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
• 57 reviews
26 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

“Keisha was great! She watched our 2 doodles, one with a bit of an attitude! She sent texts when she had questions and sent us pictures. Will definitely book with her again!”

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Marie G.
Sitter Profile Image: Diana M.
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Diana M.
from
$50
per night
5 years of experience
Milwaukee, WI, 53215

About: I love all pets, big and small! I’ve pet sat for family and friends (from puppies to tripod cats) over the last few years. I don’t have any pets of my own so I always enjoy meeting new dogs/cats :) I work 9-5 (mon-friday) and typically work from home once a week. I’m available when I wfh, weeknights and weekends! Would love to use some of my free time to take care of your pets. For overnight stays, I’m available to stay at your house. I know every pet has their own personality, routine and quirks - I do my best to stick to what makes them feel comfortable. I’ll follow your care instructions and treat your pet the way I’d want someone to treat my own. Whether that’s a long walk, trip to the park, pup cup or being a house hippo, I’m happy to accommodate.

Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 137 reviews
36 repeat clients
40 years of experience
West Allis, WI, 53227

“Jenn is a amazing! She is the most kind and compassionate woman. This is the very first time we have ever left our two rescue dogs, so I wasn’t sure what to expect with our two pups and how they would react to anyone other than family watching them. she watched them for two stretches of time periods, one stretch of time was for a few hours while we were at a rehearsal dinner and with a second stretch of time it was for over 12 hours at our daughters wedding. The first stretch of time they barked continuously, and poor Jenn soldiered through like a champ, unscathed. I was afraid she wouldn’t show up the next day, but there she was bright and early the next day, ready to meet the challenge! Within 10 minutes, she texted me with a photo that our two beautiful pups were fast asleep and quiet. She had a wonderful day. It just took a while for them to get used to being with someone other than their owners. She was wonderful, kept us up-to-date throughout our time away. With photos and brief updates. Highly recommend, if I could leave more than five stars, I would!⭐️”

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Sherrie A.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 98 reviews
18 repeat clients
11 years of experience
Milwaukee, WI, 53207

“Lynette was responsible, reliable, and so sweet to our pups. She made sure they had food and plenty of attention. She’s sent great photos and we would absolutely trust her with our dogs again!”

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Lauren E.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$60
per night
5.0 out of 5 stars
• 563 reviews
99 repeat clients
5 years of experience
West allis, WI, 53219

“Sarah was so great watching Michael! We really appreciated all the updates and photos, and he seemed so comfortable with her. Thank you Sarah!!”

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Hannah T.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
• 228 reviews
67 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

“Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.”

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Carlie V.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 19 reviews
9 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

“Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!”

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Kristina P.
Sitter Profile Image: Alena H.
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Alena H.
from
$65
per night
4.9 out of 5 stars
• 7 reviews
1 repeat client
16 years of experience
Milwaukee, WI, 53233

“Alena did a great job taking care of my pup! I booked on short notice, and she was extremely gracious and accommodating, and even she made time for a meet and greet prior. She was prompt in responses when I reached out and sent check-in updates and photos as well. I would definitely recommend and will be rebooking if the need arises!”

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Mandy S.
Sitter Profile Image: Nikki G.
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Nikki G.
from
$70
per night
5.0 out of 5 stars
• 19 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53208

“Nikki did an excellent job caring for our puppy, Moose, and Kitty, our 10yo cat! She stayed in our home, which was great for our pets, because in the past we’ve utilized drop-in sitters, and they did not drop-in as often as they should have. But with Nikki there, they had plenty of attention since she was staying at our house and working from our house. She went above and beyond in making sure that our house was clean when we arrived home. She sent pictures and updates and even watered our vegetable plants while we were away. If you need an in-home pet sitter that will lessen the stress on your pets (and you) while you are away from home, consider Nikki!”

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Emily S.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$45
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

“Jessica was great with our lab! Also sent pictures and spent quality time with her! Would definitely book with her again.”

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Amelia G.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 213 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

“Blythe was great! She took care of our girls while we were away for a quick weekend trip and when we arrived home they were very happy and content and the house was clean and neat. There’s no doubt we’ll be booking with her again!”

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Kimberly M.
Sitter Profile Image: Adrianne R.
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Adrianne R.
Star Sitter
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: Abby F.
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Abby F.
from
$35
per night
4.9 out of 5 stars
• 19 reviews
3 repeat clients
1 year of experience
Milwaukee, WI, 53222

“We will be contacting Abby again! Replies within minutes. Very flexible and provides great updates. So friendly with us and our dogs. I feel she made this her top priority.”

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Becca B.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$50
per night
5.0 out of 5 stars
• 35 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

“Elizabeth was a dream. This was our first time booking with her and she was a great communicator, so incredibly kind and gracious. She took such great care of our 3 crazy pups and our home, even leaving us a little treat and note for when we returned. So grateful for her, her flexibility and the care our dogs received :)”

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Claire L.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 43 reviews
10 repeat clients
9 years of experience
Cudahy, WI, 53110

“Carolina did an excellent job taking care of our Fergus in our home. She communicated frequently and sent great pictures and videos. She is very thoughtful, caring and treated him like a king! We were very comfortable leaving our border collie with her! We highly recommend Carolina and will definitely use her again!”

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

“This was not only my first time using a pet sitter, but a sitter that doesn’t know my two boys. We have always been spoiled having family watch my two, but not so much anymore. My two boys are a pain in many ways and Elba was absolutely wonderful with them! She stayed an evening with them and gave them all the attention in the world and took them on a car ride! Elba is such a lovely person who has great advice on pets too! I am definitely sticking with Elba as my primary sitter!”

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Kim T.
Sitter Profile Image: Beth P.
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Beth P.
from
$70
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
15 years of experience
Wauwatosa, WI, 53226

“Beth did an excellent job caring for our pets and home while we were away. We appreciate her attention to detail and compassion for our animals. We’d highly recommend her for any house/pet sits.”

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Michelle S.
Sitter Profile Image: Stajia W.
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Stajia W.
from
$50
per night
5.0 out of 5 stars
• 17 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Raychel N.
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Raychel N.
from
$27
per night
4.7 out of 5 stars
• 11 reviews
2 repeat clients
12 years of experience
Honey Creek Manor, Milwaukee, WI, 53220

“Raychel did a great job with house sitting and taking care of my animals while I was gone for close to a week. They got a lot of attention and I came back to a house that was clean and just as I had left it. Will definitely book again with Raychel.”

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Nathan S.
Sitter Profile Image: Lauren S.
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Lauren S.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Greenfield, WI, 53221

“Lauren is fantastic! Very trustworthy, kind, responsive and our pups love her!”

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Sarah H.
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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

1 / 1
5.0 out of 5 stars

This is the second time Keisha has taken care of our dog Frankie at our house and she will absolutely be our go to if she is available the next time we travel. Our house was also in perfect shape after arriving home Exhausted after our trip. Our dog Frankie was perfectly taken care of! Thanks for everything you do Keisha!!!

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Mark M.
House Sitting
5.0 out of 5 stars

Margaret came and stayed 2 nights with our 2 furbabies, ages 8 and nearly 14. I had never needed to find a non-family pet sitter, so I was quit nervous about the whole thing. But Margaret was amazing in so many ways. Our "pups" took to her immediately and so did we. And when we came home we could tell just how well she took care of EVERYTHING for us. I will never hesitate to book her in the future. Now we may even be able to take future short trips, knowing our dear pups are being so well cared for by Margaret.

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Rebecca M.
House Sitting
5.0 out of 5 stars

Mallory is so great! My dog has never been so calm and content after we have been away. Mallory was responsive, shared great updates, and made him feel so comfortable while we were out of town. Would book with her again in a heartbeat!

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Anna K.
House Sitting
5.0 out of 5 stars

Alexis took great care of Zuzu. I was amazed at how quickly Zuzu warmed up to her at the initial meat and greet. I will absolutely book Alexis again.

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Douglas D.
House Sitting
5.0 out of 5 stars

Stephany did a phenomenal job watching my dogs overnight. I was nervous at first as it was my first time leaving them with someone besides family. However, stephany went above and beyond. Following their usual daily schedules, taking them for walks, and updating me regularly with photos and videos. I could tell that they were comfortable with her and really liked her! I will absolutely re book stephany again in the future, she will take wonderful care of your pets and home while you are away. Thank you Stephany!

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Erika R.
House Sitting
5.0 out of 5 stars

Super friendly and the pups clearly loved snuggling with her! Very smooth booking - even when we needed to add a night. Would absolutely ask her to sit with our babies again

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Kathi K.
House Sitting
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

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

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

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

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
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