House Sitting In Holler Park

Find a loving house sitter to watch over your pets and your home.

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Top rated Holler Park house sitters

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
203 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Blythe was excellent! Gordon was very well taken care of. Blythe went the EXTRA MILE for my guy!! She really gave him extra TLC. He has some leg weaknesses and she was so good with him‼️She’s coming back for another 2 weeks and I know Gordon will be so happy to see her❗️I highly recommend her❤️‼️‼️‼️

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

What peace of mind Daniela gave us! She was great at communicating, answering questions and texts, and snuggling our pups. She’s a pro for sure who goes above and beyond and I’m so glad we found her!

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

Carolina was super respectful of all of our instructions for caring for the cat and dog. She sent many pictures and videos along with detailed updates. We have no question that they were well taken care of and they were happy when she was here.

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

We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future

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Amy G.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
79 reviews
10 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: Marilia D.
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Marilia D.
from
$75
per night
5.0 out of 5 stars
81 reviews
25 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

Marilia communicated often sending updates and pictures, and was very open to our instructions and the pets’ daily routines. We felt good that Marilia would care for them well while we were able to focus on our flight process without having to worry if the pets were eating and going potty when they needed to. Thank you so much for looking after them!

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

Brianna was a very attentive dog sitter to our high energy pup! She was also very good about letting us know when Sloane acted up so that we could help her handle the situation! Such a great house guest! She even stripped the bed!

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Georgia H.
Sitter Profile Image: Lacey G.
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Lacey G.
from
$50
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

Lacey is great! She sent us pictures and updates every day & she followed our directions very well. She is so sweet and easy going & our dog was very happy and well trained when we got home.

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

About: Hello! I am a dog lover through and through, as I’ve spent much of my life caring for my own pups and dog sitting for friends and family. I also worked at a doggy daycare for a little over a year, where I was responsible for managing large groups of dogs. We regularly fed, trained, and administered a variety of meds to the dogs in our care. I had the opportunity to work with many different dogs as well, from senior dogs with special needs to young, energetic puppies of all sizes! I have always been extremely passionate about understanding dog behaviors so that I can provide the best care for every pup :) I have a lot of time throughout the week to care for your pups! I’m available Mon-Fri and I can be flexible regarding timing. Most weekends are open for me as well—just communicate what is needed and I will try my best to make myself available :) I always provide a safe, comfortable environment at your home while sticking to a structured routine of potties, feeding, and/or any medication needs. I’ll do my best to ensure your pet feels relaxed and confident while you’re away!

Sitter Profile Image: Christa K.
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Christa K.
from
$65
per night
5.0 out of 5 stars
5 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: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
6 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

It was our second time hiring Elizabeth, another positive experience. My pooch likes his walks and we are grateful she is ok with taking him. She is great with giving updates and sending photos. Upon return the house was just as we left it.

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Carol M.
Sitter Profile Image: Jalyn K.
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Jalyn K.
from
$35
per night
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
Cudahy, WI, 53110

About: Hello, my name is Jalyn Krueger! I have been pet sitting for 4 years and have worked at a doggy daycare and boarding facility for about 2 years! I have 2 dogs of my own. They are pitbull terriers and are sisters from the same litter!! I am currently working 30 hours a week at a daycare for children!! I am in school to be an elementary school teacher! I am free in the late afternoon and all weekends!! Throughout the week I am off on tuesdays and fridays! I have been dog sitting for 4 years, most of the time I have stayed in my clients home. I like to have a schedule and stick to it!! While out, you will definitely receive photos of your fur baby and updates so you are stress free:) I know being away from your four legged kiddos can be nerve wracking and I will help relieve those nerves as best as I can!!

Sitter Profile Image: Kelsey S.
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Kelsey S.
from
$100
per night
5.0 out of 5 stars
20 reviews
4 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: Angela R.
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Angela R.
Star Sitter
from
$53
per night
5.0 out of 5 stars
100 reviews
24 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

About: Ex restaurant owner turned private chef and animal sitter (what is this life?!). Love meeting all the silly kitties and playful doggies on this app. I have two cats and a pitbull puppy. I specialize in giving insulin if needed, medication/pills, and telling your cat/dog how pretty they are. Very flexible, wide open schedule right now! My schedule was limited to cat visits but now I’m open to pups now that my puppy isn’t as demanding of my time I have two very nice dog friendly cats and a crazy puppy!! I also have an empty room that fully set up for cat boarding! Tons of windows and couches

Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
31 reviews
8 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 700+ 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: Adrianne R.
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Adrianne R.
from
$50
per night
5.0 out of 5 stars
19 reviews
1 repeat client
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: Maiah D.
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Maiah D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
91 reviews
27 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

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: Mia M.
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Mia M.
from
$55
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
15 years of experience
Avenues West, Saint Francis, WI, 53235

About: Growing up my family owned a welsh springer spaniel. He was one of my best friends. I felt the same excitement he did when I walked in our front door to his excited jumping. After 13 years, he passed away of old age. Since then I have wanted to get a dog of my own, but I’m waiting until my husband and I get a house to take that step. In the meantime, I love caring for other family dogs. This is a super fun side job for me. I love all types of dogs, have experience with senior dogs, and am happy to care for more than one pet from the same home (whether they be cats, dogs, hamsters, fish, etc.). If your dog is nervous around new people, I will make sure to give them the care, attention, and space that they need. I always give frequent potty breaks, feed them at their regular time, and am very careful around doorways (so no one runs off on any solo adventures!). I always do an initial home visit with my husband so I can meet your pets before setting up a first booking with a new customer. I send great picture updates, so hopefully you won’t miss your dog too much. You will undoubtedly love how passionate I am about keeping your pet in a safe, loving environment while you are away. I am currently working as an 8th grade teacher. I am able to get to your home between the hours of 4pm-10pm on weeknights. I am available all day on Saturdays. I am available Sundays after 10:30am. I am available to do home visits to feed your pets, groom with a brush/bath, play their favorite games, go on long walks or runs, and spend the night if you need a house sitter. I can also take care of other pets including cats, hamsters, fish, chickens, etc. If you need someone to water plants while you are away, I can take care of that too!

Sitter Profile Image: Alexis G.
Verified Enhanced Background Check
Alexis G.
Star Sitter
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: Julia R.
Verified Enhanced Background Check
Julia R.
from
$40
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
2 years of experience
Cudahy, WI, 53110

About: Welcome! I’m Julia and I love being part of Rover. I have 5 years of experience caring for dogs of all breeds and sizes. From energetic pups to dogs who need a little extra TLC, I’ve got you covered! I also send fun pics of your pups during the day 🐶 I am currently working at a part job. So I am available to play with animals on my spare time. I would love to play with my cutie amazing dogs !! I take care of my puppy at my home !! He gets so spoiled . I like him on walks play with him take him to the dog park he loves it so much

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Holler Park pet parents share their Rover experiences

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5.0 out of 5 stars

Eleanor is amazing! She spent all holiday weekend with our two senior dogs and two cats and helped guide the pups through fireworks and thunderstorms. She left the house in great condition and the crew was calm and happy when we got home! We highly recommend Eleanor, 10-10! 🐈🦮💜

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KIMBERLY K.
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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Becky B.
House Sitting
5.0 out of 5 stars

Carolina did wonderfully housesitting my two birds for 5 days! She followed feeding and time out of cage instructions closely and sent many updates throughout the stay.

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Barret S.
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

Lynette did an amazing job watching our two pups, Roger and Cruise, in our home! She sent sweet updates with pictures, responded promptly to messages, and kept everything with the dogs and the house running smoothly while we were away. We came back to a clean home and happy pets, a credit to her care and professionalism. Definitely recommend. Thank you, Lynette!!

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Karen 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

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
5.0 out of 5 stars

Alyssa was great! She followed all my instructions for Gracie and gave her plenty of playtime and cuddles. I got very detailed updates daily on what they did and many pictures and videos. I would highly recommend her as a pet sitter!

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Nancy B.
House Sitting
5.0 out of 5 stars

Julia is absolutely wonderful and took excellent care of our dog. She is caring, keeps great communication and our pup loves her!

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Ryan M.
House Sitting
5.0 out of 5 stars

I couldn't be happier with my experience! Margaret was amazing with Theo — attentive, communicative, and clearly a true dog lover. I received regular updates, photos, and videos, which gave me so much peace of mind while I was away. When I came home Theo didn't even want Maragret to leave! I’m so grateful to have found someone I can fully trust, and I’ll definitely be booking again. Highly recommend!

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Marleigh P.
House Sitting
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  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

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  3. 3. Book & Pay

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Holler Park house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Holler Park.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Holler Park house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.