House Sitting Jackson Park

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Over 2
pet parents in Jackson Park have booked house sitting

Jackson Park, Find top rated house sitting

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: Keisha P.
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Keisha P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
54 reviews
24 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was amazing! She helped us out when another sitter cancelled. She took amazing care of our 2 dogs while we were away! She was very responsive, sent lots of pictures, and kept us posted the whole weekend! She truly understood and embraced my dog’s personalities! I would highly recommend her and will be using her again in the future!

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Janine P.
Sitter Profile Image: Emily M.
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Emily M.
from
$59
per night
5.0 out of 5 stars
43 reviews
11 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily was great at communicating with us the entire stay, and we could tell from all her updates and pictures that our pups loved having her around. Our flight ended up getting delayed because of the blizzard rolling through Wisconsin this past weekend, and Emily was able to help make sure our pups were let out and fed while we figured out how to get back to Milwaukee. I would absolutely recommend Emily to anyone else looking for expert and friendly care for their pups on Rover. Thank you again!

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Creighton B.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$33
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Bay View, Milwaukee, WI, 53207

Sam was great with our rambunctious pup! She was so attentive to Walter, sent daily updates and photos, and left our home in stellar shape. Thank you!

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Livia A.
Sitter Profile Image: Fatima B.
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Fatima B.
from
$35
per night
5.0 out of 5 stars
9 reviews
1 repeat client
2 years of experience
West Allis, WI, 53214

Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!

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Alex S.
Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$64
per night
5.0 out of 5 stars
133 reviews
35 repeat clients
30 years of experience
Bay View, Milwaukee, WI, 53207

Angela was amazing!!! We had never left our dog with anyone overnight and she helped me feel comfortable and at ease. She sent lots of pics and updates and loved on our guy all weekend. So grateful!

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Braelyn G.
Sitter Profile Image: Julianna W.
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Julianna W.
from
$44
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
30 years of experience
Milwaukee, WI, 53204

Julianna was incredible! She stayed at my house for a week while we were gone to watch Sophia. She kept me updated on everything that was going on and gave her some extra love when she needed it. Sophia doesn’t love being away from us but Julianna made sure she was okay and did everything she could to make sure she was happy! Would definitely recommend her <3

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Maria B.
Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$70
per night
4.9 out of 5 stars
282 reviews
117 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was great!!! She was easy to get in touch with and sent lots of pictures! My puppy was so happy to see her and tuckered out when I saw him indicating that all his physical and mental needs were met during his full day of care. Trustworthy and reliable! Would definitely book again

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Jagpreet S.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$70
per night
5.0 out of 5 stars
132 reviews
35 repeat clients
40 years of experience
West Allis, WI, 53227

We were very pleased on how well Jenn took care of our fur baby Zoey. Jenn sent us pictures and updates daily. We will definitely book Jenn again for future dog sitting.

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Mark S.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
92 reviews
15 repeat clients
11 years of experience
Milwaukee, WI, 53207

Our pup Banzo loved having Lynette care for him. She was very communicative, great with our dog and a super respectful house guest. We will definitely want to use her in the future!

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Samantha & Malcolm K.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
94 reviews
28 repeat clients
16 years of experience
West Allis, WI, 53214

We had a wonderful experience with Maiah and would absolutely recommend her. Our beagle can be a bit high-maintenance, but Maiah was so great with her. It gave us peace of mind knowing our pup was in trustworthy, kind, and capable hands. Maiah was also an excellent communicator--we received regular updates, photos, and quick responses, which made it easy to relax while we were away. We wouldn’t hesitate to book with her again!

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Kirstin G.
Sitter Profile Image: Alexis G.
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Alexis G.
from
$47
per night
5.0 out of 5 stars
12 reviews
8 repeat clients
6 years of experience
Greenfield, WI, 53221

Alexis was super communicative and took great care of our dog while we were away!

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K M.
Sitter Profile Image: Ryan T.
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Ryan T.
from
$50
per night
5.0 out of 5 stars
4 reviews
10 years of experience
West Allis, WI, 53214

Ryan was fantastic! He took great care of our very large dog, who can be reactive at times. I completely trusted him while we were away for a week. We received lots of updates like we asked. He gave our dog medicine without any issues. We came home to a very happy pup and a spotless house. Ryan even got our mail and watered our flowers while we were away, which was super nice. We highly recommend him and already have our next trips booked with him!

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Leah G.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
25 reviews
10 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

Ashley was So responsive and Wonderful with my boys! Thankful she was able to watch them in their house!! Will definitely book again if she is willing to watch them!!

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Dena K.
Sitter Profile Image: Alexis W.
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Alexis W.
from
$57
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Jackson Park, Milwaukee, WI, 53219

We came home clean house and my Esther was taught a trick and very disciplined on the leash in backyard. Alexis is so loving and I highly recommend her. She checked in with us throughout our trip. She is the best!

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Michaelchad B.
Sitter Profile Image: Margaret M.
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Margaret M.
from
$55
per night
5.0 out of 5 stars
3 reviews
1 repeat client
35 years of experience
Bluemound Heights, Milwaukee, WI, 53213

Wow! What can I say? Margaret exceeded every expectation I had for Uecker’s care today! As a new puppy mom who’s only had him for three weeks, leaving him with someone for the first time was a little nerve-wracking. But Margaret made me feel completely at ease. She didn’t just watch him—she played with him, loved on him, reinforced the commands we’ve been working on, and treated him like he was her own. The best part? Walking through the door and finding Uecker snuggled up right next to her. My heart absolutely melted. It was obvious he felt safe, loved, and completely comfortable. I truly couldn’t be happier with the care Margaret provided. Book her before I do, because with my busy schedule, I’ll definitely be calling her again! Thank you so much, Margaret. Uecker already adores you, and so do I!

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Jackie G.
Sitter Profile Image: Joseph D.
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Joseph D.
from
$28
per night
4.9 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Wauwatosa, WI, 53213

Joe was great with our Fifi, he was really a lifesaver! He stayed at our house as our rescue dog can be a little clingy. I received the cutest pictures and was really able to enjoy myself on vacation knowing she was at home!

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Candy P.
Sitter Profile Image: Adrianne R.
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Adrianne R.
from
$50
per night
5.0 out of 5 stars
20 reviews
2 repeat clients
20 years of experience
Franklin, WI, 53132

Andrianne was wonderful! She was communicative throughout her time with Tex. Pictures often! She Not only took good care of our precious dog, but Our Home as well! I would highly recommend Adrianne for your pet sitting needs! We will definitely be using her again! Words I would use to describe her: kind, trustworthy,friendly!

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Pamela W.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$60
per night
4.9 out of 5 stars
15 reviews
4 repeat clients
13 years of experience
Milwaukee, WI, 53215

Samantha did a wonderful job during an overnight say with my Sasha. She came to meet Sasha beforehand and get a quick tour of the house and rundown of Sasha's schedule. During her stay, she sent lots of pictures and updates. She also left my home cleaner than when I had left! I am extremely appreciative of Samantha's care that she put towards watching my fur baby.

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Alyssa T.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$77
per night
5.0 out of 5 stars
104 reviews
29 repeat clients
20 years of experience
Story Hill, Milwaukee, WI, 53213

We love having Emily stay with our dog and cat when we go out of town! She’s so great with them, we never have to worry about a thing. We always come home to happy animals! She’s also very quick to respond to messages. We love Emily!

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Kathleen P.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$100
per night
5.0 out of 5 stars
51 reviews
19 repeat clients
6 years of experience
West Allis, WI, 53227

Stepen and Amelie took great care of our 1 year old dog and our home. They took our dog on multiple walks, played with him and made sure he was comfortable. They were great about keeping us up to date with pictures, videos and messages about how our dog was doing. We came home to a detailed list of what our dog did each day, how much he ate, when he used the bathroom and when he slept. We were very impressed and would recommend Stephen and Amelie.

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Kristin L.
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The median cost per night for house sitting in Jackson Park is $50

Pet parents share their Rover experiences - Jackson Park

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5.0 out of 5 stars

Maiah was great to work with! She was quick to respond and communicate with. Our doggos enjoyed her company and she took great care of them! Would definitely rebook with her again!

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Rebekah J.
House Sitting
5.0 out of 5 stars

Keisha is an absolute wonder sitter! Our little pup was very anxious about us leaving and Keisha was so very kind, patient and loving. She took extra special care to help our pup feel safe, loved and secure. We will always ask Keisha to come watch our pup anytime we leave or even just to hang out for an afternoon. Trust Keisha to be the best care giver!

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Jamelyn H.
House Sitting
5.0 out of 5 stars

Katlynn followed my detailed instructions and I felt very comfortable with her caring for Mink. She watched him carefully to make sure he did not have a recurrence of his medical condition.

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Catherine K.
House Sitting
5.0 out of 5 stars

Mallory was great. She house sat for me with my two dogs I got regular updates and pictures. Great communication will definitely use her again.

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Mandy P.
House Sitting
5.0 out of 5 stars

Sarah is an absolute star - we’re so lucky to have found her on Rover! Our dogs are so happy and comfortable with her, and we know we can rely on her 100%. Consistent photos and updates, and when we get home, the dogs are so chill that it’s like we never left.

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Hannah T.
House Sitting
5.0 out of 5 stars

Margaret took great care of my 3 dogs and cat. I got lots of pictures, my house was cleaner than when I left it and my rescue girl warmed uo to her. I would definitely recommend using her.

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Michelle J.
House Sitting
5.0 out of 5 stars

Katherine is incredible! Our pets receive so much attention and she is so caring for each of their needs. We return home to an extremely clean house. Everything from the care of our pets and home, her attention to detail is above and beyond!

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Todd S.
House Sitting
5.0 out of 5 stars

Nicole is absolutely phenomenal! She took such great care of our Siberian kitten. Nicole is very professional, communicative, and you can tell how much she loves what she does! The whole time we were gone she sent us updates and photos. We would 110% recommend Nicole!

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Angela G.
House Sitting
5.0 out of 5 stars

Ryan was fantastic! He took great care of our very large dog, who can be reactive at times. I completely trusted him while we were away for a week. We received lots of updates like we asked. He gave our dog medicine without any issues. We came home to a very happy pup and a spotless house. Ryan even got our mail and watered our flowers while we were away, which was super nice. We highly recommend him and already have our next trips booked with him!

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Leah G.
House Sitting
5.0 out of 5 stars

Scott was FABULOUS with our dog, Rocket! Rocket is a bit picky, but he wholeheartedly loved Scott, too. Scott had wonderful communication--he gave enough so that I felt reassured that Rocket was doing well, but he also let me just relax while on our trip. He made me feel confident that Rocket was in good hands, and that means the world to me. Scott also took in our mail and watered our garden. Thanks for everything, Scott!

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Jen C.
House Sitting
5.0 out of 5 stars

As always, Caitlyn was amazing! Great updates of our pets, handles giving meds like a champ, and leaves our place nice and clean every time.

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Riley H.
House Sitting
5.0 out of 5 stars

As always, Megan was amazing with our fur babies! I could tell they felt happy and safe while we were away which is the best feeling! Thank you!!

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Emily H.
House Sitting
5.0 out of 5 stars

Stephany was great! She updated us when she arrived and kept us updated with pictures throughout. The dogs were happy when we got home and the house was clean. Highly recommend.

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Lyndsay Z.
House Sitting
5.0 out of 5 stars

Loved working with Marilia! We did a meet and greet beforehand and she was a pleasure. Our lil special-needs pittie mix loved her too and they shared many snuggles. She sent us lots of nice updates and photos and left our house spotless!

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Margaret M.
House Sitting
5.0 out of 5 stars

Rachel was great with Howie and I loved all the photo updates she provided. Really appreciated her patience with my puppy!

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Amanda K.
House Sitting
5.0 out of 5 stars

Amanda was wonderful. This was the first time we traveled without our puppy and we were a bit apprehensive. However, Amanda eased our concerns. She arrived a few minutes early which signaled a level of reliability that was very welcome. While we were away, Amanda provided regular updates and pictures. As a result, we were able to enjoy our vacation. And our puppy seemed to genuinely enjoy Amanda. We will definitely use Amanda again. We would feel very comfortable leaving our puppy with her.

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Kerry H.
House Sitting
5.0 out of 5 stars

Paige is an amazing, young woman and was so loving to my pups. We had a hard journey driving from FL to Milwaukee, and I wanted someone to hang with them while catching up with friends. I could not have picked anyone better. Within minutes, my little Elsa was in love with Paige and King had a new girl friend! I searched the night before and thank God, Paige was the answer :) Obviously, highly recommend Paige.

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Laura R.
House Sitting
5.0 out of 5 stars

Sonia and Alex did an absolutely excellent job caring for my dog. He is developmentally delayed, requires daily medication, and is incontinent, so his care takes extra attention and patience. Throughout the 6 days he was with them, they communicated promptly and openly about any challenges that came up, and together we were able to make simple adjustments to ensure his stay was comfortable and successful. They sent pictures frequently, which gave me great peace of mind while I was away. From every photo, it was clear that my dog was happy, well cared for, and comfortable in their care. I am incredibly grateful for the compassion, flexibility, and attentiveness Sonia and Alex showed, and I would wholeheartedly recommend them to anyone—especially those with pets who have special needs.

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Gwen P.
House Sitting
5.0 out of 5 stars

We use Amanda multiple times a year and she is great! I love the daily photos of our pup, and I know she with take great care of our big guy. Thanks, Amanda!

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Erin F.
House Sitting
5.0 out of 5 stars

Tarah did great, took excellent care of my pups, even when one of them tried to test the waters. Super appreciative of her care for them.

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Christy J.
House Sitting
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