehand for a meet and greet. Thank you!!”

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Kayla P.
Sitter Profile Image: Kayla C.
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Kayla C.
from
$13
per visit
5.0 out of 5 stars
• 17 reviews
6 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

“Kayla was great! Communicative and friendly.”

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Steven H.
Sitter Profile Image: Cindi W.
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Cindi W.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
30 years of experience
Franklin, WI, 53132

“Cindi took great care of my two cats although they stayed well hidden! Very responsible and great communication. It was a one time drop in visit. I already have her booked for future dates.”

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Fran S.
Sitter Profile Image: Mary C.
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Mary C.
from
$17
per visit
5.0 out of 5 stars
• 74 reviews
23 repeat clients
30 years of experience
GREENFIELD, WI, 53220

“Mary is wonderful. I am so glad to have come across her service and connected. Her service is exactly what I needed. Also, she is very prompt with communication which I really appreciate.”

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Amanda L.
Sitter Profile Image: Ashley J.
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Ashley J.
Star Sitter
from
$16
per visit
4.9 out of 5 stars
• 17 reviews
7 repeat clients
20 years of experience
Greendale, WI, 53129

“Ashley was incredible to work with! She was quick to respond, communicated clearly and remained flexible with scheduling. Ashley sent me photos of Oliver and shared how the visit went. He clearly adored her from the photos! She also brought in a package that was delivered. This was my first Rover experience. I'm so grateful to have connected with Ashley! She will definitely be my go-to when I have to travel. Thank you, Ashley!”

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Raechel R.
Sitter Profile Image: Sean T.
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Sean T.
from
$11
per visit
1 year of experience
Oak Creek, WI, 53154

About: I had watched cats at my place for several days at a time. They ranged from very introverted to very social. Feeding and cleaning out a litter box is most of my experience in watching cats.

Sitter Profile Image: Alissa A.
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Alissa A.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 16 reviews
3 repeat clients
20 years of experience
Greenfield, WI, 53221

“we had a last minute cancelation and Alissa responded very quickly and honestly she should have been our first choice. She was amazing and went above and beyond. My cat was comfortable with her and she was very accommodating to all our requests. Would definitely recommend her to anyone who wants to leave their baby and have them be in good hands.”

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Courtney E.
Sitter Profile Image: Marilia D.
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Marilia D.
from
$20
per visit
5.0 out of 5 stars
• 84 reviews
28 repeat clients
7 years of experience
Wilson Park, Milwaukee, WI, 53221

“Marilia was wonderful! Our cat, Zoe, was clearly in highly experienced, responsible, and caring hands. Marilia kept in close touch with any questions that came up and send regular updates. The entire experience gave us great peace of mind and we hope to hire Marilia for future cat-care needs.”

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Vicky U.
Sitter Profile Image: Alexis G.
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Alexis G.
from
$17
per visit
5.0 out of 5 stars
• 13 reviews
9 repeat clients
6 years of experience
Greenfield, WI, 53221

“Alexis and her husband were both so great with our animals and went out of their way to help clean up our dog after he finished playing in our yard during the mud season. I would highly recommend Alexis for your next rover booking!”

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Victoria K.
Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$18
per visit
5.0 out of 5 stars
• 209 reviews
37 repeat clients
4 years of experience
South Milwaukee, WI, 53172

“Stephanie took care of our cats and house over a holiday weekend and was absolutely amazing! Our two cats adored her, she gave us frequent pictures and updates, and she was incredibly pleasant and kind to us as well. We’d recommend her to anyone.”

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Sam M.
Sitter Profile Image: Hannah K.
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Hannah K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 577 reviews
236 repeat clients
20 years of experience
Cudahy, WI, 53110

“Hannah is fantastic. She comes in at about the same time every day and spends quality time with my cats—she feeds and medicated them. They are old boys now—15 and 16–and they are always well cared for.”

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Gillian R.
Sitter Profile Image: Kim S.
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Kim S.
from
$20
per visit
5.0 out of 5 stars
• 52 reviews
18 repeat clients
20 years of experience
Town Of Lake, Milwaukee, WI, 53207

“Kim was fantastic. Our cat is known to hide from strangers and previous cat sitters have gone a whole week without finding her but Kim looked for her everyday. We received pictures of our cat everyday and by day three Kim was able to pet her and feed her treats by hand, a huge thing with our cat!!!! We would definitely use Kim again.”

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Christi G.
Sitter Profile Image: Courtney W.
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Courtney W.
from
$18
per visit
5.0 out of 5 stars
• 36 reviews
18 repeat clients
10 years of experience
Morgandale, Milwaukee, WI, 53221

“Thank you Courtney for taking care of my babies. I especially appreciate the videos and all the play you did with them. Hope to use you soon - Labor Day weekend.”

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Paul S.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 194 reviews
69 repeat clients
6 years of experience
Cudahy, WI, 53110

“Elba was amazing. We have 2 cats who both need medication, and one is a little spitfire. She was reliable and managed to give the cats their meds twice a day as we asked! Her pictures were wonderful too.”

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Tasha A.
Sitter Profile Image: Tasha A.
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Tasha A.
from
$20
per visit
4.9 out of 5 stars
• 74 reviews
36 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

“Tasha was great with my cats! I highly recommend her!”

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Brian B.
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Perfect for high energy dogs - Maitland Park

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 194 reviews
69 repeat clients
6 years of experience
Cudahy, WI, 53110

“Elba had her hands full with our very spunky and relentlessly playful pup, but she did a fantastic job caring for Libby and patiently handling her with her high energy. Libby fell fast asleep once we came home and she slept the entire rest of the evening and night. She was worn out! I definitely recommend Elba and we can't wait to come back again!”

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Beth C.
Sitter Profile Image: Miranda O.
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Miranda O.
from
$35
per day
4.9 out of 5 stars
• 179 reviews
87 repeat clients
8 years of experience
Bay View, Greenfield, WI, 53221

“Miranda did a great job with my nervous boy. He was all smiles and wiggles when I came to pick him up, and he crawled on the bed to nap right when he got home.”

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Alicia C.
Sitter Profile Image: Joe & Ramiro S.
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Joe & Ramiro S.
from
$45
per day
5.0 out of 5 stars
• 168 reviews
76 repeat clients
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

“Markie and Logan came home smiling and tired, which is really all I ask. they had a blast playing with all of the other dogs, and Logan didn't want to come inside from Joe's back yard!”

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Alicia C.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$38
per day
5.0 out of 5 stars
• 23 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

“I can't say enough good things about Anna. You can tell she really cares about my puppy. I appreciate the mid-day updates while I'm at work. She really understands how to care for a puppy and takes the necessaryextra time to work with her. My puppy loves going to her place and playing with her dog! We will absolutely continue to take our puppy to Anna as long as she will have her!”

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Nicholas A.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$38
per day
5.0 out of 5 stars
• 36 reviews
9 repeat clients
7 years of experience
Cudahy, WI, 53110

“We had a great daycare experience with Jack, he looked after our Winnie! We booked on short notice and he was very flexible, which we really appreciated. Winnie was very well looked after and came home happy and relaxed. I loved the pictures he sent throughout the day, it gave me peace of mind since it was her first time away from home. We will definitely be booking with Jack again! 🐾”

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Jennifer M.
Sitter Profile Image: Katrina E.
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Katrina E.
Star Sitter
from
$25
per day
5.0 out of 5 stars
• 56 reviews
14 repeat clients
40 years of experience
Saint Francis, WI, 53235

“Katrina is super communicative and really friendly. Our pup seemed to be really comfortable with her, and her sweet dogs. We needed a new sitter and are feeling really positive about Katrina being a great fit.”

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Katie R.
Sitter Profile Image: Tyler P.
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Tyler P.
Star Sitter
from
$27
per day
5.0 out of 5 stars
• 34 reviews
9 repeat clients
15 years of experience
Greenfield, WI, 53219

“We were so appreciative for Tyler's flexibility and attention to our puppy. Our typical dog sitter was ill and Tyler was there to help. Our puppy had a great time and loved his fenced in yard.”

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amy g.
Sitter Profile Image: Cindi W.
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Cindi W.
Star Sitter
from
$50
per day
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

Sitter Profile Image: Lisa & Richard M.
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Lisa & Richard M.
from
$30
per day
5.0 out of 5 stars
• 12 reviews
4 repeat clients
1 year of experience
Greenfield, WI, 53221

About: For over forty years we’ve always had dogs in our home. We have a sweet pitbull mix that we adopted last year. She came from a home with several dogs so she loves to meet and make new friends. We enjoy providing a good home to animals and we look forward to caring for your pets. Potty breaks can be provided every two hours. Your dog will have plenty of opportunities throughout the day to run, play fetch, or explore in our fenced backyard. We try to follow the same routine as you would for your pet at home. We only care for two dogs at a time as we have a dog of our own. The dogs have free run of the house if the owner doesn’t specify otherwise.

Sitter Profile Image: Dean T.
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Dean T.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 55 reviews
20 repeat clients
15 years of experience
Cudahy, WI, 53110

“Dean is an awesome dog sitter! We felt so comfortable leaving our dog with him for the night! Dean made sure to send updates and pictures! Our dog had so much fun with Dean and his resident pup! We would be happy to book him again!”

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Maria K.
Sitter Profile Image: Yshonda H.
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Yshonda H.
Star Sitter
from
$31
per day
4.8 out of 5 stars
• 20 reviews
3 repeat clients
10 years of experience
White Manor, Bayview,Wautosa, West Allis, New Berwlin,Milwaukee, WI, 53146

“Yshonda was absolutely wonderful to work with. We were a bit nervous because we have two fur babies with two different personalities and unique needs and Yshonda was very accommodating and flexible and was able to set our minds at ease. The babies are comfortable with her and seem to really enjoy her company. She’s friendly, personable and obviously loves dogs. She’s an amazing sitter and I would recommend her to anyone especially people who have never tried a dog sitter before. Check her out!”

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Reno W.
Sitter Profile Image: Wendy N.
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Wendy N.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 92 reviews
25 repeat clients
42 years of experience
Bay View, Milwaukee, WI, 53207

“Wendy was super responsive and communicative! She was able to take Jenny last minute for daycare and she got along great with Batman! Highly recommend and will definitely be back if need a sitter in Milwaukee!”

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Michelle Y.
Sitter Profile Image: Anya B.
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Anya B.
from
$40
per day
4.9 out of 5 stars
• 32 reviews
10 repeat clients
20 years of experience
Milwaukee, WI, 53221

“My pups came home happy and tired. I will definitely have Anya take care of my boys again.”

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Elba M.
Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$40
per day
4.9 out of 5 stars
• 293 reviews
121 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

“Bernice is great! I’d recommend her to anyone. My dogs love going there. She provides great communication and has been flexible when things come up.”

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J D.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$34
per day
4.9 out of 5 stars
• 492 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

“Yesterday was my Rover’s first daycare with Dan. As soon as I parked my car Rover was excited to go inside. That is impressive since Rover only met Dan and Holly during the initial meet and great. Dan sent pictures and updates of Rover throughout the night, which I very much appreciated. Rover and I both are very lucky to have found Dan and Holly.”

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Charles L.
Sitter Profile Image: Alexandrea S.
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Alexandrea S.
from
$30
per day
5.0 out of 5 stars
• 32 reviews
15 repeat clients
4 years of experience
Bay View, Milwaukee, WI, 53207

“Alexandrea took great care of my 12 week old puppy Driggs. 😊 She sent me lots of photos of Driggs and kept me updated on how he was doing. She also watched him back to back last minute and I appreciated her willingness to do so! I will definitely be using her again and totally recommend her!”

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Marissa T.
Sitter Profile Image: Mikeila F.
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Mikeila F.
from
$40
per day
4.9 out of 5 stars
• 29 reviews
11 repeat clients
19 years of experience
Cudahy, WI, 53110

“Mikeila was great. She sent videos and pics of my pup playing with her baby throughout the day. I was nervous about my pups interaction with little ones because she’s very excitable. But when I saw the videos I felt so much better. My trip got extended further then the initial requested time, Mikeila was so understanding. I will definitely use her again.”

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Erin T.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$35
per day
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Fernwood, Milwaukee, WI, 53207

About: I have worked fully remote for 10 years now which has given me the opportunity to devote lots of time to my own dog as well as friends and family! Experience in senior care and medications including oral and injection. Being home every day gives me lots of time for potty breaks, walks and treats. I have a dog of my own, Fern, who is a sweet and mellow 12 yo Bichon Frise. I also live blocks from the lakefront in a very dog friendly part of Bay View! I have staked leashes in both the front and back yard and am always closely supervising potty breaks and time outside. I also have a pet camera so I’m able to monitor when I’m not home for a couple hours.

Sitter Profile Image: Cecilia E.
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Cecilia E.
from
$25
per day
5 years of experience
Bay View, Milwaukee, WI, 53207

About: My dog Fletcher and I would love company while I work from home. I love dogs and have the flexibility to go on walks and play outside during the day! I work from home and have a dog myself so I have plenty of flexible! Also just moved to Milwaukee from Colorado so looking to make some new friends for our pup! I have a fenced in backyard where the dogs can run around and will be watching them at all times of course. We can also go on walks if that’s possible

Sitter Profile Image: Nealy C.
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Nealy C.
from
$40
per day
5.0 out of 5 stars
• 4 reviews
40 years of experience
Franklin, WI, 53132

“My dog was living his best life during his 'Nealy Pack' daycare stays. The house and yard are ideally suited for dogs. He was given much love and attention, and her playful huskies got along splendidly with him. I received updates and hilarious pictures. Book your dog's care with Nealy”

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Diane L.
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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Maitland Park

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Christa K.
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Christa K.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
20 years of experience
Oak Creek, WI, 53154

“Christa, Is wonderful with my dog. She was on time & let me know how she was doing. Will definitely use her services as she is available..”

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Donna D.
Sitter Profile Image: Ashley J.
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Ashley J.
Star Sitter
from
$18
per walk
4.9 out of 5 stars
• 17 reviews
7 repeat clients
20 years of experience
Greendale, WI, 53129

“Ashley is great! She has been walking my large labs for a few months and there haven’t been any problems. She is always reliable, on time, and quick to communicate. My dog is leash reactive and very strong and Ashley handles her well!”

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Bridget D.
Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
• 293 reviews
121 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

“Berenice has been great stopping in and taking my dog on walks a few times a week. He still pulls on walks and is just overly excited to meet anyone but Berenice has handled it in stride!”

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John G.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 194 reviews
69 repeat clients
6 years of experience
Cudahy, WI, 53110

“Our dog can be nervous with new people so it was amazing to see him warm up to Elba so quickly! Elba is very professional and responsive and she will provide peace of mind when you have to leave your pet. Thank you again Elba!”

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Scheile P.
Sitter Profile Image: Alexis G.
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Alexis G.
from
$18
per walk
5.0 out of 5 stars
• 13 reviews
9 repeat clients
6 years of experience
Greenfield, WI, 53221

“Alexis was very accommodating right from the beginning! Not only was she able to fit me in the same week while meeting my dog prior, but she made sure to let me know when she was arriving to my apartment along with sending a picture at the end. I would definitely recommend and plan to use her again!”

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Joan B.
Sitter Profile Image: Diana I.
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Diana I.
from
$18
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
4 years of experience
Fernwood, Milwaukee, WI, 53207

“Darcy is always so excited to hear Diana’s voice at the bottom of the stairs. She charges down to greet her. They give each other a lot of attention. I highly recommend a walk and visit from Diana. Darcy is waiting for their next walk.”

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Ro G.
Sitter Profile Image: Bill B.
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Bill B.
from
$15
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
20 years of experience
Greendale wi, WI, 53129

“Bill does a nice job with my somewhat opinionated girl. And she loves loves him.”

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Teresa N.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 13 reviews
7 repeat clients
10 years of experience
Bay View, Milwaukee, WI, 53207

About: No kids or pets of my own and a big Jeep means my outdoorsy lifestyle is open and flexible for your fur babies. I'm comfortable with dogs from all walks of life. I have confident experience with reactive dogs and big breeds especially. I'm a part time barista, working mostly evenings, so morning and mid-day walks work best for me. I am available for night walks after work as well, if that works for your schedule. Weekend boarding is best with advance notice, as I occasionally pick up Friday and Saturday shifts at the coffee shop. I live on the second floor with access to a fenced in backyard. Hardwood floors in home. No kids or other pets of my own. I do have houseplants if your dog is sensitive to soils, fungus, or has a history of plant eating. Crating is an option I'm comfortable with if that's what helps your furry friend feel safe, though my ideal set up is to share my whole space and enriching lifestyle with your pup, or to visit them in their home where they're already comfortable. I'm mobile with the Jeep as well, so we don't have to stick to my neighborhood if your dog is reactive and needs some extra space.

Sitter Profile Image: Cindi W.
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Cindi W.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

Sitter Profile Image: Neida S.
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Neida S.
from
$16
per walk
5.0 out of 5 stars
• 7 reviews
4 repeat clients
8 years of experience
Lincoln Village, Milwaukee, WI, 53215

About: I’m a reliable and attentive pet sitter. I provide the exercise, affection, and midday relief they deserve. I treat every pet like they’re my own! Currently I’m working part time only on the weekends, so I have all the time during the week to care for your pets! I’m available Monday-Friday afternoons. My cats live the best life in my home. In your home, I care for them as my own and give them lots of love!

Sitter Profile Image: Cole M.
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Cole M.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
15 years of experience
Saint Francis, WI, 53235

“Cole treated my two dogs like family. His care and communication—regarding their daily walks—were absolutely comforting. He's friendly, trustworthy, and dependable. I plan to rebook with him in the future.”

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Michelle C.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 23 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

About: As a dog lover my whole life, I wasn't able to get one of my own until a year and a half ago. Having our golden retriever Tommy has completely changed my life for the better! I absolutely love dogs of all kinds and enjoy being outdoors and playing with them. I work full time remotely, so I am extremely available and flexible to your schedule. I can accommodate any needs and have experience with both puppies and senior dogs, and everywhere in between. Tommy has been professionally trained and gets along great with other dogs. We are able to keep dogs in our apartment if needed, and have lots of parks and sidewalks near by for exercise. I currently work from home full time, so I am very flexible for your pets needs. I currently keep our golden retriever active (as he very much needs it!) and would love to add another dog to the bunch if needed. I live in an apartment but have lots of access to local parks and walking trails. I am available for drop-in visits and walks as well.

Sitter Profile Image: Tasha A.
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Tasha A.
from
$30
per walk
4.9 out of 5 stars
• 74 reviews
36 repeat clients
15 years of experience
Town Of Lake, Milwaukee, WI, 53207

“Tasha took our pups on a long walk and they loved it. After just two meetings, our reactive doggy is already comfortable with her and our social doggy was very excited to see her again!”

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Pamela F.
Sitter Profile Image: Mary C.
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Mary C.
from
$20
per walk
5.0 out of 5 stars
• 74 reviews
23 repeat clients
30 years of experience
GREENFIELD, WI, 53220

“Mary has been so helpful and supportive the last two weeks. I had a couple of deaths in my family and Mary was able to walk my dog and check in on her when I had to fly home for a funeral. She’s so sweet and thoughtful and it was so great to know my pup was being so well taken care of! She’s the best ❤️”

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Linnea S.
Sitter Profile Image: Sydney F.
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Sydney F.
from
$18
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
3 years of experience
Oak Creek, WI, 53154

“Sydney has been great! She’s amazing with my dog, communicative, and flexible. I would definitely book her again!”

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Bethany D.
Sitter Profile Image: Jade M.
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Jade M.
from
$18
per walk
5.0 out of 5 stars
• 31 reviews
9 repeat clients
4 years of experience
Franklin, WI, 53132

“Jade is awesome! She loves on Zero, and does a good job sending pictures and providing updates! I know Zero has a great time with her!”

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Danielle G.
Sitter Profile Image: Julie T.
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Julie T.
from
$19
per walk
5.0 out of 5 stars
• 7 reviews
4 repeat clients
6 years of experience
Greendale, WI, 53129

“Julie was great with my elderly dog! She was kind and personable and always cheerful! I appreciated her taking such good care of Rogue and walking her in treacherous conditions like ice and snow! I’d definitely recommend her and use her services again :)”

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Brennan F.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 6 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

“Emma is amazing with my senior dog as well as my younger dog. She is super sweet, responsive and communicative, and reliable!”

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Lauren W.
Sitter Profile Image: Ivanna H.
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Ivanna H.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53215

About: What sets me apart is my hands on experience as a dog foster, which has given me the ability to care for dogs with a wide range of personalities, energy levels, and needs. I’m comfortable adjusting to new routines quickly and helping pets feel safe and settled in a new environment. I provide calm, attentive, in home care where pets are treated like family. I focus on keeping their routine consistent, whether that includes feeding schedules, potty breaks, crate time, or extra play and attention. I’ve cared for both high energy dogs who need structure and exercise, as well as more anxious or relaxed dogs who need a calm, comforting space. My goal is always to make pets feel secure, loved, and at home while their owners are away and to keep owners updated so they can feel at ease. My schedule is flexible, I work part time and I’m able to provide consistent care throughout the day. I’m typically home most of the day, so pets get plenty of attention, potty breaks, playtime, and supervision. I can adjust my daily routine around the pets in my care and make sure their needs are met on a regular schedule. I provide care in a calm, clean, and pet friendly home where safety and comfort are the top priority. Pets are supervised throughout the day and are never left unattended for long periods. I follow each pet’s routine as closely as possible, including feeding schedules, potty breaks, walks, and any specific instructions from the owner. I introduce pets slowly into my home to help them feel comfortable and settled. I have a fenced yard for safe outdoor time, and all outdoor breaks are always supervised. Inside, pets have a cozy, relaxed environment where they can rest and feel at home. Pets are welcome on furniture if that is allowed by their owner, so they can stay as comfortable as they are in their own home. I pay close attention to each pet’s behavior and comfort level, especially during the adjustment period. My goal is to create a safe, low stress, loving environment, and I provide regular updates so owners always know how their pet is doing.

Sitter Profile Image: Hayley J.
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Hayley J.
from
$16
per walk
2 years of experience
Alverno, Milwaukee, WI, 53221

About: I am a lover of all animals (dogs, cats, snakes, you name it) and have always owned cats. I've regularly dogsat for family members while they're on vacation, but my cat Lily does not get along well with dogs, so I have never had one personally. I am very active and outdoorsy, and would make sure your furbabies remain active and happy while they're being cared for by me. I am comfortable caring for animals who may require a little extra care, as I'm accustomed to administering my family cat Lily with her twice daily medication. I work a part-time service industry job, so I am always available before 3pm on weekdays, and do not tend to work very long shifts on any day of the week other than Saturday. My schedule varies every week, but I would not accept a job for days that I will be working too much. My family cat, Lily, is 17.5 years old with severe hearing loss and a twice daily medication. I regularly medicate her and ensure she is happy and healthy throughout the day, and would do the same with your furbabies.

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Maitland Park

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

“Laura did a great job with my pup again! I know that he is well cared for and safe when she is taking care of him. He always has a great time with her dog Diesel and goes on nice walks. I love how he always comes back to me good and tired! I highly recommend Laura and I will definitely be using her again!”

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Jessica W.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 79 reviews
20 repeat clients
50 years of experience
Oak Creek, WI, 53154

“Debbie is wonderful with my dog Carly. When I drop Carly off for a stay at Debbie's house she gets out of the car, goes up the back steps, and right into the house without me! She certainly feels at home there!!”

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Kathy L.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 188 reviews
56 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

“Rebecca and Dave were amazing with our dog Luna. She had such a great time while we were away. They have a huge yard for the dogs to run and play. They took such good care of her and we received daily updates with photos and videos. We will definitely have them watch Luna again! 10/10 experience!”

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Rob R.
Sitter Profile Image: Katrina E.
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Katrina E.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 56 reviews
14 repeat clients
40 years of experience
Saint Francis, WI, 53235

“Katrina is wonderful. She was a great sitter for our dog for an extended vacation and we really appreciated her care. We didn’t worry about Abbey at all. Abbey was obviously happy at Katrina’s house and loves to hang out with her dogs! Thanks so much Katrina!”

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Julia R.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 212 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

“Blythe is wonderful! She took great care of my dog. Very good communication and I appreciate her flexibility. Definitely will book with her again!”

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Amy Z.
Sitter Profile Image: Mary H.
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Mary H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 30 reviews
8 repeat clients
25 years of experience
Fernwood, Milwaukee, WI, 53207

“Mary was so nice and caring with my pup who was a bit anxious to go somewhere new. She was communicative and gave lots of updates during my dogs stay. Would definitely book again ☺️”

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Amber G.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 123 reviews
45 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

“Great experience, took great care of my dog while away. Very flexible & understanding when I had travel issues. Would definite recommend as a sitter.”

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DeShawn P.
Sitter Profile Image: Linda V.
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Linda V.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
6 years of experience
Riverwest, Milwaukee, WI, 53212

“Linda was amazing! She was able to accommodate my dog very last minute, which I truly appreciated. She was very kind and made sure my dog was comfortable and well cared for throughout her stay. She took her on multiple walks each day and kept me updated, which gave me a lot of peace of mind. This was my first time leaving my dog with someone I didn’t know, and Linda made the experience so much easier than I expected. I could tell that she genuinely cared about making sure my dog was happy and comfortable. I’m very grateful for the care she provided and would definitely recommend her to anyone looking for someone dependable and caring to watch their dog!”

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Rachel J.
Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 31 reviews
5 repeat clients
15 years of experience
Fairview, Milwaukee, WI, 53219

“Zachary was great with my petsitting needs - especially given that I reached out for the first time within a week of needing the help. He fit me into his schedule for a meet n greet (which went really well), I really liked that he had a fenced in backyard. The stay was arranged for 5 days (I ended up coming back a day early and was able to pick him up early). Zachary provided updates early in the stay to let me know how my dog was settling in. Zachary was very responsive to my messages and was quick to reply. If you have a dog with separation anxiety (like mine), it was great that he lives in a house, so there were no wall neighbors (such as apartments) to worry about with any barking. If I find myself traveling for a few days again, I will definitely reach out to see if Zachary is available to watch my dog!”

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Jeffrey M.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 36 reviews
13 repeat clients
20 years of experience
Franklin, WI, 53132

“Amanda was a wonderful sitter for our dogs - we loved receiving photos of them while on our vacation. She was super flexible with our travel schedule and will absolutely use her in the future!”

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Laura S.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 62 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

“This was my first time using Rover and I couldn’t be happier with Dawn and her husband! They were so welcoming at our Meet and Greet and made us feel very comfortable leaving Zeke overnight. She sent us updates and pictures of him having a blast in their back yard, so I could tell Zeke was having a great time. I highly recommend Dawn and will definitely be booking with her again in the future!”

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jordyn w.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 112 reviews
32 repeat clients
25 years of experience
Greenfield, WI, 53228

“This is Bud's third time with Mary G and her family. Mary knows I miss my fur baby, so she sends lots of photos and videos! Bud has so much fun with Mary's fur baby, Matteo. Exceptional pet sitting experience, once more! Thank you!”

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Deb P.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
• 23 reviews
6 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

“Clark had so much fun staying with Andrew and his family! They have a big fenced in backyard and I got plenty of pictures of Clark playing :) definitely would book again!”

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Jacquelyn S.
Sitter Profile Image: Kelli H.
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Kelli H.
from
$50
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

“Kelli was amazing with my dog Dusty!! She sent frequent updates throughout my time away and made me feel very comfortable through the whole process. My dog definitely loved spending time with her. Would highly recommend Kelli and will definitely be using her services again!”

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Eric H.
Sitter Profile Image: Joe & Ramiro S.
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Joe & Ramiro S.
from
$55
per night
5.0 out of 5 stars
• 168 reviews
76 repeat clients
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

“This was Romeo’s second time staying with Joe and Lilly and highly recommend them to anyone looking for a trustworthy sitter! He was very happy, comfortable, and well cared for during both stays.”

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Kyle A.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$38
per night
4.9 out of 5 stars
• 492 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

“Daniel and Holly are incredibly organized, care about your dog’s routine and genuinely love animals. My dog had a great stay with their other fur guests. Holly provided me with details and upbeat feedback on how he was doing. 10 out of 10 recommend!”

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Jennifer S.
Sitter Profile Image: Tyler P.
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Tyler P.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 34 reviews
9 repeat clients
15 years of experience
Greenfield, WI, 53219

“So thankful to Tyler and his adorable boys for taking care of our old dog! He’s not special needs but is in his sunset years and needs extra love and attention. Thank you so much for taking care of my little senior with such love!”

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Erin H.
Sitter Profile Image: Karen & Toy
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Karen & Toy
from
$42
per night
5.0 out of 5 stars
• 102 reviews
42 repeat clients
25 years of experience
Alverno, Greenfield, WI, 53220

“This was our very first time using Rover. We would absolutely bring Dunkin back to Karen and Toy when we are traveling again. They offered a meet and greet before we went on vacation, sent daily updates on how Dunkin was doing, and he was all tired out when we picked him up from all of the puppy play time with Mercy. Thank you again, Karen and Toy! We are thankful and highly recommend this family!”

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Bailey G.
Sitter Profile Image: Alyssa H.
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Alyssa H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
West Allis, WI, 53219

“Alyssa is the best! Something came up and I wanted to drop off Maggie early. Not a problem she said. I was late picking Maggie up. Not a problem she said. She understands things happen. I know Maggie is in great hands whenever she is there. This is Maggie's second family now. Give Alyssa a try one time and she will become your dogs second family as well, I promise. Thanks Alyssa!!”

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Travis S.
Sitter Profile Image: Courtney W.
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Courtney W.
from
$40
per night
5.0 out of 5 stars
• 36 reviews
18 repeat clients
10 years of experience
Morgandale, Milwaukee, WI, 53221

“I absolutely love Courtney! She was so attentive to my dog and provided me daily updates. I knew my dog would be in good hands after the first time meeting her. I will definitely have Courtney watch her again.”

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Sydney A.
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