House Sitting in Holler Park, Milwaukee, WI

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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
• 191 reviews
69 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: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

“Elizabeth took amazing care of our dog Layla while we were away. She kept us updated with sweet messages and photos, and we could tell Layla was happy and well-loved the whole time. We came home to a relaxed, content pup — we couldn’t ask for more! Highly recommend Elizabeth and would absolutely book with her again.”

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Monique M.
Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 96 reviews
24 repeat clients
11 years of experience
West Allis, WI, 53214

“Rachel was absolutely amazing! She was really great at communicating and sending lots of pictures throughout the stay. Most notably, she went above and beyond to care for my dog when she was dealing with anxiety while I was gone by going for more walks and time at the dog park. All in all, she will be my sitter of choice whenever I go out of town.”

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Kyleigh S.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
16 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

“We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!”

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Jordyn
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 49 reviews
28 repeat clients
6 years of experience
West Allis, WI, 53227

“My cats do not like anyone but Nimbus loved her. Even looked for her after she was done watching them. There was also the added task of keeping my fish alive and they were all there when I got home. As long as Emily isn't busy, she will probably be watching the cats again.”

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Heather T.
Sitter Profile Image: Carolina G.
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Carolina G.
from
$40
per night
5.0 out of 5 stars
• 31 reviews
7 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: River W.
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River W.
from
$50
per night
5.0 out of 5 stars
• 18 reviews
6 repeat clients
2 years of experience
South Milwaukee, WI, 53172

“Wow! Definitely recommend River. She worked with us over the course of a few home visits to get our nervous, anxious dog acclimated to her. Then we had her dog sit in our house for 8 days. They became best of friends. She kept the house in tip-top shape and even left little gifts for my human children. Will definitely have her back!”

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Amanda B.
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

“Loved Daniela! She sent a ton of pictures and updates and our dogs were happy and healthy when we returned. She even bought our pup a (dog friendly) birthday cake for his 6th birthday. It was such a comfort knowing we had a dog lover staying in our house with our dogs so we were able to thoroughly enjoy our vacation.”

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Celia O.
Sitter Profile Image: Alexy & Christian G.
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Alexy & Christian G.
from
$40
per night
4.9 out of 5 stars
• 82 reviews
23 repeat clients
9 years of experience
Bay View, Milwaukee, WI, 53207

“Alexy watched my puppy and cat for a few days and gave him constant attention and activity while keeping me updated with frequent pictures. My puppy is very energetic and still going through training and Alexy was accomdating and understanding. Returned home to the house in great shape. I would definitely have Alexy watch my pets again.”

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Courtney R.
Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 79 reviews
18 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 just got a puppy. Unfortunately my home is not open to other animals just yet as she’s a wild one

Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 80 reviews
25 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

“Maiah did a terrific job taking care of my dog. She gave us daily updates and photos, left the house clean and even stayed with my dog so she didn’t get lonely! Amazing!”

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

“Lynette continues to be a star with our dogs. They are both rescues and have special issues. They love lynette and she is so good with them. Thank you Lyly!!!”

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Bill B.
Sitter Profile Image: Lucia H.
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Lucia H.
from
$50
per night
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
• 25 reviews
4 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: 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

“Alexis saved the day when we had a last-minute cancellation for a long trip. She was wonderful and spent lots of time with our pets, sending updates and giving them lots of love!”

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Cassandra D.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 27 reviews
6 repeat clients
6 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 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: Berenice B.
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Berenice B.
from
$70
per night
4.9 out of 5 stars
• 240 reviews
97 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

“Berenice has a great heart for animals. Our dog has special needs and required hand feeding for meals. I think she would be a wonderful addition to your household, as an animal sitter. She has a kind disposition and will treat your pet with the utmost care. She left the house clean and played with our dog outside - he likes to sleep and can be lazy (so it was nice she provided enrichment playtime)! We got picture updates. She was on time for the meet and greet / when we left for our family trip to see relatives. Our dog seemed happy and content when we got home.”

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Chris P.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$70
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
20 years of experience
Greenfield, WI, 53221

“Excellent communication from the start. Came for a greet and meet and easy to be with and obvious knew dogs well. Ended up a friend of mine knows Alissa so a double excellent reference. She communicated with me constantly throughout the stay. My dog is a senior and she did well with him and when I returned he kept roaming into where she was staying in my place. Would have back again as she is available.”

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Cindy S.
Sitter Profile Image: Devon W.
Verified Background Check
Devon W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 128 reviews
50 repeat clients
20 years of experience
Fernwood, Milwaukee, WI, 53207

“Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.”

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stephanie j.
Sitter Profile Image: Nicholas R.
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Nicholas R.
from
$55
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
Town Of Lake, Milwaukee, WI, 53207

About: I’ve been around dogs my entire life but have owned my own for the past 9 years. I have a 100lb Black Lab and a 35lb Frenchie that love cuddling and hugs. I have owned both dogs since they were puppies so I know what it takes to care for them, and I have plenty of patience to attend to their needs. I will take plenty of pics of your dogs as I take WAY to many of my own on a daily basis. My Frenchie has allergies so I’m used to giving him a pill every morning, so if your dog needs medicine I will be able to administrate it effectively. I have taken clients dogs for runs if they are really high energy, and I enjoy running, so getting a lot of exercise in for your pups is no problem for me! My schedule is pretty flexible, and we love to adventure and hike at national parks so that’s what we do most of our off time. Feel free to reach out last minute or days in advance and I will not have a problem fitting your dog in at any time! My dogs are very well mannered and house trained so we do not kennel them even while we are away. I have a fenced backyard so the dogs are always outside running around.

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Holler Park pet parents share their Rover experiences

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5.0 out of 5 stars

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.
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

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.
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
5.0 out of 5 stars

Susie took care of our dog Frankie and she is the absolute best sitter ever. the house looked untouched but most importantly Frankie was well cared for!!!

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Mark M.
House Sitting
5.0 out of 5 stars

Brittany was great watching my two pups! She gave a lot of updates and photos throughout the stay. My dogs loved her!! Would definitely recommend!

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Bailey F.
House Sitting
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How Rover works

  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

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

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  • Reservation protection

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

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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.