House Sitting Holler Park

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Holler 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.

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

Blythe took such good care of our pets and home. She went out of her way to schedule fun things for our dog, and she clearly loved all the attention, and the cats loved the snuggles. Thank you, Blythe!

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Nicole W.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
87 reviews
13 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lynette provided excellent care for our little guy Rocky. Very communicative and sent great updates while house sitting for us. Would certainly have her care for our dog again!

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David B.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$50
per night
4.9 out of 5 stars
38 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

I have a couple challenging pets, including an anxious, blind senior dog but Carolina moved at their pace and took great care of them. She was communicative and I got pictures every day. We came home to the house exactly as we left it. She’s kind and respectful.

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Megan S.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$50
per night
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Wilson Park, Milwaukee, WI, 53221

Brianna was super responsive and kind! She was responsive to our dog’s needs and asked appropriate questions about his care. She left our house clean. We would have her sit for us again!

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Miranda D.
Sitter Profile Image: Christa K.
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Christa K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Oak Creek, WI, 53154

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

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

Elba was absolutely amazing!! She was very thorough and made sure she had all the information she needed to care for out two 6-month-old Golden Retriever puppies for 24 hours at our house. We received numerous updates and lots of pictures during her stay with them. And our house was left in the same condition as we left it. We will definitely reach out to her again!

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Stephen M.
Sitter Profile Image: Marilia D.
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Marilia D.
from
$75
per night
5.0 out of 5 stars
83 reviews
26 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

Marilia took outstanding care of our older cat and young dog while we were gone! She was communicative, flexible, thorough, and kind. She handled medicating our pup and let us know immediately when there was a small problem. We loved getting her updates and photos, which showed how happy, relaxed and comfortable our pets were with her. Will very much look forward to working with her again!

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Julia M.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$45
per night
4.9 out of 5 stars
49 reviews
22 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️

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Erica O.
Sitter Profile Image: Teri B.
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Teri B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
110 reviews
42 repeat clients
16 years of experience
St. Francis, WI, 53235

Teri has watched our Henry several times now; we feel very confident that he is being well cared for and the house is being looked after. If you are looking for someone to watch your pup, look no further!

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Lindsey M.
Sitter Profile Image: Kelsey S.
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Kelsey S.
from
$100
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
5 years of experience
Mitchell West, Milwaukee, WI, 53221

I would recommend Kelsey for dog sitting and house sitting 1000%. She stayed in my home for 6 days and looked after my nervous, skittish dog so well that I actually enjoyed my trip and never worried about him or the house while I was gone. She kept my dog on his meal, med, and walk schedule, made adjustments based on a dangerous heatwave, and kept him company while giving him the space he needed to relax. I got photos and updates everyday and Kelsey was always quick to respond to any communication. I came home to a healthy and happy puppy and a well cared for house. I am looking forward to leaving things in Kelsey's very capable hands on my next trip!

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Keara P.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$70
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Greenfield, WI, 53221

Alissa was great! She really came through for us at the last minute so we were able to enjoy our concert stress free! She kept us updated, and was prompt with her communication! The boys loved her!

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Cue T.
Sitter Profile Image: Daniela & Michael P.
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Daniela & Michael P.
from
$65
per night
4.9 out of 5 stars
295 reviews
166 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

Daniela did a wonderful job watching Chewie. When we were feeling anxious, she was so quick to respond with a photo of our happy pup. Highly recommend.

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Tracy H.
Sitter Profile Image: Lucia H.
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Lucia H.
from
$50
per night
5.0 out of 5 stars
5 reviews
4 years of experience
St. Francis, WI, 53235

About: I have 3 cats & a dog who I treat as if they were my biological children. One of my cats & my dog are medically “blessed,” so I have experience giving meds & sticking to dietary restrictions. They are also anxious creatures, so I’m more than experienced in the world of patience. I foster for a cat rescue who saves stray cats & have experience with getting cats/kittens to trust me. I work full-time but am available weekday evenings for drop-ins & walks. I am available for boarding & house-sitting on weekends or over holidays. My weekends are flexible, so I can also accommodate medication schedules easily With a fenced in yard, dogs can enjoy time outdoors safely. I live in a quiet neighborhood that allows for nice walks. My dog & cats are very laidback. For other dogs, after a proper introduction, my dog loves playing with other dogs & is cat savvy. Since I foster, I also have a separate room where I could keep any cat guests.

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

Kelli was simply excellent! She was so kind to our girls and took excellent care of our home. She understood my nervous nature and sent updates to ease my worrying. Very glad we found her!

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Annika M.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
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: Adrianna H.
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Adrianna H.
from
$25
per night
4.9 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53207

About: I am a part time college student. I am going to school to get my ECE Degree. I’ve been taking care of dogs since I was 10 by volunteering at humane societies and having my own dogs. I also worked at a doggy daycares throughout Florida and Wisconsin. I love all dogs like they are my children. I would love to own my own rescue center but as of now I want to gain more experience with taking care of different breeds and just express my love of animals to the world. I hope that you choose me to be a temporary parent for your dog and that he or she is in perfect hands and will feel at home. Thank you. Hopefully we speak soon. I work third shift for Target and dog sit during the day. I make sure they are taken out three-four times and feed twice a day. I care for them like they are children. Go on walks, feed, cuddle. Run like crazy and crash from exhaustion. I also love getting to know the dogs personality.

Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$90
per night
5.0 out of 5 stars
5 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

Emma was so sweet with my little senior dog! My dog has various quirks and some chronic health and anxiety isssue and Emma was very accomadating with it all! She was also a great communicator and would check in and ask questions to clarify if she needed anything. I would definetely recommend her to anyonne and would trust her again with my furbabies <3 Thanks so much Emma!

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Adriana S.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
5 years of experience
Oak creek, WI, 53154

Anna was amazing!! She sent us photos and updates every day and cared for Cleo as if she were her own dog. She was incredibly attentive, super clean, and even left our apartment looking better than when she arrived. We couldn’t have asked for a better sitter.

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Dayne R.
Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$65
per night
5.0 out of 5 stars
196 reviews
36 repeat clients
4 years of experience
South Milwaukee, WI, 53172

Stephanie was great! It was the first time we left our girl with a “stranger” and Stephanie was patient, flexible, and took great care of her.

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Leah B.
Sitter Profile Image: Cindi W.
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Cindi W.
from
$50
per night
5.0 out of 5 stars
2 reviews
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!

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The median cost per night for house sitting in Holler Park is $50

Pet parents share their Rover experiences - Holler Park

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5.0 out of 5 stars

Julianna (and her partner Ed) were amazing with our anxious pup Winnie. She was communicative beforehand, organizing a meet and greet and asking great questions. She wanted to make sure Winnie was comfortable as possible, allowing us to walk Winnie together before entering our home. During the stay, she sent regular updates with photos. Asked some clarifying questions about our pup’s favorite activities, and ultimately let us relax and enjoy our vacation. She administered our pups meds and helped us have peace of mind. Would absolutely recommend Julianna and Ed!!!

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Jenna P.
House Sitting
5.0 out of 5 stars

Brianna took such great care of my kitties, staying in my home & treating them like her own, made me feel like I could leave my babies alone for more than a day. Took so many great pictures & made sure my kitty got her medication everyday. Thank you, Brianna!

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Savannah S.
House Sitting
5.0 out of 5 stars

Lynette provided excellent care for our little guy Rocky. Very communicative and sent great updates while house sitting for us. Would certainly have her care for our dog again!

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David B.
House Sitting
5.0 out of 5 stars

Carolina was amazing and very attentive to our cat’s needs. She provided daily updates and plenty of photos/videos. She took great care of him and will definitely book her in the future!

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Peter N.
House Sitting
5.0 out of 5 stars

I couldn’t have asked for a better experience with Hanna! She was absolutely great and took the time to meet Vincent prior to staying with him for the night, which put my mind at ease immediately. She was wonderful about keeping me updated and asking great questions throughout the stay and sent pictures, which I really appreciated. Most importantly, Vincent loved her! I highly recommend her to anyone looking for a reliable and caring companion for their dog.

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Lilly M.
House Sitting
5.0 out of 5 stars

Mia was wonderful staying with our two dogs for the weekend. Great communication and we loved her updates with cute photos!

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Casey 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

Emma was so sweet with my little senior dog! My dog has various quirks and some chronic health and anxiety isssue and Emma was very accomadating with it all! She was also a great communicator and would check in and ask questions to clarify if she needed anything. I would definetely recommend her to anyonne and would trust her again with my furbabies <3 Thanks so much Emma!

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Adriana S.
House Sitting
5.0 out of 5 stars

Eleanor was extremely communicative and responsible which made us very comfortable leaving the care of our home and our pup with her. She had an instant connection with our cockapoo at the meet & great which was evident in the photos from their time together as well. We’d highly recommend Eleanor to anyone looking for a thoughtful and loving sitter.

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Brianna J.
House Sitting
5.0 out of 5 stars

Elba is wonderful! She just watched my senior dog Fern for the first time while I was on a 5 day trip and I was able to fully relax and not worry as I received daily photos and updates from her. Fern felt so comfortable with her also and got lots of love, attention and walks not to mention receiving all her daily meds on time. I will definitely be using Elba’s services again!

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Rebecca B.
House Sitting
5.0 out of 5 stars

I don't want to leave too positive a review (even though it is 100% warranted) because the last time I did that our sitter got so busy we are not able to book them anymore. All joking aside, Sara was beyond wonderful. She provided us with updates (even during a major storm), pictures and most importantly to us, she went above and beyond with our taking care of our post surgical Ollie who is needing a lot of extra care.

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Brian I.
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

Anya did a great job with our dog! Even when the power went out due to a wind storm she helped make sure the house was good/safe while taking care of the dog. 10 out of 10, would recommend.

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Kyle S.
House Sitting
5.0 out of 5 stars

I've had Alexy and Christian watch my monsters before. This was a longer trip and they were great and always send a lot of update photos

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Brittany G.
House Sitting
5.0 out of 5 stars

Bryana was great! She checked in every day and sent pictures of the dogs. Getting updates about how they were doing made me feel a lot better about leaving them. Overall very happy

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Christina J.
House Sitting
5.0 out of 5 stars

Jessica is an ideal caregiver for our cat while we were out of town. She punctual and great communication. We highly recommend Jessica. Thank you!

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Joseph G.
House Sitting
5.0 out of 5 stars

Kim is incredible! We feel so comforted when Kim is staying at our home with our two dogs when we are on vacation. She is an excellent communicator and we get the cutest pictures and updates and know they are in the best hands. We are so grateful.

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Erin P.
House Sitting
5.0 out of 5 stars

Taylor took care of my son (Zipp) during the winter in Wisconsin. You can tell Taylor loves dogs, he sent me videos playing with Zipp and taking him for walks in the snow. Thank you Taylor! I would book again!!! Zipp was so happy when we got home, on the couch like we never left 💕

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Sarah B.
House Sitting
5.0 out of 5 stars

Our young dog (2yrs) has seizures, along with that many medications to be given. She did incredible with both. She is amazing with our boys! A 5yr old Chihuahua and a 2yr old Pekingese/Shih Tzu/mix.

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Holly W.
House Sitting
5.0 out of 5 stars

IGNORE THE BAD REVIEW - that guy’s a doo-doo face… Sawyer clearly loves dogs and communicates just fine! I tend to over communicate and he had no problem responding to all my messages. I love getting all the pic updates, too! He’s experienced and my handsome staffy boy took to him immediately! My dog can be a handful on a leash and around other dogs but he must have handled him just fine because no bad reports! 💯 recommend Sawyer! 👍

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Alexander C.
House Sitting
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