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: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
182 reviews
55 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Becky was the best caregiver we found in the Milwaukee area for our pups. She is very communicative and gave our dogs the specific care they needed (one gets pretty anxious in new environments). We have hired her for single day care, an overnight, and a week-long trip out of state. She has a large backyard for the dogs to play in and lots of comfortable beds to rest for when they come inside. Most of all, we appreciate her daily pictures and updates. Highly recommend!

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Katie W.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

As always, Rupert came home happy after a fun weekend with Laura. I love knowing that he’s in good hands & I can enjoy what ever I’m doing (in this case, it was my oldest son’s wedding weekend!). Laura is great about sharing pictures & short recaps of their days together! Thank you, Laura!

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Mary Beth L.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
72 reviews
18 repeat clients
50 years of experience
Oak Creek, WI, 53154

It was our first time using Rover for our chocolate lab and we found Debbie. We had a lovely meet and greet and she took care of Brinkley as if she were our own family. She definitely gives off the “Cool Aunt” vibes! Debbie took Brinkley on plenty of walks and spoiled him with cuddles. I loved the updates and photos throughout our booking as it gave us peace of mind. I already booked her for future travels!

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Amber A.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
361 reviews
104 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was great with my dog and made it a smooth pick-up and drop-off process. I could tell my dog was comfortable and well cared for. I would definitely recommend booking with her!

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Briana O.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
83 reviews
24 repeat clients
26 years of experience
Racine, WI, 53402

Hannah and her family are wonderful! We were provided so many updates and pictures during our dogs week long stay with Hannah. We will definitely look to book with her in the future.

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Garrett H.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
185 reviews
66 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba was so wonderful to my dog! He is a very shy dog, and while he was very well behaved, he did have a few problems. She even washed him! I would definitely go back to her, if Tydus cooperates better :-)

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Caroline K.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
204 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Blythe was so wonderful with my pup! She sent pictures often and kept me up to date with how she was doing. She played with Gemma, took her to the lake, walked her often, and really showed so much love and care. We will continue to use her moving forward! Highly recommend!

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

Dan and Holly were just awesome! My Toby has a wonderful time vacationing with them and their bassetts. You can tell they are extremely passionate dog lovers and genuinely enjoy and love every dog that comes into their home. We will definitely be booking again!

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Torri M.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

Great place to board our dog for a week away. Stacey was super responsive and kept us in the loop the whole time. Definitely hope to have her watch our dog again in the future.

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Ben G.
Sitter Profile Image: Kristi B.
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Kristi B.
from
$40
per night
5.0 out of 5 stars
33 reviews
18 repeat clients
19 years of experience
Franklin, WI, 53221

I finally found a perfect sitter. My dog is a very picky and shy dog. So whenever I send her to another daycare I always worried so much. But I feel like Kristi treated my dog even better than I do. She updated me with pictures and videos. I feel very comfortable to send my dog.

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Irene Hyeran K.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
108 reviews
29 repeat clients
25 years of experience
Greenfield, WI, 53228

Can't express how grateful I am to Mary for taking such great care of my pitty for two week! She sent pictures everyday and kept me updated the whole time. Chimi looked so happy to be there with all the toys, big backyard, and she got along so well with Mary's dog. Mary even got chimi a slow feeder when I told her about chimis problem with eating too fast. Amazing person! Will definitely always book again with her!

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Veronica J.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Words cannot express how wonderful Kathy and Brad are as dog sitters! We left our pup with them for the first time and got wonderful picture updates and knew she was in great hands and we didn’t worry about her one bit. Thank you again!!!!

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Sarah V.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
40 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee was very communicate and sweet during Frankie’s stay with her! She was flexible and followed all of our requests. She sent updates with photos each night. Thanks Ashlee!

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Alayna & Natalie W.
Sitter Profile Image: Erin M.
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Erin M.
from
$55
per night
5.0 out of 5 stars
138 reviews
36 repeat clients
13 years of experience
Town Of Lake, Milwaukee, WI, 53207

I do not have enough nice things to say about Erin! She is so thoughtful and kind, and you can tell she truly loves and cares about all dogs. It’s never easy leaving your fur baby with someone, but Erin makes this task so much less daunting. I know my dog is safe with her and she takes all steps to ensure the stay is a good fit on both ends. I’m so glad we were able to connect with Erin and Brian as I feel like I’ve truly found great people to watch over my pup when I’m away without having to worry. Her pups norm and Reuben are also great! I can’t thank Erin enough to caring for my baby and truly appreciate her!

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Shivani P.
Sitter Profile Image: Lisa & Richard M.
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Lisa & Richard M.
from
$30
per night
5.0 out of 5 stars
9 reviews
2 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: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
15 years of experience
Fairview, Milwaukee, WI, 53219

Our dog loved her stay with Zach. He was very professional and flexible with our unique drop off/pick up needs. Would recommend him to anyone looking for a dog sitter.

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Robert P.
Sitter Profile Image: Tyler C.
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Tyler C.
from
$50
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
25 years of experience
South Milwaukee, WI, 53172

Tyler is great! Very communicative and helpful with all my dog’s special needs and quirks. He has great dog energy and my dog is always soo happy to see him ☺️ I will always recommend Tyler to any friend needing a dog-sitter.

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Amanda T.
Sitter Profile Image: Katrina E.
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Katrina E.
Star Sitter
from
$49
per night
5.0 out of 5 stars
47 reviews
11 repeat clients
40 years of experience
Saint Francis, WI, 53235

Another wonderful stay for Colbie with Katrina! She was so thoughtful to keep us updated and send pictures. Colbie is worn out after such a fun weekend!

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Megan O.
Sitter Profile Image: Hannah K.
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Hannah K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
566 reviews
234 repeat clients
20 years of experience
Cudahy, WI, 53110

Hannah is absolutely amazing and was such a huge life saver! I had a situation where I was leaving out of town for over a week and had left my dog with a sitter, that sitter called me after an hour and said he’d severely injured himself and wouldn’t be able to properly care for my dog. I had a backup sitter that ended up not having availability for my dog either. I came to Rover right before boarding my flight and Hannah messaged me right back and agreed not only to board my dog for the entire time, but also pick her up from her previous sitter! I was completely over joyed with her attentiveness and care in such a stressful situation. She sent me lovely updates with pictures and even made a customized digital Christmas card with my pup on it! Hannah made sure my pup was safe and very well cared for and completely set my mind at ease! When I returned it was clear my dog was happy, healthy and had clearly been given lots of love and attention as a guest in Hannah’s home (: I will definitely use Hannah’s services again!

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Alexandria L.
Sitter Profile Image: Karen & Toy
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Karen & Toy
from
$42
per night
5.0 out of 5 stars
100 reviews
41 repeat clients
25 years of experience
Alverno, Greenfield, WI, 53220

Karen and Toy were great. Our dog seemed to have a great time and came home happy and tuckered out. She kept us updated and feeling comfortable.

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Jeanette S.
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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: Michele M.
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Michele M.
from
$20
per visit
5.0 out of 5 stars
39 reviews
15 repeat clients
21 years of experience
Greenfield, WI, 53221

Michele was great with Pekoe. His photos showed my stranger-averae parrot to be calm and happy. She did a great job respecting his space and personality while keeping his bedtime routine intact. I've already booked her for my next 2 trips. 🙂

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Angela B.
Sitter Profile Image: Christa K.
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Christa K.
from
$14
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
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: Lauren F.
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Lauren F.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
16 years of experience
Oak Creek, WI, 53154

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: Sean T.
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Sean T.
from
$12
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: Courtney B.
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Courtney B.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
77 reviews
11 repeat clients
35 years of experience
St Francis, WI, 53235

Courtney is fantastic! Trustworthy, great communication and clearly committed to making sure your pet doesn’t miss out on love and attention while you’re away ❤️.

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Kendra S.
Sitter Profile Image: Marilia D.
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Marilia D.
from
$20
per visit
5.0 out of 5 stars
83 reviews
26 repeat clients
7 years of experience
Wilson Park, Milwaukee, WI, 53221

The perfect cat sitter. Couldn't have done a better job, with good communication and photos throughout the visits. Five star sitter. Nice and friendly too. I'll be booking again

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Scott W.
Sitter Profile Image: Cory S.
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Cory S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
172 reviews
40 repeat clients
13 years of experience
South Milwaukee, WI, 53172

Cory was wonderful! We hired him for drop in visits for our 2 cats for a week while we were on vacation. He took lots of pictures and was very descriptive in his notes. He also went above and beyond and noticed when my plant humidifier was empty and asked if I wanted that refilled (I did!) House was super clean and the girls were happy to see us when we got home. Highly recommended.

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Tasha A.
Sitter Profile Image: Cindi W.
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Cindi W.
from
$13
per visit
30 years of experience
Franklin, WI, 53132

About: I own a cat and have had experience with kittens & cats my whole life. I love animals and will give them TLC all day & all night long.

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

Stephanie thank you so much!! You do such an amazing job- I love how comfortable Nancy is with you!! You are attentive to Nancy’s needs and have learned her routine! We look forward to booking you for all our future trips!!

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Mashael S.
Sitter Profile Image: Kim S.
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Kim S.
from
$20
per visit
5.0 out of 5 stars
50 reviews
17 repeat clients
20 years of experience
Town Of Lake, Milwaukee, WI, 53207

Kim did a wonderful job taking care of our two cats while we were gone on vacation! She went above and beyond what we asked her to do, and we could tell she really enjoys taking care of animals. Her daily pictures and summaries were an added bonus that put our minds at ease while we were away. We will 100% be going back to Kim the next time we are in need of a cat sitter!!

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Garrett S.
Sitter Profile Image: Courtney W.
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Courtney W.
from
$18
per visit
5.0 out of 5 stars
34 reviews
17 repeat clients
10 years of experience
Morgandale, Milwaukee, WI, 53221

Courtney was absolutely wonderful! She watched my cat Blue while I was gone and sent loads of adorable pictures and videos daily and kept me updated on how Blue was doing. She took the extra time to play with him and brush him, and handled giving him his ear drops and medication fantastically!! I definitely recommend Courtney and look forward to continuing to work with her for all my pet sitting needs :)

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Hannah R.
Sitter Profile Image: Hannah K.
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Hannah K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
566 reviews
234 repeat clients
20 years of experience
Cudahy, WI, 53110

Hannah was looking after our new cat and he is shy and not used to being alone. She spent an hour with him each evening—him hiding, her talking to him. It took 4 days until he was brave enough to come out. I am so grateful for her patience and care. Highly recommend!

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Gillian R.
Sitter Profile Image: Nick R.
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Nick R.
from
$15
per visit
11 years of experience
Greenfield, WI, 53221

About: I have years of experience caring for cats in addition to dog, reptiles, etc The unique nature of cats presents different challenges and I am equipped to handle those challenges.

Sitter Profile Image: Leslie H.
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Leslie H.
from
$18
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Greenfield, WI, 53221

Leslie is a compassionate animal lover who provided outstanding care for my cat. She always had great communication, providing plenty of adorable photos and thorough updates. She is detail-oriented, going above and beyond to make sure all of our pet and home-related needs are met. Knowing I had someone so genuine and reliable looking after my pet and home was a huge peace of mind. I came back home to a happy, satisfied cat and a clean space with everything left in place. It's such a comfort and relief to find such a trustworthy and exceptionally amazing pet sitter. I would highly recommend her for any animal care needs!

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Aj M.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$20
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Greenfield, WI, 53221

Was able to accommodate a last-minute booking due to unexpected surgery and was super-accommodating over the weekend hospital stay updates. The pups looked super happy in every pic! Thanks so much.

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Dave B.
Sitter Profile Image: Dianna B.
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Dianna B.
from
$14
per visit
16 years of experience
Castle Manor, Greenfield, WI, 53221

About: Hello! :) I grew up around cats all my life and have always had them as pets as I currently do now. My husband and I have two cats, one of which we raised from when she was a kitten. Our one cat has allergies and has flare ups so I definitely know the medical side of taking care of cats. I love cats with all of my heart and always try to listen to their boundaries and love them how they want to be loved! Playing is very important so being attentive and consistent to their needs is key.

Sitter Profile Image: Alondra C.
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Alondra C.
from
$17
per visit
5.0 out of 5 stars
2 reviews
5 years of experience
Gra-Ram, Milwaukee, WI, 53221

About: I have 3 cats of my own. I know that just like humans they all have their own personalities. Being there for them and providing their needs.

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

This was my first time using a sitter for my cat and Mary was the right pick! She sent me daily reports with pictures, which made me see Bengal was treated with care. Thanks Mary!!

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Katherine K.
Sitter Profile Image: Heather G.
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Heather G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
47 reviews
9 repeat clients
32 years of experience
Milwaukee, WI, 53207

Heather took wonderful care of our 3 cats while we were gone on vacation for a whole week. She has great communication, is timely, and thorough. Highly recommend!

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Lucy G.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
361 reviews
104 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was spectacular. We have already booked her again and we haven't been home for twelve hours. Punctual, professional, she clearly made our reticent pet comfortable and somehow got him out of his shell. I would recommend her unequivocally and without reservation. Awesome!

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Edward S.
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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: Miranda O.
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Miranda O.
from
$35
per day
4.9 out of 5 stars
176 reviews
86 repeat clients
8 years of experience
Bay View, Greenfield, WI, 53221

We are traveling and needed someone to watch Ginger for the day. Miranda calmed mom’s nerves down since this was the 1st time for this. Miranda gave us updates and the whole experience was delightful.

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

Libby LOVES going to Elba's to play! It is such a relief knowing our sweet girl is being taken care of so well, and that it is such a positive experience for her. Libby's high energy is handled so well by Elba, and I know this because she literally is out like a light for the rest of the day after we come home.

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Beth C.
Sitter Profile Image: Lisa & Richard M.
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Lisa & Richard M.
from
$30
per day
5.0 out of 5 stars
9 reviews
2 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: Tyler P.
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Tyler P.
from
$27
per day
5.0 out of 5 stars
28 reviews
7 repeat clients
15 years of experience
Greenfield, WI, 53219

About: I owned a dog growing up and cared for and trained one with my family. I sit for friends and family from time to time and I love to play and take dogs for walks and, if they are able, runs of up to a few miles! I have a fenced in yard, and my kids (4, 8) are also great with animals. I work from home. With the exception of rare travel days, school drop-offs, and evening events, I will always be around the house to care for your pup. Your pet will get the attention it needs, as I work from home and I have a fenced in yard, as well as young boys that are great with animals. Frequent outside visits and play times are very doable.

Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$38
per day
5.0 out of 5 stars
31 reviews
8 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: Anna S.
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Anna S.
from
$30
per day
5.0 out of 5 stars
3 reviews
2 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: Erin M.
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Erin M.
from
$50
per day
5.0 out of 5 stars
138 reviews
36 repeat clients
13 years of experience
Town Of Lake, Milwaukee, WI, 53207

Erin was an excellent host for Katie for daycare! She greeted Katie outside with a treat. We were updated with pictures throughout the day: including Katie playing with their dogs, relaxing like the queen that she is, and exploring the neighborhood on a walk. Erin was flexible with pickup times which really helped with a changing schedule due to travel delays. Already booked another stay for Katie.

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Daniel M.
Sitter Profile Image: Cindi W.
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Cindi W.
from
$27
per day
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: Anya B.
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Anya B.
from
$40
per day
4.9 out of 5 stars
28 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: Katrina E.
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Katrina E.
Star Sitter
from
$25
per day
5.0 out of 5 stars
47 reviews
11 repeat clients
40 years of experience
Saint Francis, WI, 53235

Lotte gets along great with Katrina’s dogs and Katrina is wonderful with her and communicates regularly to let us know how who she is doing. We’re thankful to find someone who can watch her regularly.

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Adam & Katie C.
Sitter Profile Image: Tyler C.
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Tyler C.
from
$40
per day
5.0 out of 5 stars
8 reviews
4 repeat clients
25 years of experience
South Milwaukee, WI, 53172

Tyler was fantastic with Spud! Took such good care and sent the best photos!

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Samantha R.
Sitter Profile Image: Yshonda H.
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Yshonda H.
Star Sitter
from
$35
per day
5.0 out of 5 stars
18 reviews
2 repeat clients
20 years of experience
White Manor, New Berwlin, WI, 53151

Yshonda has great communication and is very fast at responding. Hotch loves his time with her and he is always so excited to go and play! He always comes home exhausted from a day full of love and playtime!

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Kenzi J.
Sitter Profile Image: Alexandrea S.
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Alexandrea S.
Star Sitter
from
$30
per day
5.0 out of 5 stars
29 reviews
13 repeat clients
4 years of experience
Bay View, Milwaukee, WI, 53207

Absolutely love Alexandrea and my pup does too. Every time I say “wanna go to the babysitters house” my dog immediately gets excited. That’s how I know my dog is in good care. She takes plenty of photos and she also likes to help when it comes to training. Cannot recommend her enough!

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Casaundra F.
Sitter Profile Image: Mikeila F.
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Mikeila F.
from
$40
per day
4.9 out of 5 stars
27 reviews
10 repeat clients
19 years of experience
Cudahy, WI, 53110

Chatty seemed to really enjoy her time at Mikeila's house. Mikeila was very good at communicating with me and kept me informed during her stay. Chatty was excited to see Mikeila and couldn't wait to get into her house. I would highly recommend Mikeila for any dog sitting/daycare services.

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Robert A.
Sitter Profile Image: Bill B.
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Bill B.
from
$30
per day
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Greendale wi, WI, 53129

About: I have many years of experience caring for and training my own pets and fostering a few along the way. I am an avid rescuer and love taking care of animals from all walks of life. High energy, elderly, barkers, wigglers even the stinky are welcome. I take pride in providing care for your pet. Cheers! I work full time but can stop by and walk before or after work. Morning and nights are available, hoping to go full time soon. We currently are pet free after a difficult and sudden passing but we have a woodsy backyard and a grassy front yard that a pooch can get some good exercise in. Two teenage boys to help with playtime and wife that loves to take dogs for jogs.

Sitter Profile Image: Julia R.
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Julia R.
from
$30
per day
5.0 out of 5 stars
22 reviews
7 repeat clients
2 years of experience
Cudahy, WI, 53110

Julia and her family was very kind to me and Joker. They took care of Joker all day sending me pictures and videos and explaining how he was doing. Joker was happy in her house and I am sure we will contact her in the future.

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

Daniel and Holly definitely love dogs and are personable and friendly every time we go there. They sent us numerous text messages, including pictures, telling us how things were going. Bug is a very active dog and really benefits from a couple walks each day. I’m not sure if that happened.

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Marc H.
Sitter Profile Image: Dean T.
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Dean T.
from
$40
per day
5.0 out of 5 stars
51 reviews
19 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: Wendy N.
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Wendy N.
Star Sitter
from
$50
per day
5.0 out of 5 stars
91 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: Katie B.
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Katie B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
18 reviews
4 repeat clients
18 years of experience
Bay View, Milwaukee, WI, 53207

Logan loves spending time with Katie! He was so excited to see her, and she always does a great job keeping him entertained and tiring him out!

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Alicia C.
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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: Heather C.
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Heather C.
from
$16
per walk
1 year of experience
Greenfield, WI, 53221

About: Hello! I am an animal enthusiast! I grew up with a dog, and currently have two cats. I love all animals, but dogs and cats especially. I am hoping to be your go-to for reliable, caring, dog exercise. I understand that dogs are our furry family members, and I will look after your dog like they are my own! I'm an educator and I have all summer to ensure your dog gets great exercise! Very flexible weekday scheduling! Please contact me, and I am sure we can easily find a time that works. I have my own transportation, so driving to your furry family member to walk them in a familiar neighborhood is no problem! I can drive to you, go for a stroll, and then return them home ensuring that they have all their needs met before leaving.

Sitter Profile Image: Kailee F.
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Kailee F.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53221

Goes above and beyond. Has been a lifesaver caring for the dogs as I recover from surgery.

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Joan M.
Sitter Profile Image: Heather E.
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Heather E.
from
$16
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Cudahy, WI, 53110

Heather has been great with Fox

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Alexander W.
Sitter Profile Image: Cindi W.
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Cindi W.
from
$16
per walk
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: Elba M.
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Elba M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
185 reviews
66 repeat clients
6 years of experience
Cudahy, WI, 53110

Snoopy once again enjoyed his time with Elba. It's refreshing to know that I can enjoy some relaxing time away knowing he is in great hands. 😃

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Jessica H.
Sitter Profile Image: Cory S.
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Cory S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
172 reviews
40 repeat clients
13 years of experience
South Milwaukee, WI, 53172

Cory has been walking Mollee for over a year now! He cares for her like she is his own! He has been flexible with schedules and often helps us out by bringing in packages and cleaning up if Mollee has made a mess in the house! We are so thankful to have found him!

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Mary H.
Sitter Profile Image: Alexis G.
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Alexis G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
12 reviews
8 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: Hanna B.
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Hanna B.
from
$20
per walk
5.0 out of 5 stars
12 reviews
6 repeat clients
16 years of experience
Bay View, Milwaukee, WI, 53207

Hanna has been very attentive to my need for help with walking Jr. She has been very dependable and Jr. has enjoyed their walks. I highly recommend Hanna.

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Jeffrey H.
Sitter Profile Image: Kelsey F.
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Kelsey F.
from
$16
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Cudahy, WI, 53110

Kelsey has been great! She has been so nice and sweet to our girl Zoe. She responds very quickly and sends pictures, it really helps. Would recommend her to anyone and will continue booking her for our girl Zoe!

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Lex M.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$23
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Wilson Park, Milwaukee, WI, 53221

Brianna’s the best!

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Ophelia R.
Sitter Profile Image: Nick R.
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Nick R.
from
$18
per walk
15 years of experience
Greenfield, WI, 53221

About: I'm a compassionate, responsible and experienced dog owner who has cared for my own dogs since 2012. Animals are a great passion of mine and each pet I spend time with is treated like my own, compassionately and with pride and enjoyment. I’ve rescued 2 dogs over the last 15 years and they have become more than pets to me and my wife. They were/are family members and integral parts of our life.

Sitter Profile Image: Dianna B.
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Dianna B.
from
$16
per walk
16 years of experience
Castle Manor, Greenfield, WI, 53221

About: Hello! :) I have had pets growing up all my life and throughout my adulthood. Anyone in my life can tell you how much love for animals I truly have. I grew up with dogs, cats and Guinea pigs. My husband and I have two cats who are of course our children! We raised one from when she was a kitten so I have experience caring for young animals such as puppies and kittens along with guinea pigs. I have watched family pets and friends pets. They have always trusted me in times of need when it comes to their fur babies. I go above and beyond to make sure they are cared and loved for. I will be starting school full-time at the end of August while my husband takes care of working so I will have some free time to not only focus on school but on what makes me the happiest; one of those being animals! I am calm and very intuitive when it comes to pets. I listen to their needs and try to be as attentive as possible! I respect their boundaries and try to show love in the way that they like most. I always make sure to follow any instructions as needed. The goal is to always treat other pets as if they were your own❤️

Sitter Profile Image: Gianpaolo U.
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Gianpaolo U.
from
$15
per walk
5.0 out of 5 stars
4 reviews
18 years of experience
Oak Creek, WI, 53154

From the moment we met Gianpaulo we knew!! He bonded immediately with Stanley! He very, very conscientious, very warm and an absolute joy to have around our dog! Cannot recommend him enough!

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Lynette G.
Sitter Profile Image: Bill B.
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Bill B.
from
$15
per walk
5.0 out of 5 stars
6 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: Anna S.
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Anna S.
from
$20
per walk
5.0 out of 5 stars
3 reviews
2 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: Mary C.
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Mary C.
from
$20
per walk
5.0 out of 5 stars
72 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: Mikeila F.
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Mikeila F.
from
$30
per walk
4.9 out of 5 stars
27 reviews
10 repeat clients
19 years of experience
Cudahy, WI, 53110

About: Married stay at home mom of 3 girls and 1 boy, who loves animals. Pre-covid I was a banquet cook for a living. I have always owned dogs( Pitts and huskys), cats, fish, rats, rabbits, turtles, bearded dragons, snakes, and other animals.. but currently have none of my own.. I'd love to watch others as a way for me to fill the void until I find another forever furpal. I live in a decent sized house with a nice yard so there is plenty of room for animals to roam and stretch their legs. I give animals all the attention they want and need. Couches and beds are free game as long as it's ok with you, I wouldn't want to upset what an animal is used to. At my place there are Treats walks and belly rubs galore. I am a stay at home mom so my schedule is open and my routine can be changed to fit what your pup or other animal needs. I have no animals of my own and usually only take one family at a time for boarding and 2 families for doggy daycare unless discussed ahead of time with clients so I can match your pets normal care schedule and routine.

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: Lisa W.
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Lisa W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
361 reviews
104 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa is wonderful with our 2 pups. She is great with her communication and has taken exceptional care of them; they look forward to their weekly walk with her!

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Lindsey M.
Sitter Profile Image: Julia R.
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Julia R.
from
$23
per walk
5.0 out of 5 stars
22 reviews
7 repeat clients
2 years of experience
Cudahy, WI, 53110

Julia has been a lifesaver for us when we haven’t been able to get home to get our peppy dog out on a walk. She’s been punctual in communicating, clear about her services, and sweet with our dog. Definitely recommend.

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Matt P.
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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: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
182 reviews
55 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Becky was the best caregiver we found in the Milwaukee area for our pups. She is very communicative and gave our dogs the specific care they needed (one gets pretty anxious in new environments). We have hired her for single day care, an overnight, and a week-long trip out of state. She has a large backyard for the dogs to play in and lots of comfortable beds to rest for when they come inside. Most of all, we appreciate her daily pictures and updates. Highly recommend!

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Katie W.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

As always, Rupert came home happy after a fun weekend with Laura. I love knowing that he’s in good hands & I can enjoy what ever I’m doing (in this case, it was my oldest son’s wedding weekend!). Laura is great about sharing pictures & short recaps of their days together! Thank you, Laura!

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Mary Beth L.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
72 reviews
18 repeat clients
50 years of experience
Oak Creek, WI, 53154

It was our first time using Rover for our chocolate lab and we found Debbie. We had a lovely meet and greet and she took care of Brinkley as if she were our own family. She definitely gives off the “Cool Aunt” vibes! Debbie took Brinkley on plenty of walks and spoiled him with cuddles. I loved the updates and photos throughout our booking as it gave us peace of mind. I already booked her for future travels!

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Amber A.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
361 reviews
104 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was great with my dog and made it a smooth pick-up and drop-off process. I could tell my dog was comfortable and well cared for. I would definitely recommend booking with her!

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Briana O.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
83 reviews
24 repeat clients
26 years of experience
Racine, WI, 53402

Hannah and her family are wonderful! We were provided so many updates and pictures during our dogs week long stay with Hannah. We will definitely look to book with her in the future.

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

Blythe was so wonderful with my pup! She sent pictures often and kept me up to date with how she was doing. She played with Gemma, took her to the lake, walked her often, and really showed so much love and care. We will continue to use her moving forward! Highly recommend!

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

Dan and Holly were just awesome! My Toby has a wonderful time vacationing with them and their bassetts. You can tell they are extremely passionate dog lovers and genuinely enjoy and love every dog that comes into their home. We will definitely be booking again!

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

Can't express how grateful I am to Mary for taking such great care of my pitty for two week! She sent pictures everyday and kept me updated the whole time. Chimi looked so happy to be there with all the toys, big backyard, and she got along so well with Mary's dog. Mary even got chimi a slow feeder when I told her about chimis problem with eating too fast. Amazing person! Will definitely always book again with her!

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Veronica J.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
40 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee was very communicate and sweet during Frankie’s stay with her! She was flexible and followed all of our requests. She sent updates with photos each night. Thanks Ashlee!

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Alayna & Natalie W.
Sitter Profile Image: Erin M.
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Erin M.
from
$55
per night
5.0 out of 5 stars
138 reviews
36 repeat clients
13 years of experience
Town Of Lake, Milwaukee, WI, 53207

I do not have enough nice things to say about Erin! She is so thoughtful and kind, and you can tell she truly loves and cares about all dogs. It’s never easy leaving your fur baby with someone, but Erin makes this task so much less daunting. I know my dog is safe with her and she takes all steps to ensure the stay is a good fit on both ends. I’m so glad we were able to connect with Erin and Brian as I feel like I’ve truly found great people to watch over my pup when I’m away without having to worry. Her pups norm and Reuben are also great! I can’t thank Erin enough to caring for my baby and truly appreciate her!

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Shivani P.
Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
15 years of experience
Fairview, Milwaukee, WI, 53219

Our dog loved her stay with Zach. He was very professional and flexible with our unique drop off/pick up needs. Would recommend him to anyone looking for a dog sitter.

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Robert P.
Sitter Profile Image: Tyler C.
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Tyler C.
from
$50
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
25 years of experience
South Milwaukee, WI, 53172

Tyler is great! Very communicative and helpful with all my dog’s special needs and quirks. He has great dog energy and my dog is always soo happy to see him ☺️ I will always recommend Tyler to any friend needing a dog-sitter.

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Amanda T.
Sitter Profile Image: Katrina E.
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Katrina E.
Star Sitter
from
$49
per night
5.0 out of 5 stars
47 reviews
11 repeat clients
40 years of experience
Saint Francis, WI, 53235

Another wonderful stay for Colbie with Katrina! She was so thoughtful to keep us updated and send pictures. Colbie is worn out after such a fun weekend!

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Megan O.
Sitter Profile Image: Hannah K.
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Hannah K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
566 reviews
234 repeat clients
20 years of experience
Cudahy, WI, 53110

Hannah is absolutely amazing and was such a huge life saver! I had a situation where I was leaving out of town for over a week and had left my dog with a sitter, that sitter called me after an hour and said he’d severely injured himself and wouldn’t be able to properly care for my dog. I had a backup sitter that ended up not having availability for my dog either. I came to Rover right before boarding my flight and Hannah messaged me right back and agreed not only to board my dog for the entire time, but also pick her up from her previous sitter! I was completely over joyed with her attentiveness and care in such a stressful situation. She sent me lovely updates with pictures and even made a customized digital Christmas card with my pup on it! Hannah made sure my pup was safe and very well cared for and completely set my mind at ease! When I returned it was clear my dog was happy, healthy and had clearly been given lots of love and attention as a guest in Hannah’s home (: I will definitely use Hannah’s services again!

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Alexandria L.
Sitter Profile Image: Karen & Toy
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Karen & Toy
from
$42
per night
5.0 out of 5 stars
100 reviews
41 repeat clients
25 years of experience
Alverno, Greenfield, WI, 53220

Karen and Toy were great. Our dog seemed to have a great time and came home happy and tuckered out. She kept us updated and feeling comfortable.

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Jeanette S.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Tyler P.
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Tyler P.
from
$42
per night
5.0 out of 5 stars
28 reviews
7 repeat clients
15 years of experience
Greenfield, WI, 53219

Tyler and Milo were an awesome fit. I appreciated the check ins which game me peace of mind that Milo was taken care of and happy in a new environment. He had plenty of space to run around and new people to cuddle with. I will definitely be happy to work with Tyler in the future!

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Angela J.
Sitter Profile Image: Mary H.
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Mary H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
25 years of experience
Fernwood, Milwaukee, WI, 53207

Flex was happy to have stayed with Mary. We received multiple pictures of their activities. Mary's very communicative. Would use her again and recommend to others.

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Jason W.
Sitter Profile Image: Kelli H.
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Kelli H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 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: Sara M.
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Sara M.
from
$40
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

Sara was both completely professional and warm/kind with Kiara. She was ready to set up a meet & greet when it worked for us. She was also patient when our schedule changed a bit for drop off and pick up, and let us shift the times a bit. Most importantly, Kiara had a great time with plenty of walks and trips to the dog part with her new dog friend Josie.

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Kristin S.
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