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: Rebecca M.
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Rebecca M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 16 reviews
8 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: Angela R.
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Angela R.
Star Sitter
from
$64
per night
5.0 out of 5 stars
• 141 reviews
40 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: Berenice B.
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Berenice B.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 293 reviews
121 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

“Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.”

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Claire L.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 93 reviews
16 repeat clients
11 years of experience
Milwaukee, WI, 53207

“Lynette was terrific with our dogs. One of our dogs is blind and the other one had been turned down from a doggy daycare for not being friendly enough. She spent time with them and sent us pictures of both of them in her lap sleeping. We have already talked with her about watching them again in March. Great job!! and great service.”

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

“We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!”

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Kasie S.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 41 reviews
9 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: Elba M.
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Elba M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 194 reviews
69 repeat clients
6 years of experience
Cudahy, WI, 53110

“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: Emily M.
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Emily M.
from
$59
per night
5.0 out of 5 stars
• 45 reviews
12 repeat clients
30 years of experience
Milwaukee, WI, 53213

“Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.”

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Lauren S.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 56 reviews
25 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: Alexis G.
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Alexis G.
from
$47
per night
5.0 out of 5 stars
• 13 reviews
9 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: 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.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 16 reviews
3 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: 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 is an absolutely amazing dog sitter! We love having her watch our dogs and the dogs love her! Wonderful communication and we can't recommend her enough - Thank you Teri!”

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Roy And Kasey P.
Sitter Profile Image: Marilia D.
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Marilia D.
from
$75
per night
5.0 out of 5 stars
• 84 reviews
28 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

“Marilia is fantastic! We felt very comfortable leaving our two dogs overnight in our home with Marilia even after meeting her for the first time. Our girls were happy and healthy when we returned, and we feel even better about having Marilia take care of Rae and Frankie sometime in the future! Thanks Marilia!!!”

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Mark M.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 36 reviews
9 repeat clients
7 years of experience
Cudahy, WI, 53110

About: Frequent walker that would be happy to have a dog join. I also have a backyard that I maintain all of the time for use. I do not have a dog of my own and typically only watch one dog (or two if you have two) at a time leaving your dogs needs at the priority! I work remote so will always be able to be responsive when sitting. Also have a 1000+ day 10,000 step streak so doing lots of walking currently! Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!

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

“Kelli was absolutely AMAZING!!! She was a great communicator and provided the perfect amount of updates for us. We will 1000% be using her in the future!”

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

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

Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 6 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: 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: Alexza M.
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Alexza M.
from
$65
per night
5.0 out of 5 stars
• 7 reviews
15 years of experience
Milwaukee, WI, 53207

About: I have always had a passion for animals since childhood. I began caring for pets in 2007 starting with my first family dog. I trained him and took care of him when he was only 8 weeks old. Now, I have an 10 year old dog I've had since she was 8 weeks and have had rabbits, cats, reptiles, birds, and more. I have been the go-to for friends and family for their pet needs; providing overnight care, dog walking, drop- in visits, and home/pet sitting. I pride myself in being the one to provide loving care to every pet as if they were my own. Animals bring me joy and I aim to provide them with love, happiness, and some fresh air whenever possible. Overall, I can promise we're all going to have a great time together. Fur sure! 😉 I work from home from 8 - 430pm, so this means early mornings and early evenings are dedicated to your pets and their needs! Im also connected with a few other local sitters to help coordinate any mid day drop ins if needed. I also work on socialization and basic commands and leash training whenever possible. I make sure we have vet and emergency information available and at the ready. I like to keep pets in their normal routine whenever possible and keep parents up to date as well.

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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

Elba took care to keep our dogs exercised and entertained while also showering them with love. She provided daily updates with photos and left our home in great condition. Thank you!

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Bethany R.
House Sitting
5.0 out of 5 stars

Lynette is the best! She does an amazing job caring for our dog, Garbanzo, while we are away. She is very respectful of our house and keeps it clean and tidy. Leaving our dog with Lynette gives us such peace of mind when traveling. We try to use her to watch him whenever we can! She really goes above and beyond.

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Samantha & Malcolm K.
House Sitting
5.0 out of 5 stars

Carolina, did a great job of keeping me informed on what Cosmo was doing. She does a great job of sending images and movies.

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Ronald S.
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

Emma was really great! It was my first time having my dog watched by someone other than family and friends, so I was a bit nervous. Emma came to meet him before our travel plans. Her communication was fantastic and she was a wonderful sitter!

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Karissa B.
House Sitting
5.0 out of 5 stars

Kelli was the best! We could not have been happier with Kelli! She bonded with our anxious dog amd took great care of her!

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Elizabeth S.
House Sitting
5.0 out of 5 stars

Wonderful sitter! Communicative, friendly, and attentive. Took great care of my puppy while I was out of town. Will rebook.

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Shawn M.
House Sitting
5.0 out of 5 stars

Alexy & Kayla were great with my senior dog and two cats while I was away for a 4-day weekend. They were in constant communication and sent a ton of pictures! I knew my pets were well cared for! Thank you, Alexy & Kayla!

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Kristin S.
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

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

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

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

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
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